diff --git a/config/langfuse_config.json b/config/langfuse_config.json new file mode 100644 index 00000000..7c463ffa --- /dev/null +++ b/config/langfuse_config.json @@ -0,0 +1,28 @@ +{ + "sessions": { + "default": { + "generation_name": "retrosynthesis", + "project": "DeepRetro", + "version": "0.0.1", + "trace_name": "retrosynthesis_pipeline", + "trace_user_id": "system", + "session_id": "default" + }, + "metadata": { + "generation_name": "metadata_prediction", + "project": "DeepRetro", + "version": "0.0.1", + "trace_name": "metadata_pipeline", + "trace_user_id": "system", + "session_id": "metadata_agent" + }, + "retrosynthesis": { + "generation_name": "retrosynthesis", + "project": "DeepRetro", + "version": "0.0.1", + "trace_name": "retrosynthesis_pipeline", + "trace_user_id": "system", + "session_id": "retrosynthesis_pipeline" + } + } +} \ No newline at end of file diff --git a/data/checker_dataset_clean.csv b/data/checker_dataset_clean.csv new file mode 100644 index 00000000..83dd1ca0 --- /dev/null +++ b/data/checker_dataset_clean.csv @@ -0,0 +1,2627 @@ +target_smiles_canonical,product_smiles_canonical,reactant_smiles_canonical,stability_score,stability_assessment,stability_issues,hallucination_score,hallucination_severity +Cn1nccc1[C@]1(O)CCCC[C@H]1O,Cn1nccc1[C@]1(O)CCCC[C@H]1O,Cn1nccc1Br,100,Likely stable,,95,low +Cn1nccc1[C@]1(O)CCCC[C@H]1O,Cn1nccc1[C@]1(O)CCCC[C@H]1O,O=C1CCCC[C@H]1O,100,Likely stable,,95,low +Cn1nccc1[C@]1(O)CCCC[C@H]1O,O=C1CCCC[C@H]1O,COC1(OC)CCCC[C@H]1O,100,Likely stable,,90,low +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1,100,Likely stable,,90,low +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,N#Cc1cc(Cl)cc(B(O)O)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),90,low +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1,CC1=NC2(N=C1N)c1ccccc1CCC21CC1,100,Likely stable,,95,low +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1,NBS,100,Likely stable,,95,low +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1ccccc1CCC21CC1,CC1=NC2(CC=Cc3ccccc32)N=C1N,,,,50,medium +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(CC=Cc3ccccc32)N=C1N,CC1=NC(=N)N=C1N,95,Likely stable,,45,medium +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(CC=Cc3ccccc32)N=C1N,C=Cc1ccccc1C=O,100,Likely stable,,45,medium +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,C=Cc1ccccc1C=O,C=Cc1ccccc1CO,100,Likely stable,,100,low +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,N#Cc1cc(Cl)cc(B(O)O)c1,NC(=O)c1cc(Cl)cc(B(O)O)c1,100,Likely stable,,95,low +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCC/C=C/[C@H]1CC[C@H](C=O)CC1,100,Likely stable,,75,medium +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCC/C=C/[C@H]1CC[C@H](C=O)CC1,CCC/C=C/[C@H]1CC[C@H](CO)CC1,100,Likely stable,,100,low +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCC/C=C/[C@H]1CC[C@H](CO)CC1,O=C[C@H]1CC[C@H](CO)CC1,100,Likely stable,,0,critical +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCC/C=C/[C@H]1CC[C@H](CO)CC1,CCCCS(=O)(=O)c1nnnn1-c1ccccc1,100,Likely stable,,0,critical +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCCCS(=O)(=O)c1nnnn1-c1ccccc1,O=C(OO)c1cccc(Cl)c1,100,Likely stable,,0,critical +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCCCS(=O)(=O)c1nnnn1-c1ccccc1,CCCCSc1nnnn1-c1ccccc1,100,Likely stable,,0,critical +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCCCSc1nnnn1-c1ccccc1,CCCCO,100,Likely stable,,95,low +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCCCSc1nnnn1-c1ccccc1,Sc1nnnn1-c1ccccc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COCCCc1cc(CNC2CC2)cc(OCC(C)(C)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@H](C(=O)O)C1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@H](C(=O)O)C1,O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1,,,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@H](C(=O)O)C1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1,N#C[C@@H]1CNCC[C@H]1c1ccc(O)cc1,,,,85,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,N#C[C@@H]1CNCC[C@H]1c1ccc(O)cc1,Oc1ccc([C@@H]2CCNC[C@H]2Br)cc1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,N#C[C@@H]1CNCC[C@H]1c1ccc(O)cc1,C#N,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Oc1ccc([C@@H]2CCNC[C@H]2Br)cc1,Oc1ccc([C@H]2CCCNC2)cc1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Oc1ccc([C@H]2CCCNC2)cc1,COc1ccc([C@H]2CCCNC2)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COCCCc1cc(CNC2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(CNC2CC2)cc(OCC(C)(C)O)c1,100,Likely stable,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(CNC2CC2)cc(OCC(C)(C)O)c1,NC1CC1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(CNC2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(C=O)cc(OCC(C)(C)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(C=O)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(CO)cc(OCC(C)(C)O)c1,100,Likely stable,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(CO)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1,COC/C=C/B1OC(C)(C)C(C)(C)O1,95,Likely stable,,45,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1,COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1,100,Likely stable,,45,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1,CC(C)(O)CO,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1,COC(=O)c1cc(O)cc(Br)c1,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,50,Moderately stable,"Large (21-membered) heterocycle with O, N (potentially unstable); Very large heterocycle with multiple heteroatoms (significant stability concern)",95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,O,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(C)CC2OC)C(O)C(=O)N2CCCCC2C(=O)OC(C(C)=CC2CCC(O)C(OC)C2)C(C)C=CC1O,,,,100,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(C)CC2OC)C(O)C(=O)N2CCCCC2C(=O)OC(C(C)=CC2CCC(O)C(OC)C2)C(C)C=CC1O,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(OC)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(OC)CC3C)CCC1O,,,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(C)CC2OC)C(O)C(=O)N2CCCCC2C(=O)OC(C(C)=CC2CCC(O)C(OC)C2)C(C)C=CC1O,C=C,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(OC)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(OC)CC3C)CCC1O,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC3C)C(OC)CC(C)CC(C)=CC(C)C(O)C=CC2C)CCC1O,,,,90,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC3C)C(OC)CC(C)CC(C)=CC(C)C(O)C=CC2C)CCC1O,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(O)CC3C)CCC1O,,,,90,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(O)CC3C)CCC1O,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C,,,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(O)CC3C)CCC1O,CI,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C,,,,100,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)C(=O)O)OC2C(O)CC(C)C1,,,,45,medium +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C,COC(=O)C1CCCCN1,95,Likely stable,,45,medium +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)C(=O)O)OC2C(O)CC(C)C1,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1,,,,90,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1,,,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1,O=C=O,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(O)OC2C(O)CC(C)C1,,,,90,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1,OCC(O)CO,100,Likely stable,,90,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(O)OC2C(O)CC(C)C1,CC1=CC(C)C(O)C=CC(C)C(O)OC2CC(C)C(O)OC2C(O)CC(C)C1,,,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(O)OC2C(O)CC(C)C1,CC(C)=CC1CCC(Br)CC1,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(O)OC2CC(C)C(O)OC2C(O)CC(C)C1,CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(O)C(O)CC(C)C1,,,,65,medium +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(O)OC2CC(C)C(O)OC2C(O)CC(C)C1,CC(=O)O,100,Likely stable,,65,medium +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(O)C(O)CC(C)C1,CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(=O)C(O)CC(C)C1,,,,85,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(O)C(O)CC(C)C1,CC(C)O,,,,85,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC(C)=CC1CCC(Br)CC1,CC(C)Br,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC(C)=CC1CCC(Br)CC1,O=C1CCC(Br)CC1,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,O=C1CCC(Br)CC1,OC1CCC(Br)CC1,100,Likely stable,,100,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,COC(=O)C1CCCCN1,COC(=O)c1ccccn1,100,Likely stable,,60,medium +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1,95,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,Nc1cccc(OC(F)(F)F)c1,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1,CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1,95,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1,CC(N)=O,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1,O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1,95,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1,O=S(Cl)Cl,100,Likely stable,,90,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1,O=C(O)[C@@H]1CC[C@H](C(=O)O)N1,95,Likely stable,,90,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,Nc1cccc(OC(F)(F)F)c1,O=[N+]([O-])c1cccc(OC(F)(F)F)c1,100,Likely stable,,90,low +COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2,COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2,COC(=O)c1ccc2c(c1)C=CC(=O)CO2,75,Moderately stable,Large (7-membered) heterocycle with O (potentially unstable),80,low +COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2,COC(=O)c1ccc2c(c1)C=CC(=O)CO2,COC(=O)c1ccc(O)c(C=CC(=O)CO)c1,100,Likely stable,,70,medium +COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2,COC(=O)c1ccc(O)c(C=CC(=O)CO)c1,CC(=O)CO,100,Likely stable,,95,low +COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2,COC(=O)c1ccc(O)c(C=CC(=O)CO)c1,COC(=O)c1ccc(O)c(C=O)c1,100,Likely stable,,95,low +Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O,Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O,Cc1ccc(C(C)(C)C)cc1F,100,Likely stable,,95,low +Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O,Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O,OC[C@H]1O[C@@H](S)[C@H](O)[C@@H](O)[C@@H]1O,95,Likely stable,,95,low +Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O,Cc1ccc(C(C)(C)C)cc1F,CC(C)(C)Cl,100,Likely stable,,95,low +Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O,Cc1ccc(C(C)(C)C)cc1F,Cc1ccccc1F,100,Likely stable,,95,low +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,O=C(O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,100,Likely stable,,95,low +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,CO,100,Likely stable,,95,low +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,O=C(O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,O=C[C@@H]1CCCC2(CCCCC2)[C@H]1O,100,Likely stable,,90,low +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,O=C[C@@H]1CCCC2(CCCCC2)[C@H]1O,OC[C@@H]1CCCC2(CCCCC2)[C@H]1O,100,Likely stable,,100,low +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,OC[C@@H]1CCCC2(CCCCC2)[C@H]1O,C=C[C@@H]1CCCC2(CCCCC2)C1,100,Likely stable,,85,low +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,C=C[C@@H]1CCCC2(CCCCC2)C1,C=CC1CCCCC1,100,Likely stable,,40,medium +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,C=C[C@@H]1CCCC2(CCCCC2)C1,BrCCCCCBr,100,Likely stable,,40,medium +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N[C@H]1CCOC[C@H]1c1ccc(I)cc1,100,Likely stable,,95,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,CC(C)S(=O)(=O)Cl,100,Likely stable,,95,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C1CCOC[C@H]1c1ccc(I)cc1,100,Likely stable,,95,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N,100,Likely stable,,95,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCC[C@H](O)c1ccc(I)cc1,100,Likely stable,,45,medium +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCC[C@H](O)c1ccc(I)cc1,O=C(O)CCCC(=O)c1ccc(I)cc1,100,Likely stable,,100,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCCC(=O)c1ccc(I)cc1,O=C(O)CCCC(=O)O,100,Likely stable,,35,high +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCCC(=O)c1ccc(I)cc1,Ic1ccccc1,100,Likely stable,,35,high +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12,100,Likely stable,,30,high +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,CN1CC[C@@H](B(O)O)[C@@H]1CO,95,Likely stable,,30,high +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12,O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12,100,Likely stable,,55,medium +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12,CC(=O)c1c(O)cc(O)cc1O,100,Likely stable,,5,critical +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12,O=C(Cl)c1ccc(C(F)(F)F)cc1,100,Likely stable,,5,critical +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,CN1CC[C@@H](B(O)O)[C@@H]1CO,CN1CC[C@@H](Br)[C@@H]1CO,95,Likely stable,,80,low +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,CN1CC[C@@H](Br)[C@@H]1CO,CN1CC[C@@H](Br)[C@@H]1C=O,95,Likely stable,,100,low +CC#CCn1c(Br)nc(C=O)c1C(=O)OC,CC#CCn1c(Br)nc(C=O)c1C(=O)OC,CC#CCBr,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CC#CCn1c(Br)nc(C=O)c1C(=O)OC,CC#CCn1c(Br)nc(C=O)c1C(=O)OC,COC(=O)c1[nH]c(Br)nc1C=O,100,Likely stable,,95,low +CC#CCn1c(Br)nc(C=O)c1C(=O)OC,COC(=O)c1[nH]c(Br)nc1C=O,COC(=O)c1[nH]cnc1C=O,100,Likely stable,,30,high +CC#CCn1c(Br)nc(C=O)c1C(=O)OC,COC(=O)c1[nH]c(Br)nc1C=O,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12,Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12,Cc1ccn2cc(C=O)n(-c3ccccc3)c(=O)c12,100,Likely stable,,100,low +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,O=C(O)CO,100,Likely stable,,25,high +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1N,100,Likely stable,,25,high +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1N,CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1,100,Likely stable,,0,critical +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1,N=C(c1ccccc1)c1ccccc1,100,Likely stable,,95,low +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1,CC(C)(CO)Nc1cc(Br)ncc1Br,100,Likely stable,,95,low +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1Br,CC(C)(N)CO,100,Likely stable,,35,high +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1Br,Brc1cc(Br)c(Br)cn1,100,Likely stable,,35,high +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,Brc1cc(Br)c(Br)cn1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,Brc1cc(Br)c(Br)cn1,Brc1ccnc(Br)c1,100,Likely stable,,55,medium +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,CC(C)(C)OC(=O)[C@]12C=CC[C@H]1C(=O)NC2,,,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C[C@H](Br)c1ccccc1,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,CC(C)(C)OC(=O)[C@]12C=CC[C@H]1C(=O)NC2,CC(C)(C)OC(=O)[C@]1(CN)C=CC[C@H]1C(=O)O,,,,45,medium +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,CC(C)(C)OC(=O)[C@]1(CN)C=CC[C@H]1C(=O)O,CC(C)(C)OC(=O)[C]1C=CC[C@H]1C(=O)O,,,,85,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,CC(C)(C)OC(=O)[C]1C=CC[C@H]1C(=O)O,C=CC[C@@H]([C](C=C)C(=O)OC(C)(C)C)C(=O)O,,,,65,medium +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CC[C@@H]([C](C=C)C(=O)OC(C)(C)C)C(=O)O,C=CC[C@H](C(=O)O)[C@](C=C)(C(=O)O)C(=O)OC(C)(C)C,,,,90,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CC[C@H](C(=O)O)[C@](C=C)(C(=O)O)C(=O)OC(C)(C)C,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)OC(C)(C)C,,,,90,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)OC(C)(C)C,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O,,,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)OC(C)(C)C,CC(C)(C)O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O,C=CCC(C(=O)O)C(=O)O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O,O=C(O)C(=O)C(=O)O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CCC(C(=O)O)C(=O)O,C=CCC(C(=O)OCC)C(=O)OCC,100,Likely stable,,80,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C[C@H](Br)c1ccccc1,C[C@H](Br)c1ccccc1N,100,Likely stable,,35,high +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C[C@H](Br)c1ccccc1N,C[C@H](Br)c1ccccc1[N+](=O)[O-],100,Likely stable,,90,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C,100,Likely stable,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,,,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C,CO[C@@H]1CNCC[C@@H]1N,95,Likely stable,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C,CCOC(=O)c1nc(Cl)sc1C,100,Likely stable,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,CCc1cnc(C(F)(F)F)[nH]1,100,Likely stable,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,O=C=O,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCc1cnc(C(F)(F)F)[nH]1,CC(=O)c1cnc(C(F)(F)F)[nH]1,100,Likely stable,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CC(=O)c1cnc(C(F)(F)F)[nH]1,CC(=O)Cl,100,Likely stable,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CC(=O)c1cnc(C(F)(F)F)[nH]1,FC(F)(F)c1ncc[nH]1,100,Likely stable,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,COC[C@H](C)CO,100,Likely stable,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CC(=O)NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br,,,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,COC[C@H](C)CO,COC[C@H](C)C(=O)O,100,Likely stable,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CC(=O)NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br,NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br,,,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CC(=O)NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br,CC(=O)Cl,100,Likely stable,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br,NCCc1ccccc1-c1onc(CCNCCC(=O)c2ccc(CBr)cc2)c1Br,,,,45,medium +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,NCCc1ccccc1-c1onc(CCNCCC(=O)c2ccc(CBr)cc2)c1Br,O=CCC(=O)c1ccc(CBr)cc1,100,Likely stable,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,NCCc1ccccc1-c1onc(CCNCCC(=O)c2ccc(CBr)cc2)c1Br,NCCc1ccccc1-c1onc(CCN)c1Br,,,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,O=CCC(=O)c1ccc(CBr)cc1,Cc1ccc(C(=O)CC=O)cc1,100,Likely stable,,55,medium +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,O=CCC(=O)c1ccc(CBr)cc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,Cc1ccc(C(=O)CC=O)cc1,CCOC=O,100,Likely stable,,90,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,Cc1ccc(C(=O)CC=O)cc1,CC(=O)c1ccc(C)cc1,100,Likely stable,,90,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,NCCc1ccccc1-c1onc(CCN)c1Br,BrCCc1ccccc1-c1onc(CCBr)c1Br,,,,90,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,BrCCc1ccccc1-c1onc(CCBr)c1Br,CCc1ccccc1-c1onc(CC)c1Br,100,Likely stable,,80,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CCc1ccccc1-c1onc(CC)c1Br,C=Cc1noc(-c2ccccc2CC)c1Br,100,Likely stable,,100,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,C=Cc1noc(-c2ccccc2CC)c1Br,C=CB1OC(C)(C)C(C)(C)O1,95,Likely stable,,20,high +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,C=Cc1noc(-c2ccccc2CC)c1Br,CCc1ccccc1-c1onc(Cl)c1Br,100,Likely stable,,20,high +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CCc1ccccc1-c1onc(Cl)c1Br,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CCc1ccccc1-c1onc(Cl)c1Br,CCc1ccccc1-c1cc(Cl)no1,100,Likely stable,,30,high +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CCc1ccccc1-c1cc(Cl)no1,O=[N+]([O-])CCl,100,Likely stable,,25,high +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CCc1ccccc1-c1cc(Cl)no1,C#Cc1ccccc1CC,70,Moderately stable,Contains carbene (highly reactive intermediate),25,high +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,COCCCc1cc(C=O)cc(OCCCC#N)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,NC1CC1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,COCCCc1cc(C=O)cc(OCCCC#N)c1,C=CCOC,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,COCCCc1cc(C=O)cc(OCCCC#N)c1,N#CCCCOc1cc(Br)cc(C=O)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,N#CCCCOc1cc(Br)cc(C=O)c1,N#CCCCBr,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,N#CCCCOc1cc(Br)cc(C=O)c1,O=Cc1cc(O)cc(Br)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1,100,Likely stable,,95,low +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1,C[C@@H](O)C(N)=O,100,Likely stable,,5,critical +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1,COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1,100,Likely stable,,5,critical +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1,COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1,100,Likely stable,,90,low +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1,COC(=O)[C@H]1CC[C@H](N)CC1,100,Likely stable,,95,low +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1,O=[N+]([O-])c1cnc2ccsc2c1Cl,100,Likely stable,,95,low +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F,65,Moderately stable,Contains carbene (highly reactive intermediate),65,medium +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,CC(O)C(C)O,100,Likely stable,,65,medium +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F,CC1=CC(=O)CC(C)(C(F)(F)F)C1=O,100,Likely stable,,95,low +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F,C#C,100,Likely stable,,95,low +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,CC1=CC(=O)CC(C)(C(F)(F)F)C1=O,CC1=CC(=O)CCC1,100,Likely stable,,95,low +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,CC1=CC(=O)CC(C)(C(F)(F)F)C1=O,CC(=O)C(F)(F)F,100,Likely stable,,95,low +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,CC1=CC(=O)CCC1,CC(=O)O,100,Likely stable,,90,low +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,CC1=CC(=O)CCC1,CC1=CCCCC1,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F,100,Likely stable,,70,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F,N[C@H](CCBr)c1cccc(F)c1F,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O,CN(C)C=O,100,Likely stable,,30,high +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O,CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1,100,Likely stable,,30,high +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1,CC(C)(C)OC(=O)N[C@H](CO)c1cccnc1,100,Likely stable,,100,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,N[C@H](CCBr)c1cccc(F)c1F,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,N[C@H](CCBr)c1cccc(F)c1F,N[C@H](CCO)c1cccc(F)c1F,100,Likely stable,,55,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,N[C@H](CCO)c1cccc(F)c1F,N[C@H](CC(=O)O)c1cccc(F)c1F,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CS(=O)(=O)CCN1CCC(c2ccc(O)c(-n3nc(-c4ncnn4CC(F)(F)F)cc3CCBr)c2)CC1,,,,70,medium +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CS(=O)(=O)CCN1CCC(c2ccc(O)c(-n3nc(-c4ncnn4CC(F)(F)F)cc3CCBr)c2)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCN(CCS(C)(=O)=O)CC2)ccc1O,,,,90,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCN(CCS(C)(=O)=O)CC2)ccc1O,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCNCC2)ccc1O,,,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCN(CCS(C)(=O)=O)CC2)ccc1O,CS(=O)(=O)CCBr,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCNCC2)ccc1O,Oc1ccc(C2CCNCC2)cc1Br,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCNCC2)ccc1O,CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,Oc1ccc(C2CCNCC2)cc1Br,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,Oc1ccc(C2CCNCC2)cc1Br,Oc1ccc(C2CCNCC2)cc1,100,Likely stable,,55,medium +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1,FC(F)(F)CBr,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1,CCc1cc(-c2ncn[nH]2)n[nH]1,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncn[nH]2)n[nH]1,NN,100,Likely stable,,0,critical +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncn[nH]2)n[nH]1,CCC(=O)Cl,100,Likely stable,,0,critical +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncn[nH]2)n[nH]1,CC(=O)c1ncn[nH]1,100,Likely stable,,0,critical +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,NN,NN=O,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,NN=O,O=N[N+](=O)[O-],100,Likely stable,,90,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,C[C@@H]1CCCN1,95,Likely stable,,95,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,Oc1c(CCBr)nnc2cc(Br)ccc12,,,,95,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,C[C@@H]1CCCN1,C[C@@H]1CCCN1Cc1ccccc1,100,Likely stable,,0,critical +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,Oc1c(CCBr)nnc2cc(Br)ccc12,Oc1cnnc2cc(Br)ccc12,100,Likely stable,,95,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,Oc1c(CCBr)nnc2cc(Br)ccc12,BrCCBr,100,Likely stable,,95,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,Oc1cnnc2cc(Br)ccc12,CC(=O)Oc1cnnc2cc(Br)ccc12,100,Likely stable,,90,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,CC(=O)Oc1cnnc2cc(Br)ccc12,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,CC(=O)Oc1cnnc2cc(Br)ccc12,CC(=O)Oc1cnnc2ccccc12,100,Likely stable,,55,medium +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,CC(=O)Oc1cnnc2ccccc12,CC(=O)OC(C)=O,100,Likely stable,,90,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,CC(=O)Oc1cnnc2ccccc12,Oc1cnnc2ccccc12,100,Likely stable,,90,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,NC1C(=O)N2C(C(=O)O)C(CBr)=CSC12,,,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,O=C(Cl)Cc1cccs1,100,Likely stable,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,NC1C(=O)N2C(C(=O)O)C(CBr)=CSC12,CC1=CSC2C(N)C(=O)N2C1C(=O)O,,,,90,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,CC1=CSC2C(N)C(=O)N2C1C(=O)O,CC=CSC(N)C(=O)NC(C(=O)O)C(=O)O,,,,40,medium +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,CC=CSC(N)C(=O)NC(C(=O)O)C(=O)O,NC(C(=O)O)C(=O)O,,,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,CC=CSC(N)C(=O)NC(C(=O)O)C(=O)O,CC=CSC(N)C(=O)Cl,,,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,CC=CSC(N)C(=O)Cl,CC=CSC(N)C(=O)O,,,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,CC=CSC(N)C(=O)O,NC(CS)C(=O)O,,,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,CC=CSC(N)C(=O)O,C=CCBr,100,Likely stable,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,O=C(Cl)Cc1cccs1,O=C(Cl)C(=O)Cl,100,Likely stable,,85,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,O=C(Cl)Cc1cccs1,O=C(O)Cc1cccs1,100,Likely stable,,85,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CN1CCNCC1,95,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,Cn1cc(-c2cc(C(N)=O)c3[nH]c4cc(Cl)ccc4c3n2)cn1,,,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CN1CCNCC1,CN1CCN(Cc2ccccc2)CC1,100,Likely stable,,0,critical +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,Cn1cc(-c2cc(C(N)=O)c3[nH]c4cc(Cl)ccc4c3n2)cn1,Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1,Cn1cc(B2OC(C)(C)C(C)(C)O2)cn1,100,Likely stable,,20,high +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1,O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12,100,Likely stable,,20,high +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12,O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1,100,Likely stable,,70,medium +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1,CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1,100,Likely stable,,80,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1,Nc1cccc(Cl)c1,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1,CC(C)(C)OC(=O)c1cc(Cl)ncc1Br,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CC(C)(C)OC(=O)c1cc(Cl)ncc1Br,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,70,medium +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CC(C)(C)OC(=O)c1cc(Cl)ncc1Br,O=C(O)c1cc(Cl)ncc1Br,100,Likely stable,,70,medium +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,100,Likely stable,,100,low +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,,,,95,low +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,BrCc1ccccc1,100,Likely stable,,95,low +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,CC(C)(O)CNC(C)(C)CO,100,Likely stable,,70,medium +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,O=C=O,65,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC(C)(O)CNC(C)(C)CO,CC1(C)CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),75,medium +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC(C)(O)CNC(C)(C)CO,CC(C)(N)CO,100,Likely stable,,75,medium +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,BrCc1ccccc1,Cc1ccccc1,100,Likely stable,,55,medium +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,BrCc1ccccc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,CNC1CC1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(O)cc(C=O)c1,100,Likely stable,,85,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1,O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F,100,Likely stable,,85,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(O)cc(C=O)c1,C=CCOC,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(O)cc(C=O)c1,O=Cc1cc(O)cc(Br)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,O=C1CCCc2sc(-c3ccncc3)cc2C1,100,Likely stable,,95,low +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,Clc1ccc(Br)cc1,100,Likely stable,,95,low +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,O=C1CCCc2sc(-c3ccncc3)cc2C1,OB(O)c1ccncc1,100,Likely stable,,90,low +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,O=C1CCCc2sc(-c3ccncc3)cc2C1,O=C1CCCc2sc(Br)cc2C1,100,Likely stable,,90,low +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,O=C1CCCc2sc(Br)cc2C1,O=C1CCCc2sccc2C1,100,Likely stable,,30,high +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,O=C1CCCc2sc(Br)cc2C1,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,Clc1ccc(Br)cc1,Clc1ccccc1,100,Likely stable,,55,medium +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,Clc1ccc(Br)cc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +N[C@H]1CC[C@H]1c1ccc(Cl)cc1,N[C@H]1CC[C@H]1c1ccc(Cl)cc1,CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1,100,Likely stable,,75,medium +N[C@H]1CC[C@H]1c1ccc(Cl)cc1,CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1,O=C1CCC(=O)N1Cl,95,Likely stable,,55,medium +N[C@H]1CC[C@H]1c1ccc(Cl)cc1,CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1,CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1,100,Likely stable,,55,medium +N[C@H]1CC[C@H]1c1ccc(Cl)cc1,CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1,N[C@H]1CC[C@H]1c1ccccc1,100,Likely stable,,75,medium +N[C@H]1CC[C@H]1c1ccc(Cl)cc1,CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,100,Likely stable,,95,low +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1,100,Likely stable,,95,low +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,C[Si](C)(C)CCOCCl,100,Likely stable,,95,low +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12,100,Likely stable,,95,low +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12,CN(C)CC=O,100,Likely stable,,95,low +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12,Clc1cc(Br)c2n[nH]cc2c1,100,Likely stable,,95,low +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1,Fc1ccc(CCBr)cc1,100,Likely stable,,40,medium +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1,CC(C)(C)OC(=O)N(CCCl)CCCl,100,Likely stable,,40,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1,100,Likely stable,,55,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOC(=O)C(C(=O)OCC)=[PH](=O)(OCC)OCC,,,,55,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1,Brc1ccccc1,100,Likely stable,,95,low +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1,Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1,100,Likely stable,,95,low +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1,Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1,100,Likely stable,,95,low +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1,Cc1ccc(C[C@@H](N)CC(=O)O)cc1,100,Likely stable,,75,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOC(=O)C(C(=O)OCC)=[PH](=O)(OCC)OCC,CCOP(OCC)OCC,,,,90,low +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOC(=O)C(C(=O)OCC)=[PH](=O)(OCC)OCC,CCOC(=O)C(Br)C(=O)OCC,100,Likely stable,,90,low +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOP(OCC)OCC,ClP(Cl)Cl,100,Likely stable,,60,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOP(OCC)OCC,CCO,100,Likely stable,,60,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOC(=O)C(Br)C(=O)OCC,CCOC(=O)CC(=O)OCC,100,Likely stable,,55,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOC(=O)C(Br)C(=O)OCC,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,Nc1ccc(F)nc1Cl,100,Likely stable,,95,low +Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=S(=O)(c1ccccc1)C1(O)CC1,,,,95,low +Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,Nc1ccc(F)nc1Cl,O=[N+]([O-])c1ccc(F)nc1Cl,100,Likely stable,,90,low +Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=S(=O)(c1ccccc1)C1(O)CC1,O=C1CC1,100,Likely stable,,95,low +Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=S(=O)(c1ccccc1)C1(O)CC1,O=[SH](=O)c1ccccc1,100,Likely stable,,95,low +Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=[SH](=O)c1ccccc1,Nc1ccc([SH](=O)=O)cc1,100,Likely stable,,35,high +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O,100,Likely stable,,95,low +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O,C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O,100,Likely stable,,45,medium +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O,C[C@](F)(Br)C(=O)O,100,Likely stable,,95,low +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O,CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F,100,Likely stable,,95,low +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F,CC(F)(F)C(=O)c1cc(N)ccc1F,100,Likely stable,,90,low +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F,N,100,Likely stable,,90,low +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,CC(F)(F)C(=O)c1cc(N)ccc1F,CCOC(=O)C(C)(F)F,100,Likely stable,,90,low +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,CC(F)(F)C(=O)c1cc(N)ccc1F,Nc1ccc(F)c(Br)c1,100,Likely stable,,90,low +N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C1CCOC[C@H]1c1ccc(I)cc1,100,Likely stable,,95,low +N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N,100,Likely stable,,95,low +N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCC[C@H](O)c1ccc(I)cc1,100,Likely stable,,45,medium +N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCC[C@H](O)c1ccc(I)cc1,O=C(O)CCCC(=O)c1ccc(I)cc1,100,Likely stable,,100,low +N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCCC(=O)c1ccc(I)cc1,O=C(O)CCCC(=O)O,100,Likely stable,,35,high +N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCCC(=O)c1ccc(I)cc1,Ic1ccccc1,100,Likely stable,,35,high +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,80,Likely stable,Large (7-membered) heterocycle with N (potentially unstable),95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,Clc1cncc(Cl)c1Cl,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(N)cc(=O)[nH]c2c1O,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,BrCCCCCCN1CCCNCC1,70,Moderately stable,Large (7-membered) heterocycle with N (potentially unstable),95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(N)cc(=O)[nH]c2c1O,COc1ccc2c(Br)cc(=O)[nH]c2c1O,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(N)cc(=O)[nH]c2c1O,N,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(Br)cc(=O)[nH]c2c1O,COc1ccc2c(Br)cc(=O)[nH]c2c1OC,100,Likely stable,,35,high +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(Br)cc(=O)[nH]c2c1OC,COc1cccc(NC(=O)CC(=O)Br)c1OC,100,Likely stable,,5,critical +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1cccc(NC(=O)CC(=O)Br)c1OC,COc1cccc(N)c1OC,100,Likely stable,,90,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1cccc(NC(=O)CC(=O)Br)c1OC,CCOC(=O)CC(=O)Br,100,Likely stable,,90,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,CCOC(=O)CC(=O)Br,CCOC(=O)OCC,100,Likely stable,,90,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,CCOC(=O)CC(=O)Br,CC(=O)Br,100,Likely stable,,90,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,BrCCCCCCN1CCCNCC1,C1CNCCNC1,70,Moderately stable,Large (7-membered) heterocycle with N (potentially unstable),95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,BrCCCCCCN1CCCNCC1,ClCCCCCCBr,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,Clc1cncc(Cl)c1Cl,O=P(Cl)(Cl)Cl,100,Likely stable,,30,high +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,Clc1cncc(Cl)c1Cl,Oc1c(Cl)cncc1Cl,100,Likely stable,,30,high +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC,COc1cc2ncc3c(N)nccc3c2cc1OC,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(N)nccc3c2cc1OC,COc1cc2ncc3c(Cl)nccc3c2cc1OC,100,Likely stable,,95,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(Cl)nccc3c2cc1OC,Oc1cc2ncc3c(Cl)nccc3c2cc1O,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(Cl)nccc3c2cc1OC,CI,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,Oc1cc2ncc3c(Cl)nccc3c2cc1O,Oc1cc2ncc3cnccc3c2cc1O,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,Oc1cc2ncc3cnccc3c2cc1O,c1ccc2c(c1)ncc1cnccc12,100,Likely stable,,80,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,c1ccc2c(c1)ncc1cnccc12,Clc1nc2ccccc2c2ccncc12,100,Likely stable,,95,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,Clc1nc2ccccc2c2ccncc12,O=P(Cl)(Cl)Cl,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,Clc1nc2ccccc2c2ccncc12,O=c1[nH]c2ccccc2c2ccncc12,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,O=c1[nH]c2ccccc2c2ccncc12,Nc1ccccc1B(O)O,100,Likely stable,,35,high +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,O=c1[nH]c2ccccc2c2ccncc12,COC(=O)c1cnccc1Br,100,Likely stable,,35,high +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1,NCc1ccc(F)cc1,100,Likely stable,,95,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1,OB(O)c1cncc(OCCBr)c1,100,Likely stable,,95,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,OB(O)c1cncc(OCCBr)c1,OB(O)c1cncc(O)c1,100,Likely stable,,95,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,OB(O)c1cncc(OCCBr)c1,BrCCBr,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,O=C(O)c1cc(-c2ccccc2)n[nH]1,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N,CC(C)c1ccc(O)c(C2(O)c3ccccc3C(=O)C2N)c1,,,,45,medium +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc(O)c(C2(O)c3ccccc3C(=O)C2N)c1,CC(C)c1ccc(O)c(Br)c1,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc(O)c(C2(O)c3ccccc3C(=O)C2N)c1,NC1C(=O)c2ccccc2C1=O,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc(O)c(Br)c1,CC(C)c1ccc(O)cc1,100,Likely stable,,55,medium +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc(O)c(Br)c1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,NC1C(=O)c2ccccc2C1=O,O=C1c2ccccc2C(=O)C1[N+](=O)[O-],100,Likely stable,,90,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,O=C(O)c1cc(-c2ccccc2)n[nH]1,CCOC(=O)c1cc(-c2ccccc2)n[nH]1,100,Likely stable,,90,low +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,NC(=O)c1cnn2ccc(Br)cc12,100,Likely stable,,95,low +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1,N#Cc1cc(F)cc(Br)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),95,low +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1,F[C@H]1C[CH]NC1,,,,95,low +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,N#Cc1cc(F)cc(Br)c1,NC(=O)c1cc(F)cc(Br)c1,100,Likely stable,,95,low +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,NC(=O)c1cnn2ccc(Br)cc12,NC(=O)c1cnn2ccccc12,100,Likely stable,,30,high +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,NC(=O)c1cnn2ccc(Br)cc12,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,100,Likely stable,,95,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,N,100,Likely stable,,95,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12,100,Likely stable,,90,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1,100,Likely stable,,90,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12,100,Likely stable,,90,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12,CC(=O)O,100,Likely stable,,90,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12,75,Moderately stable,Contains carbene (highly reactive intermediate),90,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12,C1COCCN1,95,Likely stable,,95,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccnc2c1[nH]c1cc(Br)ccc12,80,Likely stable,Contains carbene (highly reactive intermediate),95,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccnc2c1[nH]c1cc(Br)ccc12,N#Cc1ccncc1Nc1cccc(Br)c1,75,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccncc1Nc1cccc(Br)c1,Nc1cccc(Br)c1,100,Likely stable,,35,high +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccncc1Nc1cccc(Br)c1,N#Cc1ccncc1Br,70,Moderately stable,Contains carbene (highly reactive intermediate),35,high +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1,ClCCN1CCOCC1,95,Likely stable,,95,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1,OB(O)c1ccc2[nH]ncc2c1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Cn1oc(=O)nc1C(=O)c1ccccc1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,NOCc1cccc(N)n1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Cn1oc(=O)nc1C(=O)c1ccccc1,Cn1cnc(=O)o1,,,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Cn1oc(=O)nc1C(=O)c1ccccc1,O=C(Cl)c1ccccc1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,O=C(Cl)c1ccccc1,O=S(Cl)Cl,100,Likely stable,,90,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,O=C(Cl)c1ccccc1,O=C(O)c1ccccc1,100,Likely stable,,90,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,NOCc1cccc(N)n1,Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1,100,Likely stable,,0,critical +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1,Nc1cccc(CO)n1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1,O=C1c2ccccc2C(=O)N1O,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,NC(=O)c1cc(-c2ccc(O)c(Cl)c2)nc2c1[nH]c1cc(Cl)ccc12,,,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,CN1CCNCC1,95,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,NC(=O)c1cc(-c2ccc(O)c(Cl)c2)nc2c1[nH]c1cc(Cl)ccc12,NC(=O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12,,,,90,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,NC(=O)c1cc(-c2ccc(O)c(Cl)c2)nc2c1[nH]c1cc(Cl)ccc12,OB(O)c1ccc(O)c(Cl)c1,100,Likely stable,,90,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,NC(=O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12,O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12,O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1,100,Likely stable,,70,medium +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1,Nc1cnc(Br)cc1C(=O)O,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1,Clc1cccc(I)c1,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,OB(O)c1ccc(O)c(Cl)c1,O=C1CCC(=O)N1Cl,95,Likely stable,,55,medium +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,OB(O)c1ccc(O)c(Cl)c1,OB(O)c1ccc(O)cc1,100,Likely stable,,55,medium +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,CN1CCNCC1,CN1CCN(Cc2ccccc2)CC1,100,Likely stable,,0,critical +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,COC(=O)CCc1cc2cc(Br)ccc2n1C,100,Likely stable,,90,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl,100,Likely stable,,90,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,COC(=O)CCc1cc2cc(Br)ccc2n1C,Cn1c(CCC(=O)O)cc2cc(Br)ccc21,100,Likely stable,,95,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,COC(=O)CCc1cc2cc(Br)ccc2n1C,CO,100,Likely stable,,95,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,Cn1c(CCC(=O)O)cc2cc(Br)ccc21,O=C(O)CC(=O)O,100,Likely stable,,85,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,Cn1c(CCC(=O)O)cc2cc(Br)ccc21,Cn1c(C=O)cc2cc(Br)ccc21,100,Likely stable,,85,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl,OB(O)c1nc(-c2ccc(O)c(Cl)c2)no1,,,,95,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl,CC(C)Br,100,Likely stable,,95,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,OB(O)c1nc(-c2ccc(O)c(Cl)c2)no1,OB(O)c1ccc(O)c(Cl)c1,100,Likely stable,,90,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,OB(O)c1nc(-c2ccc(O)c(Cl)c2)no1,OB(O)c1nc(Br)no1,,,,90,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,OB(O)c1ccc(O)c(Cl)c1,O=C1CCC(=O)N1Cl,95,Likely stable,,55,medium +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,OB(O)c1ccc(O)c(Cl)c1,OB(O)c1ccc(O)cc1,100,Likely stable,,55,medium +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,COc1cc(Br)ccc1Nc1ncc(C(F)(F)F)c(Nc2ccc([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3c2C(=O)N(C)C3)n1,,,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CCO[PH](=O)OCC,,,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,COc1cc(Br)ccc1Nc1ncc(C(F)(F)F)c(Nc2ccc([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3c2C(=O)N(C)C3)n1,FC(F)(F)c1cnc(Cl)nc1Cl,100,Likely stable,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,COc1cc(Br)ccc1Nc1ncc(C(F)(F)F)c(Nc2ccc([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3c2C(=O)N(C)C3)n1,COc1cc(Br)ccc1N,100,Likely stable,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,COc1cc(Br)ccc1Nc1ncc(C(F)(F)F)c(Nc2ccc([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3c2C(=O)N(C)C3)n1,CN1CCN([C@H]2CC[C@H](c3ccc(N)c4c3CN(C)C4=O)CC2)CC1,,,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,FC(F)(F)c1cnc(Cl)nc1Cl,Clc1ccnc(Cl)n1,100,Likely stable,,35,high +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,FC(F)(F)c1cnc(Cl)nc1Cl,FC(F)(F)I,100,Likely stable,,35,high +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,COc1cc(Br)ccc1N,COc1cc(Br)ccc1[N+](=O)[O-],100,Likely stable,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1CCN([C@H]2CC[C@H](c3ccc(N)c4c3CN(C)C4=O)CC2)CC1,CN1Cc2c(c(N)ccc2[C@H]2CC[C@H](Br)CC2)C1=O,,,,95,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1CCN([C@H]2CC[C@H](c3ccc(N)c4c3CN(C)C4=O)CC2)CC1,CN1CCNCC1,95,Likely stable,,95,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1Cc2c(c(N)ccc2[C@H]2CC[C@H](Br)CC2)C1=O,CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O,100,Likely stable,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O,CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O,100,Likely stable,,100,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O,OB(O)C1=CCCCC1,100,Likely stable,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O,CN1Cc2c(Br)ccc(N)c2C1=O,100,Likely stable,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1CCNCC1,CN1CCN(Cc2ccccc2)CC1,100,Likely stable,,0,critical +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,COc1ccc(C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC,,,,90,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,COc1ccc(C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC,COc1ccc(C[C@@H](CO)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC,,,,95,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,COc1ccc(C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC,CC(C)(C)[Si](C)(C)Cl,,,,95,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,COc1ccc(C[C@@H](CO)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC,COc1ccc(C[C@@H](C=O)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC,,,,100,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,CC(C)(C)[Si](C)(C)Cl,C[SiH](C)C(C)(C)C,,,,95,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,CC(C)(C)[Si](C)(C)Cl,ClCl,,,,95,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,C[SiH](C)C(C)(C)C,C[SiH2]C,,,,95,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,C[SiH](C)C(C)(C)C,C=C(C)C,100,Likely stable,,95,low +CC1(C)COCc2nc3cnc(Br)cc3n21,CC1(C)COCc2nc3cnc(Br)cc3n21,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +CC1(C)COCc2nc3cnc(Br)cc3n21,CC1(C)COCc2nc3cnc(Br)cc3n21,CC1(C)COCc2nc3cnccc3n21,100,Likely stable,,30,high +CC1(C)COCc2nc3cnc(Br)cc3n21,CC1(C)COCc2nc3cnccc3n21,CC1(C)COCC(=O)N1,95,Likely stable,,20,high +CC1(C)COCc2nc3cnc(Br)cc3n21,CC1(C)COCc2nc3cnccc3n21,O=[N+]([O-])c1cnccc1I,100,Likely stable,,20,high +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,N#Cc1ccc(-c2ccc([C@@H]3COCC[C@@H]3N)cc2)s1,,,,95,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,CC(C)S(=O)(=O)Cl,100,Likely stable,,95,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,N#Cc1ccc(-c2ccc([C@@H]3COCC[C@@H]3N)cc2)s1,N[C@H]1CCOC[C@H]1Br,95,Likely stable,,90,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,N#Cc1ccc(-c2ccc([C@@H]3COCC[C@@H]3N)cc2)s1,N#Cc1ccc(-c2ccc(B(O)O)cc2)s1,75,Moderately stable,Contains carbene (highly reactive intermediate),90,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,N[C@H]1CCOC[C@H]1Br,NC1CCOCC1,95,Likely stable,,90,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,NC1CCOCC1,CC(C)(C)OC(=O)NC1CCOCC1,95,Likely stable,,75,medium +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,N#Cc1ccc(-c2ccc(B(O)O)cc2)s1,OB(O)c1ccc(B(O)O)cc1,100,Likely stable,,30,high +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,N#Cc1ccc(-c2ccc(B(O)O)cc2)s1,N#Cc1ccc(I)s1,70,Moderately stable,Contains carbene (highly reactive intermediate),30,high +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,CC(C)(C)OC(=O)[C@]12C=CC[C@H]1C(=O)NC2,,,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C[C@H](Br)c1ccccc1,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,CC(C)(C)OC(=O)[C@]12C=CC[C@H]1C(=O)NC2,CC(C)(C)OC(=O)[C@]1(CN)C=CC[C@H]1C(=O)O,,,,45,medium +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,CC(C)(C)OC(=O)[C@]1(CN)C=CC[C@H]1C(=O)O,CC(C)(C)OC(=O)[C]1C=CC[C@H]1C(=O)O,,,,85,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,CC(C)(C)OC(=O)[C]1C=CC[C@H]1C(=O)O,C=CC[C@@H]([C](C=C)C(=O)OC(C)(C)C)C(=O)O,,,,65,medium +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CC[C@@H]([C](C=C)C(=O)OC(C)(C)C)C(=O)O,C=CC[C@H](C(=O)O)[C@](C=C)(C(=O)O)C(=O)OC(C)(C)C,,,,90,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CC[C@H](C(=O)O)[C@](C=C)(C(=O)O)C(=O)OC(C)(C)C,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)OC(C)(C)C,,,,90,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)OC(C)(C)C,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O,,,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)OC(C)(C)C,CC(C)(C)O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O,C=CCC(C(=O)O)C(=O)O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O,O=C(O)C(=O)C(=O)O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CCC(C(=O)O)C(=O)O,C=CCC(C(=O)OCC)C(=O)OCC,100,Likely stable,,80,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C[C@H](Br)c1ccccc1,C[C@H](Br)c1ccccc1N,100,Likely stable,,35,high +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C[C@H](Br)c1ccccc1N,C[C@H](Br)c1ccccc1[N+](=O)[O-],100,Likely stable,,90,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,CCc1nc(C)c(C(=O)O)o1,100,Likely stable,,95,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,COC(=O)CC12CCC(c3ccc(-c4ccc(N)cc4)cc3)(CC1)CO2,,,,95,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,CCc1nc(C)c(C(=O)O)o1,CCc1nc(C)c(C(=O)OC)o1,100,Likely stable,,95,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,COC(=O)CC12CCC(c3ccc(-c4ccc(N)cc4)cc3)(CC1)CO2,Nc1ccc(Br)cc1,100,Likely stable,,90,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,COC(=O)CC12CCC(c3ccc(-c4ccc(N)cc4)cc3)(CC1)CO2,COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,,,,90,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,Nc1ccc(Br)cc1,O=[N+]([O-])c1ccc(Br)cc1,100,Likely stable,,90,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,O=C(O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,,,,95,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,CO,100,Likely stable,,95,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,O=C(O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1,100,Likely stable,,45,medium +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1,O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1,100,Likely stable,,55,medium +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1,CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1,100,Likely stable,,90,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1,CCOC(=O)CBr,100,Likely stable,,95,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1,O=C1CCC(CO)(c2ccccc2)CC1,100,Likely stable,,95,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O,100,Likely stable,,95,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,OCCNCCCl,,,,95,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O,COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O,100,Likely stable,,90,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O,Cc1cccc(B(O)O)n1,100,Likely stable,,90,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O,Cc1cc(O)c(Br)nc1C,100,Likely stable,,95,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O,COc1cc2c(Cl)ccnc2cc1O,100,Likely stable,,95,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,Cc1cc(O)c(Br)nc1C,Cc1cc(O)cnc1C,100,Likely stable,,55,medium +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,Cc1cc(O)c(Br)nc1C,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,Cc1cccc(B(O)O)n1,Cc1cccc(Br)n1,100,Likely stable,,55,medium +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,Cc1cccc(B(O)O)n1,CC(C)OB(OC(C)C)OC(C)C,100,Likely stable,,55,medium +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,O=C(Cl)CO,,,,95,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1c(cccc1C1CCNCC1)OCC2,,,,95,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1c(cccc1C1CCNCC1)OCC2,Oc1cccc(C2CCNCC2)c1-n1nc(-c2ncnn2CC(F)(F)F)cc1CCBr,,,,70,medium +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,Oc1cccc(C2CCNCC2)c1-n1nc(-c2ncnn2CC(F)(F)F)cc1CCBr,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1c(O)cccc1C1CCNCC1,,,,90,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1c(O)cccc1C1CCNCC1,CCc1cc(Br)nn1-c1c(O)cccc1C1CCNCC1,,,,90,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1c(O)cccc1C1CCNCC1,OB(O)c1cnnn1CC(F)(F)F,,,,90,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(Br)nn1-c1c(O)cccc1C1CCNCC1,Oc1cccc(Br)c1C1CCNCC1,100,Likely stable,,95,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(Br)nn1-c1c(O)cccc1C1CCNCC1,CCc1cc(Br)n[nH]1,100,Likely stable,,95,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,Oc1cccc(Br)c1C1CCNCC1,COc1cccc(Br)c1C1CCNCC1,100,Likely stable,,95,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,COc1cccc(Br)c1C1CCNCC1,COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1,100,Likely stable,,0,critical +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1,COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1,100,Likely stable,,95,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1,COc1cccc(Br)c1,100,Likely stable,,0,critical +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1,O=C1CCN(Cc2ccccc2)CC1,100,Likely stable,,0,critical +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(Br)n[nH]1,CCc1ccn[nH]1,100,Likely stable,,30,high +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(Br)n[nH]1,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(N)(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)CO1,,,,45,medium +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(N)(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)CO1,Sc1cccc(OCc2ccccc2)c1,100,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(N)(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)CO1,CC1(C)OCC(N)(C2CCc3cc(Br)ccc3C2)CO1,,,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,Sc1cccc(OCc2ccccc2)c1,CCOC(=S)Sc1cccc(OCc2ccccc2)c1,100,Likely stable,,85,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CCOC(=S)Sc1cccc(OCc2ccccc2)c1,CCOC(=S)S,100,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CCOC(=S)Sc1cccc(OCc2ccccc2)c1,Nc1cccc(OCc2ccccc2)c1,100,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(N)(C2CCc3cc(Br)ccc3C2)CO1,CC1(C)OCC(C#N)(C2CCc3cc(Br)ccc3C2)CO1,,,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(C#N)(C2CCc3cc(Br)ccc3C2)CO1,CC1(C)OCC(C#N)CO1,60,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(C#N)(C2CCc3cc(Br)ccc3C2)CO1,Brc1ccc2c(c1)CCC(Br)C2,,,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(C#N)CO1,CC1(C)OCC(C(N)=O)CO1,95,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(C(N)=O)CO1,CCN(CC)CC,100,Likely stable,,70,medium +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(C(N)=O)CO1,CC1(C)OCC(C(=O)O)CO1,95,Likely stable,,70,medium +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,Brc1ccc2c(c1)CCC(Br)C2,c1ccc2c(c1)CCCC2,100,Likely stable,,80,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,c1ccc2c(c1)CCCC2,O=C1CCCc2ccccc21,100,Likely stable,,95,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCC[C@H](N)CCO,100,Likely stable,,95,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl,100,Likely stable,,95,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCC[C@H](N)CCO,CCC[C@H](N)CC(=O)O,100,Likely stable,,95,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl,O=P(Cl)(Cl)Cl,100,Likely stable,,90,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl,COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O,100,Likely stable,,90,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O,Cc1nc(N)nc(O)c1CO,100,Likely stable,,95,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O,COc1cccc(CN2CCC[C@@H]2C(=O)O)c1,100,Likely stable,,95,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,Cc1nc(N)nc(O)c1CO,N=C(N)N,100,Likely stable,,25,high +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,Cc1nc(N)nc(O)c1CO,CCOC(=O)C(CO)C(C)=O,100,Likely stable,,25,high +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCOC(=O)C(CO)C(C)=O,CCOC(=O)C(C=O)C(C)=O,100,Likely stable,,100,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCOC(=O)C(C=O)C(C)=O,CCOC=O,100,Likely stable,,90,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCOC(=O)C(C=O)C(C)=O,CCOC(=O)CC(C)=O,100,Likely stable,,90,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,Nc1ccon1,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12,OB(O)c1nncc2cc(O)ccc12,,,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br,Nc1cccc(C(F)(F)F)c1,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br,COc1ccc(F)cc1Br,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,OB(O)c1nncc2cc(O)ccc12,Oc1ccc2c(Br)nncc2c1,100,Likely stable,,80,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,Oc1ccc2c(Br)nncc2c1,CC(=O)Oc1ccc2c(Br)nncc2c1,100,Likely stable,,90,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,CC(=O)Oc1ccc2c(Br)nncc2c1,CC(=O)OO,100,Likely stable,,90,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,CC(=O)Oc1ccc2c(Br)nncc2c1,CC(=O)c1ccc2c(Br)nncc2c1,100,Likely stable,,90,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,CC(=O)c1ccc2c(Br)nncc2c1,CC(=O)Cl,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,CC(=O)c1ccc2c(Br)nncc2c1,Brc1nncc2ccccc12,100,Likely stable,,95,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCOC(=O)CC(=O)OCC,100,Likely stable,,80,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCC/C=C/[C@H]1CC[C@H](Br)CC1,100,Likely stable,,80,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCOC(=O)CC(=O)OCC,CCOC(C)=O,100,Likely stable,,90,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCOC(=O)CC(=O)OCC,CCOC(=O)OCC,100,Likely stable,,90,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCC/C=C/[C@H]1CC[C@H](Br)CC1,CCCC(Br)[C@H]1CC[C@H](Br)CC1,100,Likely stable,,95,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCCC(Br)[C@H]1CC[C@H](Br)CC1,CCCC=C1CC=CCC1,100,Likely stable,,80,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCCC=C1CC=CCC1,C=CCCC,100,Likely stable,,90,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCCC=C1CC=CCC1,C=C1CC=CCC1,100,Likely stable,,90,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,C=C1CC=CCC1,C1CCOC1,95,Likely stable,,60,medium +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,C=C1CC=CCC1,O=C1CC=CCC1,100,Likely stable,,60,medium +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1,CCOC(=O)[C@H]1C[C@@H]1CO,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1,COCCCc1cc(F)cc(CNC2CC2)c1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COCCCc1cc(F)cc(CNC2CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,NC1CC1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,COCCCc1cc(F)cc(C(=O)O)c1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)N1CCNCC1,,,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CCCCOC(=O)Cl,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)N1CCNCC1,C1CNCCN1,95,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)N1CCNCC1,CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O,CC(C)(C)[Si](OCCC[C@H](N)C(=O)O)(c1ccccc1)c1ccccc1,,,,75,medium +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)[Si](OCCC[C@H](N)C(=O)O)(c1ccccc1)c1ccccc1,N[C@@H](CCCO)C(=O)O,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)[Si](OCCC[C@H](N)C(=O)O)(c1ccccc1)c1ccccc1,CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1,,,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,N[C@@H](CCCO)C(=O)O,N[C@@H](CCCOCc1ccccc1)C(=O)O,100,Likely stable,,0,critical +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1,CC(C)(C)[SiH](c1ccccc1)c1ccccc1,,,,90,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)[SiH](c1ccccc1)c1ccccc1,Cl[SiH](c1ccccc1)c1ccccc1,,,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)[SiH](c1ccccc1)c1ccccc1,[Li]C(C)(C)C,,,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Cl[SiH](c1ccccc1)c1ccccc1,Cl[Si](Cl)(Cl)c1ccccc1,,,,90,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Cl[SiH](c1ccccc1)c1ccccc1,Br[Mg]c1ccccc1,,,,90,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Cl[Si](Cl)(Cl)c1ccccc1,[SiH3]c1ccccc1,,,,85,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Cl[Si](Cl)(Cl)c1ccccc1,ClCl,100,Likely stable,,85,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,[SiH3]c1ccccc1,Brc1ccccc1,100,Likely stable,,90,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,[SiH3]c1ccccc1,Cl[SiH2]Cl,100,Likely stable,,90,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Brc1ccccc1,c1ccccc1,100,Likely stable,,55,medium +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Brc1ccccc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Br[Mg]c1ccccc1,[Mg],100,Likely stable,,0,critical +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CCCCOC(=O)Cl,CCCCO,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CCCCOC(=O)Cl,O=C(Cl)Cl,100,Likely stable,,95,low +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,,,,95,low +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,BrCc1ccccc1,100,Likely stable,,95,low +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,CC(C)(O)CNC(C)(C)CO,100,Likely stable,,70,medium +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,O=C=O,65,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC(C)(O)CNC(C)(C)CO,CC1(C)CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),75,medium +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC(C)(O)CNC(C)(C)CO,CC(C)(N)CO,100,Likely stable,,75,medium +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,BrCc1ccccc1,Cc1ccccc1,100,Likely stable,,55,medium +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,BrCc1ccccc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,CCc1[nH]c(Br)nc1C(F)(F)F,100,Likely stable,,80,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(Br)nc1C(F)(F)F,CCc1[nH]cnc1C(F)(F)F,100,Likely stable,,90,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]cnc1C(F)(F)F,C#Cc1[nH]cnc1C(F)(F)F,70,Moderately stable,Contains carbene (highly reactive intermediate),100,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,C#Cc1[nH]cnc1C(F)(F)F,CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F,70,Moderately stable,Contains carbene (highly reactive intermediate),85,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,70,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,C#CC(C)(C)O,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,C[Si](C)(C)CCOCCl,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,FC(F)(F)c1nc[nH]c1Br,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N,COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1,CO[C@@H]1CNCC[C@@H]1N,95,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1,COC(=O)c1cccc(Br)c1,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,Fc1ccccc1F,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C,C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C,O=C1NC(=O)c2ccccc21,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C,C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N,100,Likely stable,,75,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N,C=C[CH]c1cccnc1[C@H](Br)CC[C@H](N)C=C,,,,65,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[CH]c1cccnc1[C@H](Br)CC[C@H](N)C=C,C=C[CH]c1cccnc1CC[C@H](N)C=C,,,,85,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[CH]c1cccnc1CC[C@H](N)C=C,C=C[C@@H](N)CCc1ncccc1Br,,,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[CH]c1cccnc1CC[C@H](N)C=C,C=CB(O)O,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H](N)CCc1ncccc1Br,C=CC(=O)CCc1ncccc1Br,,,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H](N)CCc1ncccc1Br,N,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=CC(=O)CCc1ncccc1Br,CC(=O)CCc1ncccc1Br,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=CC(=O)CCc1ncccc1Br,C=O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(=O)CCc1ncccc1Br,CC(=O)CC(C)=O,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(=O)CCc1ncccc1Br,ClCc1ncccc1Br,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,O=C1NC(=O)c2ccccc21,NC(N)=O,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,O=C1NC(=O)c2ccccc21,O=C1OC(=O)c2ccccc21,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,Fc1ccccc1F,Oc1ccc(F)c(F)c1,100,Likely stable,,95,low +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC(C)c1ccc(O)cc1,100,Likely stable,,95,low +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC1(C)SC2(CCC(Cl)CC2)N[C@H]1C(=O)O,,,,95,low +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC(C)c1ccc(O)cc1,COc1ccc(C(C)C)cc1,100,Likely stable,,95,low +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC1(C)SC2(CCC(Cl)CC2)N[C@H]1C(=O)O,CC(C)(S)[C@@H](N)C(=O)O,100,Likely stable,,65,medium +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC1(C)SC2(CCC(Cl)CC2)N[C@H]1C(=O)O,O=C1CCC(Cl)CC1,100,Likely stable,,65,medium +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC(C)(S)[C@@H](N)C(=O)O,COC(=O)[C@H](N)C(C)(C)S,100,Likely stable,,95,low +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,O=C1CCC(Cl)CC1,OC1CCC(Cl)CC1,100,Likely stable,,100,low +CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl,100,Likely stable,,95,low +CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CCOC(=O)CCBr,100,Likely stable,,95,low +CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl,N=C(NO)c1ccc2[nH]ccc2c1,100,Likely stable,,0,critical +CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl,CC(C)Oc1ccc(C(=O)O)cc1Cl,100,Likely stable,,0,critical +CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CCOC(=O)CCBr,CCOC(=O)CCO,100,Likely stable,,55,medium +CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CCOC(=O)CCBr,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C,CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C,CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C,100,Likely stable,,95,low +CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C,CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C,CNC1CC1,100,Likely stable,,95,low +CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C,CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C,CC1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C,100,Likely stable,,100,low +CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2,CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2,C=Cc1ccc(C(C)=O)cc1O,100,Likely stable,,65,medium +CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2,CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2,O=CC(O)CO,,,,65,medium +CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2,C=Cc1ccc(C(C)=O)cc1O,CC(=O)OC(C)=O,100,Likely stable,,90,low +CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2,C=Cc1ccc(C(C)=O)cc1O,C=Cc1ccccc1O,100,Likely stable,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O,90,Likely stable,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,Nc1nccn2c(Br)nc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12,,,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O,C[C@H](O)C(=O)N1[C@@H](CCl)CC[C@@H]1Br,,,,40,medium +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H](O)C(=O)N1[C@@H](CCl)CC[C@@H]1Br,C[C@H](O)C(=O)N1CCC[C@@H]1CCl,95,Likely stable,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H](O)C(=O)N1CCC[C@@H]1CCl,C[C@H](O)C(=O)O,100,Likely stable,,95,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H](O)C(=O)N1CCC[C@@H]1CCl,ClC[C@H]1CCCN1,95,Likely stable,,95,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,Nc1nccn2c(Br)nc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12,Nc1nccn2cnc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12,,,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,Nc1nccn2cnc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12,Nc1nccn2cnc(Br)c12,100,Likely stable,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,Nc1nccn2cnc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12,O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1,100,Likely stable,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,Nc1nccn2cnc(Br)c12,COc1ccc(CNc2nccn3cnc(Br)c23)cc1,100,Likely stable,,0,critical +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,COc1ccc(CNc2nccn3cnc(Br)c23)cc1,COc1ccc(CN)cc1,100,Likely stable,,95,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,COc1ccc(CNc2nccn3cnc(Br)c23)cc1,Clc1nccn2cnc(Br)c12,100,Likely stable,,95,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1,Nc1cc(C(F)(F)F)ccn1,100,Likely stable,,95,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1,O=C(Cl)c1cccc(B(O)O)c1,100,Likely stable,,95,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C=C(c1ccc(F)cc1F)[C@@H](C)n1ncn(-c2ccc(Cl)cc2)c1=O,,,,60,medium +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C=C(c1ccc(F)cc1F)[C@@H](C)n1ncn(-c2ccc(Cl)cc2)c1=O,C[C@H](C=O)n1ncn(-c2ccc(Cl)cc2)c1=O,,,,95,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C=C(c1ccc(F)cc1F)[C@@H](C)n1ncn(-c2ccc(Cl)cc2)c1=O,Fc1ccc(CBr)c(F)c1,100,Likely stable,,95,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@H](C=O)n1ncn(-c2ccc(Cl)cc2)c1=O,C[C@H](CO)n1ncn(-c2ccc(Cl)cc2)c1=O,,,,100,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@H](CO)n1ncn(-c2ccc(Cl)cc2)c1=O,C[C@@H](CO)n1ncc(=O)[nH]1,100,Likely stable,,95,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@H](CO)n1ncn(-c2ccc(Cl)cc2)c1=O,O=C=Nc1ccc(Cl)cc1,70,Moderately stable,Contains carbene (highly reactive intermediate),95,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@@H](CO)n1ncc(=O)[nH]1,O=c1[nH]cn[nH]1,,,,75,medium +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@@H](CO)n1ncc(=O)[nH]1,C[C@@H]1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),75,medium +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,O=C=Nc1ccc(Cl)cc1,O=C(Cl)Cl,100,Likely stable,,90,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,O=C=Nc1ccc(Cl)cc1,Nc1ccc(Cl)cc1,100,Likely stable,,90,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,Fc1ccc(CBr)c(F)c1,Cc1ccc(F)cc1F,100,Likely stable,,55,medium +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,Fc1ccc(CBr)c(F)c1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]c2c1CCCc1cc(N3C[C@H](CN)OC3=O)ccc1-2,,,,95,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(=O)Cl,100,Likely stable,,95,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]c2c1CCCc1cc(N3C[C@H](CN)OC3=O)ccc1-2,CC(C)c1n[nH]c2c1CCCc1cc(N)ccc1-2,,,,95,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]c2c1CCCc1cc(N3C[C@H](CN)OC3=O)ccc1-2,NC[C@H]1CNC(=O)O1,95,Likely stable,,95,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]c2c1CCCc1cc(N)ccc1-2,CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1,100,Likely stable,,70,medium +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1,NN,100,Likely stable,,15,critical +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1,COC(OC)N(C)C,100,Likely stable,,15,critical +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1,CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1,100,Likely stable,,15,critical +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,NN,NN=O,100,Likely stable,,95,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,NN=O,O=N[N+](=O)[O-],100,Likely stable,,90,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1,CC(=O)C(C)C,100,Likely stable,,95,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1,COC(=O)CCCc1ccc(N)cc1,100,Likely stable,,95,low +COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O,COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O,COc1ccccc1C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C,,,,90,low +COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O,COc1ccccc1C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C,COc1ccccc1C[C@@H](C=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,Cc1cc(Cl)c(OCCOc2ccc([C@@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(CNC2CC2)cc(OCCOC)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,Cc1cc(Cl)c(OCCOc2ccc([C@@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,Cc1cc(Cl)c(OCCOc2ccc([C@@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1,O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1,,,,45,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1,N[C@H](Cc1ccc(O)cc1)C(=O)O,100,Likely stable,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1,O=CCCCC=O,100,Likely stable,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,N[C@H](Cc1ccc(O)cc1)C(=O)O,COc1ccc(C[C@@H](N)C(=O)O)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,O=CCCCC=O,CCOC(CCCC=O)OCC,100,Likely stable,,80,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(CNC2CC2)cc(OCCOC)c1,COCCCc1cc(C=O)cc(OCCOC)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(CNC2CC2)cc(OCCOC)c1,NC1CC1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(C=O)cc(OCCOC)c1,COCCO,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(C=O)cc(OCCOC)c1,COCCCc1cc(F)cc(C=O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(F)cc(C=O)c1,COCCCc1cc(F)cc(CO)c1,100,Likely stable,,100,low +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,OCCBr,100,Likely stable,,95,low +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1,100,Likely stable,,95,low +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1,CC(C)N1CCC(O)CC1,95,Likely stable,,95,low +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1,C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21,100,Likely stable,,95,low +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21,CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C,100,Likely stable,,15,critical +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C,CCOC(=O)c1cc2cc(F)ccc2[nH]1,100,Likely stable,,35,high +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C,C[C@H]1CN(C(=O)OC(C)(C)C)S(=O)(=O)O1,95,Likely stable,,35,high +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1,N#CCC1(CO)CC1,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(F)cc(CNC2CC2)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(F)cc(CNC2CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,NC1CC1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,COCCCc1cc(F)cc(C(=O)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCO)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,Cc1cc(Cl)c(OCCO)c(Cl)c1,O=C1OCCO1,95,Likely stable,,65,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,Cc1cc(Cl)c(OCCO)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,65,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1,O=S(Cl)Cl,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1,COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1,100,Likely stable,,75,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,N[C@@H]1CC[C@@H](c2cccc(F)c2F)[C@H](N)c2cccnc21,,,,75,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,N[C@@H]1CC[C@@H](c2cccc(F)c2F)[C@H](N)c2cccnc21,C=CCC(N)c1ncccc1[C@H](N)[C@H](CC=C)c1cccc(F)c1F,,,,55,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(N)c1ncccc1[C@H](N)[C@H](CC=C)c1cccc(F)c1F,C=CCC(N)c1ncccc1[C@H](N)C=O,,,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(N)c1ncccc1[C@H](N)[C@H](CC=C)c1cccc(F)c1F,CC=C[C@@H](N)c1cccc(F)c1F,,,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(N)c1ncccc1[C@H](N)C=O,C=CCC(N)c1ncccc1[C@H](N)CO,,,,100,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(N)c1ncccc1[C@H](N)CO,C=CCC(N)c1ncccc1C(=O)CO,,,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(N)c1ncccc1C(=O)CO,C=CCC(=O)c1ncccc1C(=O)CO,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(N)c1ncccc1C(=O)CO,N,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(=O)c1ncccc1C(=O)CO,CON(C)C(=O)CO,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(=O)c1ncccc1C(=O)CO,C=CCC(=O)c1ncccc1Br,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CON(C)C(=O)CO,CNOC,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CON(C)C(=O)CO,O=C(O)CO,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(=O)c1ncccc1Br,C=CCC(=O)N(C)OC,100,Likely stable,,30,high +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(=O)c1ncccc1Br,Brc1cccnc1Br,100,Likely stable,,30,high +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(=O)N(C)OC,CNOC,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(=O)N(C)OC,C=CCC(=O)O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC=C[C@@H](N)c1cccc(F)c1F,CC=CC(=O)c1cccc(F)c1F,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC=CC(=O)c1cccc(F)c1F,CC=CC(=O)Cl,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC=CC(=O)c1cccc(F)c1F,Fc1cccc(Br)c1F,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(CNC2CC2)cc(OCC2(CC(=O)OC)CC2)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(CNC2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COC(=O)CC1(CO)CC1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(CNC2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(F)cc(CNC2CC2)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(F)cc(CNC2CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,NC1CC1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,COCCCc1cc(F)cc(C(=O)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,O=C1NCC2(C(=O)Nc3ccccc32)c2cc3c(cc21)OCO3,,,,95,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCCCCBr,100,Likely stable,,95,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,O=C1NCC2(C(=O)Nc3ccccc32)c2cc3c(cc21)OCO3,O=C1Nc2ccccc2C12CN2,80,Likely stable,Three-membered heterocycle (potentially unstable),45,medium +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,O=C1NCC2(C(=O)Nc3ccccc32)c2cc3c(cc21)OCO3,O=C(Cl)c1ccc2c(c1)OCO2,100,Likely stable,,45,medium +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,O=C1Nc2ccccc2C12CN2,NCC1(CBr)C(=O)Nc2ccccc21,,,,70,medium +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,NCC1(CBr)C(=O)Nc2ccccc21,CC1(CN)C(=O)Nc2ccccc21,,,,90,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CC1(CN)C(=O)Nc2ccccc21,CC1C(=O)Nc2ccccc21,,,,90,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CC1(CN)C(=O)Nc2ccccc21,C=O,100,Likely stable,,90,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CC1(CN)C(=O)Nc2ccccc21,N,100,Likely stable,,90,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CC1C(=O)Nc2ccccc21,CC(C(=O)O)c1ccccc1N,100,Likely stable,,70,medium +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CC(C(=O)O)c1ccccc1N,CC(C(=O)O)c1ccccc1[N+](=O)[O-],100,Likely stable,,90,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CC(C(=O)O)c1ccccc1[N+](=O)[O-],CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-],100,Likely stable,,75,medium +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-],O=[N+]([O-])c1ccccc1F,100,Likely stable,,95,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-],CCOC(=O)C(C)C(=O)OCC,100,Likely stable,,95,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,O=C(Cl)c1ccc2c(c1)OCO2,O=S(Cl)Cl,100,Likely stable,,30,high +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,O=C(Cl)c1ccc2c(c1)OCO2,O=C(O)c1ccc2c(c1)OCO2,100,Likely stable,,30,high +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCCCCBr,CCCCCO,100,Likely stable,,55,medium +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCCCCBr,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=[N+]([O-])c1ccc(O)nc1Cl,100,Likely stable,,95,low +O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=S(=O)(c1ccccc1)C1(Br)CC1,100,Likely stable,,95,low +O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=[N+]([O-])c1ccc(O)nc1Cl,O=S(Cl)Cl,100,Likely stable,,30,high +O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=[N+]([O-])c1ccc(O)nc1Cl,O=[N+]([O-])c1ccc(O)nc1O,100,Likely stable,,30,high +O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=S(=O)(c1ccccc1)C1(Br)CC1,BrCCBr,100,Likely stable,,65,medium +O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=S(=O)(c1ccccc1)C1(Br)CC1,O=S(=O)(CBr)c1ccccc1,100,Likely stable,,65,medium +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1cc(Br)cn1,100,Likely stable,,90,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2,100,Likely stable,,90,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1cc(Br)cn1,Brc1cn[nH]c1,100,Likely stable,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1cc(Br)cn1,C[Si](C)(C)CCOCCl,100,Likely stable,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2,C[Si](C)(C)CCO,100,Likely stable,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2,O=C(O)c1nn(CBr)c2c1CCC(B(O)O)C2,,,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCO,C[Si](C)(C)CC(=O)O,100,Likely stable,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,O=C(O)c1nn(CBr)c2c1CCC(B(O)O)C2,O=C(O)c1nn(CBr)c2c1CCC(Br)C2,,,,80,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,O=C(O)c1nn(CBr)c2c1CCC(Br)C2,O=C(O)c1n[nH]c2c1CCC(Br)CC2,,,,40,medium +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,O=C(O)c1n[nH]c2c1CCC(Br)CC2,C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C,100,Likely stable,,60,medium +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C,C=CCC=CCc1c(C(=O)O)n[nH]c1C=C,100,Likely stable,,90,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=CCC=CCc1c(C(=O)O)n[nH]c1C=C,C=Cc1c[nH]nc1C(=O)O,100,Likely stable,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=CCC=CCc1c(C(=O)O)n[nH]c1C=C,C=CCC=CCBr,100,Likely stable,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=Cc1c[nH]nc1C(=O)O,C=CB1OB(C=C)OB(C=C)O1,95,Likely stable,,55,medium +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=Cc1c[nH]nc1C(=O)O,O=C(O)c1n[nH]cc1Br,100,Likely stable,,55,medium +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=CCC=CCBr,C=CCC=CC,100,Likely stable,,55,medium +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=CCC=CCBr,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1,100,Likely stable,,90,low +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,N#Cc1cc(F)cc(B(O)O)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),90,low +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1,CC1=NC2(N=C1N)c1ccccc1CCC21CC1,100,Likely stable,,95,low +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1,NBS,100,Likely stable,,95,low +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1ccccc1CCC21CC1,CC1=NC2(CC=Cc3ccccc32)N=C1N,,,,50,medium +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(CC=Cc3ccccc32)N=C1N,CC1=NC(=N)N=C1N,95,Likely stable,,45,medium +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(CC=Cc3ccccc32)N=C1N,C=Cc1ccccc1C=O,100,Likely stable,,45,medium +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,C=Cc1ccccc1C=O,C=Cc1ccccc1CO,100,Likely stable,,100,low +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,N#Cc1cc(F)cc(B(O)O)c1,CC1(C)OB(c2cc(F)cc(C#N)c2)OC1(C)C,65,Moderately stable,Contains carbene (highly reactive intermediate),45,medium +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,OC[C@H]1CCOC[C@H]1c1ccc(I)cc1,100,Likely stable,,90,low +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,OC[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C[C@@H]1COCC[C@@H]1CO,,,,95,low +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,OC[C@H]1CCOC[C@H]1c1ccc(I)cc1,Brc1ccc(I)cc1,100,Likely stable,,95,low +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C[C@@H]1COCC[C@@H]1CO,OC[C@@H]1COCC[C@@H]1CO,,,,100,low +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,OC[C@@H]1COCC[C@@H]1CO,C[C@@H]1COCC[C@@H]1C,,,,80,low +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,C[C@@H]1COCC[C@@H]1C,C[C@H](O)CCC[C@H](C)O,100,Likely stable,,70,medium +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,C[C@H](O)CCC[C@H](C)O,C[C@H](O)C#CC[C@H](C)O,65,Moderately stable,Contains carbene (highly reactive intermediate),100,low +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,C[C@H](O)C#CC[C@H](C)O,C[C@H](O)CBr,100,Likely stable,,70,medium +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,C[C@H](O)C#CC[C@H](C)O,C#C[C@H](C)O[Si](C)(C)C(C)(C)C,65,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,Brc1ccc(I)cc1,Brc1ccccc1,100,Likely stable,,55,medium +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,Brc1ccc(I)cc1,O=C1CCC(=O)N1I,95,Likely stable,,55,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,85,Likely stable,Three-membered heterocycle (potentially unstable),90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(O)cc(CN2CC2)c1,85,Likely stable,Three-membered heterocycle (potentially unstable),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(O)cc(CN2CC2)c1,COCCCc1cc(O)cc(C(=O)N2CC2)c1,85,Likely stable,Three-membered heterocycle (potentially unstable),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(O)cc(C(=O)N2CC2)c1,COCCCc1cc(OC)cc(C(=O)N2CC2)c1,85,Likely stable,Three-membered heterocycle (potentially unstable),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(OC)cc(C(=O)N2CC2)c1,C1CN1,80,Likely stable,Three-membered heterocycle (potentially unstable),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(OC)cc(C(=O)N2CC2)c1,COCCCc1cc(OC)cc(C(=O)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,C1CN1,c1ccc(CN2CC2)cc1,85,Likely stable,Three-membered heterocycle (potentially unstable),0,critical +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr,CN(C)C(=O)CCl,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr,O=C(O)[C@@H]1C[C@H]1CBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,O=C(O)[C@@H]1C[C@H]1CBr,CCOC(=O)[C@@H]1C[C@H]1CBr,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,100,Likely stable,,95,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,NCCF,100,Likely stable,,95,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Cn1c2c(c3cc(C(=O)O)ccc31)CC(C1CCOCC1)CC2,,,,95,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,CN[C@@H](C)C(=O)O,100,Likely stable,,95,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Cn1c2c(c3cc(C(=O)O)ccc31)CC(C1CCOCC1)CC2,Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2,100,Likely stable,,90,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2,CN(N)c1ccc(C=O)cc1,100,Likely stable,,30,high +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2,O=C1CCC(C2CCOCC2)CC1,95,Likely stable,,30,high +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,CN(N)c1ccc(C=O)cc1,CN(C)C=O,100,Likely stable,,30,high +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,CN(N)c1ccc(C=O)cc1,CN(N)c1ccccc1,100,Likely stable,,30,high +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,O=C1CCC(C2CCOCC2)CC1,OC1CCC(C2CCOCC2)CC1,95,Likely stable,,100,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,OC1CCC(C2CCOCC2)CC1,Oc1ccc(C2CCOCC2)cc1,100,Likely stable,,60,medium +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Oc1ccc(C2CCOCC2)cc1,Oc1ccc(C2=CCOCC2)cc1,100,Likely stable,,100,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Oc1ccc(C2=CCOCC2)cc1,Oc1ccc(Br)cc1,100,Likely stable,,45,medium +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Oc1ccc(C2=CCOCC2)cc1,CC1(C)OB(C2=CCOCC2)OC1(C)C,90,Likely stable,,45,medium +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1,95,Likely stable,,95,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,CC(C)(C)[Si](C)(C)Cl,,,,95,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1,CC1(C)CC(O)C[C@@H](C=O)N1,,,,95,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1,C[Mg]Br,100,Likely stable,,95,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,CC1(C)CC(O)C[C@@H](C=O)N1,CC1(C)CC(O)C[C@@H](CO)N1,,,,100,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,CC(C)(C)[Si](C)(C)Cl,C[Si](C)C(C)(C)C,,,,90,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(C)OC(=O)c1cccc(I)c1,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,100,Likely stable,,40,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CNC[C@@H]1N,95,Likely stable,,40,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,CCc1[nH]c(Br)nc1C(F)(F)F,100,Likely stable,,80,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(Br)nc1C(F)(F)F,CCc1[nH]cnc1C(F)(F)F,100,Likely stable,,90,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]cnc1C(F)(F)F,C#Cc1[nH]cnc1C(F)(F)F,70,Moderately stable,Contains carbene (highly reactive intermediate),100,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,C#Cc1[nH]cnc1C(F)(F)F,CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F,70,Moderately stable,Contains carbene (highly reactive intermediate),85,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,70,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,C#CC(C)(C)O,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,C[Si](C)(C)CCOCCl,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,FC(F)(F)c1nc[nH]c1Br,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CNC[C@@H]1N,CO[C@@H]1CNCC1=O,95,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CNC[C@@H]1N,N,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CNCC1=O,CO[C@@H]1CN(Cc2ccccc2)CC1=O,100,Likely stable,,0,critical +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CN(Cc2ccccc2)CC1=O,CCOC(=O)CN(CCOC)Cc1ccccc1,100,Likely stable,,65,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCOC(=O)CN(CCOC)Cc1ccccc1,COCCNCc1ccccc1,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCOC(=O)CN(CCOC)Cc1ccccc1,CCOC(=O)CBr,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(C)OC(=O)c1cccc(I)c1,CC(C)(C)O,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(C)OC(=O)c1cccc(I)c1,O=C(O)c1cccc(I)c1,100,Likely stable,,95,low +CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1,CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1,O=C(O)c1ccccc1,100,Likely stable,,95,low +CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1,CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1,CC[C@@H](O)[C@H]1CCCN(C(=O)OC(C)(C)C)C1,95,Likely stable,,95,low +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,100,Likely stable,,95,low +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(=O)OC(C)=O,100,Likely stable,,95,low +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,O=C(O)CO,100,Likely stable,,25,high +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1N,100,Likely stable,,25,high +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)Nc1cc(Br)ncc1N,CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1,100,Likely stable,,0,critical +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1,N=C(c1ccccc1)c1ccccc1,100,Likely stable,,95,low +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1,CC(C)(CO)Nc1cc(Br)ncc1Br,100,Likely stable,,95,low +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)Nc1cc(Br)ncc1Br,CC(C)(N)CO,100,Likely stable,,35,high +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)Nc1cc(Br)ncc1Br,Brc1cc(Br)c(Br)cn1,100,Likely stable,,35,high +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,Brc1cc(Br)c(Br)cn1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,Brc1cc(Br)c(Br)cn1,Brc1ccnc(Br)c1,100,Likely stable,,55,medium +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,Nc1cccc(OC(F)(F)F)c1,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,CCO,100,Likely stable,,0,critical +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1,100,Likely stable,,0,critical +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CCO,CC(=O)O,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1,O=C1NC(=O)c2ccccc21,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1,O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1,O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,100,Likely stable,,90,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1,100,Likely stable,,90,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1,O=C(Cl)OCc1ccccc1,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1,CCOC(=O)[C@@H]1CC[C@H](C(=O)OCC)N1,95,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,Nc1cccc(OC(F)(F)F)c1,O=[N+]([O-])c1cccc(OC(F)(F)F)c1,100,Likely stable,,90,low +O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1,O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1,O=C1C=C(Br)C(C2CCCCC2)CC1,100,Likely stable,,95,low +O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1,O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1,C1CNCCN1,95,Likely stable,,95,low +O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1,O=C1C=C(Br)C(C2CCCCC2)CC1,O=C1C=CC(C2CCCCC2)CC1,100,Likely stable,,90,low +O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1,O=C1C=CC(C2CCCCC2)CC1,O=C1CCC(C2CCCCC2)CC1,100,Likely stable,,100,low +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,FC(F)(F)Cn1ncnc1Br,100,Likely stable,,90,low +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,OB(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,,,,90,low +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,OB(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,OB(O)c1cc(CCBr)n[nH]1,,,,70,medium +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,OB(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,Nc1cc(C2CCNCC2)ccc1O,100,Likely stable,,70,medium +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,OB(O)c1cc(CCBr)n[nH]1,BrCCc1cc(Br)[nH]n1,100,Likely stable,,80,low +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,BrCCc1cc(Br)[nH]n1,BrCCc1cc[nH]n1,100,Likely stable,,30,high +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,BrCCc1cc(Br)[nH]n1,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,BrCCc1cc[nH]n1,OCCc1cc[nH]n1,100,Likely stable,,30,high +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,BrCCc1cc[nH]n1,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,Nc1cc(C2CCNCC2)ccc1O,Nc1cc(-c2ccncc2)ccc1O,100,Likely stable,,60,medium +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,Nc1cc(-c2ccncc2)ccc1O,COc1ccc(-c2ccncc2)cc1N,100,Likely stable,,95,low +COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,Cc1cc(Cl)c(OCCO)c(Cl)c1,100,Likely stable,,95,low +COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1,100,Likely stable,,95,low +COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,Cc1cc(Cl)c(OCCO)c(Cl)c1,O=C1OCCO1,95,Likely stable,,65,medium +COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,Cc1cc(Cl)c(OCCO)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,65,medium +COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1,COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1,100,Likely stable,,75,medium +CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-],CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-],CCOC(=O)/C(N)=N/N,100,Likely stable,,35,high +CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-],CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-],O=[N+]([O-])c1ccc(Cl)cc1Cl,100,Likely stable,,35,high +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,Oc1ccc2c(c1)CCC2,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,COCCCc1cc(CNC2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CNC2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,O=C(O)[C@@H]1C[C@H]1CO,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CNC2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,COCCCc1cc(F)cc(CNC2CC2)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=C(O)[C@@H]1C[C@H]1CO,O=C[C@@H]1C[C@H]1C(=O)O,100,Likely stable,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=C[C@@H]1C[C@H]1C(=O)O,CON(C)C(=O)[C@@H]1C[C@H]1C(=O)O,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(F)cc(CNC2CC2)c1,O=C1CC1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(F)cc(CNC2CC2)c1,COCCCc1cc(F)cc(CN)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=C1CC1,OC1CC1,100,Likely stable,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(F)cc(CN)c1,COCCCc1cc(F)cc(CNC(=O)OC(C)(C)C)c1,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(F)cc(CNC(=O)OC(C)(C)C)c1,COCCCc1cc(F)cc(C#N)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(F)cc(CNC(=O)OC(C)(C)C)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,Oc1ccc2c(c1)CCC2,COc1ccc2c(c1)CCC2,100,Likely stable,,95,low +ClCc1ccc2c(c1)Nc1nccnc1S2,ClCc1ccc2c(c1)Nc1nccnc1S2,O=S(Cl)Cl,100,Likely stable,,90,low +ClCc1ccc2c(c1)Nc1nccnc1S2,ClCc1ccc2c(c1)Nc1nccnc1S2,OCc1ccc2c(c1)Nc1nccnc1S2,100,Likely stable,,90,low +CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C,CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C,Nc1cccc(F)c1C=O,100,Likely stable,,0,critical +CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C,CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C,CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C,100,Likely stable,,0,critical +CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C,CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C,CCOC(=O)CC(=O)O,100,Likely stable,,85,low +CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C,CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C,C[C@H](NC(=O)OC(C)(C)C)C(=O)O,100,Likely stable,,85,low +Cn1nccc1[C@]1(O)CCCC[C@H]1O,Cn1nccc1[C@]1(O)CCCC[C@H]1O,Cn1nccc1Br,100,Likely stable,,95,low +Cn1nccc1[C@]1(O)CCCC[C@H]1O,Cn1nccc1[C@]1(O)CCCC[C@H]1O,O=C1CCCC[C@H]1O,100,Likely stable,,95,low +Cn1nccc1[C@]1(O)CCCC[C@H]1O,O=C1CCCC[C@H]1O,COC1(OC)CCCC[C@H]1O,100,Likely stable,,90,low +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1,100,Likely stable,,90,low +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,N#Cc1cc(Cl)cc(B(O)O)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),90,low +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1,CC1=NC2(N=C1N)c1ccccc1CCC21CC1,100,Likely stable,,95,low +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1,NBS,100,Likely stable,,95,low +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1ccccc1CCC21CC1,CC1=NC2(CC=Cc3ccccc32)N=C1N,,,,50,medium +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(CC=Cc3ccccc32)N=C1N,CC1=NC(=N)N=C1N,95,Likely stable,,45,medium +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(CC=Cc3ccccc32)N=C1N,C=Cc1ccccc1C=O,100,Likely stable,,45,medium +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,C=Cc1ccccc1C=O,C=Cc1ccccc1CO,100,Likely stable,,100,low +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1,N#Cc1cc(Cl)cc(B(O)O)c1,NC(=O)c1cc(Cl)cc(B(O)O)c1,100,Likely stable,,95,low +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCC/C=C/[C@H]1CC[C@H](C=O)CC1,100,Likely stable,,75,medium +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCC/C=C/[C@H]1CC[C@H](C=O)CC1,CCC/C=C/[C@H]1CC[C@H](CO)CC1,100,Likely stable,,100,low +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCC/C=C/[C@H]1CC[C@H](CO)CC1,O=C[C@H]1CC[C@H](CO)CC1,100,Likely stable,,0,critical +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCC/C=C/[C@H]1CC[C@H](CO)CC1,CCCCS(=O)(=O)c1nnnn1-c1ccccc1,100,Likely stable,,0,critical +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCCCS(=O)(=O)c1nnnn1-c1ccccc1,O=C(OO)c1cccc(Cl)c1,100,Likely stable,,0,critical +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCCCS(=O)(=O)c1nnnn1-c1ccccc1,CCCCSc1nnnn1-c1ccccc1,100,Likely stable,,0,critical +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCCCSc1nnnn1-c1ccccc1,CCCCO,100,Likely stable,,95,low +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1,CCCCSc1nnnn1-c1ccccc1,Sc1nnnn1-c1ccccc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COCCCc1cc(CNC2CC2)cc(OCC(C)(C)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@H](C(=O)O)C1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@H](C(=O)O)C1,O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1,,,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@H](C(=O)O)C1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1,N#C[C@@H]1CNCC[C@H]1c1ccc(O)cc1,,,,85,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,N#C[C@@H]1CNCC[C@H]1c1ccc(O)cc1,Oc1ccc([C@@H]2CCNC[C@H]2Br)cc1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,N#C[C@@H]1CNCC[C@H]1c1ccc(O)cc1,C#N,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Oc1ccc([C@@H]2CCNC[C@H]2Br)cc1,Oc1ccc([C@H]2CCCNC2)cc1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Oc1ccc([C@H]2CCCNC2)cc1,COc1ccc([C@H]2CCCNC2)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COCCCc1cc(CNC2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(CNC2CC2)cc(OCC(C)(C)O)c1,100,Likely stable,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(CNC2CC2)cc(OCC(C)(C)O)c1,NC1CC1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(CNC2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(C=O)cc(OCC(C)(C)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(C=O)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(CO)cc(OCC(C)(C)O)c1,100,Likely stable,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(CO)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1,COC/C=C/B1OC(C)(C)C(C)(C)O1,95,Likely stable,,45,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1,COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1,100,Likely stable,,45,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1,CC(C)(O)CO,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1,COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1,COC(=O)c1cc(O)cc(Br)c1,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,50,Moderately stable,"Large (21-membered) heterocycle with O, N (potentially unstable); Very large heterocycle with multiple heteroatoms (significant stability concern)",95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,O,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(C)CC2OC)C(O)C(=O)N2CCCCC2C(=O)OC(C(C)=CC2CCC(O)C(OC)C2)C(C)C=CC1O,,,,100,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(C)CC2OC)C(O)C(=O)N2CCCCC2C(=O)OC(C(C)=CC2CCC(O)C(OC)C2)C(C)C=CC1O,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(OC)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(OC)CC3C)CCC1O,,,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(C)CC2OC)C(O)C(=O)N2CCCCC2C(=O)OC(C(C)=CC2CCC(O)C(OC)C2)C(C)C=CC1O,C=C,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(OC)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(OC)CC3C)CCC1O,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC3C)C(OC)CC(C)CC(C)=CC(C)C(O)C=CC2C)CCC1O,,,,90,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC3C)C(OC)CC(C)CC(C)=CC(C)C(O)C=CC2C)CCC1O,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(O)CC3C)CCC1O,,,,90,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(O)CC3C)CCC1O,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C,,,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(O)CC3C)CCC1O,CI,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C,,,,100,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)C(=O)O)OC2C(O)CC(C)C1,,,,45,medium +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C,COC(=O)C1CCCCN1,95,Likely stable,,45,medium +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)C(=O)O)OC2C(O)CC(C)C1,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1,,,,90,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1,,,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1,O=C=O,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(O)OC2C(O)CC(C)C1,,,,90,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1,OCC(O)CO,100,Likely stable,,90,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(O)OC2C(O)CC(C)C1,CC1=CC(C)C(O)C=CC(C)C(O)OC2CC(C)C(O)OC2C(O)CC(C)C1,,,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(O)OC2C(O)CC(C)C1,CC(C)=CC1CCC(Br)CC1,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(O)OC2CC(C)C(O)OC2C(O)CC(C)C1,CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(O)C(O)CC(C)C1,,,,65,medium +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(O)OC2CC(C)C(O)OC2C(O)CC(C)C1,CC(=O)O,100,Likely stable,,65,medium +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(O)C(O)CC(C)C1,CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(=O)C(O)CC(C)C1,,,,85,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(O)C(O)CC(C)C1,CC(C)O,,,,85,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC(C)=CC1CCC(Br)CC1,CC(C)Br,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,CC(C)=CC1CCC(Br)CC1,O=C1CCC(Br)CC1,100,Likely stable,,95,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,O=C1CCC(Br)CC1,OC1CCC(Br)CC1,100,Likely stable,,100,low +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC,COC(=O)C1CCCCN1,COC(=O)c1ccccn1,100,Likely stable,,60,medium +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1,95,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,Nc1cccc(OC(F)(F)F)c1,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1,CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1,95,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1,CC(N)=O,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1,O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1,95,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1,O=S(Cl)Cl,100,Likely stable,,90,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1,O=C(O)[C@@H]1CC[C@H](C(=O)O)N1,95,Likely stable,,90,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1,Nc1cccc(OC(F)(F)F)c1,O=[N+]([O-])c1cccc(OC(F)(F)F)c1,100,Likely stable,,90,low +COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2,COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2,COC(=O)c1ccc2c(c1)C=CC(=O)CO2,75,Moderately stable,Large (7-membered) heterocycle with O (potentially unstable),80,low +COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2,COC(=O)c1ccc2c(c1)C=CC(=O)CO2,COC(=O)c1ccc(O)c(C=CC(=O)CO)c1,100,Likely stable,,70,medium +COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2,COC(=O)c1ccc(O)c(C=CC(=O)CO)c1,CC(=O)CO,100,Likely stable,,95,low +COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2,COC(=O)c1ccc(O)c(C=CC(=O)CO)c1,COC(=O)c1ccc(O)c(C=O)c1,100,Likely stable,,95,low +Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O,Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O,Cc1ccc(C(C)(C)C)cc1F,100,Likely stable,,95,low +Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O,Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O,OC[C@H]1O[C@@H](S)[C@H](O)[C@@H](O)[C@@H]1O,95,Likely stable,,95,low +Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O,Cc1ccc(C(C)(C)C)cc1F,CC(C)(C)Cl,100,Likely stable,,95,low +Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O,Cc1ccc(C(C)(C)C)cc1F,Cc1ccccc1F,100,Likely stable,,95,low +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,O=C(O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,100,Likely stable,,95,low +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,CO,100,Likely stable,,95,low +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,O=C(O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,O=C[C@@H]1CCCC2(CCCCC2)[C@H]1O,100,Likely stable,,90,low +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,O=C[C@@H]1CCCC2(CCCCC2)[C@H]1O,OC[C@@H]1CCCC2(CCCCC2)[C@H]1O,100,Likely stable,,100,low +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,OC[C@@H]1CCCC2(CCCCC2)[C@H]1O,C=C[C@@H]1CCCC2(CCCCC2)C1,100,Likely stable,,85,low +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,C=C[C@@H]1CCCC2(CCCCC2)C1,C=CC1CCCCC1,100,Likely stable,,40,medium +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O,C=C[C@@H]1CCCC2(CCCCC2)C1,BrCCCCCBr,100,Likely stable,,40,medium +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N[C@H]1CCOC[C@H]1c1ccc(I)cc1,100,Likely stable,,95,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,CC(C)S(=O)(=O)Cl,100,Likely stable,,95,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C1CCOC[C@H]1c1ccc(I)cc1,100,Likely stable,,95,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N,100,Likely stable,,95,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCC[C@H](O)c1ccc(I)cc1,100,Likely stable,,45,medium +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCC[C@H](O)c1ccc(I)cc1,O=C(O)CCCC(=O)c1ccc(I)cc1,100,Likely stable,,100,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCCC(=O)c1ccc(I)cc1,O=C(O)CCCC(=O)O,100,Likely stable,,35,high +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCCC(=O)c1ccc(I)cc1,Ic1ccccc1,100,Likely stable,,35,high +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12,100,Likely stable,,30,high +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,CN1CC[C@@H](B(O)O)[C@@H]1CO,95,Likely stable,,30,high +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12,O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12,100,Likely stable,,55,medium +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12,CC(=O)c1c(O)cc(O)cc1O,100,Likely stable,,5,critical +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12,O=C(Cl)c1ccc(C(F)(F)F)cc1,100,Likely stable,,5,critical +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,CN1CC[C@@H](B(O)O)[C@@H]1CO,CN1CC[C@@H](Br)[C@@H]1CO,95,Likely stable,,80,low +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO,CN1CC[C@@H](Br)[C@@H]1CO,CN1CC[C@@H](Br)[C@@H]1C=O,95,Likely stable,,100,low +CC#CCn1c(Br)nc(C=O)c1C(=O)OC,CC#CCn1c(Br)nc(C=O)c1C(=O)OC,CC#CCBr,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CC#CCn1c(Br)nc(C=O)c1C(=O)OC,CC#CCn1c(Br)nc(C=O)c1C(=O)OC,COC(=O)c1[nH]c(Br)nc1C=O,100,Likely stable,,95,low +CC#CCn1c(Br)nc(C=O)c1C(=O)OC,COC(=O)c1[nH]c(Br)nc1C=O,COC(=O)c1[nH]cnc1C=O,100,Likely stable,,30,high +CC#CCn1c(Br)nc(C=O)c1C(=O)OC,COC(=O)c1[nH]c(Br)nc1C=O,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12,Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12,Cc1ccn2cc(C=O)n(-c3ccccc3)c(=O)c12,100,Likely stable,,100,low +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,O=C(O)CO,100,Likely stable,,25,high +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1N,100,Likely stable,,25,high +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1N,CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1,100,Likely stable,,0,critical +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1,N=C(c1ccccc1)c1ccccc1,100,Likely stable,,95,low +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1,CC(C)(CO)Nc1cc(Br)ncc1Br,100,Likely stable,,95,low +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1Br,CC(C)(N)CO,100,Likely stable,,35,high +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1Br,Brc1cc(Br)c(Br)cn1,100,Likely stable,,35,high +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,Brc1cc(Br)c(Br)cn1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,Brc1cc(Br)c(Br)cn1,Brc1ccnc(Br)c1,100,Likely stable,,55,medium +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,CC(C)(C)OC(=O)[C@]12C=CC[C@H]1C(=O)NC2,,,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C[C@H](Br)c1ccccc1,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,CC(C)(C)OC(=O)[C@]12C=CC[C@H]1C(=O)NC2,CC(C)(C)OC(=O)[C@]1(CN)C=CC[C@H]1C(=O)O,,,,45,medium +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,CC(C)(C)OC(=O)[C@]1(CN)C=CC[C@H]1C(=O)O,CC(C)(C)OC(=O)[C]1C=CC[C@H]1C(=O)O,,,,85,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,CC(C)(C)OC(=O)[C]1C=CC[C@H]1C(=O)O,C=CC[C@@H]([C](C=C)C(=O)OC(C)(C)C)C(=O)O,,,,65,medium +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CC[C@@H]([C](C=C)C(=O)OC(C)(C)C)C(=O)O,C=CC[C@H](C(=O)O)[C@](C=C)(C(=O)O)C(=O)OC(C)(C)C,,,,90,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CC[C@H](C(=O)O)[C@](C=C)(C(=O)O)C(=O)OC(C)(C)C,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)OC(C)(C)C,,,,90,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)OC(C)(C)C,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O,,,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)OC(C)(C)C,CC(C)(C)O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O,C=CCC(C(=O)O)C(=O)O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O,O=C(O)C(=O)C(=O)O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C=CCC(C(=O)O)C(=O)O,C=CCC(C(=O)OCC)C(=O)OCC,100,Likely stable,,80,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C[C@H](Br)c1ccccc1,C[C@H](Br)c1ccccc1N,100,Likely stable,,35,high +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S,C[C@H](Br)c1ccccc1N,C[C@H](Br)c1ccccc1[N+](=O)[O-],100,Likely stable,,90,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C,100,Likely stable,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,,,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C,CO[C@@H]1CNCC[C@@H]1N,95,Likely stable,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C,CCOC(=O)c1nc(Cl)sc1C,100,Likely stable,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,CCc1cnc(C(F)(F)F)[nH]1,100,Likely stable,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,O=C=O,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CCc1cnc(C(F)(F)F)[nH]1,CC(=O)c1cnc(C(F)(F)F)[nH]1,100,Likely stable,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CC(=O)c1cnc(C(F)(F)F)[nH]1,CC(=O)Cl,100,Likely stable,,95,low +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C,CC(=O)c1cnc(C(F)(F)F)[nH]1,FC(F)(F)c1ncc[nH]1,100,Likely stable,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,COC[C@H](C)CO,100,Likely stable,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CC(=O)NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br,,,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,COC[C@H](C)CO,COC[C@H](C)C(=O)O,100,Likely stable,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CC(=O)NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br,NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br,,,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CC(=O)NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br,CC(=O)Cl,100,Likely stable,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br,NCCc1ccccc1-c1onc(CCNCCC(=O)c2ccc(CBr)cc2)c1Br,,,,45,medium +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,NCCc1ccccc1-c1onc(CCNCCC(=O)c2ccc(CBr)cc2)c1Br,O=CCC(=O)c1ccc(CBr)cc1,100,Likely stable,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,NCCc1ccccc1-c1onc(CCNCCC(=O)c2ccc(CBr)cc2)c1Br,NCCc1ccccc1-c1onc(CCN)c1Br,,,,95,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,O=CCC(=O)c1ccc(CBr)cc1,Cc1ccc(C(=O)CC=O)cc1,100,Likely stable,,55,medium +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,O=CCC(=O)c1ccc(CBr)cc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,Cc1ccc(C(=O)CC=O)cc1,CCOC=O,100,Likely stable,,90,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,Cc1ccc(C(=O)CC=O)cc1,CC(=O)c1ccc(C)cc1,100,Likely stable,,90,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,NCCc1ccccc1-c1onc(CCN)c1Br,BrCCc1ccccc1-c1onc(CCBr)c1Br,,,,90,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,BrCCc1ccccc1-c1onc(CCBr)c1Br,CCc1ccccc1-c1onc(CC)c1Br,100,Likely stable,,80,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CCc1ccccc1-c1onc(CC)c1Br,C=Cc1noc(-c2ccccc2CC)c1Br,100,Likely stable,,100,low +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,C=Cc1noc(-c2ccccc2CC)c1Br,C=CB1OC(C)(C)C(C)(C)O1,95,Likely stable,,20,high +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,C=Cc1noc(-c2ccccc2CC)c1Br,CCc1ccccc1-c1onc(Cl)c1Br,100,Likely stable,,20,high +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CCc1ccccc1-c1onc(Cl)c1Br,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CCc1ccccc1-c1onc(Cl)c1Br,CCc1ccccc1-c1cc(Cl)no1,100,Likely stable,,30,high +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CCc1ccccc1-c1cc(Cl)no1,O=[N+]([O-])CCl,100,Likely stable,,25,high +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1,CCc1ccccc1-c1cc(Cl)no1,C#Cc1ccccc1CC,70,Moderately stable,Contains carbene (highly reactive intermediate),25,high +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,COCCCc1cc(C=O)cc(OCCCC#N)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,NC1CC1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,COCCCc1cc(C=O)cc(OCCCC#N)c1,C=CCOC,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,COCCCc1cc(C=O)cc(OCCCC#N)c1,N#CCCCOc1cc(Br)cc(C=O)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,N#CCCCOc1cc(Br)cc(C=O)c1,N#CCCCBr,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,N#CCCCOc1cc(Br)cc(C=O)c1,O=Cc1cc(O)cc(Br)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1,100,Likely stable,,95,low +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1,C[C@@H](O)C(N)=O,100,Likely stable,,5,critical +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1,COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1,100,Likely stable,,5,critical +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1,COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1,100,Likely stable,,90,low +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1,COC(=O)[C@H]1CC[C@H](N)CC1,100,Likely stable,,95,low +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1,COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1,O=[N+]([O-])c1cnc2ccsc2c1Cl,100,Likely stable,,95,low +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F,65,Moderately stable,Contains carbene (highly reactive intermediate),65,medium +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,CC(O)C(C)O,100,Likely stable,,65,medium +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F,CC1=CC(=O)CC(C)(C(F)(F)F)C1=O,100,Likely stable,,95,low +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F,C#C,100,Likely stable,,95,low +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,CC1=CC(=O)CC(C)(C(F)(F)F)C1=O,CC1=CC(=O)CCC1,100,Likely stable,,95,low +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,CC1=CC(=O)CC(C)(C(F)(F)F)C1=O,CC(=O)C(F)(F)F,100,Likely stable,,95,low +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,CC1=CC(=O)CCC1,CC(=O)O,100,Likely stable,,90,low +C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,CC1=CC(=O)CCC1,CC1=CCCCC1,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F,100,Likely stable,,70,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F,N[C@H](CCBr)c1cccc(F)c1F,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O,CN(C)C=O,100,Likely stable,,30,high +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O,CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1,100,Likely stable,,30,high +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1,CC(C)(C)OC(=O)N[C@H](CO)c1cccnc1,100,Likely stable,,100,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,N[C@H](CCBr)c1cccc(F)c1F,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,N[C@H](CCBr)c1cccc(F)c1F,N[C@H](CCO)c1cccc(F)c1F,100,Likely stable,,55,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F,N[C@H](CCO)c1cccc(F)c1F,N[C@H](CC(=O)O)c1cccc(F)c1F,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CS(=O)(=O)CCN1CCC(c2ccc(O)c(-n3nc(-c4ncnn4CC(F)(F)F)cc3CCBr)c2)CC1,,,,70,medium +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CS(=O)(=O)CCN1CCC(c2ccc(O)c(-n3nc(-c4ncnn4CC(F)(F)F)cc3CCBr)c2)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCN(CCS(C)(=O)=O)CC2)ccc1O,,,,90,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCN(CCS(C)(=O)=O)CC2)ccc1O,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCNCC2)ccc1O,,,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCN(CCS(C)(=O)=O)CC2)ccc1O,CS(=O)(=O)CCBr,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCNCC2)ccc1O,Oc1ccc(C2CCNCC2)cc1Br,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCNCC2)ccc1O,CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,Oc1ccc(C2CCNCC2)cc1Br,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,Oc1ccc(C2CCNCC2)cc1Br,Oc1ccc(C2CCNCC2)cc1,100,Likely stable,,55,medium +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1,FC(F)(F)CBr,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1,CCc1cc(-c2ncn[nH]2)n[nH]1,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncn[nH]2)n[nH]1,NN,100,Likely stable,,0,critical +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncn[nH]2)n[nH]1,CCC(=O)Cl,100,Likely stable,,0,critical +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncn[nH]2)n[nH]1,CC(=O)c1ncn[nH]1,100,Likely stable,,0,critical +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,NN,NN=O,100,Likely stable,,95,low +CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,NN=O,O=N[N+](=O)[O-],100,Likely stable,,90,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,C[C@@H]1CCCN1,95,Likely stable,,95,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,Oc1c(CCBr)nnc2cc(Br)ccc12,,,,95,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,C[C@@H]1CCCN1,C[C@@H]1CCCN1Cc1ccccc1,100,Likely stable,,0,critical +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,Oc1c(CCBr)nnc2cc(Br)ccc12,Oc1cnnc2cc(Br)ccc12,100,Likely stable,,95,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,Oc1c(CCBr)nnc2cc(Br)ccc12,BrCCBr,100,Likely stable,,95,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,Oc1cnnc2cc(Br)ccc12,CC(=O)Oc1cnnc2cc(Br)ccc12,100,Likely stable,,90,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,CC(=O)Oc1cnnc2cc(Br)ccc12,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,CC(=O)Oc1cnnc2cc(Br)ccc12,CC(=O)Oc1cnnc2ccccc12,100,Likely stable,,55,medium +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,CC(=O)Oc1cnnc2ccccc12,CC(=O)OC(C)=O,100,Likely stable,,90,low +C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O,CC(=O)Oc1cnnc2ccccc12,Oc1cnnc2ccccc12,100,Likely stable,,90,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,NC1C(=O)N2C(C(=O)O)C(CBr)=CSC12,,,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,O=C(Cl)Cc1cccs1,100,Likely stable,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,NC1C(=O)N2C(C(=O)O)C(CBr)=CSC12,CC1=CSC2C(N)C(=O)N2C1C(=O)O,,,,90,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,CC1=CSC2C(N)C(=O)N2C1C(=O)O,CC=CSC(N)C(=O)NC(C(=O)O)C(=O)O,,,,40,medium +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,CC=CSC(N)C(=O)NC(C(=O)O)C(=O)O,NC(C(=O)O)C(=O)O,,,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,CC=CSC(N)C(=O)NC(C(=O)O)C(=O)O,CC=CSC(N)C(=O)Cl,,,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,CC=CSC(N)C(=O)Cl,CC=CSC(N)C(=O)O,,,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,CC=CSC(N)C(=O)O,NC(CS)C(=O)O,,,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,CC=CSC(N)C(=O)O,C=CCBr,100,Likely stable,,95,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,O=C(Cl)Cc1cccs1,O=C(Cl)C(=O)Cl,100,Likely stable,,85,low +O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12,O=C(Cl)Cc1cccs1,O=C(O)Cc1cccs1,100,Likely stable,,85,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CN1CCNCC1,95,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,Cn1cc(-c2cc(C(N)=O)c3[nH]c4cc(Cl)ccc4c3n2)cn1,,,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CN1CCNCC1,CN1CCN(Cc2ccccc2)CC1,100,Likely stable,,0,critical +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,Cn1cc(-c2cc(C(N)=O)c3[nH]c4cc(Cl)ccc4c3n2)cn1,Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1,Cn1cc(B2OC(C)(C)C(C)(C)O2)cn1,100,Likely stable,,20,high +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1,O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12,100,Likely stable,,20,high +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12,O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1,100,Likely stable,,70,medium +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1,CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1,100,Likely stable,,80,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1,Nc1cccc(Cl)c1,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1,CC(C)(C)OC(=O)c1cc(Cl)ncc1Br,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CC(C)(C)OC(=O)c1cc(Cl)ncc1Br,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,70,medium +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1,CC(C)(C)OC(=O)c1cc(Cl)ncc1Br,O=C(O)c1cc(Cl)ncc1Br,100,Likely stable,,70,medium +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,100,Likely stable,,100,low +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,,,,95,low +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,BrCc1ccccc1,100,Likely stable,,95,low +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,CC(C)(O)CNC(C)(C)CO,100,Likely stable,,70,medium +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,O=C=O,65,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC(C)(O)CNC(C)(C)CO,CC1(C)CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),75,medium +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,CC(C)(O)CNC(C)(C)CO,CC(C)(N)CO,100,Likely stable,,75,medium +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,BrCc1ccccc1,Cc1ccccc1,100,Likely stable,,55,medium +CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O,BrCc1ccccc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,CNC1CC1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(O)cc(C=O)c1,100,Likely stable,,85,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1,O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F,100,Likely stable,,85,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(O)cc(C=O)c1,C=CCOC,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,COCCCc1cc(O)cc(C=O)c1,O=Cc1cc(O)cc(Br)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,O=C1CCCc2sc(-c3ccncc3)cc2C1,100,Likely stable,,95,low +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,Clc1ccc(Br)cc1,100,Likely stable,,95,low +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,O=C1CCCc2sc(-c3ccncc3)cc2C1,OB(O)c1ccncc1,100,Likely stable,,90,low +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,O=C1CCCc2sc(-c3ccncc3)cc2C1,O=C1CCCc2sc(Br)cc2C1,100,Likely stable,,90,low +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,O=C1CCCc2sc(Br)cc2C1,O=C1CCCc2sccc2C1,100,Likely stable,,30,high +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,O=C1CCCc2sc(Br)cc2C1,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,Clc1ccc(Br)cc1,Clc1ccccc1,100,Likely stable,,55,medium +OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1,Clc1ccc(Br)cc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +N[C@H]1CC[C@H]1c1ccc(Cl)cc1,N[C@H]1CC[C@H]1c1ccc(Cl)cc1,CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1,100,Likely stable,,75,medium +N[C@H]1CC[C@H]1c1ccc(Cl)cc1,CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1,O=C1CCC(=O)N1Cl,95,Likely stable,,55,medium +N[C@H]1CC[C@H]1c1ccc(Cl)cc1,CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1,CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1,100,Likely stable,,55,medium +N[C@H]1CC[C@H]1c1ccc(Cl)cc1,CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1,N[C@H]1CC[C@H]1c1ccccc1,100,Likely stable,,75,medium +N[C@H]1CC[C@H]1c1ccc(Cl)cc1,CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,100,Likely stable,,95,low +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1,100,Likely stable,,95,low +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,C[Si](C)(C)CCOCCl,100,Likely stable,,95,low +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12,100,Likely stable,,95,low +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12,CN(C)CC=O,100,Likely stable,,95,low +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12,Clc1cc(Br)c2n[nH]cc2c1,100,Likely stable,,95,low +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1,Fc1ccc(CCBr)cc1,100,Likely stable,,40,medium +CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12,CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1,CC(C)(C)OC(=O)N(CCCl)CCCl,100,Likely stable,,40,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1,100,Likely stable,,55,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOC(=O)C(C(=O)OCC)=[PH](=O)(OCC)OCC,,,,55,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1,Brc1ccccc1,100,Likely stable,,95,low +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1,Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1,100,Likely stable,,95,low +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1,Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1,100,Likely stable,,95,low +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1,Cc1ccc(C[C@@H](N)CC(=O)O)cc1,100,Likely stable,,75,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOC(=O)C(C(=O)OCC)=[PH](=O)(OCC)OCC,CCOP(OCC)OCC,,,,90,low +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOC(=O)C(C(=O)OCC)=[PH](=O)(OCC)OCC,CCOC(=O)C(Br)C(=O)OCC,100,Likely stable,,90,low +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOP(OCC)OCC,ClP(Cl)Cl,100,Likely stable,,60,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOP(OCC)OCC,CCO,100,Likely stable,,60,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOC(=O)C(Br)C(=O)OCC,CCOC(=O)CC(=O)OCC,100,Likely stable,,55,medium +C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O,CCOC(=O)C(Br)C(=O)OCC,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,Nc1ccc(F)nc1Cl,100,Likely stable,,95,low +Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=S(=O)(c1ccccc1)C1(O)CC1,,,,95,low +Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,Nc1ccc(F)nc1Cl,O=[N+]([O-])c1ccc(F)nc1Cl,100,Likely stable,,90,low +Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=S(=O)(c1ccccc1)C1(O)CC1,O=C1CC1,100,Likely stable,,95,low +Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=S(=O)(c1ccccc1)C1(O)CC1,O=[SH](=O)c1ccccc1,100,Likely stable,,95,low +Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=[SH](=O)c1ccccc1,Nc1ccc([SH](=O)=O)cc1,100,Likely stable,,35,high +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O,100,Likely stable,,95,low +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O,C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O,100,Likely stable,,45,medium +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O,C[C@](F)(Br)C(=O)O,100,Likely stable,,95,low +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O,CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F,100,Likely stable,,95,low +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F,CC(F)(F)C(=O)c1cc(N)ccc1F,100,Likely stable,,90,low +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F,N,100,Likely stable,,90,low +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,CC(F)(F)C(=O)c1cc(N)ccc1F,CCOC(=O)C(C)(F)F,100,Likely stable,,90,low +C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,CC(F)(F)C(=O)c1cc(N)ccc1F,Nc1ccc(F)c(Br)c1,100,Likely stable,,90,low +N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C1CCOC[C@H]1c1ccc(I)cc1,100,Likely stable,,95,low +N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N[C@H]1CCOC[C@H]1c1ccc(I)cc1,N,100,Likely stable,,95,low +N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCC[C@H](O)c1ccc(I)cc1,100,Likely stable,,45,medium +N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCC[C@H](O)c1ccc(I)cc1,O=C(O)CCCC(=O)c1ccc(I)cc1,100,Likely stable,,100,low +N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCCC(=O)c1ccc(I)cc1,O=C(O)CCCC(=O)O,100,Likely stable,,35,high +N[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)CCCC(=O)c1ccc(I)cc1,Ic1ccccc1,100,Likely stable,,35,high +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,80,Likely stable,Large (7-membered) heterocycle with N (potentially unstable),95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,Clc1cncc(Cl)c1Cl,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(N)cc(=O)[nH]c2c1O,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,BrCCCCCCN1CCCNCC1,70,Moderately stable,Large (7-membered) heterocycle with N (potentially unstable),95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(N)cc(=O)[nH]c2c1O,COc1ccc2c(Br)cc(=O)[nH]c2c1O,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(N)cc(=O)[nH]c2c1O,N,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(Br)cc(=O)[nH]c2c1O,COc1ccc2c(Br)cc(=O)[nH]c2c1OC,100,Likely stable,,35,high +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1ccc2c(Br)cc(=O)[nH]c2c1OC,COc1cccc(NC(=O)CC(=O)Br)c1OC,100,Likely stable,,5,critical +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1cccc(NC(=O)CC(=O)Br)c1OC,COc1cccc(N)c1OC,100,Likely stable,,90,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,COc1cccc(NC(=O)CC(=O)Br)c1OC,CCOC(=O)CC(=O)Br,100,Likely stable,,90,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,CCOC(=O)CC(=O)Br,CCOC(=O)OCC,100,Likely stable,,90,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,CCOC(=O)CC(=O)Br,CC(=O)Br,100,Likely stable,,90,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,BrCCCCCCN1CCCNCC1,C1CNCCNC1,70,Moderately stable,Large (7-membered) heterocycle with N (potentially unstable),95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,BrCCCCCCN1CCCNCC1,ClCCCCCCBr,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,Clc1cncc(Cl)c1Cl,O=P(Cl)(Cl)Cl,100,Likely stable,,30,high +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1,Clc1cncc(Cl)c1Cl,Oc1c(Cl)cncc1Cl,100,Likely stable,,30,high +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC,COc1cc2ncc3c(N)nccc3c2cc1OC,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(N)nccc3c2cc1OC,COc1cc2ncc3c(Cl)nccc3c2cc1OC,100,Likely stable,,95,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(Cl)nccc3c2cc1OC,Oc1cc2ncc3c(Cl)nccc3c2cc1O,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,COc1cc2ncc3c(Cl)nccc3c2cc1OC,CI,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,Oc1cc2ncc3c(Cl)nccc3c2cc1O,Oc1cc2ncc3cnccc3c2cc1O,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,Oc1cc2ncc3cnccc3c2cc1O,c1ccc2c(c1)ncc1cnccc12,100,Likely stable,,80,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,c1ccc2c(c1)ncc1cnccc12,Clc1nc2ccccc2c2ccncc12,100,Likely stable,,95,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,Clc1nc2ccccc2c2ccncc12,O=P(Cl)(Cl)Cl,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,Clc1nc2ccccc2c2ccncc12,O=c1[nH]c2ccccc2c2ccncc12,100,Likely stable,,90,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,O=c1[nH]c2ccccc2c2ccncc12,Nc1ccccc1B(O)O,100,Likely stable,,35,high +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,O=c1[nH]c2ccccc2c2ccncc12,COC(=O)c1cnccc1Br,100,Likely stable,,35,high +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1,NCc1ccc(F)cc1,100,Likely stable,,95,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1,OB(O)c1cncc(OCCBr)c1,100,Likely stable,,95,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,OB(O)c1cncc(OCCBr)c1,OB(O)c1cncc(O)c1,100,Likely stable,,95,low +COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC,OB(O)c1cncc(OCCBr)c1,BrCCBr,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,O=C(O)c1cc(-c2ccccc2)n[nH]1,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N,CC(C)c1ccc(O)c(C2(O)c3ccccc3C(=O)C2N)c1,,,,45,medium +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc(O)c(C2(O)c3ccccc3C(=O)C2N)c1,CC(C)c1ccc(O)c(Br)c1,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc(O)c(C2(O)c3ccccc3C(=O)C2N)c1,NC1C(=O)c2ccccc2C1=O,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc(O)c(Br)c1,CC(C)c1ccc(O)cc1,100,Likely stable,,55,medium +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,CC(C)c1ccc(O)c(Br)c1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,NC1C(=O)c2ccccc2C1=O,O=C1c2ccccc2C(=O)C1[N+](=O)[O-],100,Likely stable,,90,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1,O=C(O)c1cc(-c2ccccc2)n[nH]1,CCOC(=O)c1cc(-c2ccccc2)n[nH]1,100,Likely stable,,90,low +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,NC(=O)c1cnn2ccc(Br)cc12,100,Likely stable,,95,low +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1,N#Cc1cc(F)cc(Br)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),95,low +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1,F[C@H]1C[CH]NC1,,,,95,low +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,N#Cc1cc(F)cc(Br)c1,NC(=O)c1cc(F)cc(Br)c1,100,Likely stable,,95,low +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,NC(=O)c1cnn2ccc(Br)cc12,NC(=O)c1cnn2ccccc12,100,Likely stable,,30,high +N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1,NC(=O)c1cnn2ccc(Br)cc12,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,100,Likely stable,,95,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,N,100,Likely stable,,95,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12,100,Likely stable,,90,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1,100,Likely stable,,90,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12,100,Likely stable,,90,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12,CC(=O)O,100,Likely stable,,90,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12,75,Moderately stable,Contains carbene (highly reactive intermediate),90,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12,C1COCCN1,95,Likely stable,,95,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccnc2c1[nH]c1cc(Br)ccc12,80,Likely stable,Contains carbene (highly reactive intermediate),95,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccnc2c1[nH]c1cc(Br)ccc12,N#Cc1ccncc1Nc1cccc(Br)c1,75,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccncc1Nc1cccc(Br)c1,Nc1cccc(Br)c1,100,Likely stable,,35,high +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,N#Cc1ccncc1Nc1cccc(Br)c1,N#Cc1ccncc1Br,70,Moderately stable,Contains carbene (highly reactive intermediate),35,high +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1,ClCCN1CCOCC1,95,Likely stable,,95,low +NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12,OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1,OB(O)c1ccc2[nH]ncc2c1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Cn1oc(=O)nc1C(=O)c1ccccc1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,NOCc1cccc(N)n1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Cn1oc(=O)nc1C(=O)c1ccccc1,Cn1cnc(=O)o1,,,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Cn1oc(=O)nc1C(=O)c1ccccc1,O=C(Cl)c1ccccc1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,O=C(Cl)c1ccccc1,O=S(Cl)Cl,100,Likely stable,,90,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,O=C(Cl)c1ccccc1,O=C(O)c1ccccc1,100,Likely stable,,90,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,NOCc1cccc(N)n1,Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1,100,Likely stable,,0,critical +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1,Nc1cccc(CO)n1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1,O=C1c2ccccc2C(=O)N1O,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,NC(=O)c1cc(-c2ccc(O)c(Cl)c2)nc2c1[nH]c1cc(Cl)ccc12,,,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,CN1CCNCC1,95,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,NC(=O)c1cc(-c2ccc(O)c(Cl)c2)nc2c1[nH]c1cc(Cl)ccc12,NC(=O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12,,,,90,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,NC(=O)c1cc(-c2ccc(O)c(Cl)c2)nc2c1[nH]c1cc(Cl)ccc12,OB(O)c1ccc(O)c(Cl)c1,100,Likely stable,,90,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,NC(=O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12,O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12,O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1,100,Likely stable,,70,medium +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1,Nc1cnc(Br)cc1C(=O)O,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1,Clc1cccc(I)c1,100,Likely stable,,95,low +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,OB(O)c1ccc(O)c(Cl)c1,O=C1CCC(=O)N1Cl,95,Likely stable,,55,medium +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,OB(O)c1ccc(O)c(Cl)c1,OB(O)c1ccc(O)cc1,100,Likely stable,,55,medium +CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1,CN1CCNCC1,CN1CCN(Cc2ccccc2)CC1,100,Likely stable,,0,critical +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,COC(=O)CCc1cc2cc(Br)ccc2n1C,100,Likely stable,,90,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl,100,Likely stable,,90,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,COC(=O)CCc1cc2cc(Br)ccc2n1C,Cn1c(CCC(=O)O)cc2cc(Br)ccc21,100,Likely stable,,95,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,COC(=O)CCc1cc2cc(Br)ccc2n1C,CO,100,Likely stable,,95,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,Cn1c(CCC(=O)O)cc2cc(Br)ccc21,O=C(O)CC(=O)O,100,Likely stable,,85,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,Cn1c(CCC(=O)O)cc2cc(Br)ccc21,Cn1c(C=O)cc2cc(Br)ccc21,100,Likely stable,,85,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl,OB(O)c1nc(-c2ccc(O)c(Cl)c2)no1,,,,95,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl,CC(C)Br,100,Likely stable,,95,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,OB(O)c1nc(-c2ccc(O)c(Cl)c2)no1,OB(O)c1ccc(O)c(Cl)c1,100,Likely stable,,90,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,OB(O)c1nc(-c2ccc(O)c(Cl)c2)no1,OB(O)c1nc(Br)no1,,,,90,low +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,OB(O)c1ccc(O)c(Cl)c1,O=C1CCC(=O)N1Cl,95,Likely stable,,55,medium +COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C,OB(O)c1ccc(O)c(Cl)c1,OB(O)c1ccc(O)cc1,100,Likely stable,,55,medium +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,COc1cc(Br)ccc1Nc1ncc(C(F)(F)F)c(Nc2ccc([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3c2C(=O)N(C)C3)n1,,,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CCO[PH](=O)OCC,,,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,COc1cc(Br)ccc1Nc1ncc(C(F)(F)F)c(Nc2ccc([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3c2C(=O)N(C)C3)n1,FC(F)(F)c1cnc(Cl)nc1Cl,100,Likely stable,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,COc1cc(Br)ccc1Nc1ncc(C(F)(F)F)c(Nc2ccc([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3c2C(=O)N(C)C3)n1,COc1cc(Br)ccc1N,100,Likely stable,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,COc1cc(Br)ccc1Nc1ncc(C(F)(F)F)c(Nc2ccc([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3c2C(=O)N(C)C3)n1,CN1CCN([C@H]2CC[C@H](c3ccc(N)c4c3CN(C)C4=O)CC2)CC1,,,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,FC(F)(F)c1cnc(Cl)nc1Cl,Clc1ccnc(Cl)n1,100,Likely stable,,35,high +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,FC(F)(F)c1cnc(Cl)nc1Cl,FC(F)(F)I,100,Likely stable,,35,high +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,COc1cc(Br)ccc1N,COc1cc(Br)ccc1[N+](=O)[O-],100,Likely stable,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1CCN([C@H]2CC[C@H](c3ccc(N)c4c3CN(C)C4=O)CC2)CC1,CN1Cc2c(c(N)ccc2[C@H]2CC[C@H](Br)CC2)C1=O,,,,95,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1CCN([C@H]2CC[C@H](c3ccc(N)c4c3CN(C)C4=O)CC2)CC1,CN1CCNCC1,95,Likely stable,,95,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1Cc2c(c(N)ccc2[C@H]2CC[C@H](Br)CC2)C1=O,CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O,100,Likely stable,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O,CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O,100,Likely stable,,100,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O,OB(O)C1=CCCCC1,100,Likely stable,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O,CN1Cc2c(Br)ccc(N)c2C1=O,100,Likely stable,,90,low +CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC,CN1CCNCC1,CN1CCN(Cc2ccccc2)CC1,100,Likely stable,,0,critical +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,COc1ccc(C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC,,,,90,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,COc1ccc(C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC,COc1ccc(C[C@@H](CO)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC,,,,95,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,COc1ccc(C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC,CC(C)(C)[Si](C)(C)Cl,,,,95,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,COc1ccc(C[C@@H](CO)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC,COc1ccc(C[C@@H](C=O)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC,,,,100,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,CC(C)(C)[Si](C)(C)Cl,C[SiH](C)C(C)(C)C,,,,95,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,CC(C)(C)[Si](C)(C)Cl,ClCl,,,,95,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,C[SiH](C)C(C)(C)C,C[SiH2]C,,,,95,low +COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC,C[SiH](C)C(C)(C)C,C=C(C)C,100,Likely stable,,95,low +CC1(C)COCc2nc3cnc(Br)cc3n21,CC1(C)COCc2nc3cnc(Br)cc3n21,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +CC1(C)COCc2nc3cnc(Br)cc3n21,CC1(C)COCc2nc3cnc(Br)cc3n21,CC1(C)COCc2nc3cnccc3n21,100,Likely stable,,30,high +CC1(C)COCc2nc3cnc(Br)cc3n21,CC1(C)COCc2nc3cnccc3n21,CC1(C)COCC(=O)N1,95,Likely stable,,20,high +CC1(C)COCc2nc3cnc(Br)cc3n21,CC1(C)COCc2nc3cnccc3n21,O=[N+]([O-])c1cnccc1I,100,Likely stable,,20,high +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,N#Cc1ccc(-c2ccc([C@@H]3COCC[C@@H]3N)cc2)s1,,,,95,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,CC(C)S(=O)(=O)Cl,100,Likely stable,,95,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,N#Cc1ccc(-c2ccc([C@@H]3COCC[C@@H]3N)cc2)s1,N[C@H]1CCOC[C@H]1Br,95,Likely stable,,90,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,N#Cc1ccc(-c2ccc([C@@H]3COCC[C@@H]3N)cc2)s1,N#Cc1ccc(-c2ccc(B(O)O)cc2)s1,75,Moderately stable,Contains carbene (highly reactive intermediate),90,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,N[C@H]1CCOC[C@H]1Br,NC1CCOCC1,95,Likely stable,,90,low +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,NC1CCOCC1,CC(C)(C)OC(=O)NC1CCOCC1,95,Likely stable,,75,medium +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,N#Cc1ccc(-c2ccc(B(O)O)cc2)s1,OB(O)c1ccc(B(O)O)cc1,100,Likely stable,,30,high +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1,N#Cc1ccc(-c2ccc(B(O)O)cc2)s1,N#Cc1ccc(I)s1,70,Moderately stable,Contains carbene (highly reactive intermediate),30,high +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,CC(C)(C)OC(=O)[C@]12C=CC[C@H]1C(=O)NC2,,,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C[C@H](Br)c1ccccc1,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,CC(C)(C)OC(=O)[C@]12C=CC[C@H]1C(=O)NC2,CC(C)(C)OC(=O)[C@]1(CN)C=CC[C@H]1C(=O)O,,,,45,medium +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,CC(C)(C)OC(=O)[C@]1(CN)C=CC[C@H]1C(=O)O,CC(C)(C)OC(=O)[C]1C=CC[C@H]1C(=O)O,,,,85,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,CC(C)(C)OC(=O)[C]1C=CC[C@H]1C(=O)O,C=CC[C@@H]([C](C=C)C(=O)OC(C)(C)C)C(=O)O,,,,65,medium +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CC[C@@H]([C](C=C)C(=O)OC(C)(C)C)C(=O)O,C=CC[C@H](C(=O)O)[C@](C=C)(C(=O)O)C(=O)OC(C)(C)C,,,,90,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CC[C@H](C(=O)O)[C@](C=C)(C(=O)O)C(=O)OC(C)(C)C,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)OC(C)(C)C,,,,90,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)OC(C)(C)C,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O,,,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)OC(C)(C)C,CC(C)(C)O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O,C=CCC(C(=O)O)C(=O)O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O,O=C(O)C(=O)C(=O)O,100,Likely stable,,95,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C=CCC(C(=O)O)C(=O)O,C=CCC(C(=O)OCC)C(=O)OCC,100,Likely stable,,80,low +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C[C@H](Br)c1ccccc1,C[C@H](Br)c1ccccc1N,100,Likely stable,,35,high +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O,C[C@H](Br)c1ccccc1N,C[C@H](Br)c1ccccc1[N+](=O)[O-],100,Likely stable,,90,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,CCc1nc(C)c(C(=O)O)o1,100,Likely stable,,95,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,COC(=O)CC12CCC(c3ccc(-c4ccc(N)cc4)cc3)(CC1)CO2,,,,95,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,CCc1nc(C)c(C(=O)O)o1,CCc1nc(C)c(C(=O)OC)o1,100,Likely stable,,95,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,COC(=O)CC12CCC(c3ccc(-c4ccc(N)cc4)cc3)(CC1)CO2,Nc1ccc(Br)cc1,100,Likely stable,,90,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,COC(=O)CC12CCC(c3ccc(-c4ccc(N)cc4)cc3)(CC1)CO2,COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,,,,90,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,Nc1ccc(Br)cc1,O=[N+]([O-])c1ccc(Br)cc1,100,Likely stable,,90,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,O=C(O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,,,,95,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,CO,100,Likely stable,,95,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,O=C(O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1,100,Likely stable,,45,medium +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1,O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1,100,Likely stable,,55,medium +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1,CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1,100,Likely stable,,90,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1,CCOC(=O)CBr,100,Likely stable,,95,low +CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1,CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1,O=C1CCC(CO)(c2ccccc2)CC1,100,Likely stable,,95,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O,100,Likely stable,,95,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,OCCNCCCl,,,,95,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O,COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O,100,Likely stable,,90,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O,Cc1cccc(B(O)O)n1,100,Likely stable,,90,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O,Cc1cc(O)c(Br)nc1C,100,Likely stable,,95,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O,COc1cc2c(Cl)ccnc2cc1O,100,Likely stable,,95,low +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,Cc1cc(O)c(Br)nc1C,Cc1cc(O)cnc1C,100,Likely stable,,55,medium +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,Cc1cc(O)c(Br)nc1C,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,Cc1cccc(B(O)O)n1,Cc1cccc(Br)n1,100,Likely stable,,55,medium +COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO,Cc1cccc(B(O)O)n1,CC(C)OB(OC(C)C)OC(C)C,100,Likely stable,,55,medium +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,O=C(Cl)CO,,,,95,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1c(cccc1C1CCNCC1)OCC2,,,,95,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1c(cccc1C1CCNCC1)OCC2,Oc1cccc(C2CCNCC2)c1-n1nc(-c2ncnn2CC(F)(F)F)cc1CCBr,,,,70,medium +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,Oc1cccc(C2CCNCC2)c1-n1nc(-c2ncnn2CC(F)(F)F)cc1CCBr,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1c(O)cccc1C1CCNCC1,,,,90,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1c(O)cccc1C1CCNCC1,CCc1cc(Br)nn1-c1c(O)cccc1C1CCNCC1,,,,90,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1c(O)cccc1C1CCNCC1,OB(O)c1cnnn1CC(F)(F)F,,,,90,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(Br)nn1-c1c(O)cccc1C1CCNCC1,Oc1cccc(Br)c1C1CCNCC1,100,Likely stable,,95,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(Br)nn1-c1c(O)cccc1C1CCNCC1,CCc1cc(Br)n[nH]1,100,Likely stable,,95,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,Oc1cccc(Br)c1C1CCNCC1,COc1cccc(Br)c1C1CCNCC1,100,Likely stable,,95,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,COc1cccc(Br)c1C1CCNCC1,COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1,100,Likely stable,,0,critical +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1,COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1,100,Likely stable,,95,low +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1,COc1cccc(Br)c1,100,Likely stable,,0,critical +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1,O=C1CCN(Cc2ccccc2)CC1,100,Likely stable,,0,critical +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(Br)n[nH]1,CCc1ccn[nH]1,100,Likely stable,,30,high +O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCc1cc(Br)n[nH]1,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(N)(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)CO1,,,,45,medium +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(N)(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)CO1,Sc1cccc(OCc2ccccc2)c1,100,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(N)(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)CO1,CC1(C)OCC(N)(C2CCc3cc(Br)ccc3C2)CO1,,,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,Sc1cccc(OCc2ccccc2)c1,CCOC(=S)Sc1cccc(OCc2ccccc2)c1,100,Likely stable,,85,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CCOC(=S)Sc1cccc(OCc2ccccc2)c1,CCOC(=S)S,100,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CCOC(=S)Sc1cccc(OCc2ccccc2)c1,Nc1cccc(OCc2ccccc2)c1,100,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(N)(C2CCc3cc(Br)ccc3C2)CO1,CC1(C)OCC(C#N)(C2CCc3cc(Br)ccc3C2)CO1,,,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(C#N)(C2CCc3cc(Br)ccc3C2)CO1,CC1(C)OCC(C#N)CO1,60,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(C#N)(C2CCc3cc(Br)ccc3C2)CO1,Brc1ccc2c(c1)CCC(Br)C2,,,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(C#N)CO1,CC1(C)OCC(C(N)=O)CO1,95,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(C(N)=O)CO1,CCN(CC)CC,100,Likely stable,,70,medium +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,CC1(C)OCC(C(N)=O)CO1,CC1(C)OCC(C(=O)O)CO1,95,Likely stable,,70,medium +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,Brc1ccc2c(c1)CCC(Br)C2,c1ccc2c(c1)CCCC2,100,Likely stable,,80,low +CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1,c1ccc2c(c1)CCCC2,O=C1CCCc2ccccc21,100,Likely stable,,95,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCC[C@H](N)CCO,100,Likely stable,,95,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl,100,Likely stable,,95,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCC[C@H](N)CCO,CCC[C@H](N)CC(=O)O,100,Likely stable,,95,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl,O=P(Cl)(Cl)Cl,100,Likely stable,,90,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl,COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O,100,Likely stable,,90,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O,Cc1nc(N)nc(O)c1CO,100,Likely stable,,95,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O,COc1cccc(CN2CCC[C@@H]2C(=O)O)c1,100,Likely stable,,95,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,Cc1nc(N)nc(O)c1CO,N=C(N)N,100,Likely stable,,25,high +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,Cc1nc(N)nc(O)c1CO,CCOC(=O)C(CO)C(C)=O,100,Likely stable,,25,high +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCOC(=O)C(CO)C(C)=O,CCOC(=O)C(C=O)C(C)=O,100,Likely stable,,100,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCOC(=O)C(C=O)C(C)=O,CCOC=O,100,Likely stable,,90,low +CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC,CCOC(=O)C(C=O)C(C)=O,CCOC(=O)CC(C)=O,100,Likely stable,,90,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,Nc1ccon1,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12,OB(O)c1nncc2cc(O)ccc12,,,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br,Nc1cccc(C(F)(F)F)c1,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br,COc1ccc(F)cc1Br,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,OB(O)c1nncc2cc(O)ccc12,Oc1ccc2c(Br)nncc2c1,100,Likely stable,,80,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,Oc1ccc2c(Br)nncc2c1,CC(=O)Oc1ccc2c(Br)nncc2c1,100,Likely stable,,90,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,CC(=O)Oc1ccc2c(Br)nncc2c1,CC(=O)OO,100,Likely stable,,90,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,CC(=O)Oc1ccc2c(Br)nncc2c1,CC(=O)c1ccc2c(Br)nncc2c1,100,Likely stable,,90,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,CC(=O)c1ccc2c(Br)nncc2c1,CC(=O)Cl,100,Likely stable,,95,low +COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12,CC(=O)c1ccc2c(Br)nncc2c1,Brc1nncc2ccccc12,100,Likely stable,,95,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCOC(=O)CC(=O)OCC,100,Likely stable,,80,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCC/C=C/[C@H]1CC[C@H](Br)CC1,100,Likely stable,,80,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCOC(=O)CC(=O)OCC,CCOC(C)=O,100,Likely stable,,90,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCOC(=O)CC(=O)OCC,CCOC(=O)OCC,100,Likely stable,,90,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCC/C=C/[C@H]1CC[C@H](Br)CC1,CCCC(Br)[C@H]1CC[C@H](Br)CC1,100,Likely stable,,95,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCCC(Br)[C@H]1CC[C@H](Br)CC1,CCCC=C1CC=CCC1,100,Likely stable,,80,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCCC=C1CC=CCC1,C=CCCC,100,Likely stable,,90,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,CCCC=C1CC=CCC1,C=C1CC=CCC1,100,Likely stable,,90,low +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,C=C1CC=CCC1,C1CCOC1,95,Likely stable,,60,medium +CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1,C=C1CC=CCC1,O=C1CC=CCC1,100,Likely stable,,60,medium +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1,CCOC(=O)[C@H]1C[C@@H]1CO,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1,COCCCc1cc(F)cc(CNC2CC2)c1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COCCCc1cc(F)cc(CNC2CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,NC1CC1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,COCCCc1cc(F)cc(C(=O)O)c1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)N1CCNCC1,,,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CCCCOC(=O)Cl,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)N1CCNCC1,C1CNCCN1,95,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)N1CCNCC1,CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O,CC(C)(C)[Si](OCCC[C@H](N)C(=O)O)(c1ccccc1)c1ccccc1,,,,75,medium +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)[Si](OCCC[C@H](N)C(=O)O)(c1ccccc1)c1ccccc1,N[C@@H](CCCO)C(=O)O,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)[Si](OCCC[C@H](N)C(=O)O)(c1ccccc1)c1ccccc1,CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1,,,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,N[C@@H](CCCO)C(=O)O,N[C@@H](CCCOCc1ccccc1)C(=O)O,100,Likely stable,,0,critical +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1,CC(C)(C)[SiH](c1ccccc1)c1ccccc1,,,,90,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)[SiH](c1ccccc1)c1ccccc1,Cl[SiH](c1ccccc1)c1ccccc1,,,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)[SiH](c1ccccc1)c1ccccc1,[Li]C(C)(C)C,,,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Cl[SiH](c1ccccc1)c1ccccc1,Cl[Si](Cl)(Cl)c1ccccc1,,,,90,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Cl[SiH](c1ccccc1)c1ccccc1,Br[Mg]c1ccccc1,,,,90,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Cl[Si](Cl)(Cl)c1ccccc1,[SiH3]c1ccccc1,,,,85,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Cl[Si](Cl)(Cl)c1ccccc1,ClCl,100,Likely stable,,85,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,[SiH3]c1ccccc1,Brc1ccccc1,100,Likely stable,,90,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,[SiH3]c1ccccc1,Cl[SiH2]Cl,100,Likely stable,,90,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Brc1ccccc1,c1ccccc1,100,Likely stable,,55,medium +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Brc1ccccc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,Br[Mg]c1ccccc1,[Mg],100,Likely stable,,0,critical +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CCCCOC(=O)Cl,CCCCO,100,Likely stable,,95,low +CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1,CCCCOC(=O)Cl,O=C(Cl)Cl,100,Likely stable,,95,low +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,,,,95,low +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,BrCc1ccccc1,100,Likely stable,,95,low +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,CC(C)(O)CNC(C)(C)CO,100,Likely stable,,70,medium +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,O=C=O,65,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC(C)(O)CNC(C)(C)CO,CC1(C)CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),75,medium +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,CC(C)(O)CNC(C)(C)CO,CC(C)(N)CO,100,Likely stable,,75,medium +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,BrCc1ccccc1,Cc1ccccc1,100,Likely stable,,55,medium +CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O,BrCc1ccccc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,CCc1[nH]c(Br)nc1C(F)(F)F,100,Likely stable,,80,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(Br)nc1C(F)(F)F,CCc1[nH]cnc1C(F)(F)F,100,Likely stable,,90,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]cnc1C(F)(F)F,C#Cc1[nH]cnc1C(F)(F)F,70,Moderately stable,Contains carbene (highly reactive intermediate),100,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,C#Cc1[nH]cnc1C(F)(F)F,CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F,70,Moderately stable,Contains carbene (highly reactive intermediate),85,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,70,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,C#CC(C)(C)O,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,C[Si](C)(C)CCOCCl,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,FC(F)(F)c1nc[nH]c1Br,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N,COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1,CO[C@@H]1CNCC[C@@H]1N,95,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F,COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1,COC(=O)c1cccc(Br)c1,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,Fc1ccccc1F,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C,C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C,O=C1NC(=O)c2ccccc21,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C,C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N,100,Likely stable,,75,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N,C=C[CH]c1cccnc1[C@H](Br)CC[C@H](N)C=C,,,,65,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[CH]c1cccnc1[C@H](Br)CC[C@H](N)C=C,C=C[CH]c1cccnc1CC[C@H](N)C=C,,,,85,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[CH]c1cccnc1CC[C@H](N)C=C,C=C[C@@H](N)CCc1ncccc1Br,,,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[CH]c1cccnc1CC[C@H](N)C=C,C=CB(O)O,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H](N)CCc1ncccc1Br,C=CC(=O)CCc1ncccc1Br,,,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=C[C@@H](N)CCc1ncccc1Br,N,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=CC(=O)CCc1ncccc1Br,CC(=O)CCc1ncccc1Br,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,C=CC(=O)CCc1ncccc1Br,C=O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(=O)CCc1ncccc1Br,CC(=O)CC(C)=O,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(=O)CCc1ncccc1Br,ClCc1ncccc1Br,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,O=C1NC(=O)c2ccccc21,NC(N)=O,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,O=C1NC(=O)c2ccccc21,O=C1OC(=O)c2ccccc21,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F,Fc1ccccc1F,Oc1ccc(F)c(F)c1,100,Likely stable,,95,low +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC(C)c1ccc(O)cc1,100,Likely stable,,95,low +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC1(C)SC2(CCC(Cl)CC2)N[C@H]1C(=O)O,,,,95,low +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC(C)c1ccc(O)cc1,COc1ccc(C(C)C)cc1,100,Likely stable,,95,low +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC1(C)SC2(CCC(Cl)CC2)N[C@H]1C(=O)O,CC(C)(S)[C@@H](N)C(=O)O,100,Likely stable,,65,medium +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC1(C)SC2(CCC(Cl)CC2)N[C@H]1C(=O)O,O=C1CCC(Cl)CC1,100,Likely stable,,65,medium +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,CC(C)(S)[C@@H](N)C(=O)O,COC(=O)[C@H](N)C(C)(C)S,100,Likely stable,,95,low +CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1,O=C1CCC(Cl)CC1,OC1CCC(Cl)CC1,100,Likely stable,,100,low +CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl,100,Likely stable,,95,low +CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CCOC(=O)CCBr,100,Likely stable,,95,low +CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl,N=C(NO)c1ccc2[nH]ccc2c1,100,Likely stable,,0,critical +CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl,CC(C)Oc1ccc(C(=O)O)cc1Cl,100,Likely stable,,0,critical +CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CCOC(=O)CCBr,CCOC(=O)CCO,100,Likely stable,,55,medium +CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1,CCOC(=O)CCBr,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C,CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C,CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C,100,Likely stable,,95,low +CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C,CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C,CNC1CC1,100,Likely stable,,95,low +CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C,CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C,CC1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C,100,Likely stable,,100,low +CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2,CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2,C=Cc1ccc(C(C)=O)cc1O,100,Likely stable,,65,medium +CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2,CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2,O=CC(O)CO,,,,65,medium +CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2,C=Cc1ccc(C(C)=O)cc1O,CC(=O)OC(C)=O,100,Likely stable,,90,low +CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2,C=Cc1ccc(C(C)=O)cc1O,C=Cc1ccccc1O,100,Likely stable,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O,90,Likely stable,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,Nc1nccn2c(Br)nc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12,,,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O,C[C@H](O)C(=O)N1[C@@H](CCl)CC[C@@H]1Br,,,,40,medium +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H](O)C(=O)N1[C@@H](CCl)CC[C@@H]1Br,C[C@H](O)C(=O)N1CCC[C@@H]1CCl,95,Likely stable,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H](O)C(=O)N1CCC[C@@H]1CCl,C[C@H](O)C(=O)O,100,Likely stable,,95,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,C[C@H](O)C(=O)N1CCC[C@@H]1CCl,ClC[C@H]1CCCN1,95,Likely stable,,95,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,Nc1nccn2c(Br)nc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12,Nc1nccn2cnc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12,,,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,Nc1nccn2cnc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12,Nc1nccn2cnc(Br)c12,100,Likely stable,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,Nc1nccn2cnc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12,O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1,100,Likely stable,,90,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,Nc1nccn2cnc(Br)c12,COc1ccc(CNc2nccn3cnc(Br)c23)cc1,100,Likely stable,,0,critical +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,COc1ccc(CNc2nccn3cnc(Br)c23)cc1,COc1ccc(CN)cc1,100,Likely stable,,95,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,COc1ccc(CNc2nccn3cnc(Br)c23)cc1,Clc1nccn2cnc(Br)c12,100,Likely stable,,95,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1,Nc1cc(C(F)(F)F)ccn1,100,Likely stable,,95,low +C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O,O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1,O=C(Cl)c1cccc(B(O)O)c1,100,Likely stable,,95,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C=C(c1ccc(F)cc1F)[C@@H](C)n1ncn(-c2ccc(Cl)cc2)c1=O,,,,60,medium +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C=C(c1ccc(F)cc1F)[C@@H](C)n1ncn(-c2ccc(Cl)cc2)c1=O,C[C@H](C=O)n1ncn(-c2ccc(Cl)cc2)c1=O,,,,95,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C=C(c1ccc(F)cc1F)[C@@H](C)n1ncn(-c2ccc(Cl)cc2)c1=O,Fc1ccc(CBr)c(F)c1,100,Likely stable,,95,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@H](C=O)n1ncn(-c2ccc(Cl)cc2)c1=O,C[C@H](CO)n1ncn(-c2ccc(Cl)cc2)c1=O,,,,100,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@H](CO)n1ncn(-c2ccc(Cl)cc2)c1=O,C[C@@H](CO)n1ncc(=O)[nH]1,100,Likely stable,,95,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@H](CO)n1ncn(-c2ccc(Cl)cc2)c1=O,O=C=Nc1ccc(Cl)cc1,70,Moderately stable,Contains carbene (highly reactive intermediate),95,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@@H](CO)n1ncc(=O)[nH]1,O=c1[nH]cn[nH]1,,,,75,medium +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@@H](CO)n1ncc(=O)[nH]1,C[C@@H]1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),75,medium +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,O=C=Nc1ccc(Cl)cc1,O=C(Cl)Cl,100,Likely stable,,90,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,O=C=Nc1ccc(Cl)cc1,Nc1ccc(Cl)cc1,100,Likely stable,,90,low +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,Fc1ccc(CBr)c(F)c1,Cc1ccc(F)cc1F,100,Likely stable,,55,medium +C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,Fc1ccc(CBr)c(F)c1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]c2c1CCCc1cc(N3C[C@H](CN)OC3=O)ccc1-2,,,,95,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(=O)Cl,100,Likely stable,,95,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]c2c1CCCc1cc(N3C[C@H](CN)OC3=O)ccc1-2,CC(C)c1n[nH]c2c1CCCc1cc(N)ccc1-2,,,,95,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]c2c1CCCc1cc(N3C[C@H](CN)OC3=O)ccc1-2,NC[C@H]1CNC(=O)O1,95,Likely stable,,95,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]c2c1CCCc1cc(N)ccc1-2,CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1,100,Likely stable,,70,medium +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1,NN,100,Likely stable,,15,critical +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1,COC(OC)N(C)C,100,Likely stable,,15,critical +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1,CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1,100,Likely stable,,15,critical +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,NN,NN=O,100,Likely stable,,95,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,NN=O,O=N[N+](=O)[O-],100,Likely stable,,90,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1,CC(=O)C(C)C,100,Likely stable,,95,low +CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1,CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1,COC(=O)CCCc1ccc(N)cc1,100,Likely stable,,95,low +COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O,COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O,COc1ccccc1C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C,,,,90,low +COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O,COc1ccccc1C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C,COc1ccccc1C[C@@H](C=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,Cc1cc(Cl)c(OCCOc2ccc([C@@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(CNC2CC2)cc(OCCOC)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,Cc1cc(Cl)c(OCCOc2ccc([C@@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,Cc1cc(Cl)c(OCCOc2ccc([C@@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1,O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1,,,,45,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1,N[C@H](Cc1ccc(O)cc1)C(=O)O,100,Likely stable,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1,O=CCCCC=O,100,Likely stable,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,N[C@H](Cc1ccc(O)cc1)C(=O)O,COc1ccc(C[C@@H](N)C(=O)O)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,O=CCCCC=O,CCOC(CCCC=O)OCC,100,Likely stable,,80,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(CNC2CC2)cc(OCCOC)c1,COCCCc1cc(C=O)cc(OCCOC)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(CNC2CC2)cc(OCCOC)c1,NC1CC1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(C=O)cc(OCCOC)c1,COCCO,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(C=O)cc(OCCOC)c1,COCCCc1cc(F)cc(C=O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1,COCCCc1cc(F)cc(C=O)c1,COCCCc1cc(F)cc(CO)c1,100,Likely stable,,100,low +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,OCCBr,100,Likely stable,,95,low +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1,100,Likely stable,,95,low +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1,CC(C)N1CCC(O)CC1,95,Likely stable,,95,low +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1,C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21,100,Likely stable,,95,low +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21,CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C,100,Likely stable,,15,critical +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C,CCOC(=O)c1cc2cc(F)ccc2[nH]1,100,Likely stable,,35,high +CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1,CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C,C[C@H]1CN(C(=O)OC(C)(C)C)S(=O)(=O)O1,95,Likely stable,,35,high +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1,N#CCC1(CO)CC1,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(F)cc(CNC2CC2)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(F)cc(CNC2CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,NC1CC1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,COCCCc1cc(F)cc(C(=O)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCO)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,Cc1cc(Cl)c(OCCO)c(Cl)c1,O=C1OCCO1,95,Likely stable,,65,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,Cc1cc(Cl)c(OCCO)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,65,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1,O=S(Cl)Cl,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1,COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1,100,Likely stable,,75,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,N[C@@H]1CC[C@@H](c2cccc(F)c2F)[C@H](N)c2cccnc21,,,,75,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,N[C@@H]1CC[C@@H](c2cccc(F)c2F)[C@H](N)c2cccnc21,C=CCC(N)c1ncccc1[C@H](N)[C@H](CC=C)c1cccc(F)c1F,,,,55,medium +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(N)c1ncccc1[C@H](N)[C@H](CC=C)c1cccc(F)c1F,C=CCC(N)c1ncccc1[C@H](N)C=O,,,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(N)c1ncccc1[C@H](N)[C@H](CC=C)c1cccc(F)c1F,CC=C[C@@H](N)c1cccc(F)c1F,,,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(N)c1ncccc1[C@H](N)C=O,C=CCC(N)c1ncccc1[C@H](N)CO,,,,100,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(N)c1ncccc1[C@H](N)CO,C=CCC(N)c1ncccc1C(=O)CO,,,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(N)c1ncccc1C(=O)CO,C=CCC(=O)c1ncccc1C(=O)CO,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(N)c1ncccc1C(=O)CO,N,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(=O)c1ncccc1C(=O)CO,CON(C)C(=O)CO,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(=O)c1ncccc1C(=O)CO,C=CCC(=O)c1ncccc1Br,100,Likely stable,,90,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CON(C)C(=O)CO,CNOC,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CON(C)C(=O)CO,O=C(O)CO,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(=O)c1ncccc1Br,C=CCC(=O)N(C)OC,100,Likely stable,,30,high +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(=O)c1ncccc1Br,Brc1cccnc1Br,100,Likely stable,,30,high +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(=O)N(C)OC,CNOC,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,C=CCC(=O)N(C)OC,C=CCC(=O)O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC=C[C@@H](N)c1cccc(F)c1F,CC=CC(=O)c1cccc(F)c1F,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC=CC(=O)c1cccc(F)c1F,CC=CC(=O)Cl,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC=CC(=O)c1cccc(F)c1F,Fc1cccc(Br)c1F,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(CNC2CC2)cc(OCC2(CC(=O)OC)CC2)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(CNC2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COC(=O)CC1(CO)CC1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(CNC2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(F)cc(CNC2CC2)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(F)cc(CNC2CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,NC1CC1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,COCCCc1cc(F)cc(C(=O)NC2CC2)c1,COCCCc1cc(F)cc(C(=O)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,O=C1NCC2(C(=O)Nc3ccccc32)c2cc3c(cc21)OCO3,,,,95,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCCCCBr,100,Likely stable,,95,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,O=C1NCC2(C(=O)Nc3ccccc32)c2cc3c(cc21)OCO3,O=C1Nc2ccccc2C12CN2,80,Likely stable,Three-membered heterocycle (potentially unstable),45,medium +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,O=C1NCC2(C(=O)Nc3ccccc32)c2cc3c(cc21)OCO3,O=C(Cl)c1ccc2c(c1)OCO2,100,Likely stable,,45,medium +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,O=C1Nc2ccccc2C12CN2,NCC1(CBr)C(=O)Nc2ccccc21,,,,70,medium +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,NCC1(CBr)C(=O)Nc2ccccc21,CC1(CN)C(=O)Nc2ccccc21,,,,90,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CC1(CN)C(=O)Nc2ccccc21,CC1C(=O)Nc2ccccc21,,,,90,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CC1(CN)C(=O)Nc2ccccc21,C=O,100,Likely stable,,90,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CC1(CN)C(=O)Nc2ccccc21,N,100,Likely stable,,90,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CC1C(=O)Nc2ccccc21,CC(C(=O)O)c1ccccc1N,100,Likely stable,,70,medium +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CC(C(=O)O)c1ccccc1N,CC(C(=O)O)c1ccccc1[N+](=O)[O-],100,Likely stable,,90,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CC(C(=O)O)c1ccccc1[N+](=O)[O-],CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-],100,Likely stable,,75,medium +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-],O=[N+]([O-])c1ccccc1F,100,Likely stable,,95,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-],CCOC(=O)C(C)C(=O)OCC,100,Likely stable,,95,low +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,O=C(Cl)c1ccc2c(c1)OCO2,O=S(Cl)Cl,100,Likely stable,,30,high +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,O=C(Cl)c1ccc2c(c1)OCO2,O=C(O)c1ccc2c(c1)OCO2,100,Likely stable,,30,high +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCCCCBr,CCCCCO,100,Likely stable,,55,medium +CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21,CCCCCBr,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=[N+]([O-])c1ccc(O)nc1Cl,100,Likely stable,,95,low +O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=S(=O)(c1ccccc1)C1(Br)CC1,100,Likely stable,,95,low +O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=[N+]([O-])c1ccc(O)nc1Cl,O=S(Cl)Cl,100,Likely stable,,30,high +O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=[N+]([O-])c1ccc(O)nc1Cl,O=[N+]([O-])c1ccc(O)nc1O,100,Likely stable,,30,high +O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=S(=O)(c1ccccc1)C1(Br)CC1,BrCCBr,100,Likely stable,,65,medium +O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl,O=S(=O)(c1ccccc1)C1(Br)CC1,O=S(=O)(CBr)c1ccccc1,100,Likely stable,,65,medium +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1cc(Br)cn1,100,Likely stable,,90,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2,100,Likely stable,,90,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1cc(Br)cn1,Brc1cn[nH]c1,100,Likely stable,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1cc(Br)cn1,C[Si](C)(C)CCOCCl,100,Likely stable,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2,C[Si](C)(C)CCO,100,Likely stable,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2,O=C(O)c1nn(CBr)c2c1CCC(B(O)O)C2,,,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C[Si](C)(C)CCO,C[Si](C)(C)CC(=O)O,100,Likely stable,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,O=C(O)c1nn(CBr)c2c1CCC(B(O)O)C2,O=C(O)c1nn(CBr)c2c1CCC(Br)C2,,,,80,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,O=C(O)c1nn(CBr)c2c1CCC(Br)C2,O=C(O)c1n[nH]c2c1CCC(Br)CC2,,,,40,medium +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,O=C(O)c1n[nH]c2c1CCC(Br)CC2,C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C,100,Likely stable,,60,medium +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C,C=CCC=CCc1c(C(=O)O)n[nH]c1C=C,100,Likely stable,,90,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=CCC=CCc1c(C(=O)O)n[nH]c1C=C,C=Cc1c[nH]nc1C(=O)O,100,Likely stable,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=CCC=CCc1c(C(=O)O)n[nH]c1C=C,C=CCC=CCBr,100,Likely stable,,95,low +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=Cc1c[nH]nc1C(=O)O,C=CB1OB(C=C)OB(C=C)O1,95,Likely stable,,55,medium +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=Cc1c[nH]nc1C(=O)O,O=C(O)c1n[nH]cc1Br,100,Likely stable,,55,medium +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=CCC=CCBr,C=CCC=CC,100,Likely stable,,55,medium +C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1,C=CCC=CCBr,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1,100,Likely stable,,90,low +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,N#Cc1cc(F)cc(B(O)O)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),90,low +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1,CC1=NC2(N=C1N)c1ccccc1CCC21CC1,100,Likely stable,,95,low +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1,NBS,100,Likely stable,,95,low +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(N=C1N)c1ccccc1CCC21CC1,CC1=NC2(CC=Cc3ccccc32)N=C1N,,,,50,medium +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(CC=Cc3ccccc32)N=C1N,CC1=NC(=N)N=C1N,95,Likely stable,,45,medium +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,CC1=NC2(CC=Cc3ccccc32)N=C1N,C=Cc1ccccc1C=O,100,Likely stable,,45,medium +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,C=Cc1ccccc1C=O,C=Cc1ccccc1CO,100,Likely stable,,100,low +CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1,N#Cc1cc(F)cc(B(O)O)c1,CC1(C)OB(c2cc(F)cc(C#N)c2)OC1(C)C,65,Moderately stable,Contains carbene (highly reactive intermediate),45,medium +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,OC[C@H]1CCOC[C@H]1c1ccc(I)cc1,100,Likely stable,,90,low +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,OC[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C[C@@H]1COCC[C@@H]1CO,,,,95,low +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,OC[C@H]1CCOC[C@H]1c1ccc(I)cc1,Brc1ccc(I)cc1,100,Likely stable,,95,low +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,O=C[C@@H]1COCC[C@@H]1CO,OC[C@@H]1COCC[C@@H]1CO,,,,100,low +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,OC[C@@H]1COCC[C@@H]1CO,C[C@@H]1COCC[C@@H]1C,,,,80,low +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,C[C@@H]1COCC[C@@H]1C,C[C@H](O)CCC[C@H](C)O,100,Likely stable,,70,medium +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,C[C@H](O)CCC[C@H](C)O,C[C@H](O)C#CC[C@H](C)O,65,Moderately stable,Contains carbene (highly reactive intermediate),100,low +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,C[C@H](O)C#CC[C@H](C)O,C[C@H](O)CBr,100,Likely stable,,70,medium +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,C[C@H](O)C#CC[C@H](C)O,C#C[C@H](C)O[Si](C)(C)C(C)(C)C,65,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,Brc1ccc(I)cc1,Brc1ccccc1,100,Likely stable,,55,medium +O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1,Brc1ccc(I)cc1,O=C1CCC(=O)N1I,95,Likely stable,,55,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,85,Likely stable,Three-membered heterocycle (potentially unstable),90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(O)cc(CN2CC2)c1,85,Likely stable,Three-membered heterocycle (potentially unstable),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(O)cc(CN2CC2)c1,COCCCc1cc(O)cc(C(=O)N2CC2)c1,85,Likely stable,Three-membered heterocycle (potentially unstable),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(O)cc(C(=O)N2CC2)c1,COCCCc1cc(OC)cc(C(=O)N2CC2)c1,85,Likely stable,Three-membered heterocycle (potentially unstable),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(OC)cc(C(=O)N2CC2)c1,C1CN1,80,Likely stable,Three-membered heterocycle (potentially unstable),95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,COCCCc1cc(OC)cc(C(=O)N2CC2)c1,COCCCc1cc(OC)cc(C(=O)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,C1CN1,c1ccc(CN2CC2)cc1,85,Likely stable,Three-membered heterocycle (potentially unstable),0,critical +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr,CN(C)C(=O)CCl,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr,O=C(O)[C@@H]1C[C@H]1CBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,O=C(O)[C@@H]1C[C@H]1CBr,CCOC(=O)[C@@H]1C[C@H]1CBr,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,100,Likely stable,,95,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,NCCF,100,Likely stable,,95,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Cn1c2c(c3cc(C(=O)O)ccc31)CC(C1CCOCC1)CC2,,,,95,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,CN[C@@H](C)C(=O)O,100,Likely stable,,95,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Cn1c2c(c3cc(C(=O)O)ccc31)CC(C1CCOCC1)CC2,Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2,100,Likely stable,,90,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2,CN(N)c1ccc(C=O)cc1,100,Likely stable,,30,high +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2,O=C1CCC(C2CCOCC2)CC1,95,Likely stable,,30,high +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,CN(N)c1ccc(C=O)cc1,CN(C)C=O,100,Likely stable,,30,high +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,CN(N)c1ccc(C=O)cc1,CN(N)c1ccccc1,100,Likely stable,,30,high +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,O=C1CCC(C2CCOCC2)CC1,OC1CCC(C2CCOCC2)CC1,95,Likely stable,,100,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,OC1CCC(C2CCOCC2)CC1,Oc1ccc(C2CCOCC2)cc1,100,Likely stable,,60,medium +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Oc1ccc(C2CCOCC2)cc1,Oc1ccc(C2=CCOCC2)cc1,100,Likely stable,,100,low +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Oc1ccc(C2=CCOCC2)cc1,Oc1ccc(Br)cc1,100,Likely stable,,45,medium +C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1,Oc1ccc(C2=CCOCC2)cc1,CC1(C)OB(C2=CCOCC2)OC1(C)C,90,Likely stable,,45,medium +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1,95,Likely stable,,95,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,CC(C)(C)[Si](C)(C)Cl,,,,95,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1,CC1(C)CC(O)C[C@@H](C=O)N1,,,,95,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1,C[Mg]Br,100,Likely stable,,95,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,CC1(C)CC(O)C[C@@H](C=O)N1,CC1(C)CC(O)C[C@@H](CO)N1,,,,100,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,CC(C)(C)[Si](C)(C)Cl,C[Si](C)C(C)(C)C,,,,90,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(C)OC(=O)c1cccc(I)c1,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,100,Likely stable,,40,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CNC[C@@H]1N,95,Likely stable,,40,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,CCc1[nH]c(Br)nc1C(F)(F)F,100,Likely stable,,80,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(Br)nc1C(F)(F)F,CCc1[nH]cnc1C(F)(F)F,100,Likely stable,,90,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]cnc1C(F)(F)F,C#Cc1[nH]cnc1C(F)(F)F,70,Moderately stable,Contains carbene (highly reactive intermediate),100,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,C#Cc1[nH]cnc1C(F)(F)F,CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F,70,Moderately stable,Contains carbene (highly reactive intermediate),85,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,70,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,C#CC(C)(C)O,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,C[Si](C)(C)CCOCCl,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,FC(F)(F)c1nc[nH]c1Br,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CNC[C@@H]1N,CO[C@@H]1CNCC1=O,95,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CNC[C@@H]1N,N,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CNCC1=O,CO[C@@H]1CN(Cc2ccccc2)CC1=O,100,Likely stable,,0,critical +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CN(Cc2ccccc2)CC1=O,CCOC(=O)CN(CCOC)Cc1ccccc1,100,Likely stable,,65,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCOC(=O)CN(CCOC)Cc1ccccc1,COCCNCc1ccccc1,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CCOC(=O)CN(CCOC)Cc1ccccc1,CCOC(=O)CBr,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(C)OC(=O)c1cccc(I)c1,CC(C)(C)O,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(C)OC(=O)c1cccc(I)c1,O=C(O)c1cccc(I)c1,100,Likely stable,,95,low +CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1,CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1,O=C(O)c1ccccc1,100,Likely stable,,95,low +CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1,CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1,CC[C@@H](O)[C@H]1CCCN(C(=O)OC(C)(C)C)C1,95,Likely stable,,95,low +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,100,Likely stable,,95,low +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(=O)OC(C)=O,100,Likely stable,,95,low +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,O=C(O)CO,100,Likely stable,,25,high +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)n1c(CO)nc2cnc(Br)cc21,CC(C)(CO)Nc1cc(Br)ncc1N,100,Likely stable,,25,high +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)Nc1cc(Br)ncc1N,CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1,100,Likely stable,,0,critical +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1,N=C(c1ccccc1)c1ccccc1,100,Likely stable,,95,low +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1,CC(C)(CO)Nc1cc(Br)ncc1Br,100,Likely stable,,95,low +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)Nc1cc(Br)ncc1Br,CC(C)(N)CO,100,Likely stable,,35,high +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,CC(C)(CO)Nc1cc(Br)ncc1Br,Brc1cc(Br)c(Br)cn1,100,Likely stable,,35,high +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,Brc1cc(Br)c(Br)cn1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O,Brc1cc(Br)c(Br)cn1,Brc1ccnc(Br)c1,100,Likely stable,,55,medium +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,Nc1cccc(OC(F)(F)F)c1,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,CCO,100,Likely stable,,0,critical +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1,100,Likely stable,,0,critical +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CCO,CC(=O)O,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1,O=C1NC(=O)c2ccccc21,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1,O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1,O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,100,Likely stable,,90,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1,CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1,100,Likely stable,,90,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1,O=C(Cl)OCc1ccccc1,100,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1,CCOC(=O)[C@@H]1CC[C@H](C(=O)OCC)N1,95,Likely stable,,95,low +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1,Nc1cccc(OC(F)(F)F)c1,O=[N+]([O-])c1cccc(OC(F)(F)F)c1,100,Likely stable,,90,low +O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1,O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1,O=C1C=C(Br)C(C2CCCCC2)CC1,100,Likely stable,,95,low +O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1,O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1,C1CNCCN1,95,Likely stable,,95,low +O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1,O=C1C=C(Br)C(C2CCCCC2)CC1,O=C1C=CC(C2CCCCC2)CC1,100,Likely stable,,90,low +O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1,O=C1C=CC(C2CCCCC2)CC1,O=C1CCC(C2CCCCC2)CC1,100,Likely stable,,100,low +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,FC(F)(F)Cn1ncnc1Br,100,Likely stable,,90,low +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,OB(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,,,,90,low +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,OB(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,OB(O)c1cc(CCBr)n[nH]1,,,,70,medium +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,OB(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,Nc1cc(C2CCNCC2)ccc1O,100,Likely stable,,70,medium +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,OB(O)c1cc(CCBr)n[nH]1,BrCCc1cc(Br)[nH]n1,100,Likely stable,,80,low +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,BrCCc1cc(Br)[nH]n1,BrCCc1cc[nH]n1,100,Likely stable,,30,high +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,BrCCc1cc(Br)[nH]n1,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,BrCCc1cc[nH]n1,OCCc1cc[nH]n1,100,Likely stable,,30,high +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,BrCCc1cc[nH]n1,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,Nc1cc(C2CCNCC2)ccc1O,Nc1cc(-c2ccncc2)ccc1O,100,Likely stable,,60,medium +FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2,Nc1cc(-c2ccncc2)ccc1O,COc1ccc(-c2ccncc2)cc1N,100,Likely stable,,95,low +COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,Cc1cc(Cl)c(OCCO)c(Cl)c1,100,Likely stable,,95,low +COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1,100,Likely stable,,95,low +COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,Cc1cc(Cl)c(OCCO)c(Cl)c1,O=C1OCCO1,95,Likely stable,,65,medium +COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,Cc1cc(Cl)c(OCCO)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,65,medium +COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1,COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1,COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1,100,Likely stable,,75,medium +CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-],CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-],CCOC(=O)/C(N)=N/N,100,Likely stable,,35,high +CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-],CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-],O=[N+]([O-])c1ccc(Cl)cc1Cl,100,Likely stable,,35,high +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,Oc1ccc2c(c1)CCC2,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,COCCCc1cc(CNC2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CNC2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,O=C(O)[C@@H]1C[C@H]1CO,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(CNC2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1,COCCCc1cc(F)cc(CNC2CC2)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=C(O)[C@@H]1C[C@H]1CO,O=C[C@@H]1C[C@H]1C(=O)O,100,Likely stable,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=C[C@@H]1C[C@H]1C(=O)O,CON(C)C(=O)[C@@H]1C[C@H]1C(=O)O,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(F)cc(CNC2CC2)c1,O=C1CC1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(F)cc(CNC2CC2)c1,COCCCc1cc(F)cc(CN)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=C1CC1,OC1CC1,100,Likely stable,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(F)cc(CN)c1,COCCCc1cc(F)cc(CNC(=O)OC(C)(C)C)c1,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(F)cc(CNC(=O)OC(C)(C)C)c1,COCCCc1cc(F)cc(C#N)c1,70,Moderately stable,Contains carbene (highly reactive intermediate),75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,COCCCc1cc(F)cc(CNC(=O)OC(C)(C)C)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1,Oc1ccc2c(c1)CCC2,COc1ccc2c(c1)CCC2,100,Likely stable,,95,low +ClCc1ccc2c(c1)Nc1nccnc1S2,ClCc1ccc2c(c1)Nc1nccnc1S2,O=S(Cl)Cl,100,Likely stable,,90,low +ClCc1ccc2c(c1)Nc1nccnc1S2,ClCc1ccc2c(c1)Nc1nccnc1S2,OCc1ccc2c(c1)Nc1nccnc1S2,100,Likely stable,,90,low +CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C,CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C,Nc1cccc(F)c1C=O,100,Likely stable,,0,critical +CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C,CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C,CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C,100,Likely stable,,0,critical +CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C,CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C,CCOC(=O)CC(=O)O,100,Likely stable,,85,low +CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C,CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C,C[C@H](NC(=O)OC(C)(C)C)C(=O)O,100,Likely stable,,85,low +O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1,O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1,O=S(=O)(Cl)C#Cc1ccc(Cl)cc1,,,,95,low +O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1,O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1,C1CNCCN1,95,Likely stable,,95,low +O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1,O=S(=O)(Cl)C#Cc1ccc(Cl)cc1,O=S(=O)(O)C#Cc1ccc(Cl)cc1,,,,95,low +O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1,O=S(=O)(O)C#Cc1ccc(Cl)cc1,C#Cc1ccc(Cl)cc1,70,Moderately stable,Contains carbene (highly reactive intermediate),65,medium +O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1,C#Cc1ccc(Cl)cc1,CC(C)(O)C#Cc1ccc(Cl)cc1,70,Moderately stable,Contains carbene (highly reactive intermediate),85,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,80,Likely stable,Large (7-membered) heterocycle with N (potentially unstable),95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,Clc1cncc(Cl)c1Cl,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,COc1ccc2c(N)cc(=O)[nH]c2c1O,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,CN1CCCN(CCCCCCBr)CC1,70,Moderately stable,Large (7-membered) heterocycle with N (potentially unstable),95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,COc1ccc2c(N)cc(=O)[nH]c2c1O,COc1ccc2c(Br)cc(=O)[nH]c2c1O,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,COc1ccc2c(N)cc(=O)[nH]c2c1O,N,100,Likely stable,,95,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,COc1ccc2c(Br)cc(=O)[nH]c2c1O,COc1ccc2c(Br)cc(=O)[nH]c2c1OC,100,Likely stable,,35,high +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,COc1ccc2c(Br)cc(=O)[nH]c2c1OC,COc1cccc(NC(=O)CC(=O)Br)c1OC,100,Likely stable,,5,critical +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,COc1cccc(NC(=O)CC(=O)Br)c1OC,COc1cccc(N)c1OC,100,Likely stable,,90,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,COc1cccc(NC(=O)CC(=O)Br)c1OC,CCOC(=O)CC(=O)Br,100,Likely stable,,90,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,CCOC(=O)CC(=O)Br,CCOC(=O)OCC,100,Likely stable,,90,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,CCOC(=O)CC(=O)Br,CC(=O)Br,100,Likely stable,,90,low +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,CN1CCCN(CCCCCCBr)CC1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,CN1CCCN(CCCCCCBr)CC1,CN1CCCN(CCCCCCO)CC1,70,Moderately stable,Large (7-membered) heterocycle with N (potentially unstable),55,medium +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,Clc1cncc(Cl)c1Cl,O=P(Cl)(Cl)Cl,100,Likely stable,,30,high +COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1,Clc1cncc(Cl)c1Cl,Oc1c(Cl)cncc1Cl,100,Likely stable,,30,high +Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2,Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2,Oc1ccc([C@H]2c3cc(O)ccc3OC[C@H]2c2ccccc2)cc1,,,,95,low +Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2,Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2,BrCCN1CCCC1,95,Likely stable,,95,low +Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2,Oc1ccc([C@H]2c3cc(O)ccc3OC[C@H]2c2ccccc2)cc1,OCC(c1ccccc1)C(c1ccc(O)cc1)c1ccc(O)cc1,,,,45,medium +Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2,OCC(c1ccccc1)C(c1ccc(O)cc1)c1ccc(O)cc1,O=C(c1ccc(O)cc1)c1ccc(O)cc1,100,Likely stable,,95,low +Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2,OCC(c1ccccc1)C(c1ccc(O)cc1)c1ccc(O)cc1,O=CCc1ccccc1,100,Likely stable,,95,low +Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2,O=C(c1ccc(O)cc1)c1ccc(O)cc1,COc1ccc(C(=O)c2ccc(O)cc2)cc1,100,Likely stable,,95,low +Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2,O=CCc1ccccc1,OCCc1ccccc1,100,Likely stable,,100,low +Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2,BrCCN1CCCC1,C1CCNC1,95,Likely stable,,95,low +Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2,BrCCN1CCCC1,BrCCBr,100,Likely stable,,95,low +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,C=Cc1ncccc1[C@@H](NC(=O)OC(C)(C)C)[C@@H](CC=CC(=O)OCC)c1cccc(F)c1F,,,,70,medium +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,C=Cc1ncccc1[C@@H](NC(=O)OC(C)(C)C)[C@@H](CC=CC(=O)OCC)c1cccc(F)c1F,CCOC(=O)C=CC=O,100,Likely stable,,95,low +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,C=Cc1ncccc1[C@@H](NC(=O)OC(C)(C)C)[C@@H](CC=CC(=O)OCC)c1cccc(F)c1F,C=Cc1ncccc1[C@H]([CH]c1cccc(F)c1F)NC(=O)OC(C)(C)C,,,,95,low +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,CCOC(=O)C=CC=O,CCOC(=O)C=CCO,100,Likely stable,,100,low +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,C=Cc1ncccc1[C@H]([CH]c1cccc(F)c1F)NC(=O)OC(C)(C)C,O=Cc1cccc(F)c1F,100,Likely stable,,95,low +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,C=Cc1ncccc1[C@H]([CH]c1cccc(F)c1F)NC(=O)OC(C)(C)C,C=Cc1ncccc1[C@H](N)C(=O)OC(C)(C)C,100,Likely stable,,95,low +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,O=Cc1cccc(F)c1F,CN(C)C=O,100,Likely stable,,90,low +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,O=Cc1cccc(F)c1F,Fc1ccccc1F,100,Likely stable,,90,low +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,C=Cc1ncccc1[C@H](N)C(=O)OC(C)(C)C,C=Cc1ncccc1Br,100,Likely stable,,95,low +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,C=Cc1ncccc1[C@H](N)C(=O)OC(C)(C)C,CC(C)(C)OC(=O)CN,100,Likely stable,,95,low +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,C=Cc1ncccc1Br,C=CB1OC(C)(C)C(C)(C)O1,95,Likely stable,,45,medium +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,C=Cc1ncccc1Br,Brc1cccnc1Br,100,Likely stable,,45,medium +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,CC(C)(C)OC(=O)CN,C=C(C)C,100,Likely stable,,95,low +CCOC(=O)/C=C1\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21,CC(C)(C)OC(=O)CN,NCC(=O)O,100,Likely stable,,95,low +OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O,OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O,OC[C@H]1C[C@@H](c2cnn3c(Cl)ncnc23)C[C@@H]1O,100,Likely stable,,95,low +OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O,OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O,N[C@H]1CCc2ccccc21,100,Likely stable,,95,low +OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O,OC[C@H]1C[C@@H](c2cnn3c(Cl)ncnc23)C[C@@H]1O,OC[C@H]1C[C@@H](Br)C[C@@H]1O,100,Likely stable,,95,low +OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O,OC[C@H]1C[C@@H](c2cnn3c(Cl)ncnc23)C[C@@H]1O,[Li]c1cnn2c(Cl)ncnc12,,,,95,low +OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O,OC[C@H]1C[C@@H](Br)C[C@@H]1O,OC[C@H]1C[C@@H](O)C[C@@H]1O,100,Likely stable,,95,low +OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O,OC[C@H]1C[C@@H](O)C[C@@H]1O,O=C[C@H]1C[C@@H](O)C[C@@H]1O,100,Likely stable,,100,low +OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O,[Li]c1cnn2c(Cl)ncnc12,Clc1ncnc2ccnn12,100,Likely stable,,90,low +OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O,Clc1ncnc2ccnn12,Oc1ncnc2ccnn12,100,Likely stable,,90,low +OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O,Clc1ncnc2ccnn12,O=P(Cl)(Cl)Cl,100,Likely stable,,90,low +OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O,N[C@H]1CCc2ccccc21,CC(C)(C)OC(=O)N[C@H]1CCc2ccccc21,100,Likely stable,,75,medium +CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CO)=CS[C@H]12,,,,95,low +CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,CC(=O)Cl,100,Likely stable,,95,low +CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CO)=CS[C@H]12,NC1C(=O)N2C(C(=O)O)C(CO)=CS[C@H]12,,,,95,low +CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CO)=CS[C@H]12,O=C(O)Cc1cccs1,100,Likely stable,,95,low +CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,NC1C(=O)N2C(C(=O)O)C(CO)=CS[C@H]12,CC1=CS[C@@H]2C(N)C(=O)N2C1C(=O)O,75,Moderately stable,Four-membered heterocycle (potentially unstable),90,low +CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,CC1=CS[C@@H]2C(N)C(=O)N2C1C(=O)O,CC1=CS[C@@H]2CC(=O)N2C1C(=O)O,75,Moderately stable,Four-membered heterocycle (potentially unstable),95,low +CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,CC1=CS[C@@H]2C(N)C(=O)N2C1C(=O)O,N,100,Likely stable,,95,low +CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,CC1=CS[C@@H]2CC(=O)N2C1C(=O)O,CC1=CSC(CC(=O)O)NC1C(=O)O,95,Likely stable,,70,medium +CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,CC1=CSC(CC(=O)O)NC1C(=O)O,CC(=O)C(=O)O,100,Likely stable,,50,medium +CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,CC1=CSC(CC(=O)O)NC1C(=O)O,NC(CS)C(=O)O,,,,50,medium +CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O,O=C(O)Cc1cccs1,CCOC(=O)Cc1cccs1,100,Likely stable,,90,low +O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21,O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21,C1CNC[C@H]2NCC[C@H]2C1,,,,95,low +O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21,O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21,O=C(Cl)OCc1ccccc1,100,Likely stable,,95,low +O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21,C1CNC[C@H]2NCC[C@H]2C1,C1CN[C@H]2NCC[C@H]2C1,,,,45,medium +O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21,C1CNC[C@H]2NCC[C@H]2C1,C=O,100,Likely stable,,45,medium +O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21,C1CN[C@H]2NCC[C@H]2C1,BrCCN1CCCCC1,95,Likely stable,,65,medium +O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21,BrCCN1CCCCC1,OCCN1CCCCC1,95,Likely stable,,55,medium +O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21,BrCCN1CCCCC1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21,O=C(Cl)OCc1ccccc1,O=C(Cl)Cl,100,Likely stable,,95,low +O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21,O=C(Cl)OCc1ccccc1,OCc1ccccc1,100,Likely stable,,95,low +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c2c(c1C(=O)O)OC1=C(C(O)=CC(=O)C1(C)C)C2=C(C)C=N,,,,40,medium +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,Cc1ccc2ccccc2c1CN,100,Likely stable,,40,medium +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c2c(c1C(=O)O)OC1=C(C(O)=CC(=O)C1(C)C)C2=C(C)C=N,COc1cc(O)c2c(c1C(=O)O)C(=C(C)C=N)C1=C2OC1(C)C(C)=O,,,,45,medium +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c2c(c1C(=O)O)OC1=C(C(O)=CC(=O)C1(C)C)C2=C(C)C=N,C=C(O)C=O,,,,45,medium +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c2c(c1C(=O)O)C(=C(C)C=N)C1=C2OC1(C)C(C)=O,COc1cc(O)c2c(c1C(=O)O)C(=C(C)C=O)C1=C2OC1(C)C(C)=O,,,,95,low +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c2c(c1C(=O)O)C(=C(C)C=N)C1=C2OC1(C)C(C)=O,N,100,Likely stable,,95,low +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c2c(c1C(=O)O)C(=C(C)C=O)C1=C2OC1(C)C(C)=O,COc1cc(O)c2c(c1C(=O)O)C(=C(C)C)C1=C2OC1(C)C(C)=O,,,,90,low +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c2c(c1C(=O)O)C(=C(C)C)C1=C2OC1(C)C(C)=O,COc1cc(O)c2c(c1C(=O)O)C(=C(C)C)C1=C2OC1(C)O,,,,95,low +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c2c(c1C(=O)O)C(=C(C)C)C1=C2OC1(C)C(C)=O,CC(=O)Cl,100,Likely stable,,95,low +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c2c(c1C(=O)O)C(=C(C)C)C1=C2OC1(C)O,CC1(O)C=CO1,80,Likely stable,Four-membered heterocycle (potentially unstable),60,medium +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c2c(c1C(=O)O)C(=C(C)C)C1=C2OC1(C)O,COc1cc(O)c(C(=O)O)c(C=C(C)C(=O)O)c1O,100,Likely stable,,60,medium +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c(C(=O)O)c(C=C(C)C(=O)O)c1O,COc1cc(O)c(C(=O)O)c(Br)c1O,100,Likely stable,,95,low +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c(C(=O)O)c(C=C(C)C(=O)O)c1O,C=C(C)C(=O)O,100,Likely stable,,95,low +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c(C(=O)O)c(Br)c1O,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c(C(=O)O)c(Br)c1O,COc1cc(O)c(C(=O)O)cc1O,100,Likely stable,,55,medium +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,COc1cc(O)c(C(=O)O)cc1O,COC(=O)c1cc(O)c(OC)cc1O,100,Likely stable,,95,low +C/N=C(\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O,Cc1ccc2ccccc2c1CN,Cc1ccc2ccccc2c1C#N,75,Moderately stable,Contains carbene (highly reactive intermediate),100,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(N)ncnc21,100,Likely stable,,95,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,Ic1ccccc1,100,Likely stable,,95,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(N)ncnc21,CC(=O)OC[C@@H]1[C@@H](OC(C)=O)O[C@H](OC(C)=O)[C@@]1(C)OC(C)=O,,,,60,medium +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(N)ncnc21,Nc1ncnc2[nH]cnc12,100,Likely stable,,60,medium +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,CC(=O)OC[C@@H]1[C@@H](OC(C)=O)O[C@H](OC(C)=O)[C@@]1(C)OC(C)=O,C[C@]1(O)[C@H](O)O[C@H](O)[C@H]1CO,,,,50,medium +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,CC(=O)OC[C@@H]1[C@@H](OC(C)=O)O[C@H](OC(C)=O)[C@@]1(C)OC(C)=O,CC(=O)OC(C)=O,100,Likely stable,,50,medium +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,C[C@]1(O)[C@H](O)O[C@H](O)[C@H]1CO,CC(O)(CO)C(O)C(O)C=O,100,Likely stable,,70,medium +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,CC(O)(CO)C(O)C(O)C=O,CC(O)(CO)C(O)C(O)CO,100,Likely stable,,100,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,CC(O)(CO)C(O)C(O)CO,CC(O)(C=CCO)CO,,,,80,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,CC(O)(C=CCO)CO,CC=CC(C)(O)CO,,,,90,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,CC=CC(C)(O)CO,CC(=O)CO,100,Likely stable,,95,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,CC=CC(C)(O)CO,C=CCBr,100,Likely stable,,95,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,Nc1ncnc2[nH]cnc12,Nc1nc(S)nc2[nH]cnc12,100,Likely stable,,95,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21,Ic1ccccc1,Nc1ccccc1I,100,Likely stable,,35,high +CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2,CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2,NNC1CCNCC1,95,Likely stable,,0,critical +CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2,CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2,CC(=O)Nc1nc2c(s1)C(=O)C(C(=O)C1CC1)CC2,100,Likely stable,,0,critical +CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2,CC(=O)Nc1nc2c(s1)C(=O)C(C(=O)C1CC1)CC2,O=C(C1CC1)n1ccnc1,100,Likely stable,,0,critical +CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2,CC(=O)Nc1nc2c(s1)C(=O)C(C(=O)C1CC1)CC2,CC(=O)Nc1nc2c(s1)C(=O)CCC2,100,Likely stable,,0,critical +CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2,O=C(C1CC1)n1ccnc1,O=C(O)C1CC1,100,Likely stable,,0,critical +CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2,O=C(C1CC1)n1ccnc1,O=C(n1ccnc1)n1ccnc1,100,Likely stable,,0,critical +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1,CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1,CC(C)c1ccc(O)cc1,100,Likely stable,,40,medium +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1,CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1,O=C(NC1C(=O)c2ccccc2C1(O)Cl)C(=O)c1cccs1,,,,40,medium +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1,CC(C)c1ccc(O)cc1,COc1ccc(C(C)C)cc1,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1,O=C(NC1C(=O)c2ccccc2C1(O)Cl)C(=O)c1cccs1,NC1C(=O)c2ccccc2C1(O)Cl,,,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1,O=C(NC1C(=O)c2ccccc2C1(O)Cl)C(=O)c1cccs1,O=C(Cl)C(=O)c1cccs1,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1,NC1C(=O)c2ccccc2C1(O)Cl,NC1CC(=O)c2ccccc21,100,Likely stable,,85,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1,NC1CC(=O)c2ccccc21,O=C1CC(=NO)c2ccccc21,100,Likely stable,,95,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1,O=C(Cl)C(=O)c1cccs1,O=S(Cl)Cl,100,Likely stable,,90,low +CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1,O=C(Cl)C(=O)c1cccs1,O=C(O)C(=O)c1cccs1,100,Likely stable,,90,low +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,Cc1cc(C#N)cnc1C(=O)Cl,70,Moderately stable,Contains carbene (highly reactive intermediate),95,low +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,,,,95,low +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,Cc1cc(C#N)cnc1C(=O)Cl,O=C(Cl)C(=O)Cl,100,Likely stable,,85,low +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,Cc1cc(C#N)cnc1C(=O)Cl,Cc1cc(C#N)cnc1C(=O)O,70,Moderately stable,Contains carbene (highly reactive intermediate),85,low +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,Nc1ccc(F)c(Br)c1,100,Likely stable,,90,low +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N,CC1(F)CC(F)(F)C(C)(B(O)O)N=C1N,,,,90,low +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,Nc1ccc(F)c(Br)c1,O=[N+]([O-])c1ccc(F)c(Br)c1,100,Likely stable,,90,low +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,CC1(F)CC(F)(F)C(C)(B(O)O)N=C1N,CC1(F)CC(F)(F)C(C)(Br)N=C1N,,,,45,medium +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,CC1(F)CC(F)(F)C(C)(B(O)O)N=C1N,CC1(C)OBOC1(C)C,,,,45,medium +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,CC1(F)CC(F)(F)C(C)(Br)N=C1N,CC1(F)CC(F)(F)C(C)(Br)C1=O,,,,40,medium +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,CC1(F)CC(F)(F)C(C)(Br)N=C1N,N,100,Likely stable,,40,medium +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,CC1(F)CC(F)(F)C(C)(Br)C1=O,CC1C(=O)C(C)(F)CC1(F)F,100,Likely stable,,90,low +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,CC1C(=O)C(C)(F)CC1(F)F,CC1CCC(C)C1=O,,,,70,medium +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,CC1CCC(C)C1=O,CC1CCC(C)C1O,,,,100,low +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,CC1(C)OBOC1(C)C,ClB(Cl)B(Cl)Cl,100,Likely stable,,55,medium +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,CC1(C)OBOC1(C)C,CC(C)(O)C(C)(C)O,100,Likely stable,,55,medium +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,CC(C)(O)C(C)(C)O,CCOCC,100,Likely stable,,85,low +Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1,CC(C)(O)C(C)(C)O,CC(=O)C(C)(C)O,100,Likely stable,,85,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@](C)(OC(C)=O)[C@@H]1OC(C)=O,,,,65,medium +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,Nc1nc(N)c2nc[nH]c2n1,100,Likely stable,,65,medium +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@](C)(OC(C)=O)[C@@H]1OC(C)=O,C[C@]1(O)[C@H](O)O[C@@H](CO)[C@H]1O,,,,50,medium +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@](C)(OC(C)=O)[C@@H]1OC(C)=O,CC(=O)OC(C)=O,100,Likely stable,,50,medium +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,C[C@]1(O)[C@H](O)O[C@@H](CO)[C@H]1O,C[C@@](O)(C=O)[C@H](O)[C@H](O)CO,100,Likely stable,,70,medium +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,C[C@@](O)(C=O)[C@H](O)[C@H](O)CO,C[C@@](O)(CO)[C@H](O)[C@H](O)CO,100,Likely stable,,100,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,C[C@@](O)(CO)[C@H](O)[C@H](O)CO,C[C@@](O)(CO)[C@H]1O[C@H]1CO,80,Likely stable,Three-membered heterocycle (potentially unstable),70,medium +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,C[C@@](O)(CO)[C@H]1O[C@H]1CO,C[C@](O)(C=CCO)CO,,,,60,medium +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,C[C@](O)(C=CCO)CO,CC(=O)CO,100,Likely stable,,90,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,C[C@](O)(C=CCO)CO,C=CCBr,100,Likely stable,,90,low +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,Nc1nc(N)c2nc[nH]c2n1,Nc1nc(N)c(N)c(N)n1,100,Likely stable,,5,critical +C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21,Nc1nc(N)c2nc[nH]c2n1,CCOC(OCC)OCC,100,Likely stable,,5,critical +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,O=C(OCc1ccccc1)N1C[C@H]2CC=C[C@@]2(C(=O)O)C1,,,,70,medium +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,70,medium +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,O=C(OCc1ccccc1)N1C[C@H]2CC=C[C@@]2(C(=O)O)C1,O=C(OCc1ccccc1)N1C[C@H]2CC=C[C@@]2(O)C1,,,,85,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,O=C(OCc1ccccc1)N1C[C@H]2CC=C[C@@]2(O)C1,O[C@@]12C=CC[C@@H]1CNC2,95,Likely stable,,95,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,O=C(OCc1ccccc1)N1C[C@H]2CC=C[C@@]2(O)C1,O=C(Cl)OCc1ccccc1,100,Likely stable,,95,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,O[C@@]12C=CC[C@@H]1CNC2,NCC[C@]1(O)C=CCC1Br,,,,45,medium +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,NCC[C@]1(O)C=CCC1Br,O=C1C=CCC(Br)C1,100,Likely stable,,40,medium +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,NCC[C@]1(O)C=CCC1Br,NCCB(O)O,100,Likely stable,,40,medium +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,O=C1C=CCC(Br)C1,OC1C=CCC(Br)C1,100,Likely stable,,100,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,OC1C=CCC(Br)C1,CC(=O)OC1C=CCC(Br)C1,100,Likely stable,,90,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,CC(=O)OC1C=CCC(Br)C1,CC(=O)O,100,Likely stable,,95,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,CC(=O)OC1C=CCC(Br)C1,BrC1CC=CCC1,100,Likely stable,,95,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,BrC1CC=CCC1,BrC1CCCCC1,100,Likely stable,,100,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,O=C(Cl)OCc1ccccc1,O=C(Cl)Cl,100,Likely stable,,95,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,O=C(Cl)OCc1ccccc1,OCc1ccccc1,100,Likely stable,,95,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,NC(=S)N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CBr,,,,45,medium +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,NC(=S)N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CBr,NC(=S)N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CO,,,,95,low +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,NC(=S)N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CO,N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CO,,,,95,low +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,NC(=S)N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CO,N=C=S,,,,95,low +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CO,N[C](C[C@H](CO)C[C@H](O)c1nnco1)c1ccc(F)cc1F,,,,45,medium +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,N[C](C[C@H](CO)C[C@H](O)c1nnco1)c1ccc(F)cc1F,N[C](C[C@H](CO)C[C@@H]1CO1)c1ccc(F)cc1F,,,,70,medium +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,N[C](C[C@H](CO)C[C@H](O)c1nnco1)c1ccc(F)cc1F,c1nnco1,100,Likely stable,,70,medium +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,N[C](C[C@H](CO)C[C@@H]1CO1)c1ccc(F)cc1F,Nc1ccc(F)cc1F,100,Likely stable,,80,low +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,N[C](C[C@H](CO)C[C@@H]1CO1)c1ccc(F)cc1F,OC[C@H](CI)[C@@H]1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),80,low +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,Nc1ccc(F)cc1F,CC(=O)Nc1ccc(F)cc1F,100,Likely stable,,90,low +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,OC[C@H](CI)[C@@H]1CO1,OCC(CO)[C@@H]1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),95,low +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,OCC(CO)[C@@H]1CO1,CS(C)=O,100,Likely stable,,70,medium +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,OCC(CO)[C@@H]1CO1,O=CC(CO)CO,100,Likely stable,,70,medium +NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1,O=CC(CO)CO,CCOC(=O)C(CO)CO,100,Likely stable,,90,low +CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,CN,100,Likely stable,,95,low +CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,CC(=O)O,100,Likely stable,,95,low +CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,COc1ccc(Nc2c(C(=O)OCn3ccnc3)cnc3ccc(Br)cc23)cc1,100,Likely stable,,95,low +CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,CN,CN=C=O,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,COc1ccc(Nc2c(C(=O)OCn3ccnc3)cnc3ccc(Br)cc23)cc1,COc1ccc(N)cc1,100,Likely stable,,95,low +CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,COc1ccc(Nc2c(C(=O)OCn3ccnc3)cnc3ccc(Br)cc23)cc1,O=C(OCn1ccnc1)c1cnc2ccc(Br)cc2c1F,100,Likely stable,,95,low +CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,O=C(OCn1ccnc1)c1cnc2ccc(Br)cc2c1F,OCn1ccnc1,100,Likely stable,,95,low +CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,O=C(OCn1ccnc1)c1cnc2ccc(Br)cc2c1F,O=C(O)c1cnc2ccc(Br)cc2c1F,100,Likely stable,,95,low +CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,O=C(O)c1cnc2ccc(Br)cc2c1F,CCOC(=O)c1cnc2ccc(Br)cc2c1F,100,Likely stable,,90,low +CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,CCOC(=O)c1cnc2ccc(Br)cc2c1F,CCOC(=O)Cl,100,Likely stable,,95,low +CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1,CCOC(=O)c1cnc2ccc(Br)cc2c1F,Fc1ccnc2ccc(Br)cc12,100,Likely stable,,95,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,COc1ccc2nccc(C(=O)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,100,Likely stable,,95,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,N,100,Likely stable,,95,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,COc1ccc2nccc(C(=O)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,COc1ccc2nccc(C(=O)Cl)c2c1,100,Likely stable,,95,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,COc1ccc2nccc(C(=O)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,CC[C@@H]1CCN(CCSc2cccs2)C[C@@H]1C(=O)O,100,Likely stable,,95,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,COc1ccc2nccc(C(=O)Cl)c2c1,O=S(Cl)Cl,100,Likely stable,,90,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,COc1ccc2nccc(C(=O)Cl)c2c1,COc1ccc2nccc(C(=O)O)c2c1,100,Likely stable,,90,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,CC[C@@H]1CCN(CCSc2cccs2)C[C@@H]1C(=O)O,CC[C@@H]1CCNC[C@@H]1C(=O)O,95,Likely stable,,95,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,CC[C@@H]1CCN(CCSc2cccs2)C[C@@H]1C(=O)O,BrCCSc1cccs1,100,Likely stable,,95,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,CC[C@@H]1CCNC[C@@H]1C(=O)O,CC[C@@H]1CCNC[C@@H]1C#N,60,Moderately stable,Contains carbene (highly reactive intermediate),85,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,CC[C@@H]1CCNC[C@@H]1C#N,CC[C@@H]1CCNC[C@@H]1Br,95,Likely stable,,90,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,CC[C@@H]1CCNC[C@@H]1Br,CCC1CCNCC1,95,Likely stable,,90,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,CCC1CCNCC1,CCC1CCN(Cc2ccccc2)CC1,100,Likely stable,,0,critical +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,BrCCSc1cccs1,Sc1cccs1,100,Likely stable,,95,low +COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1,BrCCSc1cccs1,BrCCBr,100,Likely stable,,95,low +O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,O=C=Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1,55,Moderately stable,Contains carbene (highly reactive intermediate),95,low +O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,Nc1ccccc1F,100,Likely stable,,95,low +O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,O=C=Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1,Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1,90,Likely stable,,95,low +O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,O=C=Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1,O=C=O,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1,O=C(O)C12CC3CC(C1)CC(c1ncc(Br)s1)(C3)C2,,,,90,low +O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1,Nc1ccc(B(O)O)cc1,100,Likely stable,,90,low +O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,O=C(O)C12CC3CC(C1)CC(c1ncc(Br)s1)(C3)C2,Clc1ncc(Br)s1,,,,95,low +O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,O=C(O)C12CC3CC(C1)CC(c1ncc(Br)s1)(C3)C2,O=C(O)C12CC3CC(CC(C3)C1)C2,100,Likely stable,,95,low +O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,O=C(O)C12CC3CC(CC(C3)C1)C2,CCOC(=O)C12CC3CC(CC(C3)C1)C2,100,Likely stable,,90,low +O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,Nc1ccc(B(O)O)cc1,O=[N+]([O-])c1ccc(B(O)O)cc1,100,Likely stable,,90,low +O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F,Nc1ccccc1F,O=C(Nc1ccccc1F)C(F)(F)F,100,Likely stable,,85,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,OC[C@H]1O[C@](O)(c2ccc(Cl)c(Br)c2)[C@H](O)[C@@H](O)[C@@H]1O,100,Likely stable,,95,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,Bc1ccc(C#Cc2cnccn2)cc1,75,Moderately stable,Contains carbene (highly reactive intermediate),95,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,OC[C@H]1O[C@](O)(c2ccc(Cl)c(Br)c2)[C@H](O)[C@@H](O)[C@@H]1O,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,95,Likely stable,,50,medium +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,OC[C@H]1O[C@](O)(c2ccc(Cl)c(Br)c2)[C@H](O)[C@@H](O)[C@@H]1O,Clc1ccccc1Br,100,Likely stable,,50,medium +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,CCOC(C)=O,100,Likely stable,,90,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@H](O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,95,Likely stable,,90,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@H](O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,CC(=O)OC(C)=O,100,Likely stable,,90,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@H](O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@H](O)[C@@H](O)[C@@H]1OC(C)=O,95,Likely stable,,90,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@H](O)[C@@H](O)[C@@H]1OC(C)=O,CC(=O)OC(C)=O,100,Likely stable,,90,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@H](O)[C@@H](O)[C@@H]1OC(C)=O,CC(=O)OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1OC(C)=O,95,Likely stable,,90,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,CC(=O)OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1OC(C)=O,CC(=O)OC(C)=O,100,Likely stable,,90,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,CC(=O)OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1OC(C)=O,CC(=O)OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O,95,Likely stable,,90,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,CC(=O)OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O,C=COC(C)=O,100,Likely stable,,90,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,CC(=O)OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O,OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O,95,Likely stable,,90,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,Clc1ccccc1Br,Nc1ccccc1Cl,100,Likely stable,,95,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,Nc1ccccc1Cl,Nc1c(Cl)cccc1Cl,100,Likely stable,,35,high +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,Bc1ccc(C#Cc2cnccn2)cc1,Bc1ccc(Br)cc1,100,Likely stable,,95,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,Bc1ccc(C#Cc2cnccn2)cc1,C#Cc1cnccn1,70,Moderately stable,Contains carbene (highly reactive intermediate),95,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,Bc1ccc(Br)cc1,Nc1ccc(Br)cc1,100,Likely stable,,95,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,Nc1ccc(Br)cc1,O=[N+]([O-])c1ccc(Br)cc1,100,Likely stable,,90,low +OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O,C#Cc1cnccn1,C[Si](C)(C)C#Cc1cnccn1,70,Moderately stable,Contains carbene (highly reactive intermediate),85,low +Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1,Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1,Nc1ncnc2c1c(Br)cn2C1CCC1,100,Likely stable,,90,low +Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1,Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1,OB(O)c1ccc2ccc(-c3ccccc3)nc2c1,100,Likely stable,,90,low +Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1,Nc1ncnc2c1c(Br)cn2C1CCC1,BrC1CCC1,100,Likely stable,,95,low +Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1,Nc1ncnc2c1c(Br)cn2C1CCC1,Nc1ncnc2[nH]cc(Br)c12,100,Likely stable,,95,low +Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1,OB(O)c1ccc2ccc(-c3ccccc3)nc2c1,OB(O)c1ccc2cc(Br)c(-c3ccccc3)nc2c1,100,Likely stable,,35,high +Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1,OB(O)c1ccc2cc(Br)c(-c3ccccc3)nc2c1,Nc1cc(B(O)O)ccc1C=O,100,Likely stable,,0,critical +Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1,OB(O)c1ccc2cc(Br)c(-c3ccccc3)nc2c1,O=C(CBr)c1ccccc1,100,Likely stable,,0,critical +Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1,Nc1cc(B(O)O)ccc1C=O,O=Cc1ccc(B(O)O)cc1[N+](=O)[O-],100,Likely stable,,90,low +Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1,O=Cc1ccc(B(O)O)cc1[N+](=O)[O-],O=[N+]([O-])c1cc(B(O)O)ccc1CO,100,Likely stable,,100,low +Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1,O=[N+]([O-])c1cc(B(O)O)ccc1CO,O=C(O)c1ccc(B(O)O)cc1[N+](=O)[O-],100,Likely stable,,95,low +CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC,CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC,CCCC[C@@H](N)[C@@H](F)C(=O)OC,100,Likely stable,,85,low +CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC,CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC,O=C(O)[C@@H]1CCCN1,95,Likely stable,,85,low +CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC,CCCC[C@@H](N)[C@@H](F)C(=O)OC,CCCC[C@@H](N)[C@@H](F)C(=O)O,100,Likely stable,,90,low +CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC,CCCC[C@@H](N)[C@@H](F)C(=O)O,CCCC[C@@H](N)CC(=O)O,100,Likely stable,,90,low +CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC,CCCC[C@@H](N)CC(=O)O,CCCC[C@@H](N)CC(=O)OCC,100,Likely stable,,90,low +CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC,O=C(O)[C@@H]1CCCN1,O=C(OCc1ccccc1)[C@@H]1CCCN1,100,Likely stable,,0,critical +NC1=Nc2ccc(F)cc2C2CCCC12,NC1=Nc2ccc(F)cc2C2CCCC12,O=C1c2ccc(F)cc2C2CCCC12,100,Likely stable,,40,medium +NC1=Nc2ccc(F)cc2C2CCCC12,NC1=Nc2ccc(F)cc2C2CCCC12,N,100,Likely stable,,40,medium +NC1=Nc2ccc(F)cc2C2CCCC12,O=C1c2ccc(F)cc2C2CCCC12,O=C(C1=CCCC1)c1ccc(F)cc1,100,Likely stable,,45,medium +NC1=Nc2ccc(F)cc2C2CCCC12,O=C(C1=CCCC1)c1ccc(F)cc1,CCOCC,100,Likely stable,,80,low +NC1=Nc2ccc(F)cc2C2CCCC12,O=C(C1=CCCC1)c1ccc(F)cc1,N#CC1=CCCC1,65,Moderately stable,Contains carbene (highly reactive intermediate),80,low +NC1=Nc2ccc(F)cc2C2CCCC12,O=C(C1=CCCC1)c1ccc(F)cc1,Fc1ccc(Br)cc1,100,Likely stable,,80,low +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,CC1(CO[Si](C)(C)C(C)(C)C)COC(C)(C)C(=O)N1,,,,95,low +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,BrCc1ccccc1,100,Likely stable,,95,low +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,CC1(CO[Si](C)(C)C(C)(C)C)COC(C)(C)C(=O)N1,CC1(CO)COC(C)(C)C(=O)N1,,,,95,low +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,CC1(CO[Si](C)(C)C(C)(C)C)COC(C)(C)C(=O)N1,CC(C)(C)[Si](C)(C)Cl,,,,95,low +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,CC(C)(O)CNC(C)(C)CO,100,Likely stable,,70,medium +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,CC1(CO)COC(C)(C)C(=O)N1,O=C=O,65,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,CC(C)(O)CNC(C)(C)CO,CC1(C)CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),75,medium +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,CC(C)(O)CNC(C)(C)CO,CC(C)(N)CO,100,Likely stable,,75,medium +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,CC(C)(C)[Si](C)(C)Cl,C[SiH](C)C(C)(C)C,,,,90,low +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,C[SiH](C)C(C)(C)C,C[SiH2]C,,,,95,low +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,C[SiH](C)C(C)(C)C,C=C(C)C,100,Likely stable,,95,low +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,BrCc1ccccc1,Cc1ccccc1,100,Likely stable,,55,medium +CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O,BrCc1ccccc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CN(c2nc(C(=O)O)c(C)s2)CC[C@@H]1N,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(C(=O)O)nc1C(F)(F)F,CCc1[nH]c(Br)nc1C(F)(F)F,100,Likely stable,,80,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]c(Br)nc1C(F)(F)F,CCc1[nH]cnc1C(F)(F)F,100,Likely stable,,90,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,CCc1[nH]cnc1C(F)(F)F,C#Cc1[nH]cnc1C(F)(F)F,70,Moderately stable,Contains carbene (highly reactive intermediate),100,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,C#Cc1[nH]cnc1C(F)(F)F,CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F,70,Moderately stable,Contains carbene (highly reactive intermediate),85,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,70,Moderately stable,Contains carbene (highly reactive intermediate),70,medium +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,C#CC(C)(C)O,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,C[Si](C)(C)CCOCCl,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br,FC(F)(F)c1nc[nH]c1Br,100,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CN(c2nc(C(=O)O)c(C)s2)CC[C@@H]1N,CO[C@@H]1CNCC[C@@H]1N,95,Likely stable,,95,low +CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F,CO[C@@H]1CN(c2nc(C(=O)O)c(C)s2)CC[C@@H]1N,Cc1sc(Cl)nc1C(=O)O,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,O=C(Cl)OCCc1ccccc1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,Cn1oc(=O)nc1C(=O)c1ccccc1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,Cn1oc(=O)nc1/C(=N\OCc1cccc(N)n1)c1ccccc1,NOCc1cccc(N)n1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,Cn1oc(=O)nc1C(=O)c1ccccc1,Cn1cnc(=O)o1,,,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,Cn1oc(=O)nc1C(=O)c1ccccc1,O=C(Cl)c1ccccc1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,O=C(Cl)c1ccccc1,O=S(Cl)Cl,100,Likely stable,,90,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,O=C(Cl)c1ccccc1,O=C(O)c1ccccc1,100,Likely stable,,90,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,NOCc1cccc(N)n1,Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1,100,Likely stable,,0,critical +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1,Nc1cccc(CO)n1,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1,O=C1c2ccccc2C(=O)N1O,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,O=C(Cl)OCCc1ccccc1,O=C(Cl)Cl,100,Likely stable,,95,low +Cn1oc(=O)nc1/C(=N\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1,O=C(Cl)OCCc1ccccc1,OCCc1ccccc1,100,Likely stable,,95,low +CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,60,Moderately stable,Contains carbene (highly reactive intermediate),95,low +CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,CCCC[Sn](CCCC)CCCC,100,Likely stable,,95,low +CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F,65,Moderately stable,Contains carbene (highly reactive intermediate),65,medium +CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2,CC(O)C(C)O,100,Likely stable,,65,medium +CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F,CC1=CC(=O)CC(C)(C(F)(F)F)C1=O,100,Likely stable,,95,low +CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F,C#C,100,Likely stable,,95,low +CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,CC1=CC(=O)CC(C)(C(F)(F)F)C1=O,CC1=CC(=O)CCC1,100,Likely stable,,95,low +CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,CC1=CC(=O)CC(C)(C(F)(F)F)C1=O,CC(=O)C(F)(F)F,100,Likely stable,,95,low +CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,CC1=CC(=O)CCC1,CC(=O)O,100,Likely stable,,90,low +CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,CC1=CC(=O)CCC1,CC1=CCCCC1,100,Likely stable,,90,low +CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,CCCC[Sn](CCCC)CCCC,Cl[Sn](Cl)(Cl)Cl,100,Likely stable,,45,medium +CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC,CCCC[Sn](CCCC)CCCC,CCCC[Mg]Br,100,Likely stable,,45,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H](C(=O)O)[C@H]3CCN(C(=O)OC(C)(C)C)C3)cc2)c(Cl)c1,,,,45,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,COCCCc1cc(CN)c(C2CC2)c(OCc2ccc(-c3nnn[nH]3)cc2)c1,,,,45,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H](C(=O)O)[C@H]3CCN(C(=O)OC(C)(C)C)C3)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H](C(=O)O)[C@H]3CCNC3)cc2)c(Cl)c1,,,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H](C(=O)O)[C@H]3CCN(C(=O)OC(C)(C)C)C3)cc2)c(Cl)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H](C(=O)O)[C@H]3CCNC3)cc2)c(Cl)c1,O=C(O)[C@@H](c1ccc(O)cc1)[C@H]1CCNC1,,,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H](C(=O)O)[C@H]3CCNC3)cc2)c(Cl)c1,ClCCCl,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H](C(=O)O)[C@H]3CCNC3)cc2)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,O=C(O)[C@@H](c1ccc(O)cc1)[C@H]1CCNC1,C1CCNC1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,O=C(O)[C@@H](c1ccc(O)cc1)[C@H]1CCNC1,O=C(O)C(Br)c1ccc(O)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,O=C(O)C(Br)c1ccc(O)cc1,O=C(O)Cc1ccc(O)cc1,100,Likely stable,,55,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,O=C(O)C(Br)c1ccc(O)cc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,Cc1cc(Cl)c(O)c(Cl)c1,O=C1CCC(=O)N1Cl,95,Likely stable,,55,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,Cc1cc(Cl)c(O)c(Cl)c1,Cc1ccc(O)c(Cl)c1,100,Likely stable,,55,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,COCCCc1cc(CN)c(C2CC2)c(OCc2ccc(-c3nnn[nH]3)cc2)c1,COCCCc1cc(O)c(C2CC2)c(CN)c1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,COCCCc1cc(CN)c(C2CC2)c(OCc2ccc(-c3nnn[nH]3)cc2)c1,BrCc1ccc(-c2nnn[nH]2)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,COCCCc1cc(O)c(C2CC2)c(CN)c1,COCCCc1cc(O)c(C2CC2)c(C=O)c1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,COCCCc1cc(O)c(C2CC2)c(C=O)c1,COCCCc1cc(O)c(C2CC2)c(CO)c1,,,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,BrCc1ccc(-c2nnn[nH]2)cc1,Cc1ccc(-c2nnn[nH]2)cc1,100,Likely stable,,30,high +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1,BrCc1ccc(-c2nnn[nH]2)cc1,O=C1CCC(=O)N1Br,95,Likely stable,,30,high +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1,C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1,C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,95,Likely stable,,100,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1,C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1,95,Likely stable,,95,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1,C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1,CC(C)(C)[Si](C)(C)Cl,,,,95,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1,C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1,CC1(C)CC(O)C[C@@H](C=O)N1,,,,95,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1,C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1,C[Mg]Br,100,Likely stable,,95,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1,CC1(C)CC(O)C[C@@H](C=O)N1,CC1(C)CC(O)C[C@@H](CO)N1,,,,100,low +C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1,CC(C)(C)[Si](C)(C)Cl,C[Si](C)C(C)(C)C,,,,90,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,C=CCCC(CCCc1cccnc1)CC(C)(C)C(=O)OC,,,,90,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,C=CCCC(CCCc1cccnc1)CC(C)(C)C(=O)OC,COC(=O)C(C)(C)Br,100,Likely stable,,95,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,C=CCCC(CCCc1cccnc1)CC(C)(C)C(=O)OC,C=CCCC(C)CCCc1cccnc1,,,,95,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,COC(=O)C(C)(C)Br,COS(=O)(=O)OC,100,Likely stable,,80,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,COC(=O)C(C)(C)Br,CC(C)(Br)C(=O)O,100,Likely stable,,80,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,C=CCCC(C)CCCc1cccnc1,Cc1cccnc1,100,Likely stable,,95,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,C=CCCC(C)CCCc1cccnc1,C=CCCC(C)CCBr,,,,95,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,Cc1cccnc1,OCc1cccnc1,100,Likely stable,,95,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,C=CCCC(C)CCBr,C=CCCC(C)CCO,,,,95,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,C=CCCC(C)CCO,C=CCCC(C)C=O,100,Likely stable,,95,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,C=CCCC(C)CCO,CCBr,100,Likely stable,,95,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,C=CCCC(C)C=O,CCC=O,100,Likely stable,,95,low +COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1,C=CCCC(C)C=O,C=CCC=O,100,Likely stable,,95,low +Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1,Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1,O=Cc1c(Cc2ccccc2O)ccc2cc(O)ccc12,100,Likely stable,,65,medium +Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1,Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1,c1ccc(OCCN2CCCCC2)cc1,100,Likely stable,,65,medium +Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1,O=Cc1c(Cc2ccccc2O)ccc2cc(O)ccc12,Oc1ccccc1CBr,100,Likely stable,,90,low +Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1,O=Cc1c(Cc2ccccc2O)ccc2cc(O)ccc12,O=Cc1c(B(O)O)ccc2cc(O)ccc12,100,Likely stable,,90,low +Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1,O=Cc1c(B(O)O)ccc2cc(O)ccc12,COC(Cl)Cl,100,Likely stable,,30,high +Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1,O=Cc1c(B(O)O)ccc2cc(O)ccc12,OB(O)c1ccc2cc(O)ccc2c1,100,Likely stable,,30,high +Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1,c1ccc(OCCN2CCCCC2)cc1,Oc1ccccc1,100,Likely stable,,95,low +Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1,c1ccc(OCCN2CCCCC2)cc1,ClCCN1CCCCC1,95,Likely stable,,95,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CC(C)(C)OC(=O)N1CC=C(B(O)O)CC1,95,Likely stable,,90,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(Br)ccc1OCC2,,,,90,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CC(C)(C)OC(=O)N1CC=C(B(O)O)CC1,OB(O)C1=CCNCC1,95,Likely stable,,75,medium +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CC(C)(C)OC(=O)N1CC=C(B(O)O)CC1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(Br)ccc1OCC2,Brc1ccc2c(c1)-n1nc(I)cc1CCO2,80,Likely stable,"Large (7-membered) heterocycle with O, N (potentially unstable)",90,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(Br)ccc1OCC2,OB(O)c1ncnn1CC(F)(F)F,,,,90,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,Brc1ccc2c(c1)-n1nc(I)cc1CCO2,Oc1ccc(Br)cc1-n1nc(I)cc1CCBr,,,,70,medium +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,Oc1ccc(Br)cc1-n1nc(I)cc1CCBr,OCCc1cc(I)nn1-c1cc(Br)ccc1O,,,,95,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,OCCc1cc(I)nn1-c1cc(Br)ccc1O,O=Cc1cc(I)nn1-c1cc(Br)ccc1O,100,Likely stable,,90,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,O=Cc1cc(I)nn1-c1cc(Br)ccc1O,NNc1cc(Br)ccc1O,100,Likely stable,,25,high +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,O=Cc1cc(I)nn1-c1cc(Br)ccc1O,O=CC(=O)CC(=O)I,100,Likely stable,,25,high +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,NNc1cc(Br)ccc1O,NNc1ccccc1O,100,Likely stable,,55,medium +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,NNc1cc(Br)ccc1O,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,NNc1ccccc1O,COc1ccccc1NN,100,Likely stable,,95,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,O=CC(=O)CC(=O)I,CON(C)C(=O)C(=O)CC(=O)I,100,Likely stable,,90,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CON(C)C(=O)C(=O)CC(=O)I,CNOC,100,Likely stable,,95,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CON(C)C(=O)C(=O)CC(=O)I,O=C(I)CC(=O)C(=O)O,100,Likely stable,,95,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,O=C(I)CC(=O)C(=O)O,CCOC(=O)C(=O)CC(=O)I,100,Likely stable,,90,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCOC(=O)C(=O)CC(=O)I,CCOC(=O)C(=O)OCC,100,Likely stable,,90,low +CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1,CCOC(=O)C(=O)CC(=O)I,CC(=O)I,100,Likely stable,,90,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COCCCc1cc(O)cc(CNC2CC2)c1,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,,,,75,medium +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,100,Likely stable,,90,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,,,,40,medium +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,O=CCC(CC=O)c1ccc(O)cc1,,,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1,NC[C@H](O)C=O,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,O=CCC(CC=O)c1ccc(O)cc1,OCCC(CCO)c1ccc(O)cc1,,,,100,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,OCCC(CCO)c1ccc(O)cc1,C=Cc1ccc(O)cc1,100,Likely stable,,60,medium +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,OCCC(CCO)c1ccc(O)cc1,C1CO1,80,Likely stable,Three-membered heterocycle (potentially unstable),60,medium +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,C=Cc1ccc(O)cc1,C=Cc1ccc(OC)cc1,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COCCCc1cc(O)cc(CNC2CC2)c1,COC/C=C/c1cc(O)cc(CNC2CC2)c1,100,Likely stable,,100,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COC/C=C/c1cc(O)cc(CNC2CC2)c1,NC1CC1,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COC/C=C/c1cc(O)cc(CNC2CC2)c1,COC/C=C/c1cc(O)cc(C=O)c1,100,Likely stable,,95,low +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COC/C=C/c1cc(O)cc(C=O)c1,COC/C=C/B1OC(C)(C)C(C)(C)O1,95,Likely stable,,45,medium +COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1,COC/C=C/c1cc(O)cc(C=O)c1,O=Cc1cc(O)cc(Br)c1,100,Likely stable,,45,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@@H](C(=O)N(Cc2cc(CCCO)cc(OCCC(C)(C)C(=O)O)c2)C2CC2)C1,,,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@@H](C(=O)N(Cc2cc(CCCO)cc(OCCC(C)(C)C(=O)O)c2)C2CC2)C1,CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@@H](C(=O)N(Cc2cc(CCCO)cc(OCCC(C)(C)C(=O)O)c2)C2CC2)C1,CC(C)(CCOc1cc(CCCO)cc(CNC2CC2)c1)C(=O)O,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1,O=C(O)[C@H]1CNCC[C@H]1c1ccc(O)cc1,,,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1,CC(C)(C)OC(=O)OC(=O)C(C)(C)C,100,Likely stable,,75,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,O=C(O)[C@H]1CNCC[C@H]1c1ccc(O)cc1,O=CC(CCC(=O)C(=O)O)c1ccc(O)cc1,,,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,O=C(O)[C@H]1CNCC[C@H]1c1ccc(O)cc1,N,100,Likely stable,,40,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,O=CC(CCC(=O)C(=O)O)c1ccc(O)cc1,O=C(O)C(=O)CCC(CO)c1ccc(O)cc1,100,Likely stable,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,O=C(O)C(=O)CCC(CO)c1ccc(O)cc1,CC(=O)C(=O)O,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,O=C(O)C(=O)CCC(CO)c1ccc(O)cc1,OCC(CBr)c1ccc(O)cc1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,OCC(CBr)c1ccc(O)cc1,OCC(CO)c1ccc(O)cc1,100,Likely stable,,55,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,OCC(CBr)c1ccc(O)cc1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(C)OC(=O)OC(=O)C(C)(C)C,C=C(C)C,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(C)OC(=O)OC(=O)C(C)(C)C,CC(C)(C)C(=O)OC(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(C)C(=O)OC(=O)O,O=C(O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(C)C(=O)OC(=O)O,CC(C)(C)C(=O)Cl,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(CCOc1cc(CCCO)cc(CNC2CC2)c1)C(=O)O,NC1CC1,,,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(CCOc1cc(CCCO)cc(CNC2CC2)c1)C(=O)O,CC(C)(CCOc1cc(C=O)cc(CCCO)c1)C(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(CCOc1cc(C=O)cc(CCCO)c1)C(=O)O,CC(C)(CCOc1cc(C=O)cc(/C=C/CO)c1)C(=O)O,100,Likely stable,,100,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(CCOc1cc(C=O)cc(/C=C/CO)c1)C(=O)O,CCOC(=O)/C=C/c1cc(C=O)cc(OCCC(C)(C)C(=O)O)c1,100,Likely stable,,90,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CCOC(=O)/C=C/c1cc(C=O)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(CCBr)C(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CCOC(=O)/C=C/c1cc(C=O)cc(OCCC(C)(C)C(=O)O)c1,CCOC(=O)/C=C/c1cc(O)cc(C=O)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(CCBr)C(=O)O,CC(C)C(=O)O,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CC(C)(CCBr)C(=O)O,BrCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CCOC(=O)/C=C/c1cc(O)cc(C=O)c1,C=CC(=O)OCC,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,CCOC(=O)/C=C/c1cc(O)cc(C=O)c1,O=Cc1cc(O)cc(Br)c1,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,ClCCBr,100,Likely stable,,95,low +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1,Cc1cc(Cl)c(OCCCl)c(Cl)c1,Cc1cc(Cl)c(O)c(Cl)c1,100,Likely stable,,95,low +CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,BrCC1CCCCC1,100,Likely stable,,95,low +CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)[nH]3)CC2)c1,100,Likely stable,,95,low +CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)[nH]3)CC2)c1,Cn1nc(CCCl)[nH]c1=O,100,Likely stable,,95,low +CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)[nH]3)CC2)c1,CC(=O)Nc1cccc(N2CCNCC2)c1,100,Likely stable,,95,low +CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,Cn1nc(CCCl)[nH]c1=O,O=S(Cl)Cl,100,Likely stable,,90,low +CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,Cn1nc(CCCl)[nH]c1=O,Cn1nc(CCO)[nH]c1=O,100,Likely stable,,90,low +CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,Cn1nc(CCO)[nH]c1=O,Cn1nc(CCOCc2ccccc2)[nH]c1=O,100,Likely stable,,0,critical +CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,Cn1nc(CCOCc2ccccc2)[nH]c1=O,CN(NC(=O)CCOCc1ccccc1)C(N)=O,100,Likely stable,,30,high +CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,CN(NC(=O)CCOCc1ccccc1)C(N)=O,CN(N)C(N)=O,100,Likely stable,,95,low +CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,CN(NC(=O)CCOCc1ccccc1)C(N)=O,O=C(O)CCOCc1ccccc1,100,Likely stable,,95,low +CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,CC(=O)Nc1cccc(N2CCNCC2)c1,ClCCNCCCl,100,Likely stable,,40,medium +CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1,CC(=O)Nc1cccc(N2CCNCC2)c1,CC(=O)Nc1cccc(N)c1,100,Likely stable,,40,medium +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,COC(=O)c1ccc(-c2ccc(O)c(Cl)c2)cc1,100,Likely stable,,60,medium +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@@H](Br)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,,,,60,medium +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,COC(=O)c1ccc(-c2ccc(O)c(Cl)c2)cc1,OB(O)c1ccc(O)c(Cl)c1,100,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,COC(=O)c1ccc(-c2ccc(O)c(Cl)c2)cc1,COC(=O)c1ccc(Br)cc1,100,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@@H](Br)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,95,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@@H](Br)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,Br,100,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,CC(=O)OC(C)=O,100,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,CC(=O)OC[C@H]1O[C@H](O)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,95,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](O)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,CC(=O)OC(C)=O,100,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](O)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,CC(=O)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,95,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,C=COC(C)=O,100,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O,CC(=O)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](OC(C)=O)[C@@H]1O,95,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](OC(C)=O)[C@@H]1O,C=COC(C)=O,100,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](OC(C)=O)[C@@H]1O,CC(=O)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O,95,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O,C=COC(C)=O,100,Likely stable,,90,low +COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1,CC(=O)OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O,OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O,95,Likely stable,,90,low +CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)O)cs1,100,Likely stable,,95,low +CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,Cc1nnc(SCC2=C(C(=O)O)N3C(=O)C(N)[C@H]3SC2)s1,,,,95,low +CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)O)cs1,CCC(C)(C)OC(=O)Cl,100,Likely stable,,95,low +CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)O)cs1,Nc1nc(C(O)C(=O)O)cs1,100,Likely stable,,95,low +CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,Nc1nc(C(O)C(=O)O)cs1,Nc1nc(C(=O)C(=O)O)cs1,100,Likely stable,,100,low +CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,Cc1nnc(SCC2=C(C(=O)O)N3C(=O)C(N)[C@H]3SC2)s1,NC1C(=O)N2C(C(=O)O)=C(CCl)CS[C@H]12,75,Moderately stable,Four-membered heterocycle (potentially unstable),95,low +CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,Cc1nnc(SCC2=C(C(=O)O)N3C(=O)C(N)[C@H]3SC2)s1,Cc1nnc(S)s1,100,Likely stable,,95,low +CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,NC1C(=O)N2C(C(=O)O)=C(CCl)CS[C@H]12,CC1=C(C(=O)O)N2C(=O)C(N)[C@H]2SC1,75,Moderately stable,Four-membered heterocycle (potentially unstable),90,low +CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,CC1=C(C(=O)O)N2C(=O)C(N)[C@H]2SC1,CC1=C(C(=O)O)N2C(=O)C(NC(=O)C(F)(F)F)[C@H]2SC1,75,Moderately stable,Four-membered heterocycle (potentially unstable),85,low +CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,CC1=C(C(=O)O)N2C(=O)C(NC(=O)C(F)(F)F)[C@H]2SC1,O=C(O)C(F)(F)F,100,Likely stable,,95,low +CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1,CC1=C(C(=O)O)N2C(=O)C(NC(=O)C(F)(F)F)[C@H]2SC1,CC1=C(C(=O)O)N2C(=O)[C@@H](N)[C@H]2SC1,75,Moderately stable,Four-membered heterocycle (potentially unstable),95,low +C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[S+](C)(C)=O,100,Likely stable,,65,medium +C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@H](C(=O)c1ccc(F)cc1F)n1ccn(-c2ccc(Cl)cc2)c1=O,100,Likely stable,,65,medium +C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@H](C(=O)c1ccc(F)cc1F)n1ccn(-c2ccc(Cl)cc2)c1=O,Fc1ccc(Br)c(F)c1,100,Likely stable,,90,low +C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,C[C@H](C(=O)c1ccc(F)cc1F)n1ccn(-c2ccc(Cl)cc2)c1=O,CCOC(=O)[C@@H](C)n1ccn(-c2ccc(Cl)cc2)c1=O,100,Likely stable,,90,low +C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,CCOC(=O)[C@@H](C)n1ccn(-c2ccc(Cl)cc2)c1=O,CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Nc1ccc(Cl)cc1,100,Likely stable,,25,high +C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Nc1ccc(Cl)cc1,Nc1ccc(Cl)cc1,100,Likely stable,,95,low +C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Nc1ccc(Cl)cc1,CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Cl,100,Likely stable,,95,low +C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Cl,O=C(Cl)Cl,100,Likely stable,,95,low +C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Cl,CCOC(=O)[C@@H](C)NCC(OC)OC,100,Likely stable,,95,low +C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,CCOC(=O)[C@@H](C)NCC(OC)OC,COC(C=O)OC,100,Likely stable,,95,low +C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1,CCOC(=O)[C@@H](C)NCC(OC)OC,CCOC(=O)[C@@H](C)N,100,Likely stable,,95,low +COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,COC(=O)CC12C=CC(c3ccc(Br)cc3)(CC1)CC2,,,,95,low +COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,COC(=O)CC12C=CC(c3ccc(Br)cc3)(CC1)CC2,O=C(O)CC12C=CC(c3ccc(Br)cc3)(CC1)CC2,,,,95,low +COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,COC(=O)CC12C=CC(c3ccc(Br)cc3)(CC1)CC2,CO,100,Likely stable,,95,low +COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,O=C(O)CC12C=CC(c3ccc(Br)cc3)(CC1)CC2,BrCC12C=CC(c3ccc(Br)cc3)(CC1)CC2,,,,95,low +COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,O=C(O)CC12C=CC(c3ccc(Br)cc3)(CC1)CC2,O=C=O,65,Moderately stable,Contains carbene (highly reactive intermediate),95,low +COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,BrCC12C=CC(c3ccc(Br)cc3)(CC1)CC2,CC12C=CC(c3ccc(Br)cc3)(CC1)CC2,,,,90,low +COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,CC12C=CC(c3ccc(Br)cc3)(CC1)CC2,C=CC(=C)C,100,Likely stable,,40,medium +COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,CC12C=CC(c3ccc(Br)cc3)(CC1)CC2,O=C1C=CC(c2ccc(Br)cc2)CC1,100,Likely stable,,40,medium +COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,C=CC(=C)C,C#CC(=C)C,65,Moderately stable,Contains carbene (highly reactive intermediate),100,low +COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,O=C1C=CC(c2ccc(Br)cc2)CC1,O=C1C=CC(c2ccccc2)CC1,100,Likely stable,,55,medium +COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,O=C1C=CC(c2ccc(Br)cc2)CC1,O=C1CCC(=O)N1Br,95,Likely stable,,55,medium +COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2,O=C1C=CC(c2ccccc2)CC1,O=C1CCC(c2ccccc2)CC1,100,Likely stable,,100,low +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,100,Likely stable,,75,medium +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,100,Likely stable,,75,medium +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,NC1(c2nc(Cl)c3c(Cl)ccn3n2)CC1,100,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,NCc1ccccn1,100,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,NC1(c2nc(Cl)c3c(Cl)ccn3n2)CC1,C=C(N)c1nc(Cl)c2c(Cl)ccn2n1,100,Likely stable,,65,medium +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,NC1(c2nc(Cl)c3c(Cl)ccn3n2)CC1,CI,100,Likely stable,,65,medium +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,C=C(N)c1nc(Cl)c2c(Cl)ccn2n1,O=Cc1nc(Cl)c2c(Cl)ccn2n1,100,Likely stable,,90,low +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,C=C(N)c1nc(Cl)c2c(Cl)ccn2n1,N,100,Likely stable,,90,low +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,O=Cc1nc(Cl)c2c(Cl)ccn2n1,Cc1nc(Cl)c2c(Cl)ccn2n1,100,Likely stable,,90,low +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,Cc1nc(Cl)c2c(Cl)ccn2n1,O=P(Cl)(Cl)Cl,100,Likely stable,,90,low +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,Cc1nc(Cl)c2c(Cl)ccn2n1,Cc1nn2ccc(Cl)c2c(=O)[nH]1,100,Likely stable,,90,low +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,Cc1nn2ccc(Cl)c2c(=O)[nH]1,O=C1CCC(=O)N1Cl,95,Likely stable,,30,high +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,Cc1nn2ccc(Cl)c2c(=O)[nH]1,Cc1nn2cccc2c(=O)[nH]1,100,Likely stable,,30,high +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,NCc1ccccn1,O=C1c2ccccc2C(=O)N1Cc1ccccn1,100,Likely stable,,0,critical +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,C=C(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,CC(C)(C)OC(=O)OC(=O)OC(C)(C)C,CC(C)(C)OC(=O)OC(=O)O,100,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,CC(C)(C)OC(=O)OC(=O)O,C=C(C)C,100,Likely stable,,95,low +CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1,CC(C)(C)OC(=O)OC(=O)O,O=C(O)OC(=O)O,100,Likely stable,,95,low +Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,Cc1cc(N)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,100,Likely stable,,95,low +Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,FC(F)(F)c1ccnc(Cl)n1,100,Likely stable,,95,low +Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,Cc1cc(N)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,Cc1cc(N)cc(Br)c1,100,Likely stable,,90,low +Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,Cc1cc(N)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,C[C@@](O)(c1ncc(Br)s1)[C@H]1CC[C@H](C(=O)O)CC1,,,,90,low +Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,Cc1cc(N)cc(Br)c1,Cc1cc(Br)cc([N+](=O)[O-])c1,100,Likely stable,,90,low +Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,C[C@@](O)(c1ncc(Br)s1)[C@H]1CC[C@H](C(=O)O)CC1,CC(=O)[C@H]1CC[C@H](C(=O)O)CC1,100,Likely stable,,95,low +Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,C[C@@](O)(c1ncc(Br)s1)[C@H]1CC[C@H](C(=O)O)CC1,Brc1cncs1,100,Likely stable,,95,low +Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,CC(=O)[C@H]1CC[C@H](C(=O)O)CC1,COC(=O)[C@H]1CC[C@H](C(C)=O)CC1,100,Likely stable,,95,low +Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,FC(F)(F)c1ccnc(Cl)n1,O=P(Cl)(Cl)Cl,100,Likely stable,,90,low +Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1,FC(F)(F)c1ccnc(Cl)n1,O=c1nc(C(F)(F)F)cc[nH]1,100,Likely stable,,90,low +CC(C)c1ccc(-n2nc(O)c3c(=O)c4ccc(Cl)cc4[nH]c3c2=O)cc1,CC(C)c1ccc(-n2nc(O)c3c(=O)c4ccc(Cl)cc4[nH]c3c2=O)cc1,CC(C)c1ccc(NN)cc1,100,Likely stable,,0,critical +CC(C)c1ccc(-n2nc(O)c3c(=O)c4ccc(Cl)cc4[nH]c3c2=O)cc1,CC(C)c1ccc(-n2nc(O)c3c(=O)c4ccc(Cl)cc4[nH]c3c2=O)cc1,COC(=O)c1nc2cc(Cl)ccc2c(O)c1C(=O)OC,100,Likely stable,,0,critical +CC(C)c1ccc(-n2nc(O)c3c(=O)c4ccc(Cl)cc4[nH]c3c2=O)cc1,COC(=O)c1nc2cc(Cl)ccc2c(O)c1C(=O)OC,COC(=O)C#CC(=O)OC,65,Moderately stable,Contains carbene (highly reactive intermediate),5,critical +CC(C)c1ccc(-n2nc(O)c3c(=O)c4ccc(Cl)cc4[nH]c3c2=O)cc1,COC(=O)c1nc2cc(Cl)ccc2c(O)c1C(=O)OC,COC(=O)c1ccc(Cl)cc1N,100,Likely stable,,5,critical diff --git a/data/checker_dataset_pistachio.jsonl b/data/checker_dataset_pistachio.jsonl new file mode 100644 index 00000000..f60f469a --- /dev/null +++ b/data/checker_dataset_pistachio.jsonl @@ -0,0 +1,1637 @@ +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083429_2996", "target_smiles_raw": "Cn1nccc1[C@]1(O)CCCC[C@H]1O", "target_smiles_canonical": "Cn1nccc1[C@]1(O)CCCC[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Cn1nccc1[C@]1(O)CCCC[C@H]1O", "product_smiles_canonical": "Cn1nccc1[C@]1(O)CCCC[C@H]1O", "reactant_smiles": ["Cn1nccc1Br", "O=C1CCCC[C@H]1O"], "reactant_smiles_canonical": ["Cn1nccc1Br", "O=C1CCCC[C@H]1O"], "stability_raw": {"Cn1nccc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.002, "logP": 1.1826, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "O=C1CCCC[C@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 114.14399999999999, "logP": 0.4904, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083429_2996", "target_smiles_raw": "Cn1nccc1[C@]1(O)CCCC[C@H]1O", "target_smiles_canonical": "Cn1nccc1[C@]1(O)CCCC[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C1CCCC[C@H]1O", "product_smiles_canonical": "O=C1CCCC[C@H]1O", "reactant_smiles": ["COC1(OC)CCCC[C@H]1O"], "reactant_smiles_canonical": ["COC1(OC)CCCC[C@H]1O"], "stability_raw": {"COC1(OC)CCCC[C@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 160.21300000000002, "logP": 0.9103999999999999, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 7, 6, 5]], "bond_rings": [[10, 8, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 8, Product has 6", "Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "product_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "reactant_smiles": ["CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "N#Cc1cc(Cl)cc(B(O)O)c1"], "reactant_smiles_canonical": ["CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "N#Cc1cc(Cl)cc(B(O)O)c1"], "stability_raw": {"CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 318.2180000000002, "logP": 3.160000000000002, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 11, 12, 13, 7], [14, 15, 16, 3, 7, 13], [17, 16, 18]], "bond_rings": [[1, 2, 3, 4, 18], [8, 10, 11, 12, 19, 7], [14, 15, 21, 6, 19, 13], [16, 20, 17]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 22, "num_heavy_atoms": 19, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "N#Cc1cc(Cl)cc(B(O)O)c1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 181.387, "logP": -0.10852000000000017, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 11, 7, 6, 4, 3]], "bond_rings": [[11, 10, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "product_smiles_canonical": "CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "reactant_smiles": ["CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "NBS"], "reactant_smiles_canonical": ["CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "NBS"], "stability_raw": {"CC1=NC2(N=C1N)c1ccccc1CCC21CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.32199999999995, "logP": 2.397500000000001, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 10, 11, 12, 7], [13, 14, 15, 3, 7, 12], [16, 15, 17]], "bond_rings": [[1, 2, 3, 4, 17], [8, 9, 10, 11, 18, 7], [13, 14, 20, 6, 18, 12], [15, 19, 16]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 21, "num_heavy_atoms": 18, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "NBS": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.918, "logP": -0.8585999999999998, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for S: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 0, Product has 1", "Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "product_smiles_canonical": "CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "reactant_smiles": ["CC1=NC2(N=C1N)c1ccccc1C=CC2"], "reactant_smiles_canonical": ["CC1=NC2(CC=Cc3ccccc32)N=C1N"], "stability_raw": {"CC1=NC2(N=C1N)c1ccccc1C=CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 211.268, "logP": 2.088, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 10, 11, 12, 7], [13, 14, 15, 3, 7, 12]], "bond_rings": [[1, 2, 3, 4, 15], [8, 9, 10, 11, 16, 7], [13, 14, 17, 6, 16, 12]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 50, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -15 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 15", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [3, 5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 18 bonds, Product has 21 bonds"]}}} +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC1=NC2(N=C1N)c1ccccc1C=CC2", "product_smiles_canonical": "CC1=NC2(CC=Cc3ccccc32)N=C1N", "reactant_smiles": ["CC1=NC(=N)N=C1N", "C=Cc1ccccc1C=O"], "reactant_smiles_canonical": ["CC1=NC(=N)N=C1N", "C=Cc1ccccc1C=O"], "stability_raw": {"CC1=NC(=N)N=C1N": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 110.12, "logP": -0.24712999999999996, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 5, 6]], "bond_rings": [[1, 2, 4, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "C=Cc1ccccc1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.16199999999998, "logP": 2.1421, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [5, 6], Product rings [5, 6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C=Cc1ccccc1C=O", "product_smiles_canonical": "C=Cc1ccccc1C=O", "reactant_smiles": ["C=Cc1ccccc1CO"], "reactant_smiles_canonical": ["C=Cc1ccccc1CO"], "stability_raw": {"C=Cc1ccccc1CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 1.8218999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 0, "depth": 1, "product_smiles": "N#Cc1cc(Cl)cc(B(O)O)c1", "product_smiles_canonical": "N#Cc1cc(Cl)cc(B(O)O)c1", "reactant_smiles": ["NC(=O)c1cc(Cl)cc(B(O)O)c1"], "reactant_smiles_canonical": ["NC(=O)c1cc(Cl)cc(B(O)O)c1"], "stability_raw": {"NC(=O)c1cc(Cl)cc(B(O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 199.40200000000002, "logP": -0.8813000000000004, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 12, 8, 7, 5, 4]], "bond_rings": [[12, 11, 7, 6, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "product_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "reactant_smiles": ["CCC/C=C/[C@H]1CC[C@H](C=O)CC1"], "reactant_smiles_canonical": ["CCC/C=C/[C@H]1CC[C@H](C=O)CC1"], "stability_raw": {"CCC/C=C/[C@H]1CC[C@H](C=O)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 180.29099999999997, "logP": 3.3480000000000016, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 12, 11, 8, 7, 6]], "bond_rings": [[12, 11, 10, 7, 6, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 14", "Atom count mismatch for O: Reactant has 1, Product has 2", "Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCC/C=C/[C@H]1CC[C@H](C=O)CC1", "product_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C=O)CC1", "reactant_smiles": ["CCC/C=C/[C@H]1CC[C@H](CO)CC1"], "reactant_smiles_canonical": ["CCC/C=C/[C@H]1CC[C@H](CO)CC1"], "stability_raw": {"CCC/C=C/[C@H]1CC[C@H](CO)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 182.30699999999996, "logP": 3.1414000000000017, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 12, 11, 8, 7, 6]], "bond_rings": [[12, 11, 10, 7, 6, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CCC/C=C/[C@H]1CC[C@H](CO)CC1", "product_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](CO)CC1", "reactant_smiles": ["O=C[C@H]1CC[C@H](CO)CC1", "CCCCS(=O)(=O)c1nnnn1-c1ccccc1"], "reactant_smiles_canonical": ["O=C[C@H]1CC[C@H](CO)CC1", "CCCCS(=O)(=O)c1nnnn1-c1ccccc1"], "stability_raw": {"O=C[C@H]1CC[C@H](CO)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.19799999999998, "logP": 0.984, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "CCCCS(=O)(=O)c1nnnn1-c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 266.326, "logP": 1.2360999999999998, "h_bond_donors": 0, "h_bond_acceptors": 6, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 8, 9, 10, 11], [13, 14, 15, 16, 17, 12]], "bond_rings": [[7, 8, 9, 10, 17], [13, 14, 15, 16, 18, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 19, Product has 12", "Atom count mismatch for O: Reactant has 4, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 0", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 11 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CCCCS(=O)(=O)c1nnnn1-c1ccccc1", "product_smiles_canonical": "CCCCS(=O)(=O)c1nnnn1-c1ccccc1", "reactant_smiles": ["O=C(OO)c1cccc(Cl)c1", "CCCCSc1nnnn1-c1ccccc1"], "reactant_smiles_canonical": ["O=C(OO)c1cccc(Cl)c1", "CCCCSc1nnnn1-c1ccccc1"], "stability_raw": {"O=C(OO)c1cccc(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.56699999999998, "logP": 1.9698, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 8, 7, 6, 5]], "bond_rings": [[10, 9, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CCCCSc1nnnn1-c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 234.32800000000003, "logP": 2.554500000000001, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 8, 9], [11, 12, 13, 14, 15, 10]], "bond_rings": [[5, 6, 7, 8, 15], [11, 12, 13, 14, 16, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -35 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 18, Product has 11", "Atom count mismatch for Cl: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 17 aromatic atoms, Product has 11"]}}} +{"timestamp": "2025-12-23T08:34:30", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CCCCSc1nnnn1-c1ccccc1", "product_smiles_canonical": "CCCCSc1nnnn1-c1ccccc1", "reactant_smiles": ["CCCCO", "Sc1nnnn1-c1ccccc1"], "reactant_smiles_canonical": ["CCCCO", "Sc1nnnn1-c1ccccc1"], "stability_raw": {"CCCCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.12299999999999, "logP": 0.7787999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Sc1nnnn1-c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 178.22000000000003, "logP": 0.9510000000000001, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 4, 5], [7, 8, 9, 10, 11, 6]], "bond_rings": [[1, 2, 3, 4, 11], [7, 8, 9, 10, 12, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:31", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "reactant_smiles": ["C(C)(C)(C)OC(=O)N1CC[C@@H]([C@H](C(=O)O)C1)c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2", "COCCCc1cc(CNC2CC2)cc(OCC(C)(C)O)c1"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1", "COCCCc1cc(CNC2CC2)cc(OCC(C)(C)O)c1"], "stability_raw": {"C(C)(C)(C)OC(=O)N1CC[C@@H]([C@H](C(=O)O)C1)c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000003, "logP": 6.184820000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[7, 15, 11, 10, 9, 8], [17, 18, 19, 33, 34, 16], [25, 27, 28, 30, 31, 24]], "bond_rings": [[34, 14, 10, 9, 8, 7], [17, 18, 32, 33, 35, 16], [26, 27, 29, 30, 36, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}, "COCCCc1cc(CNC2CC2)cc(OCC(C)(C)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 307.434, "logP": 2.667300000000001, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 10}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 21, 14, 13, 7, 6], [11, 10, 12]], "bond_rings": [[21, 20, 13, 12, 6, 5], [10, 22, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T08:34:31", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C(C)(C)(C)OC(=O)N1CC[C@@H]([C@H](C(=O)O)C1)c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["C(C)(C)(C)OC(=O)N1CC[C@@H]([C@H](C(=O)O)C1)c2ccc(O)cc2", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"C(C)(C)(C)OC(=O)N1CC[C@@H]([C@H](C(=O)O)C1)c2ccc(O)cc2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 321.373, "logP": 2.817400000000001, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 15, 11, 10, 9, 8], [17, 18, 19, 21, 22, 16]], "bond_rings": [[22, 14, 10, 9, 8, 7], [17, 18, 20, 21, 23, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:31", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C(C)(C)(C)OC(=O)N1CC[C@@H]([C@H](C(=O)O)C1)c2ccc(O)cc2", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "reactant_smiles": ["O=C(O)[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"O=C(O)[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 22, Product has 17", "Atom count mismatch for O: Reactant has 8, Product has 5"]}}} +{"timestamp": "2025-12-23T08:34:31", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)", "product_smiles_canonical": "O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1", "reactant_smiles": ["N#C[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)"], "reactant_smiles_canonical": ["N#C[C@@H]1CNCC[C@H]1c1ccc(O)cc1"], "stability_raw": {"N#C[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 202.257, "logP": 1.6088799999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 3", "Atom count mismatch for N: Reactant has 2, Product has 1", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T08:34:31", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "N#C[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)", "product_smiles_canonical": "N#C[C@@H]1CNCC[C@H]1c1ccc(O)cc1", "reactant_smiles": ["Br[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)", "C#N"], "reactant_smiles_canonical": ["Oc1ccc([C@@H]2CCNC[C@H]2Br)cc1", "C#N"], "stability_raw": {"Br[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 256.143, "logP": 2.2326000000000006, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 6, 5, 4, 3, 2], [8, 9, 10, 12, 13, 7]], "bond_rings": [[13, 5, 4, 3, 2, 1], [8, 9, 11, 12, 14, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "C#N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 27.025999999999996, "logP": 0.13978, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:31", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "Br[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)", "product_smiles_canonical": "Oc1ccc([C@@H]2CCNC[C@H]2Br)cc1", "reactant_smiles": ["Oc1ccc([C@H]2CCCNC2)cc1"], "reactant_smiles_canonical": ["Oc1ccc([C@H]2CCCNC2)cc1"], "stability_raw": {"Oc1ccc([C@H]2CCCNC2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.247, "logP": 1.8592, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T08:34:31", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "Oc1ccc([C@H]2CCCNC2)cc1", "product_smiles_canonical": "Oc1ccc([C@H]2CCCNC2)cc1", "reactant_smiles": ["COc1ccc([C@H]2CCCNC2)cc1"], "reactant_smiles_canonical": ["COc1ccc([C@H]2CCCNC2)cc1"], "stability_raw": {"COc1ccc([C@H]2CCCNC2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 191.274, "logP": 2.1622000000000003, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 12, 11, 4, 3, 2], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 11"]}}} +{"timestamp": "2025-12-23T08:34:31", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T08:34:31", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 4, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T08:34:31", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 1, "depth": 2, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, 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"COC/C=C/c1cc(C=O)cc(OCC(C)(C)O)c1"], "reactant_smiles_canonical": ["NC1CC1", "COC/C=C/c1cc(C=O)cc(OCC(C)(C)O)c1"], "stability_raw": {"NC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10749999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COC/C=C/c1cc(C=O)cc(OCC(C)(C)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 264.32099999999997, "logP": 2.3084000000000007, 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"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 12, "depth": 4, "product_smiles": "COC/C=C/c1cc(CO)cc(OCC(C)(C)O)c1", "product_smiles_canonical": "COC/C=C/c1cc(CO)cc(OCC(C)(C)O)c1", "reactant_smiles": ["COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1"], "reactant_smiles_canonical": ["COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1"], "stability_raw": {"COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 294.347, "logP": 2.2825000000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 20, 15, 14, 7, 6]], "bond_rings": [[20, 19, 14, 13, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 21, "num_heavy_atoms": 21, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 16, Product has 15", "Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T08:34:31", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 13, "depth": 5, "product_smiles": "COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1", "product_smiles_canonical": "COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1", "reactant_smiles": ["COC/C=C/B1OC(C)(C)C(C)(C)O1", "COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1"], "reactant_smiles_canonical": ["COC/C=C/B1OC(C)(C)C(C)(C)O1", "COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1"], "stability_raw": {"COC/C=C/B1OC(C)(C)C(C)(C)O1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 198.07099999999997, "logP": 1.8204, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 10, 13]], "bond_rings": [[5, 6, 9, 12, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 303.152, "logP": 2.3854000000000006, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 16, 9, 8, 6, 5]], "bond_rings": [[16, 15, 8, 7, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 22, Product has 16", "Atom count mismatch for O: Reactant has 7, Product has 5", "Atom count mismatch for B: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T08:34:31", "job_id": "checker_20251223_083430_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 15, "parent_step_id": 14, "depth": 6, "product_smiles": "COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1", "product_smiles_canonical": "COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1", "reactant_smiles": ["CC(C)(O)CO", "COC(=O)c1cc(O)cc(Br)c1"], "reactant_smiles_canonical": ["CC(C)(O)CO", "COC(=O)c1cc(O)cc(Br)c1"], "stability_raw": {"CC(C)(O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 90.122, "logP": -0.25039999999999996, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "COC(=O)c1cc(O)cc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 231.045, "logP": 1.9412999999999998, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 11, 9, 8, 6, 5]], "bond_rings": [[11, 10, 8, 7, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "product_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "reactant_smiles": ["C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "O"], "reactant_smiles_canonical": ["C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "O"], "stability_raw": {"C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC": {"valid_structure": true, "stability_score": 50, "issues": ["Large (21-membered) heterocycle with O, N (potentially unstable)", "Very large heterocycle with multiple heteroatoms (significant stability concern)"], "metrics": {"molecular_weight": 772.0330000000004, "logP": 5.916000000000007, "h_bond_donors": 2, "h_bond_acceptors": 10, "rotatable_bonds": 7}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 4, 5, 7, 8, 10, 11, 14, 15, 16, 17, 19, 21, 26, 27, 29, 30, 43, 45, 46, 47], [15, 16, 49, 51, 52, 14], [22, 23, 24, 25, 26, 21], [35, 36, 37, 39, 42, 34]], "bond_rings": [[3, 4, 6, 7, 9, 10, 13, 14, 15, 16, 18, 20, 56, 26, 28, 29, 42, 44, 45, 46, 54], [15, 48, 50, 51, 55, 14], [22, 23, 24, 25, 56, 21], [35, 36, 38, 41, 57, 34]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 3, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 55, "num_bonds": 58, "num_heavy_atoms": 55, "num_heavy_bonds": 58, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 55}, "assessment": "Moderately stable"}, "O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 18.015, "logP": -0.8247, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 58 bonds, Product has 59 bonds"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "product_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "reactant_smiles": ["C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC"], "reactant_smiles_canonical": ["C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(C)CC2OC)C(O)C(=O)N2CCCCC2C(=O)OC(C(C)=CC2CCC(O)C(OC)C2)C(C)C=CC1O"], "stability_raw": {"C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC": {"valid_structure": true, "stability_score": 50, "issues": ["Large (21-membered) heterocycle with O, N (potentially unstable)", "Very large heterocycle with multiple heteroatoms (significant stability concern)"], "metrics": {"molecular_weight": 774.0490000000003, "logP": 5.707800000000007, "h_bond_donors": 3, "h_bond_acceptors": 10, "rotatable_bonds": 7}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 4, 5, 7, 8, 10, 11, 14, 15, 16, 17, 19, 21, 26, 27, 29, 30, 43, 45, 46, 47], [15, 16, 49, 51, 52, 14], [22, 23, 24, 25, 26, 21], [35, 36, 37, 39, 42, 34]], "bond_rings": [[3, 4, 6, 7, 9, 10, 13, 14, 15, 16, 18, 20, 56, 26, 28, 29, 42, 44, 45, 46, 54], [15, 48, 50, 51, 55, 14], [22, 23, 24, 25, 56, 21], [35, 36, 38, 41, 57, 34]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 3, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 55, "num_bonds": 58, "num_heavy_atoms": 55, "num_heavy_bonds": 58, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 55}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "product_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(C(C)CC2OC)C(O)C(=O)N2CCCCC2C(=O)OC(C(C)=CC2CCC(O)C(OC)C2)C(C)C=CC1O", "reactant_smiles": ["CC1C=C(C)CC(C)CC(OC)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "C=C"], "reactant_smiles_canonical": ["COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(OC)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(OC)CC3C)CCC1O", "C=C"], "stability_raw": {"CC1C=C(C)CC(C)CC(OC)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC": {"valid_structure": true, "stability_score": 50, "issues": ["Large (21-membered) heterocycle with O, N (potentially unstable)", "Very large heterocycle with multiple heteroatoms (significant stability concern)"], "metrics": {"molecular_weight": 748.0110000000003, "logP": 5.151600000000004, "h_bond_donors": 3, "h_bond_acceptors": 10, "rotatable_bonds": 5}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 12, 13, 14, 15, 17, 19, 24, 25, 27, 28, 41, 43, 44, 45], [13, 14, 47, 49, 50, 12], [20, 21, 22, 23, 24, 19], [33, 34, 35, 37, 40, 32]], "bond_rings": [[1, 2, 4, 5, 7, 8, 11, 12, 13, 14, 16, 18, 54, 24, 26, 27, 40, 42, 43, 44, 52], [13, 46, 48, 49, 53, 12], [20, 21, 22, 23, 54, 19], [33, 34, 36, 39, 55, 32]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 3, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 53, "num_bonds": 56, "num_heavy_atoms": 53, "num_heavy_bonds": 56, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 53}, "assessment": "Moderately stable"}, "C=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 28.053999999999995, "logP": 0.8022, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 57 bonds, Product has 58 bonds"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC1C=C(C)CC(C)CC(OC)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "product_smiles_canonical": "COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(OC)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(OC)CC3C)CCC1O", "reactant_smiles": ["CC1C=C(C)CC(C)CC(OC)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2O"], "reactant_smiles_canonical": ["COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC3C)C(OC)CC(C)CC(C)=CC(C)C(O)C=CC2C)CCC1O"], "stability_raw": {"CC1C=C(C)CC(C)CC(OC)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2O": {"valid_structure": true, "stability_score": 50, "issues": ["Large (21-membered) heterocycle with O, N (potentially unstable)", "Very large heterocycle with multiple heteroatoms (significant stability concern)"], "metrics": {"molecular_weight": 733.9840000000004, "logP": 4.497500000000003, "h_bond_donors": 4, "h_bond_acceptors": 10, "rotatable_bonds": 4}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 12, 13, 14, 15, 17, 19, 24, 25, 27, 28, 41, 43, 44, 45], [13, 14, 47, 49, 50, 12], [20, 21, 22, 23, 24, 19], [33, 34, 35, 37, 40, 32]], "bond_rings": [[1, 2, 4, 5, 7, 8, 11, 12, 13, 14, 16, 18, 53, 24, 26, 27, 40, 42, 43, 44, 51], [13, 46, 48, 49, 52, 12], [20, 21, 22, 23, 53, 19], [33, 34, 36, 39, 54, 32]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 3, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 52, "num_bonds": 55, "num_heavy_atoms": 52, "num_heavy_bonds": 55, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 52}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 41, Product has 42", "Possible unnecessary bonds formed: Reactant has 55 bonds, Product has 56 bonds"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CC1C=C(C)CC(C)CC(OC)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2O", "product_smiles_canonical": "COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC3C)C(OC)CC(C)CC(C)=CC(C)C(O)C=CC2C)CCC1O", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2O"], "reactant_smiles_canonical": ["COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(O)CC3C)CCC1O"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2O": {"valid_structure": true, "stability_score": 50, "issues": ["Large (21-membered) heterocycle with O, N (potentially unstable)", "Very large heterocycle with multiple heteroatoms (significant stability concern)"], "metrics": {"molecular_weight": 719.9570000000004, "logP": 3.8434000000000013, "h_bond_donors": 5, "h_bond_acceptors": 10, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 12, 13, 14, 16, 18, 23, 24, 26, 27, 40, 42, 43, 44], [12, 13, 46, 48, 49, 11], [19, 20, 21, 22, 23, 18], [32, 33, 34, 36, 39, 31]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 11, 12, 13, 15, 17, 52, 23, 25, 26, 39, 41, 42, 43, 50], [12, 45, 47, 48, 51, 11], [19, 20, 21, 22, 52, 18], [32, 33, 35, 38, 53, 31]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 3, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 51, "num_bonds": 54, "num_heavy_atoms": 51, "num_heavy_bonds": 54, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 51}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 40, Product has 41", "Possible unnecessary bonds formed: Reactant has 54 bonds, Product has 55 bonds"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2O", "product_smiles_canonical": "COC1CC(C=C(C)C2OC(=O)C3CCCCN3C(=O)C(O)C3OC(C(O)CC(C)CC(C)=CC(C)C(O)C=CC2C)C(O)CC3C)CCC1O", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(O)C3)C(C)C=CC1O)C(C)CC2O", "CI"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C", "CI"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(O)C3)C(C)C=CC1O)C(C)CC2O": {"valid_structure": true, "stability_score": 50, "issues": ["Large (21-membered) heterocycle with O, N (potentially unstable)", "Very large heterocycle with multiple heteroatoms (significant stability concern)"], "metrics": {"molecular_weight": 705.9300000000005, "logP": 3.1893, "h_bond_donors": 6, "h_bond_acceptors": 10, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 12, 13, 14, 16, 18, 23, 24, 26, 27, 39, 41, 42, 43], [12, 13, 45, 47, 48, 11], [19, 20, 21, 22, 23, 18], [32, 33, 34, 36, 38, 31]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 11, 12, 13, 15, 17, 51, 23, 25, 26, 38, 40, 41, 42, 49], [12, 44, 46, 47, 50, 11], [19, 20, 21, 22, 51, 18], [32, 33, 35, 37, 52, 31]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 3, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 50, "num_bonds": 53, "num_heavy_atoms": 50, "num_heavy_bonds": 53, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 50}, "assessment": "Moderately stable"}, "CI": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 141.939, "logP": 1.0512000000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(O)C3)C(C)C=CC1O)C(C)CC2O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O)C(C)CC2O"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O)C(C)CC2O": {"valid_structure": true, "stability_score": 50, "issues": ["Large (21-membered) heterocycle with O, N (potentially unstable)", "Very large heterocycle with multiple heteroatoms (significant stability concern)"], "metrics": {"molecular_weight": 703.9140000000004, "logP": 3.3975000000000013, "h_bond_donors": 5, "h_bond_acceptors": 10, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 12, 13, 14, 16, 18, 23, 24, 26, 27, 39, 41, 42, 43], [12, 13, 45, 47, 48, 11], [19, 20, 21, 22, 23, 18], [32, 33, 34, 36, 38, 31]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 11, 12, 13, 15, 17, 51, 23, 25, 26, 38, 40, 41, 42, 49], [12, 44, 46, 47, 50, 11], [19, 20, 21, 22, 51, 18], [32, 33, 35, 37, 52, 31]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 3, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 50, "num_bonds": 53, "num_heavy_atoms": 50, "num_heavy_bonds": 53, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 50}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O)C(C)CC2O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)O)C(C)CC2OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O", "COC(=O)C1CCCCN1"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)C(=O)O)OC2C(O)CC(C)C1", "COC(=O)C1CCCCN1"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)O)C(C)CC2OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O": {"valid_structure": true, "stability_score": 65, "issues": ["Large (15-membered) heterocycle with O (potentially unstable)"], "metrics": {"molecular_weight": 592.7700000000004, "logP": 3.5821000000000027, "h_bond_donors": 5, "h_bond_acceptors": 8, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 22, 23, 24, 36, 38, 39, 40], [12, 13, 19, 21, 22, 11], [29, 30, 31, 33, 35, 28]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 42, 22, 23, 35, 37, 38, 39, 41], [12, 18, 20, 21, 42, 11], [29, 30, 32, 34, 43, 28]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 42, "num_bonds": 44, "num_heavy_atoms": 42, "num_heavy_bonds": 44, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 42}, "assessment": "Moderately stable"}, "COC(=O)C1CCCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 143.186, "logP": 0.30149999999999993, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 9, 8, 7, 6, 5]], "bond_rings": [[9, 8, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["15-membered ring removed", "21-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 40, Product has 39", "Atom count mismatch for O: Reactant has 11, Product has 10", "Ring size change detected: Reactant rings [6, 6, 6, 15], Product rings [6, 6, 6, 21]"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)O)C(C)CC2OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)C(=O)O)OC2C(O)CC(C)C1", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(C(O)CO)C(C)CC2OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(C(O)CO)C(C)CC2OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O": {"valid_structure": true, "stability_score": 65, "issues": ["Large (15-membered) heterocycle with O (potentially unstable)"], "metrics": {"molecular_weight": 578.7870000000005, "logP": 3.489800000000002, "h_bond_donors": 5, "h_bond_acceptors": 8, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 21, 22, 23, 35, 37, 38, 39], [12, 13, 18, 20, 21, 11], [28, 29, 30, 32, 34, 27]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 41, 21, 22, 34, 36, 37, 38, 40], [12, 17, 19, 20, 41, 11], [28, 29, 31, 33, 42, 27]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 41, "num_bonds": 43, "num_heavy_atoms": 41, "num_heavy_bonds": 43, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 41}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 9", "Possible unnecessary bonds formed: Reactant has 43 bonds, Product has 44 bonds"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 9, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(C(O)CO)C(C)CC2OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(C(O)CO)C(C)CC2OC(C(C)=CC3CCC(O)CC3)C(C)C=CC1O", "O=C=O"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1", "O=C=O"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(C(O)CO)C(C)CC2OC(C(C)=CC3CCC(O)CC3)C(C)C=CC1O": {"valid_structure": true, "stability_score": 65, "issues": ["Large (15-membered) heterocycle with O (potentially unstable)"], "metrics": {"molecular_weight": 564.8040000000005, "logP": 4.310800000000005, "h_bond_donors": 5, "h_bond_acceptors": 7, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 21, 22, 23, 34, 36, 37, 38], [12, 13, 18, 20, 21, 11], [28, 29, 30, 32, 33, 27]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 40, 21, 22, 33, 35, 36, 37, 39], [12, 17, 19, 20, 40, 11], [28, 29, 31, 32, 41, 27]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 40, "num_bonds": 42, "num_heavy_atoms": 40, "num_heavy_bonds": 42, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 40}, "assessment": "Moderately stable"}, "O=C=O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 44.009, "logP": -0.5835, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 34, Product has 33", "Atom count mismatch for O: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 10, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(C(O)CO)C(C)CC2OC(C(C)=CC3CCC(O)CC3)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(O)C(C)CC2OC(C(C)=CC3CCC(O)CC3)C(C)C=CC1O", "OCC(O)CO"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(O)OC2C(O)CC(C)C1", "OCC(O)CO"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(O)C(C)CC2OC(C(C)=CC3CCC(O)CC3)C(C)C=CC1O": {"valid_structure": true, "stability_score": 65, "issues": ["Large (15-membered) heterocycle with O (potentially unstable)"], "metrics": {"molecular_weight": 520.7510000000003, "logP": 4.907400000000005, "h_bond_donors": 4, "h_bond_acceptors": 6, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 18, 19, 20, 31, 33, 34, 35], [12, 13, 15, 17, 18, 11], [25, 26, 27, 29, 30, 24]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 37, 18, 19, 30, 32, 33, 34, 36], [12, 14, 16, 17, 37, 11], [25, 26, 28, 29, 38, 24]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 37, "num_bonds": 39, "num_heavy_atoms": 37, "num_heavy_bonds": 39, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 37}, "assessment": "Moderately stable"}, "OCC(O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 92.09400000000001, "logP": -1.6681000000000001, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 34, Product has 33", "Atom count mismatch for O: Reactant has 9, Product has 7"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 11, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(O)C(C)CC2OC(C(C)=CC3CCC(O)CC3)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(O)OC2C(O)CC(C)C1", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(O)C(C)CC2OC(O)C(C)C=CC1O", "CC(C)=CC1CCC(Br)CC1"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(O)OC2CC(C)C(O)OC2C(O)CC(C)C1", "CC(C)=CC1CCC(Br)CC1"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(O)C(C)CC2OC(O)C(C)C=CC1O": {"valid_structure": true, "stability_score": 65, "issues": ["Large (15-membered) heterocycle with O (potentially unstable)"], "metrics": {"molecular_weight": 398.5400000000001, "logP": 2.3598000000000003, "h_bond_donors": 4, "h_bond_acceptors": 6, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 18, 19, 20, 22, 24, 25, 26], [12, 13, 15, 17, 18, 11]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 28, 18, 19, 21, 23, 24, 25, 27], [12, 14, 16, 17, 28, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 29, "num_heavy_atoms": 28, "num_heavy_bonds": 29, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 28}, "assessment": "Moderately stable"}, "CC(C)=CC1CCC(Br)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 217.14999999999998, "logP": 3.9063000000000025, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[10, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 32, Product has 31"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 11, "depth": 12, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(O)C(C)CC2OC(O)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(O)OC2CC(C)C(O)OC2C(O)CC(C)C1", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C(O)C(C)CC(O)C(C)C=CC1O", "CC(=O)O"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(O)C(O)CC(C)C1", "CC(=O)O"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C(O)C(C)CC(O)C(C)C=CC1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 340.5040000000001, "logP": 2.6608000000000014, "h_bond_donors": 4, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 13, 15, 16, 18, 20, 21, 22]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 12, 14, 15, 17, 19, 20, 21, 23]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 24, "num_heavy_atoms": 24, "num_heavy_bonds": 24, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 24}, "assessment": "Likely stable"}, "CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.05200000000001, "logP": 0.09089999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [15], Product rings [6, 15]", "Possible unnecessary bonds formed: Reactant has 27 bonds, Product has 29 bonds"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 12, "depth": 13, "product_smiles": "CC1C=C(C)CC(C)CC(O)C(O)C(C)CC(O)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(O)C(O)CC(C)C1", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C(=O)C(C)CC(O)C(C)C=CC1O", "C[C@H](O)C"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(=O)C(O)CC(C)C1", "CC(C)O"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C(=O)C(C)CC(O)C(C)C=CC1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 338.48800000000006, "logP": 2.869000000000001, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 13, 15, 16, 18, 20, 21, 22]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 12, 14, 15, 17, 19, 20, 21, 23]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 24, "num_heavy_atoms": 24, "num_heavy_bonds": 24, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 24}, "assessment": "Likely stable"}, "C[C@H](O)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.096000000000004, "logP": 0.3871, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 23, Product has 20", "Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 13, "depth": 14, "product_smiles": "CC1C=C(C)CC(C)CC(O)C(=O)C(C)CC(O)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(=O)C(O)CC(C)C1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -100 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["15-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 0, Product has 20", "Atom count mismatch for O: Reactant has 0, Product has 4", "Ring size change detected: Reactant rings [], Product rings [15]", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 24 bonds"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 15, "parent_step_id": 11, "depth": 12, "product_smiles": "CC(C)=CC1CCC(Br)CC1", "product_smiles_canonical": "CC(C)=CC1CCC(Br)CC1", "reactant_smiles": ["CC(C)Br", "O=C1CCC(Br)CC1"], "reactant_smiles_canonical": ["CC(C)Br", "O=C1CCC(Br)CC1"], "stability_raw": {"CC(C)Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.993, "logP": 1.7897, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C1CCC(Br)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.04099999999997, "logP": 1.893, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 9, Product has 10", "Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 16, "parent_step_id": 15, "depth": 13, "product_smiles": "O=C1CCC(Br)CC1", "product_smiles_canonical": "O=C1CCC(Br)CC1", "reactant_smiles": ["OC1CCC(Br)CC1"], "reactant_smiles_canonical": ["OC1CCC(Br)CC1"], "stability_raw": {"OC1CCC(Br)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 179.05699999999996, "logP": 1.6848, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:32", "job_id": "checker_20251223_083431_2996", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 17, "parent_step_id": 7, "depth": 8, "product_smiles": "COC(=O)C1CCCCN1", "product_smiles_canonical": "COC(=O)C1CCCCN1", "reactant_smiles": ["COC(=O)c1ccccn1"], "reactant_smiles_canonical": ["COC(=O)c1ccccn1"], "stability_raw": {"COC(=O)c1ccccn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 137.13799999999998, "logP": 0.8681999999999999, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 9, 8, 7, 6, 5]], "bond_rings": [[9, 8, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Significant aromaticity changes: -40 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["CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1", "Nc1cccc(OC(F)(F)F)c1"], "stability_raw": {"CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 186.211, "logP": -0.6722999999999997, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 8, 12]], "bond_rings": [[5, 6, 7, 11, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "Nc1cccc(OC(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.125, "logP": 2.1673999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 11, 5, 4, 3, 2]], "bond_rings": [[11, 10, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T08:34:33", "job_id": "checker_20251223_083433_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1", "product_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1", "reactant_smiles": ["CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1"], "reactant_smiles_canonical": ["CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1"], "stability_raw": {"CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 200.19400000000002, "logP": -1.1456999999999995, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 8, 9, 13]], "bond_rings": [[6, 7, 8, 12, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T08:34:33", "job_id": "checker_20251223_083433_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_smiles_canonical": 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"num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.58700000000002, "logP": -0.043000000000000094, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 10]], "bond_rings": [[3, 4, 5, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:33", "job_id": "checker_20251223_083433_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1", "product_smiles_canonical": "O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1", "reactant_smiles": ["O=S(Cl)Cl", "O=C(O)[C@@H]1CC[C@H](C(=O)O)N1"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "O=C(O)[C@@H]1CC[C@H](C(=O)O)N1"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)[C@@H]1CC[C@H](C(=O)O)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 159.14100000000002, "logP": -0.7238000000000002, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 10]], "bond_rings": [[3, 4, 5, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for S: Reactant has 1, Product has 0", "Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:33", "job_id": "checker_20251223_083433_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "Nc1cccc(OC(F)(F)F)c1", "product_smiles_canonical": "Nc1cccc(OC(F)(F)F)c1", "reactant_smiles": ["O=[N+]([O-])c1cccc(OC(F)(F)F)c1"], "reactant_smiles_canonical": ["O=[N+]([O-])c1cccc(OC(F)(F)F)c1"], "stability_raw": {"O=[N+]([O-])c1cccc(OC(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.10699999999994, "logP": 2.4934000000000003, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 13, 7, 6, 5, 4]], "bond_rings": [[13, 12, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:33", "job_id": "checker_20251223_083433_2996", "target_smiles_raw": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "target_smiles_canonical": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "product_smiles_canonical": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "reactant_smiles": ["COC(=O)c1ccc2c(c1)C=CC(=O)CO2"], "reactant_smiles_canonical": ["COC(=O)c1ccc2c(c1)C=CC(=O)CO2"], "stability_raw": {"COC(=O)c1ccc2c(c1)C=CC(=O)CO2": {"valid_structure": true, "stability_score": 75, "issues": ["Large (7-membered) heterocycle with O (potentially unstable)"], "metrics": {"molecular_weight": 218.20799999999997, "logP": 1.4479, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 9, 8, 7, 6, 5], [10, 8, 7, 15, 14, 12, 11]], "bond_rings": [[15, 8, 7, 6, 5, 4], [9, 7, 16, 14, 13, 11, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 13", "Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for Cl: Reactant has 0, Product has 2", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 19 bonds"]}}} +{"timestamp": "2025-12-23T08:34:33", "job_id": "checker_20251223_083433_2996", "target_smiles_raw": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "target_smiles_canonical": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)c1ccc2c(c1)C=CC(=O)CO2", "product_smiles_canonical": "COC(=O)c1ccc2c(c1)C=CC(=O)CO2", "reactant_smiles": ["COC(=O)c1ccc(O)c(C=CC(=O)CO)c1"], "reactant_smiles_canonical": ["COC(=O)c1ccc(O)c(C=CC(=O)CO)c1"], "stability_raw": {"COC(=O)c1ccc(O)c(C=CC(=O)CO)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.22299999999998, "logP": 0.7533999999999998, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 16, 9, 7, 6, 5]], "bond_rings": [[16, 15, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Ring size change detected: Reactant rings [6], Product rings [6, 7]"]}}} +{"timestamp": "2025-12-23T08:34:33", "job_id": "checker_20251223_083433_2996", "target_smiles_raw": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "target_smiles_canonical": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COC(=O)c1ccc(O)c(C=CC(=O)CO)c1", "product_smiles_canonical": "COC(=O)c1ccc(O)c(C=CC(=O)CO)c1", "reactant_smiles": ["CC(=O)CO", "COC(=O)c1ccc(O)c(C=O)c1"], "reactant_smiles_canonical": ["CC(=O)CO", "COC(=O)c1ccc(O)c(C=O)c1"], "stability_raw": {"CC(=O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.079, "logP": -0.43229999999999996, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "COC(=O)c1ccc(O)c(C=O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 180.159, "logP": 0.9912999999999998, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 12, 9, 7, 6, 5]], "bond_rings": [[12, 11, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T08:34:33", "job_id": "checker_20251223_083433_2996", "target_smiles_raw": "Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O", "target_smiles_canonical": "Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O", "product_smiles_canonical": "Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O", "reactant_smiles": ["Cc1ccc(C(C)(C)C)cc1F", "OC[C@H]1O[C@@H](S)[C@H](O)[C@@H](O)[C@@H]1O"], "reactant_smiles_canonical": ["Cc1ccc(C(C)(C)C)cc1F", "OC[C@H]1O[C@@H](S)[C@H](O)[C@@H](O)[C@@H]1O"], "stability_raw": {"Cc1ccc(C(C)(C)C)cc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.239, "logP": 3.4316200000000023, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 4, 3, 2]], "bond_rings": [[11, 9, 8, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "OC[C@H]1O[C@@H](S)[C@H](O)[C@@H](O)[C@@H]1O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 196.22400000000002, "logP": -2.2839000000000005, "h_bond_donors": 5, "h_bond_acceptors": 6, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 8, 6, 4, 3]], "bond_rings": [[11, 9, 7, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:33", "job_id": "checker_20251223_083433_2996", "target_smiles_raw": "Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O", "target_smiles_canonical": "Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Cc1ccc(C(C)(C)C)cc1F", "product_smiles_canonical": "Cc1ccc(C(C)(C)C)cc1F", "reactant_smiles": ["CC(C)(C)Cl", "Cc1ccccc1F"], "reactant_smiles_canonical": ["CC(C)(C)Cl", "Cc1ccccc1F"], "stability_raw": {"CC(C)(C)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 92.569, "logP": 2.0237, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Cc1ccccc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 110.131, "logP": 2.1341200000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:34", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_smiles_canonical": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "product_smiles_canonical": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "reactant_smiles": ["O=C(O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "CO"], "reactant_smiles_canonical": ["O=C(O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "CO"], "stability_raw": {"O=C(O)[C@@H]1CCCC2(CCCCC2)[C@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 212.289, "logP": 2.1825000000000006, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 13, 7, 6, 5, 4], [8, 9, 10, 11, 12, 7]], "bond_rings": [[14, 12, 6, 5, 4, 3], [8, 9, 10, 11, 15, 7]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}, "CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 32.042, "logP": -0.3915, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} 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"num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T08:34:34", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_smiles_canonical": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C[C@@H]1CCCC2(CCCCC2)[C@H]1O", "product_smiles_canonical": "O=C[C@@H]1CCCC2(CCCCC2)[C@H]1O", "reactant_smiles": ["OC[C@@H]1CCCC2(CCCCC2)[C@H]1O"], "reactant_smiles_canonical": ["OC[C@@H]1CCCC2(CCCCC2)[C@H]1O"], "stability_raw": {"OC[C@@H]1CCCC2(CCCCC2)[C@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 198.30599999999998, "logP": 2.0902000000000007, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 12, 6, 5, 4, 3], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 11, 5, 4, 3, 2], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:34", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_smiles_canonical": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "OC[C@@H]1CCCC2(CCCCC2)[C@H]1O", "product_smiles_canonical": "OC[C@@H]1CCCC2(CCCCC2)[C@H]1O", "reactant_smiles": ["C=C[C@@H]1CCCC2(CCCCC2)C1"], "reactant_smiles_canonical": ["C=C[C@@H]1CCCC2(CCCCC2)C1"], "stability_raw": {"C=C[C@@H]1CCCC2(CCCCC2)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 178.31899999999996, "logP": 4.313100000000003, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 12, 6, 5, 4, 3], [7, 8, 9, 10, 11, 6]], "bond_rings": [[12, 11, 5, 4, 3, 2], [7, 8, 9, 10, 13, 6]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Unnecessary bond formations: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 12", "Atom count mismatch for O: Reactant has 0, Product has 2", "Possible unnecessary bonds formed: Reactant has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T08:34:34", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_smiles_canonical": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C=C[C@@H]1CCCC2(CCCCC2)C1", "product_smiles_canonical": "C=C[C@@H]1CCCC2(CCCCC2)C1", "reactant_smiles": ["C=CC1CCCCC1", "BrCCCCCBr"], "reactant_smiles_canonical": ["C=CC1CCCCC1", "BrCCCCCBr"], "stability_raw": {"C=CC1CCCCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 110.2, "logP": 2.752700000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "BrCCCCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 229.94299999999998, "logP": 2.9465000000000012, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 0", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:34", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "CC(C)S(=O)(=O)Cl"], "reactant_smiles_canonical": ["N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "CC(C)S(=O)(=O)Cl"], "stability_raw": {"N[C@H]1CCOC[C@H]1c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 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"num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:34", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "O=C1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["O=C(O)CCC[C@H](O)c1ccc(I)cc1"], "reactant_smiles_canonical": ["O=C(O)CCC[C@H](O)c1ccc(I)cc1"], "stability_raw": {"O=C(O)CCC[C@H](O)c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 320.126, "logP": 2.5795000000000003, "h_bond_donors": 2, "h_bond_acceptors": 2, 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has 3, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:34", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)CCC[C@H](O)c1ccc(I)cc1", "product_smiles_canonical": "O=C(O)CCC[C@H](O)c1ccc(I)cc1", "reactant_smiles": ["O=C(O)CCCC(=O)c1ccc(I)cc1"], "reactant_smiles_canonical": ["O=C(O)CCCC(=O)c1ccc(I)cc1"], "stability_raw": {"O=C(O)CCCC(=O)c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 318.11, "logP": 2.7288000000000006, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 14, 13, 11, 10, 9]], "bond_rings": [[14, 13, 12, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:34", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C(O)CCCC(=O)c1ccc(I)cc1", "product_smiles_canonical": "O=C(O)CCCC(=O)c1ccc(I)cc1", "reactant_smiles": ["O=C(O)CCCC(=O)O", "Ic1ccccc1"], "reactant_smiles_canonical": ["O=C(O)CCCC(=O)O", "Ic1ccccc1"], "stability_raw": {"O=C(O)CCCC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.115, "logP": 0.32590000000000025, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "Ic1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 204.01000000000002, "logP": 2.2912, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Iodo", "from_positions": ["position 1"], "to_positions": ["para"]}], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Substituent position change detected: Iodo moved from position 1 to para position(s)"]}}} +{"timestamp": "2025-12-23T08:34:35", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "product_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "reactant_smiles": ["O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12", "CN1CC[C@@H](B(O)O)[C@@H]1CO"], "reactant_smiles_canonical": ["O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12", "CN1CC[C@@H](B(O)O)[C@@H]1CO"], "stability_raw": {"O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 401.13400000000007, "logP": 4.6525000000000025, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 23, 15, 14, 3, 2], [5, 6, 7, 12, 13, 4], [16, 18, 20, 21, 23, 15]], "bond_rings": [[23, 25, 14, 13, 2, 1], [5, 6, 11, 12, 24, 4], [17, 19, 20, 22, 25, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 26, "num_heavy_atoms": 24, "num_heavy_bonds": 26, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CN1CC[C@@H](B(O)O)[C@@H]1CO": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 158.99399999999997, "logP": -1.4742000000000004, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 8]], "bond_rings": [[1, 2, 3, 7, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Hydroxy", "from_positions": ["ortho"], "to_positions": ["ortho", "ortho"]}], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 5", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0", "Substituent position change detected: Hydroxy moved from ortho to ortho, ortho position(s)"]}}} +{"timestamp": "2025-12-23T08:34:35", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12", "product_smiles_canonical": "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12", "reactant_smiles": ["O=C1CCC(=O)N1Br", "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 322.238, "logP": 3.890000000000002, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 22, 15, 14, 3, 2], [5, 6, 7, 12, 13, 4], [16, 17, 19, 20, 22, 15]], "bond_rings": [[22, 24, 14, 13, 2, 1], [5, 6, 11, 12, 23, 4], [16, 18, 19, 21, 24, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 25, "num_heavy_atoms": 23, "num_heavy_bonds": 25, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -20 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for C: Reactant has 20, Product has 16", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6, 6, 6], Product rings [6, 6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:35", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12", "product_smiles_canonical": "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12", "reactant_smiles": ["CC(=O)c1c(O)cc(O)cc1O", "O=C(Cl)c1ccc(C(F)(F)F)cc1"], "reactant_smiles_canonical": ["CC(=O)c1c(O)cc(O)cc1O", "O=C(Cl)c1ccc(C(F)(F)F)cc1"], "stability_raw": {"CC(=O)c1c(O)cc(O)cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 168.14799999999997, "logP": 1.006, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 9, 7, 6, 4]], "bond_rings": [[11, 9, 8, 6, 5, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C(Cl)c1ccc(C(F)(F)F)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 208.56599999999997, "logP": 3.0844000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 12, 11, 6, 5, 4]], "bond_rings": [[12, 11, 10, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 5, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for Cl: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [6, 6], Product rings [6, 6, 6]", "Significant change in aromaticity: Reactant has 12 aromatic atoms, Product has 16"]}}} +{"timestamp": "2025-12-23T08:34:35", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "CN1CC[C@@H](B(O)O)[C@@H]1CO", "product_smiles_canonical": "CN1CC[C@@H](B(O)O)[C@@H]1CO", "reactant_smiles": ["CN1CC[C@@H](Br)[C@@H]1CO"], "reactant_smiles_canonical": ["CN1CC[C@@H](Br)[C@@H]1CO"], "stability_raw": {"CN1CC[C@@H](Br)[C@@H]1CO": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 194.072, "logP": 0.4463000000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 3", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 11 bonds"]}}} +{"timestamp": "2025-12-23T08:34:35", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 2, "product_smiles": "CN1CC[C@@H](Br)[C@@H]1CO", "product_smiles_canonical": "CN1CC[C@@H](Br)[C@@H]1CO", "reactant_smiles": ["CN1CC[C@@H](Br)[C@@H]1C=O"], "reactant_smiles_canonical": ["CN1CC[C@@H](Br)[C@@H]1C=O"], "stability_raw": {"CN1CC[C@@H](Br)[C@@H]1C=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 192.056, "logP": 0.6529, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:35", "job_id": "checker_20251223_083434_2996", "target_smiles_raw": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "CN1CC[C@@H](Br)[C@@H]1C=O", "product_smiles_canonical": "CN1CC[C@@H](Br)[C@@H]1C=O", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 15, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -30 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 6", "Atom count mismatch for O: Reactant has 0, Product has 1", "Atom count mismatch for N: Reactant has 0, Product has 1", "Ring size change detected: Reactant rings [], Product rings [5]", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 9 bonds"]}}} +{"timestamp": "2025-12-23T08:34:35", "job_id": "checker_20251223_083435_2996", "target_smiles_raw": "CC#CCn1c(Br)nc(C=O)c1C(=O)OC", "target_smiles_canonical": "CC#CCn1c(Br)nc(C=O)c1C(=O)OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC#CCn1c(Br)nc(C=O)c1C(=O)OC", "product_smiles_canonical": "CC#CCn1c(Br)nc(C=O)c1C(=O)OC", "reactant_smiles": ["CC#CCBr", "COC(=O)c1[nH]c(Br)nc1C=O"], "reactant_smiles_canonical": ["CC#CCBr", "COC(=O)c1[nH]c(Br)nc1C=O"], "stability_raw": {"CC#CCBr": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 132.988, "logP": 1.4046, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Moderately stable"}, "COC(=O)c1[nH]c(Br)nc1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 233.02100000000002, "logP": 0.7713000000000001, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 8, 9]], "bond_rings": [[4, 5, 7, 8, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:35", "job_id": "checker_20251223_083435_2996", "target_smiles_raw": "CC#CCn1c(Br)nc(C=O)c1C(=O)OC", "target_smiles_canonical": "CC#CCn1c(Br)nc(C=O)c1C(=O)OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)c1[nH]c(Br)nc1C=O", "product_smiles_canonical": "COC(=O)c1[nH]c(Br)nc1C=O", "reactant_smiles": ["COC(=O)c1[nH]cnc1C=O", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["COC(=O)c1[nH]cnc1C=O", "O=C1CCC(=O)N1Br"], "stability_raw": {"COC(=O)c1[nH]cnc1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 154.125, "logP": 0.008800000000000086, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 6", "Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for N: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [5, 5], Product rings [5]"]}}} +{"timestamp": "2025-12-23T08:34:36", "job_id": "checker_20251223_083435_2996", "target_smiles_raw": "Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12", "target_smiles_canonical": "Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12", "product_smiles_canonical": "Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12", "reactant_smiles": ["Cc1ccn2cc(C=O)n(-c3ccccc3)c(=O)c12"], "reactant_smiles_canonical": ["Cc1ccn2cc(C=O)n(-c3ccccc3)c(=O)c12"], "stability_raw": {"Cc1ccn2cc(C=O)n(-c3ccccc3)c(=O)c12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 252.273, "logP": 2.21112, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 4, 18], [5, 6, 9, 16, 18, 4], [11, 12, 13, 14, 15, 10]], "bond_rings": [[1, 2, 3, 19, 18], [5, 8, 15, 17, 19, 4], [11, 12, 13, 14, 20, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 15, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:36", "job_id": "checker_20251223_083435_2996", "target_smiles_raw": "Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12", "target_smiles_canonical": "Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Cc1ccn2cc(C=O)n(-c3ccccc3)c(=O)c12", "product_smiles_canonical": "Cc1ccn2cc(C=O)n(-c3ccccc3)c(=O)c12", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -75 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 0, Product has 15", "Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for N: Reactant has 0, Product has 2", "Ring size change detected: Reactant rings [], Product rings [5, 6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 15", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 21 bonds"]}}} +{"timestamp": "2025-12-23T08:34:36", "job_id": "checker_20251223_083436_2996", "target_smiles_raw": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "product_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "reactant_smiles": ["O=C(O)CO", "CC(C)(CO)Nc1cc(Br)ncc1N"], "reactant_smiles_canonical": ["O=C(O)CO", "CC(C)(CO)Nc1cc(Br)ncc1N"], "stability_raw": {"O=C(O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.051, "logP": -0.9367000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(CO)Nc1cc(Br)ncc1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 260.135, "logP": 1.6091, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 10, 8, 7]], "bond_rings": [[13, 11, 10, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 25, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 9"]}}} +{"timestamp": "2025-12-23T08:34:36", "job_id": "checker_20251223_083436_2996", "target_smiles_raw": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(CO)Nc1cc(Br)ncc1N", "product_smiles_canonical": "CC(C)(CO)Nc1cc(Br)ncc1N", "reactant_smiles": ["CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1"], "reactant_smiles_canonical": ["CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1"], "stability_raw": {"CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.3420000000001, "logP": 5.196000000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 6}, "ring_data": {"num_rings": 3, "atom_rings": [[6, 12, 11, 10, 8, 7], [16, 17, 18, 19, 20, 15], [22, 23, 24, 25, 26, 21]], "bond_rings": [[26, 11, 10, 9, 7, 6], [16, 17, 18, 19, 27, 15], [22, 23, 24, 25, 28, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 27, "num_bonds": 29, "num_heavy_atoms": 27, "num_heavy_bonds": 29, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -65 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 22, Product has 9", "Ring size change detected: Reactant rings [6, 6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 18 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T08:34:36", "job_id": "checker_20251223_083436_2996", "target_smiles_raw": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1", "product_smiles_canonical": "CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1", "reactant_smiles": ["N=C(c1ccccc1)c1ccccc1", "CC(C)(CO)Nc1cc(Br)ncc1Br"], "reactant_smiles_canonical": ["N=C(c1ccccc1)c1ccccc1", "CC(C)(CO)Nc1cc(Br)ncc1Br"], "stability_raw": {"N=C(c1ccccc1)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 181.238, "logP": 3.1027700000000014, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 7, 2], [9, 10, 11, 12, 13, 8]], "bond_rings": [[3, 4, 5, 6, 13, 2], [9, 10, 11, 12, 14, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CC(C)(CO)Nc1cc(Br)ncc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 324.01599999999996, "logP": 2.7894000000000005, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 10, 8, 7]], "bond_rings": [[13, 11, 10, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:36", "job_id": "checker_20251223_083436_2996", "target_smiles_raw": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(CO)Nc1cc(Br)ncc1Br", "product_smiles_canonical": "CC(C)(CO)Nc1cc(Br)ncc1Br", "reactant_smiles": ["CC(C)(N)CO", "Brc1cc(Br)c(Br)cn1"], "reactant_smiles_canonical": ["CC(C)(N)CO", "Brc1cc(Br)c(Br)cn1"], "stability_raw": {"CC(C)(N)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.13799999999999, "logP": -0.2840000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Brc1cc(Br)c(Br)cn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 315.79, "logP": 3.3691000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 7, 5, 3, 2]], "bond_rings": [[8, 7, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Bromo", "from_positions": ["meta", "ortho", "ortho"], "to_positions": ["meta", "ortho"]}], "detected_issues": ["Atom count mismatch for Br: Reactant has 3, Product has 2", "Substituent position change detected: Bromo moved from meta, ortho, ortho to meta, ortho position(s)"]}}} 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[], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T08:34:36", "job_id": "checker_20251223_083436_2996", "target_smiles_raw": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S", "target_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "O=C(O)[C@@H](CC=C)C(C(=O)O)(C(=O)O)C(=O)O", "product_smiles_canonical": "C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O", "reactant_smiles": ["C=CCC(C(=O)O)C(=O)O", "O=C(O)C(=O)C(=O)O"], "reactant_smiles_canonical": ["C=CCC(C(=O)O)C(=O)O", "O=C(O)C(=O)C(=O)O"], "stability_raw": {"C=CCC(C(=O)O)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 144.12599999999998, "logP": 0.3478999999999999, "h_bond_donors": 2, 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"product_smiles": "C=CCC(C(=O)O)C(=O)O", "product_smiles_canonical": "C=CCC(C(=O)O)C(=O)O", "reactant_smiles": ["C=CCC(C(=O)OCC)C(=O)OCC"], "reactant_smiles_canonical": ["C=CCC(C(=O)OCC)C(=O)OCC"], "stability_raw": {"C=CCC(C(=O)OCC)C(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 200.23399999999995, "logP": 1.3049, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 6}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 13, "num_heavy_atoms": 14, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -20 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"num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_smiles_canonical": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)c1nc(C(F)(F)F)c(CC)[nH]1", "product_smiles_canonical": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "reactant_smiles": ["CCc1cnc(C(F)(F)F)[nH]1", "O=C=O"], "reactant_smiles_canonical": ["CCc1cnc(C(F)(F)F)[nH]1", "O=C=O"], "stability_raw": {"CCc1cnc(C(F)(F)F)[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 164.13, "logP": 1.9909, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 10]], "bond_rings": [[2, 3, 4, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C=O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 44.009, "logP": -0.5835, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_smiles_canonical": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "CCc1cnc(C(F)(F)F)[nH]1", "product_smiles_canonical": "CCc1cnc(C(F)(F)F)[nH]1", "reactant_smiles": ["CC(=O)c1cnc(C(F)(F)F)[nH]1"], "reactant_smiles_canonical": ["CC(=O)c1cnc(C(F)(F)F)[nH]1"], "stability_raw": {"CC(=O)c1cnc(C(F)(F)F)[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 178.113, "logP": 1.6311, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 11]], "bond_rings": [[3, 4, 5, 10, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_smiles_canonical": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "CC(=O)c1cnc(C(F)(F)F)[nH]1", "product_smiles_canonical": "CC(=O)c1cnc(C(F)(F)F)[nH]1", "reactant_smiles": ["CC(=O)Cl", "FC(F)(F)c1ncc[nH]1"], "reactant_smiles_canonical": ["CC(=O)Cl", "FC(F)(F)c1ncc[nH]1"], "stability_raw": {"CC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.498, "logP": 0.7717, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "FC(F)(F)c1ncc[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.076, "logP": 1.4284999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "product_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "reactant_smiles": ["COC[C@H](C)CO", "BrCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1"], "reactant_smiles_canonical": ["COC[C@H](C)CO", "CC(=O)NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br"], "stability_raw": {"COC[C@H](C)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 104.149, "logP": 0.26120000000000004, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "BrCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 577.3170000000002, "logP": 4.642300000000003, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 32, 31, 5, 4, 3], [8, 9, 10, 11, 12, 6], [14, 13, 29, 16, 15], [18, 19, 20, 21, 22, 17]], "bond_rings": [[32, 31, 30, 4, 3, 2], [8, 9, 10, 11, 33, 7], [13, 34, 28, 15, 14], [18, 19, 20, 21, 35, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 33, "num_bonds": 36, "num_heavy_atoms": 33, "num_heavy_bonds": 36, "num_aromatic_atoms": 17, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC[C@H](C)CO", "product_smiles_canonical": "COC[C@H](C)CO", "reactant_smiles": ["COC[C@H](C)C(=O)O"], "reactant_smiles_canonical": ["COC[C@H](C)C(=O)O"], "stability_raw": {"COC[C@H](C)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.13199999999999, "logP": 0.3535000000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "BrCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "product_smiles_canonical": "CC(=O)NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br", "reactant_smiles": ["BrCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCN)c2Br)cc1", "CC(=O)Cl"], "reactant_smiles_canonical": ["NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br", "CC(=O)Cl"], "stability_raw": {"BrCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCN)c2Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 535.2800000000002, "logP": 4.464900000000003, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 6}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 29, 28, 5, 4, 3], [8, 9, 10, 11, 12, 6], [14, 13, 26, 16, 15], [18, 19, 20, 21, 22, 17]], "bond_rings": [[29, 28, 27, 4, 3, 2], [8, 9, 10, 11, 30, 7], [13, 31, 25, 15, 14], [18, 19, 20, 21, 32, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 33, "num_heavy_atoms": 30, "num_heavy_bonds": 33, "num_aromatic_atoms": 17, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "CC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.498, "logP": 0.7717, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "BrCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCN)c2Br)cc1", "product_smiles_canonical": "NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br", "reactant_smiles": ["BrCc1ccc(C(=O)CCNCCc2noc(-c3ccccc3CCN)c2Br)cc1"], "reactant_smiles_canonical": ["NCCc1ccccc1-c1onc(CCNCCC(=O)c2ccc(CBr)cc2)c1Br"], "stability_raw": {"BrCc1ccc(C(=O)CCNCCc2noc(-c3ccccc3CCN)c2Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 535.2800000000002, "logP": 4.905300000000003, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 11}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 29, 28, 5, 4, 3], [14, 13, 26, 16, 15], [18, 19, 20, 21, 22, 17]], "bond_rings": [[29, 28, 27, 4, 3, 2], [13, 30, 25, 15, 14], [18, 19, 20, 21, 31, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 32, "num_heavy_atoms": 30, "num_heavy_bonds": 32, "num_aromatic_atoms": 17, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 6, 6, 6]", "Possible unnecessary bonds formed: Reactant has 32 bonds, Product has 33 bonds"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "BrCc1ccc(C(=O)CCNCCc2noc(-c3ccccc3CCN)c2Br)cc1", "product_smiles_canonical": "NCCc1ccccc1-c1onc(CCNCCC(=O)c2ccc(CBr)cc2)c1Br", "reactant_smiles": ["O=CCC(=O)c1ccc(CBr)cc1", "NCCc1noc(-c2ccccc2CCN)c1Br"], "reactant_smiles_canonical": ["O=CCC(=O)c1ccc(CBr)cc1", "NCCc1ccccc1-c1onc(CCN)c1Br"], "stability_raw": {"O=CCC(=O)c1ccc(CBr)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 241.08399999999997, "logP": 2.3532, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 12, 11, 8, 7, 6]], "bond_rings": [[12, 11, 10, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "NCCc1noc(-c2ccccc2CCN)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 310.19499999999994, "logP": 2.1064999999999996, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 16], [8, 9, 10, 11, 12, 7]], "bond_rings": [[3, 4, 5, 15, 17], [8, 9, 10, 11, 18, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "O=CCC(=O)c1ccc(CBr)cc1", "product_smiles_canonical": "O=CCC(=O)c1ccc(CBr)cc1", "reactant_smiles": ["Cc1ccc(C(=O)CC=O)cc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Cc1ccc(C(=O)CC=O)cc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"Cc1ccc(C(=O)CC=O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.18800000000002, "logP": 1.7667199999999998, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 11, 10, 4, 3, 2]], "bond_rings": [[11, 10, 9, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 10", "Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "Cc1ccc(C(=O)CC=O)cc1", "product_smiles_canonical": "Cc1ccc(C(=O)CC=O)cc1", "reactant_smiles": ["CCOC=O", "CC(=O)c1ccc(C)cc1"], "reactant_smiles_canonical": ["CCOC=O", "CC(=O)c1ccc(C)cc1"], "stability_raw": {"CCOC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.07900000000001, "logP": 0.17930000000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(=O)c1ccc(C)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.17799999999997, "logP": 2.1976200000000006, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 10", "Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 4, "depth": 4, "product_smiles": "NCCc1noc(-c2ccccc2CCN)c1Br", "product_smiles_canonical": "NCCc1ccccc1-c1onc(CCN)c1Br", "reactant_smiles": ["BrCCc1noc(-c2ccccc2CCBr)c1Br"], "reactant_smiles_canonical": ["BrCCc1ccccc1-c1onc(CCBr)c1Br"], "stability_raw": {"BrCCc1noc(-c2ccccc2CCBr)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 437.95700000000005, "logP": 4.978900000000002, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 16], [8, 9, 10, 11, 12, 7]], "bond_rings": [[3, 4, 5, 15, 17], [8, 9, 10, 11, 18, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 1, Product has 3"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 5, "product_smiles": "BrCCc1noc(-c2ccccc2CCBr)c1Br", "product_smiles_canonical": "BrCCc1ccccc1-c1onc(CCBr)c1Br", "reactant_smiles": ["CCc1ccccc1-c1onc(CC)c1Br"], "reactant_smiles_canonical": ["CCc1ccccc1-c1onc(CC)c1Br"], "stability_raw": {"CCc1ccccc1-c1onc(CC)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 280.16499999999996, "logP": 4.228900000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 8, 14, 11, 10]], "bond_rings": [[15, 6, 5, 4, 3, 2], [8, 16, 13, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 3", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 19 bonds"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 6, "product_smiles": "CCc1ccccc1-c1onc(CC)c1Br", "product_smiles_canonical": "CCc1ccccc1-c1onc(CC)c1Br", "reactant_smiles": ["C=Cc1noc(-c2ccccc2CC)c1Br"], "reactant_smiles_canonical": ["C=Cc1noc(-c2ccccc2CC)c1Br"], "stability_raw": {"C=Cc1noc(-c2ccccc2CC)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 278.14899999999994, "logP": 4.309500000000002, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 14], [7, 8, 9, 10, 11, 6]], "bond_rings": [[2, 3, 4, 13, 15], [7, 8, 9, 10, 16, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 7, "product_smiles": "C=Cc1noc(-c2ccccc2CC)c1Br", "product_smiles_canonical": "C=Cc1noc(-c2ccccc2CC)c1Br", "reactant_smiles": ["C=CB1OC(C)(C)C(C)(C)O1", "CCc1ccccc1-c1onc(Cl)c1Br"], "reactant_smiles_canonical": ["C=CB1OC(C)(C)C(C)(C)O1", "CCc1ccccc1-c1onc(Cl)c1Br"], "stability_raw": {"C=CB1OC(C)(C)C(C)(C)O1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 154.01799999999997, "logP": 1.8037999999999998, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 7, 10]], "bond_rings": [[2, 3, 6, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "CCc1ccccc1-c1onc(Cl)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 286.5559999999999, "logP": 4.319900000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 8, 13, 11, 10]], "bond_rings": [[14, 6, 5, 4, 3, 2], [8, 15, 12, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 20, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -30 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for C: Reactant has 19, Product has 13", "Atom count mismatch for Cl: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 5, 6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 8, "product_smiles": "CCc1ccccc1-c1onc(Cl)c1Br", "product_smiles_canonical": "CCc1ccccc1-c1onc(Cl)c1Br", "reactant_smiles": ["O=C1CCC(=O)N1Br", "CCc1ccccc1-c1cc(Cl)no1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "CCc1ccccc1-c1cc(Cl)no1"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CCc1ccccc1-c1cc(Cl)no1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.65999999999997, "logP": 3.557400000000002, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 8, 13, 12, 10]], "bond_rings": [[13, 6, 5, 4, 3, 2], [8, 14, 12, 11, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -20 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for C: Reactant has 15, Product has 11", "Atom count mismatch for N: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [5, 5, 6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T08:34:37", "job_id": "checker_20251223_083437_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 11, "depth": 9, "product_smiles": "CCc1ccccc1-c1cc(Cl)no1", "product_smiles_canonical": "CCc1ccccc1-c1cc(Cl)no1", "reactant_smiles": ["O=[N+]([O-])CCl", "C#Cc1ccccc1CC"], "reactant_smiles_canonical": ["O=[N+]([O-])CCl", "C#Cc1ccccc1CC"], "stability_raw": {"O=[N+]([O-])CCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 95.48500000000001, "logP": 0.4593999999999999, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "C#Cc1ccccc1CC": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 130.18999999999997, "logP": 2.2303000000000006, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 25, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -5 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 11", "Possible unnecessary bonds formed: Reactant has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "reactant_smiles": ["COCCCc1cc(C=O)cc(OCCCC#N)c1", "NC1CC1", "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1"], "reactant_smiles_canonical": ["COCCCc1cc(C=O)cc(OCCCC#N)c1", "NC1CC1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1"], "stability_raw": {"COCCCc1cc(C=O)cc(OCCCC#N)c1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 261.3209999999999, "logP": 2.7606800000000016, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 18, 11, 10, 7, 6]], "bond_rings": [[18, 17, 10, 9, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Moderately stable"}, "NC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10749999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000003, "logP": 6.184820000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 15, 14, 13, 5, 4], [17, 18, 19, 33, 34, 16], [25, 27, 28, 30, 31, 24]], "bond_rings": [[34, 14, 13, 12, 4, 3], [17, 18, 32, 33, 35, 16], [26, 27, 29, 30, 36, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 7"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(C=O)cc(OCCCC#N)c1", "product_smiles_canonical": "COCCCc1cc(C=O)cc(OCCCC#N)c1", "reactant_smiles": ["C=CCOC", "N#CCCCOc1cc(Br)cc(C=O)c1"], "reactant_smiles_canonical": ["C=CCOC", "N#CCCCOc1cc(Br)cc(C=O)c1"], "stability_raw": {"C=CCOC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 72.107, "logP": 0.8188, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "N#CCCCOc1cc(Br)cc(C=O)c1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 268.10999999999996, "logP": 2.944180000000001, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 14, 11, 10, 8, 7]], "bond_rings": [[14, 13, 10, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "N#CCCCOc1cc(Br)cc(C=O)c1", "product_smiles_canonical": "N#CCCCOc1cc(Br)cc(C=O)c1", "reactant_smiles": ["N#CCCCBr", "O=Cc1cc(O)cc(Br)c1"], "reactant_smiles_canonical": ["N#CCCCBr", "O=Cc1cc(O)cc(Br)c1"], "stability_raw": {"N#CCCCBr": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 148.003, "logP": 1.68508, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}, "O=Cc1cc(O)cc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 201.01899999999998, "logP": 1.9671999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 7, 6, 4, 3]], "bond_rings": [[9, 8, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.32400000000007, "logP": 4.537320000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 26, 27, 9], [18, 20, 21, 23, 24, 17]], "bond_rings": [[27, 7, 6, 5, 4, 3], [10, 11, 25, 26, 28, 9], [19, 20, 22, 23, 29, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 31, Product has 26", "Atom count mismatch for O: Reactant has 9, Product has 6"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 2, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "stability_raw": {"OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27300000000002, "logP": 1.0776, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 265.30899999999997, "logP": 0.6042999999999998, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[18, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 12", "Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 5, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O", "product_smiles_canonical": "O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CC=O", "NC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CCC(CC=O)c1ccc(O)cc1", "NC[C@H](O)C=O"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.21399999999997, "logP": 1.6538, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "NC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.094, "logP": -1.4950999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 6, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CC=O", "product_smiles_canonical": "O=CCC(CC=O)c1ccc(O)cc1", "reactant_smiles": ["OCC[C@@H](c1ccc(O)cc1)CCO"], "reactant_smiles_canonical": ["OCCC(CCO)c1ccc(O)cc1"], "stability_raw": {"OCC[C@@H](c1ccc(O)cc1)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.24599999999998, "logP": 1.2406, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 7, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 11", "Atom count mismatch for O: Reactant has 2, Product has 3", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 8, "product_smiles": "C=Cc1ccc(O)cc1", "product_smiles_canonical": "C=Cc1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(OC)cc1"], "reactant_smiles_canonical": ["C=Cc1ccc(OC)cc1"], "stability_raw": {"C=Cc1ccc(OC)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 2.3382000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 4, "depth": 3, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 3, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T08:34:38", "job_id": "checker_20251223_083438_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 12, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T08:34:39", "job_id": "checker_20251223_083439_2996", "target_smiles_raw": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_smiles_canonical": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "product_smiles_canonical": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "reactant_smiles": ["COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1"], "reactant_smiles_canonical": ["COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1"], "stability_raw": {"COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 359.45100000000014, "logP": 3.603600000000003, "h_bond_donors": 1, "h_bond_acceptors": 7, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[4, 24, 23, 7, 6, 5], [9, 8, 22, 14, 13], [15, 16, 17, 21, 22, 14], [18, 17, 21, 20, 19]], "bond_rings": [[24, 23, 22, 6, 5, 4], [8, 25, 26, 13, 12], [15, 16, 27, 21, 26, 14], [17, 27, 20, 19, 18]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 18, Product has 17", "Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:39", "job_id": "checker_20251223_083439_2996", "target_smiles_raw": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_smiles_canonical": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1", "product_smiles_canonical": "COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1", "reactant_smiles": ["C[C@@H](O)C(N)=O", "COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1"], "reactant_smiles_canonical": ["C[C@@H](O)C(N)=O", "COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1"], "stability_raw": {"C[C@@H](O)C(N)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.09400000000001, "logP": -1.1475000000000002, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 305.40300000000013, "logP": 3.0222000000000016, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[4, 20, 19, 7, 6, 5], [10, 12, 13, 14, 18, 9], [15, 14, 18, 17, 16]], "bond_rings": [[20, 19, 18, 6, 5, 4], [11, 12, 13, 22, 21, 9], [14, 22, 17, 16, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 23, "num_heavy_atoms": 21, "num_heavy_bonds": 23, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 5, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for N: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 5, 6, 6]", "Significant change in aromaticity: Reactant has 9 aromatic atoms, Product has 12"]}}} +{"timestamp": "2025-12-23T08:34:39", "job_id": "checker_20251223_083439_2996", "target_smiles_raw": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_smiles_canonical": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1", "product_smiles_canonical": "COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1", "reactant_smiles": ["COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1"], "reactant_smiles_canonical": ["COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1"], "stability_raw": {"COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 335.3850000000001, "logP": 3.348200000000002, "h_bond_donors": 1, "h_bond_acceptors": 7, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[4, 22, 21, 7, 6, 5], [10, 14, 15, 16, 20, 9], [17, 16, 20, 19, 18]], "bond_rings": [[22, 21, 20, 6, 5, 4], [13, 14, 15, 24, 23, 9], [16, 24, 19, 18, 17]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 25, "num_heavy_atoms": 23, "num_heavy_bonds": 25, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:39", "job_id": "checker_20251223_083439_2996", "target_smiles_raw": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_smiles_canonical": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1", "product_smiles_canonical": "COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1", "reactant_smiles": ["COC(=O)[C@H]1CC[C@H](N)CC1", "O=[N+]([O-])c1cnc2ccsc2c1Cl"], "reactant_smiles_canonical": ["COC(=O)[C@H]1CC[C@H](N)CC1", "O=[N+]([O-])c1cnc2ccsc2c1Cl"], "stability_raw": {"COC(=O)[C@H]1CC[C@H](N)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 157.21299999999997, "logP": 0.6768999999999997, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[10, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "O=[N+]([O-])c1cnc2ccsc2c1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 214.63299999999998, "logP": 2.8579000000000008, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 11, 10, 6, 5, 4], [7, 6, 10, 9, 8]], "bond_rings": [[12, 10, 13, 5, 4, 3], [6, 13, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:39", "job_id": "checker_20251223_083439_2996", "target_smiles_raw": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_smiles_canonical": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "product_smiles_canonical": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "reactant_smiles": ["C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F", "CC(O)C(C)O"], "reactant_smiles_canonical": ["C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F", "CC(O)C(C)O"], "stability_raw": {"C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 232.20099999999994, "logP": 1.8384, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 9, 7, 6, 4]], "bond_rings": [[15, 9, 8, 6, 5, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 16, "num_heavy_atoms": 16, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 16}, "assessment": "Moderately stable"}, "CC(O)C(C)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 90.122, "logP": -0.252, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Possible unnecessary bonds formed: Reactant has 21 bonds, Product has 22 bonds"]}}} +{"timestamp": "2025-12-23T08:34:39", "job_id": "checker_20251223_083439_2996", "target_smiles_raw": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_smiles_canonical": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F", "product_smiles_canonical": "C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F", "reactant_smiles": ["CC1=CC(=O)CC(C)(C(F)(F)F)C1=O", "C#C"], "reactant_smiles_canonical": ["CC1=CC(=O)CC(C)(C(F)(F)F)C1=O", "C#C"], "stability_raw": {"CC1=CC(=O)CC(C)(C(F)(F)F)C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 206.16299999999995, "logP": 2.0432, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 6, 5, 3, 2]], "bond_rings": [[13, 11, 5, 4, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "C#C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 26.037999999999997, "logP": 0.24939999999999998, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T08:34:39", "job_id": "checker_20251223_083439_2996", "target_smiles_raw": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_smiles_canonical": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC1=CC(=O)CC(C)(C(F)(F)F)C1=O", "product_smiles_canonical": "CC1=CC(=O)CC(C)(C(F)(F)F)C1=O", "reactant_smiles": ["CC1=CC(=O)CCC1", "CC(=O)C(F)(F)F"], "reactant_smiles_canonical": ["CC1=CC(=O)CCC1", "CC(=O)C(F)(F)F"], "stability_raw": {"CC1=CC(=O)CCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 110.156, "logP": 1.6857, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 5, 3, 2]], "bond_rings": [[7, 6, 5, 4, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(=O)C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 112.05000000000001, "logP": 1.1377, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T08:34:39", "job_id": "checker_20251223_083439_2996", "target_smiles_raw": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_smiles_canonical": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC1=CC(=O)CCC1", "product_smiles_canonical": "CC1=CC(=O)CCC1", "reactant_smiles": ["CC(=O)O", "CC1=CCCCC1"], "reactant_smiles_canonical": ["CC(=O)O", "CC1=CCCCC1"], "stability_raw": {"CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.05200000000001, "logP": 0.09089999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC1=CCCCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 96.17300000000002, "logP": 2.5067000000000004, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 7", "Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "reactant_smiles": ["CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F"], "stability_raw": {"CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 469.32600000000014, "logP": 5.306900000000004, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[10, 11, 12, 13, 14, 9], [22, 23, 24, 25, 27, 21]], "bond_rings": [[10, 11, 12, 13, 28, 9], [22, 23, 24, 26, 29, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 30, "num_heavy_atoms": 29, "num_heavy_bonds": 30, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [6, 6], Product rings [6, 6, 7]"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F", "reactant_smiles": ["CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O", "N[C@H](CCBr)c1cccc(F)c1F"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O", "N[C@H](CCBr)c1cccc(F)c1F"], "stability_raw": {"CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 264.281, "logP": 1.6588, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[11, 16, 15, 14, 13, 12]], "bond_rings": [[18, 15, 14, 13, 12, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "N[C@H](CCBr)c1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 250.08599999999998, "logP": 2.749600000000001, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 9, 8, 7, 6]], "bond_rings": [[12, 10, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 22, Product has 21", "Atom count mismatch for N: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O", "reactant_smiles": ["CN(C)C=O", "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1"], "reactant_smiles_canonical": ["CN(C)C=O", "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1"], "stability_raw": {"CN(C)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 73.095, "logP": -0.2956000000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.27100000000002, "logP": 1.8463, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[11, 16, 15, 14, 13, 12]], "bond_rings": [[16, 15, 14, 13, 12, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (C7.N1.O3)", "from_positions": ["position 1"], "to_positions": ["ortho"]}], "detected_issues": ["Atom count mismatch for C: Reactant has 15, Product has 13", "Atom count mismatch for N: Reactant has 3, Product has 2", "Substituent position change detected: Group (C7.N1.O3) moved from position 1 to ortho position(s)"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1", "reactant_smiles": ["CC(C)(C)OC(=O)N[C@H](CO)c1cccnc1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@H](CO)c1cccnc1"], "stability_raw": {"CC(C)(C)OC(=O)N[C@H](CO)c1cccnc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 238.287, "logP": 1.6397, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[11, 16, 15, 14, 13, 12]], "bond_rings": [[16, 15, 14, 13, 12, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "N[C@H](CCBr)c1cccc(F)c1F", "product_smiles_canonical": "N[C@H](CCBr)c1cccc(F)c1F", "reactant_smiles": ["O=C1CCC(=O)N1Br", "N[C@H](CCO)c1cccc(F)c1F"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "N[C@H](CCO)c1cccc(F)c1F"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N[C@H](CCO)c1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.18899999999994, "logP": 1.347, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 9, 8, 7, 6]], "bond_rings": [[12, 10, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -20 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 9", "Atom count mismatch for N: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "N[C@H](CCO)c1cccc(F)c1F", "product_smiles_canonical": "N[C@H](CCO)c1cccc(F)c1F", "reactant_smiles": ["N[C@H](CC(=O)O)c1cccc(F)c1F"], "reactant_smiles_canonical": ["N[C@H](CC(=O)O)c1cccc(F)c1F"], "stability_raw": {"N[C@H](CC(=O)O)c1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 201.17199999999994, "logP": 1.4393, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 10, 9, 8, 7]], "bond_rings": [[13, 11, 9, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "product_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "reactant_smiles": ["CS(=O)(=O)CCN1CCC(c2ccc(O)c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCBr)CC1"], "reactant_smiles_canonical": ["CS(=O)(=O)CCN1CCC(c2ccc(O)c(-n3nc(-c4ncnn4CC(F)(F)F)cc3CCBr)c2)CC1"], "stability_raw": {"CS(=O)(=O)CCN1CCC(c2ccc(O)c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCBr)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 605.4810000000001, "logP": 3.560100000000002, "h_bond_donors": 1, "h_bond_acceptors": 9, "rotatable_bonds": 9}, "ring_data": {"num_rings": 4, "atom_rings": [[6, 36, 35, 9, 8, 7], [11, 12, 13, 15, 16, 10], [18, 17, 31, 30, 19], [21, 20, 24, 23, 22]], "bond_rings": [[36, 35, 34, 8, 7, 6], [11, 12, 14, 15, 37, 10], [17, 38, 30, 29, 18], [20, 39, 23, 22, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 37, "num_bonds": 40, "num_heavy_atoms": 37, "num_heavy_bonds": 40, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 21}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 5, 6, 6], Product rings [5, 5, 6, 6, 7]"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CS(=O)(=O)CCN1CCC(c2ccc(O)c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCBr)CC1", "product_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc(O)c(-n3nc(-c4ncnn4CC(F)(F)F)cc3CCBr)c2)CC1", "reactant_smiles": ["CS(=O)(=O)CCN1CCC(c2ccc(O)c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CC)CC1"], "reactant_smiles_canonical": ["CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCN(CCS(C)(=O)=O)CC2)ccc1O"], "stability_raw": {"CS(=O)(=O)CCN1CCC(c2ccc(O)c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CC)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 526.5850000000002, "logP": 3.185100000000001, "h_bond_donors": 1, "h_bond_acceptors": 9, "rotatable_bonds": 8}, "ring_data": {"num_rings": 4, "atom_rings": [[6, 35, 34, 9, 8, 7], [11, 12, 13, 15, 16, 10], [18, 17, 31, 30, 19], [21, 20, 24, 23, 22]], "bond_rings": [[35, 34, 33, 8, 7, 6], [11, 12, 14, 15, 36, 10], [17, 37, 30, 29, 18], [20, 38, 23, 22, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 36, "num_bonds": 39, "num_heavy_atoms": 36, "num_heavy_bonds": 39, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 20}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 39 bonds, Product has 40 bonds"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CS(=O)(=O)CCN1CCC(c2ccc(O)c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CC)CC1", "product_smiles_canonical": "CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCN(CCS(C)(=O)=O)CC2)ccc1O", "reactant_smiles": ["Oc1ccc(cc1-n1nc(-c2ncnn2CC(F)(F)F)cc1CC)C1CCNCC1", "CS(=O)(=O)CCBr"], "reactant_smiles_canonical": ["CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCNCC2)ccc1O", "CS(=O)(=O)CCBr"], "stability_raw": {"Oc1ccc(cc1-n1nc(-c2ncnn2CC(F)(F)F)cc1CC)C1CCNCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 420.43900000000025, "logP": 3.4281000000000015, "h_bond_donors": 2, "h_bond_acceptors": 7, "rotatable_bonds": 5}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 6, 5, 4, 3, 2], [8, 7, 21, 20, 9], [11, 10, 14, 13, 12], [25, 26, 27, 28, 29, 24]], "bond_rings": [[29, 5, 4, 3, 2, 1], [7, 30, 20, 19, 8], [10, 32, 13, 12, 11], [25, 26, 27, 28, 31, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 33, "num_heavy_atoms": 30, "num_heavy_bonds": 33, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "CS(=O)(=O)CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.058, "logP": 0.42590000000000006, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "Oc1ccc(cc1-n1nc(-c2ncnn2CC(F)(F)F)cc1CC)C1CCNCC1", "product_smiles_canonical": "CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCNCC2)ccc1O", "reactant_smiles": ["Oc1ccc(C2CCNCC2)cc1Br", "CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1"], "reactant_smiles_canonical": ["Oc1ccc(C2CCNCC2)cc1Br", "CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1"], "stability_raw": {"Oc1ccc(C2CCNCC2)cc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 256.143, "logP": 2.6217000000000006, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[13, 11, 10, 3, 2, 1], [6, 7, 8, 9, 14, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 245.20799999999997, "logP": 1.7928999999999997, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 15, 16], [6, 5, 9, 8, 7]], "bond_rings": [[2, 3, 14, 15, 16], [5, 17, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "Oc1ccc(C2CCNCC2)cc1Br", "product_smiles_canonical": "Oc1ccc(C2CCNCC2)cc1Br", "reactant_smiles": ["O=C1CCC(=O)N1Br", "Oc1ccc(C2CCNCC2)cc1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "Oc1ccc(C2CCNCC2)cc1"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "Oc1ccc(C2CCNCC2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.24699999999999, "logP": 1.8592, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 15, Product has 11", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 3, "depth": 4, "product_smiles": "CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1", "product_smiles_canonical": "CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1", "reactant_smiles": ["FC(F)(F)CBr", "CCc1cc(-c2ncn[nH]2)n[nH]1"], "reactant_smiles_canonical": ["FC(F)(F)CBr", "CCc1cc(-c2ncn[nH]2)n[nH]1"], "stability_raw": {"FC(F)(F)CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.936, "logP": 1.9436, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "CCc1cc(-c2ncn[nH]2)n[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 163.18400000000003, "logP": 0.7571999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 10, 11], [6, 5, 9, 8, 7]], "bond_rings": [[2, 3, 9, 10, 11], [5, 12, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "CCc1cc(-c2ncn[nH]2)n[nH]1", "product_smiles_canonical": "CCc1cc(-c2ncn[nH]2)n[nH]1", "reactant_smiles": ["NN", "CCC(=O)Cl", "CC(=O)c1ncn[nH]1"], "reactant_smiles_canonical": ["NN", "CCC(=O)Cl", "CC(=O)c1ncn[nH]1"], "stability_raw": {"NN": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 32.046, "logP": -1.1812, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CCC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 92.525, "logP": 1.1618, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(=O)c1ncn[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 111.104, "logP": 0.007299999999999918, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 7]], "bond_rings": [[3, 4, 5, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Cl: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5], Product rings [5, 5]", "Significant change in aromaticity: Reactant has 5 aromatic atoms, Product has 10"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "NN", "product_smiles_canonical": "NN", "reactant_smiles": ["NN=O"], "reactant_smiles_canonical": ["NN=O"], "stability_raw": {"NN=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 46.029, "logP": -0.3734999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:40", "job_id": "checker_20251223_083440_2996", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 7, "product_smiles": "NN=O", "product_smiles_canonical": "NN=O", "reactant_smiles": ["O=N[N+](=O)[O-]"], "reactant_smiles_canonical": ["O=N[N+](=O)[O-]"], "stability_raw": {"O=N[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.011, "logP": -0.055499999999999994, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "product_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "reactant_smiles": ["C[C@@H]1CCCN1", "BrCCc1nnc2cc(Br)ccc2c1O"], "reactant_smiles_canonical": ["C[C@@H]1CCCN1", "Oc1c(CCBr)nnc2cc(Br)ccc12"], "stability_raw": {"C[C@@H]1CCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 85.15, "logP": 0.7583, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "BrCCc1nnc2cc(Br)ccc2c1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 331.99500000000006, "logP": 3.0353000000000008, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 13, 12, 6, 5, 4], [7, 8, 10, 11, 12, 6]], "bond_rings": [[14, 12, 15, 5, 4, 3], [7, 9, 10, 11, 15, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@@H]1CCCN1", "product_smiles_canonical": "C[C@@H]1CCCN1", "reactant_smiles": ["C[C@@H]1CCCN1Cc1ccccc1"], "reactant_smiles_canonical": ["C[C@@H]1CCCN1Cc1ccccc1"], "stability_raw": {"C[C@@H]1CCCN1Cc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 175.27500000000003, "logP": 2.6709000000000014, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 10, 11, 12, 7]], "bond_rings": [[1, 2, 3, 4, 12], [8, 9, 10, 11, 13, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [5, 6], Product rings [5]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "BrCCc1nnc2cc(Br)ccc2c1O", "product_smiles_canonical": "Oc1c(CCBr)nnc2cc(Br)ccc12", "reactant_smiles": ["Oc1cnnc2cc(Br)ccc12", "BrCCBr"], "reactant_smiles_canonical": ["Oc1cnnc2cc(Br)ccc12", "BrCCBr"], "stability_raw": {"Oc1cnnc2cc(Br)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 225.045, "logP": 2.0978999999999997, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 11, 5, 4, 3, 2], [6, 7, 9, 10, 11, 5]], "bond_rings": [[11, 12, 4, 3, 2, 1], [6, 8, 9, 10, 12, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "BrCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.862, "logP": 1.7762, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "Oc1cnnc2cc(Br)ccc12", "product_smiles_canonical": "Oc1cnnc2cc(Br)ccc12", "reactant_smiles": ["CC(=O)Oc1cnnc2cc(Br)ccc12"], "reactant_smiles_canonical": ["CC(=O)Oc1cnnc2cc(Br)ccc12"], "stability_raw": {"CC(=O)Oc1cnnc2cc(Br)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 267.08200000000005, "logP": 2.3176000000000005, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 14, 8, 7, 6, 5], [9, 10, 12, 13, 14, 8]], "bond_rings": [[14, 15, 7, 6, 5, 4], [9, 11, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 8", "Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "CC(=O)Oc1cnnc2cc(Br)ccc12", "product_smiles_canonical": "CC(=O)Oc1cnnc2cc(Br)ccc12", "reactant_smiles": ["O=C1CCC(=O)N1Br", "CC(=O)Oc1cnnc2ccccc12"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "CC(=O)Oc1cnnc2ccccc12"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(=O)Oc1cnnc2ccccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 188.18600000000004, "logP": 1.5551, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 13, 8, 7, 6, 5], [9, 10, 11, 12, 13, 8]], "bond_rings": [[13, 14, 7, 6, 5, 4], [9, 10, 11, 12, 14, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 10", "Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for N: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "CC(=O)Oc1cnnc2ccccc12", "product_smiles_canonical": "CC(=O)Oc1cnnc2ccccc12", "reactant_smiles": ["CC(=O)OC(C)=O", "Oc1cnnc2ccccc12"], "reactant_smiles_canonical": ["CC(=O)OC(C)=O", "Oc1cnnc2ccccc12"], "stability_raw": {"CC(=O)OC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 102.089, "logP": 0.09600000000000009, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "Oc1cnnc2ccccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 146.14899999999997, "logP": 1.3354, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 5, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[10, 11, 4, 3, 2, 1], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 10", "Atom count mismatch for O: Reactant has 4, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "product_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "reactant_smiles": ["O=C(O)C1N2C(=O)C(N)C2SC=C1CBr", "O=C(Cl)Cc1cccs1"], "reactant_smiles_canonical": ["NC1C(=O)N2C(C(=O)O)C(CBr)=CSC12", "O=C(Cl)Cc1cccs1"], "stability_raw": {"O=C(O)C1N2C(=O)C(N)C2SC=C1CBr": {"valid_structure": true, "stability_score": 75, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 293.142, "logP": -0.03919999999999968, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 12, 11, 10, 9, 4], [5, 7, 9, 4]], "bond_rings": [[14, 11, 10, 9, 15, 3], [6, 8, 15, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Moderately stable"}, "O=C(Cl)Cc1cccs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 160.625, "logP": 2.056, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)C1N2C(=O)C(N)C2SC=C1CBr", "product_smiles_canonical": "NC1C(=O)N2C(C(=O)O)C(CBr)=CSC12", "reactant_smiles": ["O=C(O)C1N2C(=O)C(N)C2SC=C1C"], "reactant_smiles_canonical": ["CC1=CSC2C(N)C(=O)N2C1C(=O)O"], "stability_raw": {"O=C(O)C1N2C(=O)C(N)C2SC=C1C": {"valid_structure": true, "stability_score": 75, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 214.246, "logP": -0.4141999999999999, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 12, 11, 10, 9, 4], [5, 7, 9, 4]], "bond_rings": [[13, 11, 10, 9, 14, 3], [6, 8, 14, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(O)C1N2C(=O)C(N)C2SC=C1C", "product_smiles_canonical": "CC1=CSC2C(N)C(=O)N2C1C(=O)O", "reactant_smiles": ["O=C(O)C(NC(=O)C(N)SC=CC)C(=O)O"], "reactant_smiles_canonical": ["CC=CSC(N)C(=O)NC(C(=O)O)C(=O)O"], "stability_raw": {"O=C(O)C(NC(=O)C(N)SC=CC)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 248.26, "logP": -0.8079999999999992, "h_bond_donors": 4, "h_bond_acceptors": 5, "rotatable_bonds": 6}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 15, "num_heavy_atoms": 16, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["4-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Ring size change detected: Reactant rings [], Product rings [4, 6]"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)C(NC(=O)C(N)SC=CC)C(=O)O", "product_smiles_canonical": "CC=CSC(N)C(=O)NC(C(=O)O)C(=O)O", "reactant_smiles": ["O=C(O)C(N)C(=O)O", "ClC(=O)C(N)SC=CC"], "reactant_smiles_canonical": ["NC(C(=O)O)C(=O)O", "CC=CSC(N)C(=O)Cl"], "stability_raw": {"O=C(O)C(N)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 119.076, "logP": -1.5171000000000001, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "ClC(=O)C(N)SC=CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 165.645, "logP": 1.3034000000000001, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "ClC(=O)C(N)SC=CC", "product_smiles_canonical": "CC=CSC(N)C(=O)Cl", "reactant_smiles": ["O=C(O)C(N)SC=CC"], "reactant_smiles_canonical": ["CC=CSC(N)C(=O)O"], "stability_raw": {"O=C(O)C(N)SC=CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 147.199, "logP": 0.6225999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for Cl: Reactant has 0, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "O=C(O)C(N)SC=CC", "product_smiles_canonical": "CC=CSC(N)C(=O)O", "reactant_smiles": ["C(C(C(=O)O)N)S", "C=CCBr"], "reactant_smiles_canonical": ["NC(CS)C(=O)O", "C=CCBr"], "stability_raw": {"C(C(C(=O)O)N)S": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 121.16099999999999, "logP": -0.6719, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "C=CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.97699999999999, "logP": 1.5673, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T08:34:41", "job_id": "checker_20251223_083441_2996", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(Cl)Cc1cccs1", "product_smiles_canonical": "O=C(Cl)Cc1cccs1", "reactant_smiles": ["O=C(Cl)C(=O)Cl", "O=C(O)Cc1cccs1"], "reactant_smiles_canonical": ["O=C(Cl)C(=O)Cl", "O=C(O)Cc1cccs1"], "stability_raw": {"O=C(Cl)C(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 126.926, "logP": 0.5172, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C(O)Cc1cccs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.17899999999997, "logP": 1.3752000000000002, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 8, Product has 6", "Atom count mismatch for O: Reactant has 4, Product has 1", "Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "product_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "reactant_smiles": ["CN1CCNCC1", "Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(-c3cnn(C)c3)nc12"], "reactant_smiles_canonical": ["CN1CCNCC1", "Cn1cc(-c2cc(C(N)=O)c3[nH]c4cc(Cl)ccc4c3n2)cn1"], "stability_raw": {"CN1CCNCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 100.16499999999999, "logP": -0.4785999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(-c3cnn(C)c3)nc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 325.759, "logP": 2.868900000000001, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 6, 5, 4, 3, 2], [7, 5, 4, 22, 8], [9, 13, 14, 21, 22, 8], [16, 15, 20, 18, 17]], "bond_rings": [[22, 5, 4, 3, 2, 1], [6, 4, 24, 23, 7], [12, 13, 20, 21, 23, 8], [15, 25, 19, 17, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 26, "num_heavy_atoms": 23, "num_heavy_bonds": 26, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CN1CCNCC1", "product_smiles_canonical": "CN1CCNCC1", "reactant_smiles": ["CN1CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["CN1CCN(Cc2ccccc2)CC1"], "stability_raw": {"CN1CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 190.28999999999996, "logP": 1.434, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 4, 3, 2], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 12, 11, 3, 2, 1], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(-c3cnn(C)c3)nc12", "product_smiles_canonical": "Cn1cc(-c2cc(C(N)=O)c3[nH]c4cc(Cl)ccc4c3n2)cn1", "reactant_smiles": ["Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1"], "reactant_smiles_canonical": ["Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1"], "stability_raw": {"Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 326.74300000000005, "logP": 3.4682000000000013, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 21, 22], [5, 6, 10, 19, 20, 4], [11, 10, 19, 18, 12], [13, 14, 16, 17, 18, 12]], "bond_rings": [[1, 2, 20, 21, 22], [5, 9, 24, 19, 23, 4], [10, 24, 18, 25, 11], [13, 15, 16, 17, 25, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 26, "num_heavy_atoms": 23, "num_heavy_bonds": 26, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for N: Reactant has 4, Product has 5"]}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1", "product_smiles_canonical": "Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1", "reactant_smiles": ["Cn1cc(B2OC(C)(C)C(C)(C)O2)cn1", "O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12"], "reactant_smiles_canonical": ["Cn1cc(B2OC(C)(C)C(C)(C)O2)cn1", "O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12"], "stability_raw": {"Cn1cc(B2OC(C)(C)C(C)(C)O2)cn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 208.07, "logP": 0.7192999999999996, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 13, 14], [5, 4, 12, 9, 6]], "bond_rings": [[1, 2, 12, 13, 14], [4, 15, 11, 8, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 281.098, "logP": 3.7211000000000007, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 9, 8, 7, 5, 4], [10, 9, 8, 17, 11], [12, 13, 15, 16, 17, 11]], "bond_rings": [[17, 8, 7, 6, 4, 3], [9, 8, 19, 18, 10], [12, 14, 15, 16, 18, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 20, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -30 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 22, Product has 16", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for B: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 5, 5, 6, 6], Product rings [5, 5, 6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12", "product_smiles_canonical": "O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12", "reactant_smiles": ["O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1"], "stability_raw": {"O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 283.11400000000003, "logP": 3.8302000000000005, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 9, 8, 7, 5, 4], [12, 13, 14, 15, 17, 11]], "bond_rings": [[17, 8, 7, 6, 4, 3], [12, 13, 14, 16, 18, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [6, 6], Product rings [5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 19 bonds, Product has 20 bonds"]}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1", "product_smiles_canonical": "O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1", "reactant_smiles": ["CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1"], "stability_raw": {"CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 339.222, "logP": 5.087300000000003, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 13, 12, 11, 9, 8], [16, 17, 18, 19, 21, 15]], "bond_rings": [[21, 12, 11, 10, 8, 7], [16, 17, 18, 20, 22, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -20 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 16, Product has 12"]}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1", "product_smiles_canonical": "CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1", "reactant_smiles": ["Nc1cccc(Cl)c1", "CC(C)(C)OC(=O)c1cc(Cl)ncc1Br"], "reactant_smiles_canonical": ["Nc1cccc(Cl)c1", "CC(C)(C)OC(=O)c1cc(Cl)ncc1Br"], "stability_raw": {"Nc1cccc(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 127.574, "logP": 1.9222, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)c1cc(Cl)ncc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 292.55999999999995, "logP": 3.4528000000000016, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 13, 12, 11, 9, 8]], "bond_rings": [[14, 12, 11, 10, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "CC(C)(C)OC(=O)c1cc(Cl)ncc1Br", "product_smiles_canonical": "CC(C)(C)OC(=O)c1cc(Cl)ncc1Br", "reactant_smiles": ["CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "O=C(O)c1cc(Cl)ncc1Br"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "O=C(O)c1cc(Cl)ncc1Br"], "stability_raw": {"CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}, "O=C(O)c1cc(Cl)ncc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.452, "logP": 2.1957000000000004, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 7, 5, 4]], "bond_rings": [[10, 8, 7, 6, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -30 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 2", "Atom count mismatch for C: Reactant has 16, Product has 10"]}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "product_smiles_canonical": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "reactant_smiles": ["CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O"], "reactant_smiles_canonical": ["CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O"], "stability_raw": {"CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 263.33700000000005, "logP": 1.575, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 17, 9, 5, 4, 3], [12, 13, 14, 15, 16, 11]], "bond_rings": [[18, 16, 8, 4, 3, 2], [12, 13, 14, 15, 19, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 20, "num_heavy_atoms": 19, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "product_smiles_canonical": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "reactant_smiles": ["CC1(C)OCC(C)(CO)NC1=O", "BrCc1ccccc1"], "reactant_smiles_canonical": ["CC1(CO)COC(C)(C)C(=O)N1", "BrCc1ccccc1"], "stability_raw": {"CC1(C)OCC(C)(CO)NC1=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 173.21200000000002, "logP": -0.33760000000000007, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 5, 4, 3]], "bond_rings": [[11, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "BrCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 171.037, "logP": 2.5815, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC1(C)OCC(C)(CO)NC1=O", "product_smiles_canonical": "CC1(CO)COC(C)(C)C(=O)N1", "reactant_smiles": ["CC(C)(O)CNC(C)(C)CO", "O=C=O"], "reactant_smiles_canonical": ["CC(C)(O)CNC(C)(C)CO", "O=C=O"], "stability_raw": {"CC(C)(O)CNC(C)(C)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.24499999999998, "logP": 0.11779999999999996, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "O=C=O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 44.009, "logP": -0.5835, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8", "Atom count mismatch for O: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [], Product rings [6]"]}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(O)CNC(C)(C)CO", "product_smiles_canonical": "CC(C)(O)CNC(C)(C)CO", "reactant_smiles": ["CC1(C)CO1", "CC(C)(N)CO"], "reactant_smiles_canonical": ["CC1(C)CO1", "CC(C)(N)CO"], "stability_raw": {"CC1(C)CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 72.107, "logP": 0.7952, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 3, 4]], "bond_rings": [[2, 3, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(N)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.13799999999999, "logP": -0.2840000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [3], Product rings []"]}}} +{"timestamp": "2025-12-23T08:34:42", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "BrCc1ccccc1", "product_smiles_canonical": "BrCc1ccccc1", "reactant_smiles": ["Cc1ccccc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Cc1ccccc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"Cc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 92.14099999999999, "logP": 1.99502, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 11, Product has 7", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "reactant_smiles": ["COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1"], "reactant_smiles_canonical": ["COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1"], "stability_raw": {"COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 367.389, "logP": 2.7460000000000013, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 23, 14, 13, 7, 6], [11, 10, 12]], "bond_rings": [[23, 22, 13, 12, 6, 5], [10, 24, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 25, "num_heavy_atoms": 24, "num_heavy_bonds": 25, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}, "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000003, "logP": 6.184820000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 15, 14, 13, 5, 4], [17, 18, 19, 33, 34, 16], [25, 27, 28, 30, 31, 24]], "bond_rings": [[34, 14, 13, 12, 4, 3], [17, 18, 32, 33, 35, 16], [26, 27, 29, 30, 36, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "product_smiles_canonical": "COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "reactant_smiles": ["COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1", "CNC1CC1"], "reactant_smiles_canonical": ["COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1", "CNC1CC1"], "stability_raw": {"COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 326.292, "logP": 2.3065000000000007, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 20, 11, 10, 7, 6]], "bond_rings": [[20, 19, 10, 9, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 21, "num_heavy_atoms": 21, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}, "CNC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 71.123, "logP": 0.3681999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4]], "bond_rings": [[2, 3, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for C: Reactant has 16, Product has 15"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1", "product_smiles_canonical": "COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1", "reactant_smiles": ["COCCCc1cc(O)cc(C=O)c1", "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F"], "reactant_smiles_canonical": ["COCCCc1cc(O)cc(C=O)c1", "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F"], "stability_raw": {"COCCCc1cc(O)cc(C=O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 194.23, "logP": 1.7837, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 13, 10, 9, 7, 6]], "bond_rings": [[13, 12, 9, 8, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 282.13899999999995, "logP": 0.7022000000000003, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 6, Product has 3", "Atom count mismatch for C: Reactant has 13, Product has 12", "Atom count mismatch for O: Reactant has 8, Product has 5", "Atom count mismatch for S: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COCCCc1cc(O)cc(C=O)c1", "product_smiles_canonical": "COCCCc1cc(O)cc(C=O)c1", "reactant_smiles": ["C=CCOC", "O=Cc1cc(O)cc(Br)c1"], "reactant_smiles_canonical": ["C=CCOC", "O=Cc1cc(O)cc(Br)c1"], "stability_raw": {"C=CCOC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 72.107, "logP": 0.8188, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=Cc1cc(O)cc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 201.01899999999998, "logP": 1.9671999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 7, 6, 4, 3]], "bond_rings": [[9, 8, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.32400000000007, "logP": 4.537320000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 26, 27, 9], [18, 20, 21, 23, 24, 17]], "bond_rings": [[27, 7, 6, 5, 4, 3], [10, 11, 25, 26, 28, 9], [19, 20, 22, 23, 29, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 31, Product has 26", "Atom count mismatch for O: Reactant has 9, Product has 6"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 3, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "stability_raw": {"OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27300000000002, "logP": 1.0776, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 4, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 265.30899999999997, "logP": 0.6042999999999998, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[18, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 12", "Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 5, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O", "product_smiles_canonical": "O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CC=O", "NC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CCC(CC=O)c1ccc(O)cc1", "NC[C@H](O)C=O"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.21399999999997, "logP": 1.6538, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "NC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.094, "logP": -1.4950999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 6, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CC=O", "product_smiles_canonical": "O=CCC(CC=O)c1ccc(O)cc1", "reactant_smiles": ["OCC[C@@H](c1ccc(O)cc1)CCO"], "reactant_smiles_canonical": ["OCCC(CCO)c1ccc(O)cc1"], "stability_raw": {"OCC[C@@H](c1ccc(O)cc1)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.24599999999998, "logP": 1.2406, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 7, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 11", "Atom count mismatch for O: Reactant has 2, Product has 3", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 8, "product_smiles": "C=Cc1ccc(O)cc1", "product_smiles_canonical": "C=Cc1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(OC)cc1"], "reactant_smiles_canonical": ["C=Cc1ccc(OC)cc1"], "stability_raw": {"C=Cc1ccc(OC)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 2.3382000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 5, "depth": 3, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 4, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083442_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 13, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083443_2996", "target_smiles_raw": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_smiles_canonical": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "product_smiles_canonical": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "reactant_smiles": ["O=C1CCCc2sc(-c3ccncc3)cc2C1", "Clc1ccc(Br)cc1"], "reactant_smiles_canonical": ["O=C1CCCc2sc(-c3ccncc3)cc2C1", "Clc1ccc(Br)cc1"], "stability_raw": {"O=C1CCCc2sc(-c3ccncc3)cc2C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 243.33100000000002, "logP": 3.258000000000002, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 4, 5, 15, 16], [6, 5, 15, 14, 7], [9, 10, 11, 12, 13, 8]], "bond_rings": [[1, 2, 3, 4, 17, 15, 16], [5, 17, 14, 13, 6], [9, 10, 11, 12, 18, 8]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 19, "num_heavy_atoms": 17, "num_heavy_bonds": 19, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Clc1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 191.45499999999998, "logP": 3.102500000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083443_2996", "target_smiles_raw": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_smiles_canonical": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C1CCCc2sc(-c3ccncc3)cc2C1", "product_smiles_canonical": "O=C1CCCc2sc(-c3ccncc3)cc2C1", "reactant_smiles": ["OB(O)c1ccncc1", "O=C1CCCc2sc(Br)cc2C1"], "reactant_smiles_canonical": ["OB(O)c1ccncc1", "O=C1CCCc2sc(Br)cc2C1"], "stability_raw": {"OB(O)c1ccncc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.91999999999997, "logP": -1.2386000000000006, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCCc2sc(Br)cc2C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 245.141, "logP": 2.958500000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 4, 5, 10, 11], [6, 5, 10, 9, 7]], "bond_rings": [[1, 2, 3, 4, 12, 10, 11], [5, 12, 9, 8, 6]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083443_2996", "target_smiles_raw": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_smiles_canonical": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C1CCCc2sc(Br)cc2C1", "product_smiles_canonical": "O=C1CCCc2sc(Br)cc2C1", "reactant_smiles": ["O=C1CCCc2sccc2C1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["O=C1CCCc2sccc2C1", "O=C1CCC(=O)N1Br"], "stability_raw": {"O=C1CCCc2sccc2C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.245, "logP": 2.1959999999999997, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 4, 5, 9, 10], [6, 5, 9, 8, 7]], "bond_rings": [[1, 2, 3, 4, 11, 9, 10], [5, 11, 8, 7, 6]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -20 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for C: Reactant has 13, Product has 9", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 5, 7], Product rings [5, 7]"]}}} +{"timestamp": "2025-12-23T08:34:43", "job_id": "checker_20251223_083443_2996", "target_smiles_raw": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_smiles_canonical": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "Clc1ccc(Br)cc1", "product_smiles_canonical": "Clc1ccc(Br)cc1", "reactant_smiles": ["Clc1ccccc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Clc1ccccc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"Clc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 112.55899999999997, "logP": 2.34, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 6", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "target_smiles_canonical": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "product_smiles_canonical": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "reactant_smiles": ["CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1"], "stability_raw": {"CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 281.78299999999996, "logP": 4.110700000000003, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[8, 11, 10, 9], [13, 14, 15, 17, 18, 12]], "bond_rings": [[18, 10, 9, 8], [13, 14, 16, 17, 19, 12]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 20, "num_heavy_atoms": 19, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -10 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 15, Product has 10", "Atom count mismatch for O: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "target_smiles_canonical": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "reactant_smiles": ["O=C1CCC(=O)N1Cl", "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Cl", "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1"], "stability_raw": {"O=C1CCC(=O)N1Cl": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 133.534, "logP": 0.2892, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 247.338, "logP": 3.4573000000000027, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[8, 11, 10, 9], [13, 14, 15, 16, 17, 12]], "bond_rings": [[17, 10, 9, 8], [13, 14, 15, 16, 18, 12]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 19, Product has 15", "Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for N: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [4, 5, 6], Product rings [4, 6]"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "target_smiles_canonical": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1", "reactant_smiles": ["N[C@H]1CC[C@H]1c1ccccc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["N[C@H]1CC[C@H]1c1ccccc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"N[C@H]1CC[C@H]1c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 147.22099999999998, "logP": 1.8913, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[10, 3, 2, 1], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 20, Product has 15", "Atom count mismatch for O: Reactant has 5, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_smiles_canonical": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "product_smiles_canonical": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "reactant_smiles": ["CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1"], "reactant_smiles_canonical": ["CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1"], "stability_raw": {"CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 369.9690000000001, "logP": 3.597000000000002, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 8}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 23, 11, 10, 8, 7], [12, 11, 23, 22, 13]], "bond_rings": [[23, 24, 10, 9, 7, 6], [11, 24, 22, 21, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 25, "num_heavy_atoms": 24, "num_heavy_bonds": 25, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 372.2780000000001, "logP": 4.4893000000000045, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 21, 20, 10, 9, 8], [14, 15, 16, 18, 19, 13]], "bond_rings": [[21, 20, 19, 9, 8, 7], [14, 15, 17, 18, 22, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_smiles_canonical": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "product_smiles_canonical": "CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "reactant_smiles": ["C[Si](C)(C)CCOCCl", "CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12"], "reactant_smiles_canonical": ["C[Si](C)(C)CCOCCl", "CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12"], "stability_raw": {"C[Si](C)(C)CCOCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.724, "logP": 2.5375000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.706, "logP": 1.8112999999999997, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 15, 11, 10, 8, 7], [12, 11, 15, 14, 13]], "bond_rings": [[15, 16, 10, 9, 7, 6], [11, 16, 14, 13, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_smiles_canonical": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12", "product_smiles_canonical": "CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12", "reactant_smiles": ["CN(C)CC=O", "Clc1cc(Br)c2n[nH]cc2c1"], "reactant_smiles_canonical": ["CN(C)CC=O", "Clc1cc(Br)c2n[nH]cc2c1"], "stability_raw": {"CN(C)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 87.12199999999999, "logP": -0.2531000000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Clc1cc(Br)c2n[nH]cc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 231.48000000000002, "logP": 2.9788000000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 9, 5, 3, 2], [6, 5, 9, 8, 7]], "bond_rings": [[10, 9, 11, 4, 2, 1], [5, 11, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_smiles_canonical": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1", "reactant_smiles": ["Fc1ccc(CCBr)cc1", "CC(C)(C)OC(=O)N(CCCl)CCCl"], "reactant_smiles_canonical": ["Fc1ccc(CCBr)cc1", "CC(C)(C)OC(=O)N(CCCl)CCCl"], "stability_raw": {"Fc1ccc(CCBr)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 203.05400000000003, "logP": 2.7631000000000014, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 8, 4, 3, 2]], "bond_rings": [[9, 8, 7, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N(CCCl)CCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 242.14599999999996, "logP": 2.701100000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 13, "num_heavy_atoms": 14, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 0", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "product_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "reactant_smiles": ["CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1", "CCOC(=O)C(=P(=O)(OCC)OCC)C(=O)OCC"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1", "CCOC(=O)C(C(=O)OCC)=[PH](=O)(OCC)OCC"], "stability_raw": {"CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 339.435, "logP": 4.378400000000004, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[13, 24, 23, 16, 15, 14], [18, 19, 20, 21, 22, 17]], "bond_rings": [[24, 23, 22, 15, 14, 13], [18, 19, 20, 21, 25, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 26, "num_heavy_atoms": 25, "num_heavy_bonds": 26, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "CCOC(=O)C(=P(=O)(OCC)OCC)C(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 296.25600000000003, "logP": 1.2834, "h_bond_donors": 0, "h_bond_acceptors": 7, "rotatable_bonds": 8}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 18, "num_heavy_atoms": 19, "num_heavy_bonds": 18, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 19}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -45 points", "Atom count inconsistency: -30 points", "Atom count inconsistency: -5 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 32, Product has 23", "Atom count mismatch for O: Reactant has 10, Product has 4", "Atom count mismatch for P: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1", "reactant_smiles": ["Brc1ccccc1", "Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1"], "reactant_smiles_canonical": ["Brc1ccccc1", "Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1"], "stability_raw": {"Brc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 157.01, "logP": 2.4491000000000005, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 277.364, "logP": 3.019820000000001, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 19, 18, 4, 3, 2]], "bond_rings": [[19, 18, 17, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 20, "num_heavy_atoms": 20, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 22, Product has 21"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1", "product_smiles_canonical": "Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1", "reactant_smiles": ["Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1"], "reactant_smiles_canonical": ["Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1"], "stability_raw": {"Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 293.363, "logP": 2.905520000000001, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 20, 19, 4, 3, 2]], "bond_rings": [[20, 19, 18, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 21, "num_heavy_atoms": 21, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1", "product_smiles_canonical": "Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1", "reactant_smiles": ["Cc1ccc(C[C@@H](N)CC(=O)O)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Cc1ccc(C[C@@H](N)CC(=O)O)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"Cc1ccc(C[C@@H](N)CC(=O)O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 193.24600000000004, "logP": 1.33952, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 13, 12, 4, 3, 2]], "bond_rings": [[13, 12, 11, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 21, Product has 16", "Atom count mismatch for O: Reactant has 7, Product has 4"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "CCOC(=O)C(=P(=O)(OCC)OCC)C(=O)OCC", "product_smiles_canonical": "CCOC(=O)C(C(=O)OCC)=[PH](=O)(OCC)OCC", "reactant_smiles": ["P(OCC)(OCC)OCC", "CCOC(=O)C(Br)C(=O)OCC"], "reactant_smiles_canonical": ["CCOP(OCC)OCC", "CCOC(=O)C(Br)C(=O)OCC"], "stability_raw": {"P(OCC)(OCC)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.15699999999998, "logP": 2.3228, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 9, "num_heavy_atoms": 10, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "CCOC(=O)C(Br)C(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.06499999999994, "logP": 0.8761, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 11, "num_heavy_atoms": 12, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 11"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "P(OCC)(OCC)OCC", "product_smiles_canonical": "CCOP(OCC)OCC", "reactant_smiles": ["ClP(Cl)Cl", "CCO"], "reactant_smiles_canonical": ["ClP(Cl)Cl", "CCO"], "stability_raw": {"ClP(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 137.33300000000003, "logP": 2.9296999999999995, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 46.069, "logP": -0.0014000000000000123, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -20 points", "Unnecessary bond formations: -20 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 0", "Atom count mismatch for O: Reactant has 1, Product has 3", "Atom count mismatch for C: Reactant has 2, Product has 6", "Possible unnecessary bonds formed: Reactant has 5 bonds, Product has 9 bonds"]}}} +{"timestamp": "2025-12-23T08:34:44", "job_id": "checker_20251223_083444_2996", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 4, "depth": 2, "product_smiles": "CCOC(=O)C(Br)C(=O)OCC", "product_smiles_canonical": "CCOC(=O)C(Br)C(=O)OCC", "reactant_smiles": ["CCOC(=O)CC(=O)OCC", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["CCOC(=O)CC(=O)OCC", "O=C1CCC(=O)N1Br"], "stability_raw": {"CCOC(=O)CC(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 160.16899999999998, "logP": 0.5027, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 11, Product has 7", "Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5], Product rings []"]}}} +{"timestamp": "2025-12-23T08:34:45", "job_id": "checker_20251223_083445_2996", "target_smiles_raw": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "product_smiles_canonical": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "reactant_smiles": ["Nc1ccc(F)nc1Cl", "OC1(S(=O)(=O)c2ccccc2)CC1"], "reactant_smiles_canonical": ["Nc1ccc(F)nc1Cl", "O=S(=O)(c1ccccc1)C1(O)CC1"], "stability_raw": {"Nc1ccc(F)nc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 146.55200000000002, "logP": 1.4563, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[8, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "OC1(S(=O)(=O)c2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 198.243, "logP": 0.9427, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 7, 8, 9, 10, 5], [11, 1, 12]], "bond_rings": [[6, 7, 8, 9, 13, 5], [10, 12, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:45", "job_id": "checker_20251223_083445_2996", "target_smiles_raw": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Nc1ccc(F)nc1Cl", "product_smiles_canonical": "Nc1ccc(F)nc1Cl", "reactant_smiles": ["O=[N+]([O-])c1ccc(F)nc1Cl"], "reactant_smiles_canonical": ["O=[N+]([O-])c1ccc(F)nc1Cl"], "stability_raw": {"O=[N+]([O-])c1ccc(F)nc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 176.534, "logP": 1.7822999999999998, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[10, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:45", "job_id": "checker_20251223_083445_2996", "target_smiles_raw": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "OC1(S(=O)(=O)c2ccccc2)CC1", "product_smiles_canonical": "O=S(=O)(c1ccccc1)C1(O)CC1", "reactant_smiles": ["O=C1CC1", "O=[SH](=O)c1ccccc1"], "reactant_smiles_canonical": ["O=C1CC1", "O=[SH](=O)c1ccccc1"], "stability_raw": {"O=C1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.064, "logP": 0.3493, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=[SH](=O)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.179, "logP": 0.6569, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T08:34:45", "job_id": "checker_20251223_083445_2996", "target_smiles_raw": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "O=[SH](=O)c1ccccc1", "product_smiles_canonical": "O=[SH](=O)c1ccccc1", "reactant_smiles": ["Nc1ccc([SH](=O)=O)cc1"], "reactant_smiles_canonical": ["Nc1ccc([SH](=O)=O)cc1"], "stability_raw": {"Nc1ccc([SH](=O)=O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 157.19400000000002, "logP": 0.23910000000000015, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 8, 4, 3, 2]], "bond_rings": [[9, 8, 7, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (O2.S1)", "from_positions": ["para"], "to_positions": ["position 1"]}], "detected_issues": ["Atom count mismatch for N: Reactant has 1, Product has 0", "Substituent position change detected: Group (O2.S1) moved from para to position 1 position(s)"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083445_2996", "target_smiles_raw": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "product_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "reactant_smiles": ["C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O"], "reactant_smiles_canonical": ["C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O"], "stability_raw": {"C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 290.26, "logP": 2.5065, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 18, 17, 7, 4, 3], [10, 11, 13, 14, 15, 9]], "bond_rings": [[19, 17, 16, 6, 3, 2], [10, 12, 13, 14, 20, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 2, Product has 3"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083445_2996", "target_smiles_raw": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O", "product_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O", "reactant_smiles": ["C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O"], "reactant_smiles_canonical": ["C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O"], "stability_raw": {"C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 308.27500000000003, "logP": 2.4200000000000004, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[10, 16, 15, 14, 12, 11]], "bond_rings": [[20, 15, 14, 13, 11, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 21, "num_heavy_atoms": 21, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083445_2996", "target_smiles_raw": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O", "product_smiles_canonical": "C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O", "reactant_smiles": ["C[C@](F)(Br)C(=O)O", "CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F"], "reactant_smiles_canonical": ["C[C@](F)(Br)C(=O)O", "CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F"], "stability_raw": {"C[C@](F)(Br)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 170.965, "logP": 1.1516, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.222, "logP": 2.237, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 13, 12, 11, 9, 8]], "bond_rings": [[14, 12, 11, 10, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083445_2996", "target_smiles_raw": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F", "product_smiles_canonical": "CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F", "reactant_smiles": ["CC(F)(F)C(=O)c1cc(N)ccc1F", "N"], "reactant_smiles_canonical": ["CC(F)(F)C(=O)c1cc(N)ccc1F", "N"], "stability_raw": {"CC(F)(F)C(=O)c1cc(N)ccc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 203.16299999999998, "logP": 2.2458, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 10, 8, 7]], "bond_rings": [[13, 11, 10, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 10", "Atom count mismatch for O: Reactant has 1, Product has 0", "Possible unnecessary bonds formed: Reactant has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083445_2996", "target_smiles_raw": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CC(F)(F)C(=O)c1cc(N)ccc1F", "product_smiles_canonical": "CC(F)(F)C(=O)c1cc(N)ccc1F", "reactant_smiles": ["CCOC(=O)C(C)(F)F", "Nc1ccc(F)c(Br)c1"], "reactant_smiles_canonical": ["CCOC(=O)C(C)(F)F", "Nc1ccc(F)c(Br)c1"], "stability_raw": {"CCOC(=O)C(C)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 138.113, "logP": 1.2047, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "Nc1ccc(F)c(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 190.01500000000001, "logP": 2.1704, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 6, 4, 3, 2]], "bond_rings": [[8, 7, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 9"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["O=C1CCOC[C@H]1c1ccc(I)cc1", "N"], "reactant_smiles_canonical": ["O=C1CCOC[C@H]1c1ccc(I)cc1", "N"], "stability_raw": {"O=C1CCOC[C@H]1c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 302.111, "logP": 2.3642000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 6, 5, 4, 3, 2], [8, 9, 10, 12, 13, 7]], "bond_rings": [[13, 5, 4, 3, 2, 1], [8, 9, 11, 12, 14, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "O=C1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["O=C(O)CCC[C@H](O)c1ccc(I)cc1"], "reactant_smiles_canonical": ["O=C(O)CCC[C@H](O)c1ccc(I)cc1"], "stability_raw": {"O=C(O)CCC[C@H](O)c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 320.126, "logP": 2.5795000000000003, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 14, 13, 11, 10, 9]], "bond_rings": [[14, 13, 12, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(O)CCC[C@H](O)c1ccc(I)cc1", "product_smiles_canonical": "O=C(O)CCC[C@H](O)c1ccc(I)cc1", "reactant_smiles": ["O=C(O)CCCC(=O)c1ccc(I)cc1"], "reactant_smiles_canonical": ["O=C(O)CCCC(=O)c1ccc(I)cc1"], "stability_raw": {"O=C(O)CCCC(=O)c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 318.11, "logP": 2.7288000000000006, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 14, 13, 11, 10, 9]], "bond_rings": [[14, 13, 12, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)CCCC(=O)c1ccc(I)cc1", "product_smiles_canonical": "O=C(O)CCCC(=O)c1ccc(I)cc1", "reactant_smiles": ["O=C(O)CCCC(=O)O", "Ic1ccccc1"], "reactant_smiles_canonical": ["O=C(O)CCCC(=O)O", "Ic1ccccc1"], "stability_raw": {"O=C(O)CCCC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.115, "logP": 0.32590000000000025, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "Ic1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 204.01000000000002, "logP": 2.2912, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Iodo", "from_positions": ["position 1"], "to_positions": ["para"]}], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Substituent position change detected: Iodo moved from position 1 to para position(s)"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "product_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "reactant_smiles": ["COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "Clc1cncc(Cl)c1Cl"], "reactant_smiles_canonical": ["COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "Clc1cncc(Cl)c1Cl"], "stability_raw": {"COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1": {"valid_structure": true, "stability_score": 80, "issues": ["Large (7-membered) heterocycle with N (potentially unstable)"], "metrics": {"molecular_weight": 388.5120000000003, "logP": 2.3533999999999997, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 9}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 13, 12, 5, 4, 3], [6, 8, 9, 11, 12, 5], [22, 21, 27, 26, 25, 24, 23]], "bond_rings": [[27, 12, 29, 4, 3, 2], [7, 8, 10, 11, 29, 5], [21, 28, 26, 25, 24, 23, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}, "Clc1cncc(Cl)c1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 182.43699999999998, "logP": 3.0418000000000003, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[8, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "product_smiles_canonical": "COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "reactant_smiles": ["COc1ccc2c(N)cc(=O)[nH]c2c1O", "BrCCCCCCN1CCCNCC1"], "reactant_smiles_canonical": ["COc1ccc2c(N)cc(=O)[nH]c2c1O", "BrCCCCCCN1CCCNCC1"], "stability_raw": {"COc1ccc2c(N)cc(=O)[nH]c2c1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 206.201, "logP": 0.8244999999999998, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [6, 8, 9, 11, 12, 5]], "bond_rings": [[14, 12, 15, 4, 3, 2], [7, 8, 10, 11, 15, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "BrCCCCCCN1CCCNCC1": {"valid_structure": true, "stability_score": 70, "issues": ["Large (7-membered) heterocycle with N (potentially unstable)"], "metrics": {"molecular_weight": 263.22299999999996, "logP": 2.237, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 8, 9, 10, 11, 12, 13]], "bond_rings": [[7, 8, 9, 10, 11, 12, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1ccc2c(N)cc(=O)[nH]c2c1O", "product_smiles_canonical": "COc1ccc2c(N)cc(=O)[nH]c2c1O", "reactant_smiles": ["COc1ccc2c(Br)cc(=O)[nH]c2c1O", "N"], "reactant_smiles_canonical": ["COc1ccc2c(Br)cc(=O)[nH]c2c1O", "N"], "stability_raw": {"COc1ccc2c(Br)cc(=O)[nH]c2c1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 270.082, "logP": 2.0048, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [6, 8, 9, 11, 12, 5]], "bond_rings": [[14, 12, 15, 4, 3, 2], [7, 8, 10, 11, 15, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COc1ccc2c(Br)cc(=O)[nH]c2c1O", "product_smiles_canonical": "COc1ccc2c(Br)cc(=O)[nH]c2c1O", "reactant_smiles": ["COc1ccc2c(Br)cc(=O)[nH]c2c1OC"], "reactant_smiles_canonical": ["COc1ccc2c(Br)cc(=O)[nH]c2c1OC"], "stability_raw": {"COc1ccc2c(Br)cc(=O)[nH]c2c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 284.10900000000004, "logP": 2.3078000000000003, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [6, 8, 9, 11, 12, 5]], "bond_rings": [[15, 12, 16, 4, 3, 2], [7, 8, 10, 11, 16, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Hydroxy methyl", "from_positions": ["ortho", "ortho"], "to_positions": ["ortho"]}], "detected_issues": ["Atom count mismatch for C: Reactant has 11, Product has 10", "Substituent position change detected: Hydroxy methyl moved from ortho, ortho to ortho position(s)"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "COc1ccc2c(Br)cc(=O)[nH]c2c1OC", "product_smiles_canonical": "COc1ccc2c(Br)cc(=O)[nH]c2c1OC", "reactant_smiles": ["COc1cccc(NC(=O)CC(=O)Br)c1OC"], "reactant_smiles_canonical": ["COc1cccc(NC(=O)CC(=O)Br)c1OC"], "stability_raw": {"COc1cccc(NC(=O)CC(=O)Br)c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 302.124, "logP": 1.9538999999999997, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 14, 6, 5, 4, 3]], "bond_rings": [[16, 13, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 5, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [6], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 10"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "COc1cccc(NC(=O)CC(=O)Br)c1OC", "product_smiles_canonical": "COc1cccc(NC(=O)CC(=O)Br)c1OC", "reactant_smiles": ["COc1cccc(N)c1OC", "CCOC(=O)CC(=O)Br"], "reactant_smiles_canonical": ["COc1cccc(N)c1OC", "CCOC(=O)CC(=O)Br"], "stability_raw": {"COc1cccc(N)c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.18099999999998, "logP": 1.2859999999999998, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 6, 5, 4, 3]], "bond_rings": [[10, 7, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CCOC(=O)CC(=O)Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 195.012, "logP": 0.8611000000000001, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 11", "Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CCOC(=O)CC(=O)Br", "product_smiles_canonical": "CCOC(=O)CC(=O)Br", "reactant_smiles": ["CCOC(=O)OCC", "CC(=O)Br"], "reactant_smiles_canonical": ["CCOC(=O)OCC", "CC(=O)Br"], "stability_raw": {"CCOC(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.13199999999999, "logP": 1.1794, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(=O)Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.949, "logP": 0.9278, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 7, Product has 5", "Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 1, "depth": 2, "product_smiles": "BrCCCCCCN1CCCNCC1", "product_smiles_canonical": "BrCCCCCCN1CCCNCC1", "reactant_smiles": ["C1CNCCNC1", "ClCCCCCCBr"], "reactant_smiles_canonical": ["C1CNCCNC1", "ClCCCCCCBr"], "stability_raw": {"C1CNCCNC1": {"valid_structure": true, "stability_score": 70, "issues": ["Large (7-membered) heterocycle with N (potentially unstable)"], "metrics": {"molecular_weight": 100.165, "logP": -0.43069999999999986, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 3, 4, 5, 6]], "bond_rings": [[0, 1, 2, 3, 4, 5, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Moderately stable"}, "ClCCCCCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 199.519, "logP": 3.180500000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 5}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:46", "job_id": "checker_20251223_083446_2996", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 0, "depth": 1, "product_smiles": "Clc1cncc(Cl)c1Cl", "product_smiles_canonical": "Clc1cncc(Cl)c1Cl", "reactant_smiles": ["O=P(Cl)(Cl)Cl", "Oc1c(Cl)cncc1Cl"], "reactant_smiles_canonical": ["O=P(Cl)(Cl)Cl", "Oc1c(Cl)cncc1Cl"], "stability_raw": {"O=P(Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.332, "logP": 2.8109, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Oc1c(Cl)cncc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 163.99099999999999, "logP": 2.0939999999999994, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 5, 4, 2]], "bond_rings": [[8, 6, 5, 4, 3, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Chloro", "from_positions": ["ortho", "ortho"], "to_positions": ["ortho", "ortho", "ortho"]}], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Cl: Reactant has 5, Product has 3", "Atom count mismatch for P: Reactant has 1, Product has 0", "Substituent position change detected: Chloro moved from ortho, ortho to ortho, ortho, ortho position(s)"]}}} +{"timestamp": "2025-12-23T08:34:47", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "product_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "reactant_smiles": ["COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC", "OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1"], "reactant_smiles_canonical": ["COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC", "OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1"], "stability_raw": {"COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 334.1730000000001, "logP": 3.1449000000000007, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 17, 16, 15, 4, 3], [5, 6, 7, 14, 15, 4], [8, 10, 11, 13, 14, 7]], "bond_rings": [[19, 16, 15, 20, 3, 2], [5, 6, 21, 14, 20, 4], [9, 10, 12, 13, 21, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 290.10299999999995, "logP": 0.06909999999999927, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 20, 7, 6, 5, 4], [14, 15, 16, 18, 19, 13]], "bond_rings": [[20, 19, 6, 5, 4, 3], [14, 15, 17, 18, 21, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 22, "num_heavy_atoms": 21, "num_heavy_bonds": 22, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:47", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC", "product_smiles_canonical": "COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC", "reactant_smiles": ["COc1cc2ncc3c(N)nccc3c2cc1OC"], "reactant_smiles_canonical": ["COc1cc2ncc3c(N)nccc3c2cc1OC"], "stability_raw": {"COc1cc2ncc3c(N)nccc3c2cc1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 255.277, "logP": 2.3824000000000005, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 16, 15, 14, 4, 3], [5, 6, 7, 13, 14, 4], [8, 10, 11, 12, 13, 7]], "bond_rings": [[18, 15, 14, 19, 3, 2], [5, 6, 20, 13, 19, 4], [9, 10, 11, 12, 20, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 21 bonds, Product has 22 bonds"]}}} +{"timestamp": "2025-12-23T08:34:47", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1cc2ncc3c(N)nccc3c2cc1OC", "product_smiles_canonical": "COc1cc2ncc3c(N)nccc3c2cc1OC", "reactant_smiles": ["COc1cc2ncc3c(Cl)nccc3c2cc1OC"], "reactant_smiles_canonical": ["COc1cc2ncc3c(Cl)nccc3c2cc1OC"], "stability_raw": {"COc1cc2ncc3c(Cl)nccc3c2cc1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 274.70700000000005, "logP": 3.4536000000000024, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 16, 15, 14, 4, 3], [5, 6, 7, 13, 14, 4], [8, 10, 11, 12, 13, 7]], "bond_rings": [[18, 15, 14, 19, 3, 2], [5, 6, 20, 13, 19, 4], [9, 10, 11, 12, 20, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 2, Product has 3"]}}} +{"timestamp": "2025-12-23T08:34:47", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COc1cc2ncc3c(Cl)nccc3c2cc1OC", "product_smiles_canonical": "COc1cc2ncc3c(Cl)nccc3c2cc1OC", "reactant_smiles": ["Oc1cc2ncc3c(Cl)nccc3c2cc1O", "CI"], "reactant_smiles_canonical": ["Oc1cc2ncc3c(Cl)nccc3c2cc1O", "CI"], "stability_raw": {"Oc1cc2ncc3c(Cl)nccc3c2cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 246.653, "logP": 2.8476000000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 15, 14, 13, 3, 2], [4, 5, 6, 12, 13, 3], [7, 9, 10, 11, 12, 6]], "bond_rings": [[16, 14, 13, 17, 2, 1], [4, 5, 18, 12, 17, 3], [8, 9, 10, 11, 18, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 19, "num_heavy_atoms": 17, "num_heavy_bonds": 19, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "CI": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 141.939, "logP": 1.0512000000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 14", "Possible unnecessary bonds formed: Reactant has 20 bonds, Product has 21 bonds"]}}} +{"timestamp": "2025-12-23T08:34:47", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "Oc1cc2ncc3c(Cl)nccc3c2cc1O", "product_smiles_canonical": "Oc1cc2ncc3c(Cl)nccc3c2cc1O", "reactant_smiles": ["Oc1cc2ncc3cnccc3c2cc1O"], "reactant_smiles_canonical": ["Oc1cc2ncc3cnccc3c2cc1O"], "stability_raw": {"Oc1cc2ncc3cnccc3c2cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 212.208, "logP": 2.194200000000001, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 14, 13, 12, 3, 2], [4, 5, 6, 11, 12, 3], [7, 8, 9, 10, 11, 6]], "bond_rings": [[15, 13, 12, 16, 2, 1], [4, 5, 17, 11, 16, 3], [7, 8, 9, 10, 17, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 18 bonds, Product has 19 bonds"]}}} +{"timestamp": "2025-12-23T08:34:47", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "Oc1cc2ncc3cnccc3c2cc1O", "product_smiles_canonical": "Oc1cc2ncc3cnccc3c2cc1O", "reactant_smiles": ["c1ccc2c(c1)ncc1cnccc12"], "reactant_smiles_canonical": ["c1ccc2c(c1)ncc1cnccc12"], "stability_raw": {"c1ccc2c(c1)ncc1cnccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 180.20999999999998, "logP": 2.7830000000000004, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[0, 5, 4, 3, 2, 1], [6, 7, 8, 13, 3, 4], [9, 10, 11, 12, 13, 8]], "bond_rings": [[13, 4, 3, 2, 1, 0], [6, 7, 14, 15, 3, 5], [9, 10, 11, 12, 14, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 16, "num_heavy_atoms": 14, "num_heavy_bonds": 16, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 0}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 18 bonds"]}}} +{"timestamp": "2025-12-23T08:34:47", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "c1ccc2c(c1)ncc1cnccc12", "product_smiles_canonical": "c1ccc2c(c1)ncc1cnccc12", "reactant_smiles": ["Clc1nc2ccccc2c2ccncc12"], "reactant_smiles_canonical": ["Clc1nc2ccccc2c2ccncc12"], "stability_raw": {"Clc1nc2ccccc2c2ccncc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 214.65499999999997, "logP": 3.4364000000000017, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 14, 9, 8, 3, 2], [4, 5, 6, 7, 8, 3], [10, 11, 12, 13, 14, 9]], "bond_rings": [[14, 16, 8, 15, 2, 1], [4, 5, 6, 7, 15, 3], [10, 11, 12, 13, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 17, "num_heavy_atoms": 15, "num_heavy_bonds": 17, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:47", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "Clc1nc2ccccc2c2ccncc12", "product_smiles_canonical": "Clc1nc2ccccc2c2ccncc12", "reactant_smiles": ["O=P(Cl)(Cl)Cl", "O=c1[nH]c2ccccc2c2ccncc12"], "reactant_smiles_canonical": ["O=P(Cl)(Cl)Cl", "O=c1[nH]c2ccccc2c2ccncc12"], "stability_raw": {"O=P(Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.332, "logP": 2.8109, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=c1[nH]c2ccccc2c2ccncc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.20899999999997, "logP": 2.0763, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 14, 9, 8, 3, 2], [4, 5, 6, 7, 8, 3], [10, 11, 12, 13, 14, 9]], "bond_rings": [[14, 16, 8, 15, 2, 1], [4, 5, 6, 7, 15, 3], [10, 11, 12, 13, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 17, "num_heavy_atoms": 15, "num_heavy_bonds": 17, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Cl: Reactant has 3, Product has 1", "Atom count mismatch for P: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:47", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "O=c1[nH]c2ccccc2c2ccncc12", "product_smiles_canonical": "O=c1[nH]c2ccccc2c2ccncc12", "reactant_smiles": ["Nc1ccccc1B(O)O", "COC(=O)c1cnccc1Br"], "reactant_smiles_canonical": ["Nc1ccccc1B(O)O", "COC(=O)c1cnccc1Br"], "stability_raw": {"Nc1ccccc1B(O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.947, "logP": -1.0514000000000001, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[9, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COC(=O)c1cnccc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 216.034, "logP": 1.6306999999999998, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 9, 8, 7, 6, 5]], "bond_rings": [[10, 8, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 12", "Atom count mismatch for B: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [6, 6], Product rings [6, 6, 6]"]}}} +{"timestamp": "2025-12-23T08:34:47", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 0, "depth": 1, "product_smiles": "OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1", "product_smiles_canonical": "OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1", "reactant_smiles": ["NCc1ccc(F)cc1", "OB(O)c1cncc(OCCBr)c1"], "reactant_smiles_canonical": ["NCc1ccc(F)cc1", "OB(O)c1cncc(OCCBr)c1"], "stability_raw": {"NCc1ccc(F)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 125.14599999999997, "logP": 1.2844, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "OB(O)c1cncc(OCCBr)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 245.86899999999997, "logP": -0.46490000000000054, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 12, 7, 6, 5, 4]], "bond_rings": [[12, 11, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:47", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 2, "product_smiles": "OB(O)c1cncc(OCCBr)c1", "product_smiles_canonical": "OB(O)c1cncc(OCCBr)c1", "reactant_smiles": ["OB(O)c1cncc(O)c1", "BrCCBr"], "reactant_smiles_canonical": ["OB(O)c1cncc(O)c1", "BrCCBr"], "stability_raw": {"OB(O)c1cncc(O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 138.91899999999998, "logP": -1.5330000000000006, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 7, 6, 5, 4]], "bond_rings": [[9, 8, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "BrCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.862, "logP": 1.7762, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:34:48", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "product_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "reactant_smiles": ["CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N", "O=C(O)c1cc(-c2ccccc2)n[nH]1"], "reactant_smiles_canonical": ["CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N", "O=C(O)c1cc(-c2ccccc2)n[nH]1"], "stability_raw": {"CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 295.338, "logP": 2.3979999999999997, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 8, 7, 6, 5, 4], [9, 7, 6, 20, 10], [13, 14, 15, 16, 17, 12], [18, 17, 12, 10, 20]], "bond_rings": [[21, 7, 6, 5, 4, 3], [8, 6, 23, 22, 9], [13, 14, 15, 16, 24, 12], [17, 24, 11, 22, 19]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 25, "num_heavy_atoms": 22, "num_heavy_bonds": 25, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "O=C(O)c1cc(-c2ccccc2)n[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 188.186, "logP": 1.7748999999999997, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 12, 13], [7, 8, 9, 10, 11, 6]], "bond_rings": [[3, 4, 11, 12, 13], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T08:34:48", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N", "product_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N", "reactant_smiles": ["CC(C)c1ccc(O)c(c1)C1(O)c2ccccc2C(=O)C1N"], "reactant_smiles_canonical": ["CC(C)c1ccc(O)c(C2(O)c3ccccc3C(=O)C2N)c1"], "stability_raw": {"CC(C)c1ccc(O)c(c1)C1(O)c2ccccc2C(=O)C1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 297.35400000000004, "logP": 2.2751, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 9, 8, 6, 5, 4], [13, 14, 15, 16, 17, 12], [18, 17, 12, 10, 20]], "bond_rings": [[21, 8, 7, 5, 4, 3], [13, 14, 15, 16, 23, 12], [17, 23, 11, 22, 19]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 24, "num_heavy_atoms": 22, "num_heavy_bonds": 24, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["5-membered ring added", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 24 bonds, Product has 25 bonds"]}}} +{"timestamp": "2025-12-23T08:34:48", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)c1ccc(O)c(c1)C1(O)c2ccccc2C(=O)C1N", "product_smiles_canonical": "CC(C)c1ccc(O)c(C2(O)c3ccccc3C(=O)C2N)c1", "reactant_smiles": ["CC(C)c1ccc(O)c(Br)c1", "NC1C(=O)c2ccccc2C1=O"], "reactant_smiles_canonical": ["CC(C)c1ccc(O)c(Br)c1", "NC1C(=O)c2ccccc2C1=O"], "stability_raw": {"CC(C)c1ccc(O)c(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 215.08999999999997, "logP": 3.278100000000002, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 8, 6, 5, 4]], "bond_rings": [[10, 9, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "NC1C(=O)c2ccccc2C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.15999999999997, "logP": 0.39290000000000014, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 4, 9, 10], [5, 6, 7, 8, 9, 4]], "bond_rings": [[1, 3, 12, 9, 11], [5, 6, 7, 8, 12, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:48", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)c1ccc(O)c(Br)c1", "product_smiles_canonical": "CC(C)c1ccc(O)c(Br)c1", "reactant_smiles": ["CC(C)c1ccc(O)cc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["CC(C)c1ccc(O)cc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"CC(C)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.19399999999996, "logP": 2.515600000000001, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 9", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T08:34:48", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 2, "depth": 3, "product_smiles": "NC1C(=O)c2ccccc2C1=O", "product_smiles_canonical": "NC1C(=O)c2ccccc2C1=O", "reactant_smiles": ["O=C1c2ccccc2C(=O)C1[N+](=O)[O-]"], "reactant_smiles_canonical": ["O=C1c2ccccc2C(=O)C1[N+](=O)[O-]"], "stability_raw": {"O=C1c2ccccc2C(=O)C1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 191.14199999999997, "logP": 0.7109, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 7, 8, 10], [3, 4, 5, 6, 7, 2]], "bond_rings": [[1, 14, 7, 9, 13], [3, 4, 5, 6, 14, 2]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2"]}}} +{"timestamp": "2025-12-23T08:34:48", "job_id": "checker_20251223_083447_2996", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)c1cc(-c2ccccc2)n[nH]1", "product_smiles_canonical": "O=C(O)c1cc(-c2ccccc2)n[nH]1", "reactant_smiles": ["CCOC(=O)c1cc(-c2ccccc2)n[nH]1"], "reactant_smiles_canonical": ["CCOC(=O)c1cc(-c2ccccc2)n[nH]1"], "stability_raw": {"CCOC(=O)c1cc(-c2ccccc2)n[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 216.24000000000004, "logP": 2.2533999999999996, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 14, 15], [9, 10, 11, 12, 13, 8]], "bond_rings": [[5, 6, 13, 14, 15], [9, 10, 11, 12, 16, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 10"]}}} +{"timestamp": "2025-12-23T08:34:48", "job_id": "checker_20251223_083448_2996", "target_smiles_raw": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_smiles_canonical": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "product_smiles_canonical": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "reactant_smiles": ["N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1", "NC(=O)c1cnn2ccc(Br)cc12"], "reactant_smiles_canonical": ["N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1", "NC(=O)c1cnn2ccc(Br)cc12"], "stability_raw": {"N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 208.21099999999998, "logP": 2.06988, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 14, 7, 6, 4, 3], [9, 8, 13, 12, 10]], "bond_rings": [[14, 13, 6, 5, 3, 2], [8, 15, 12, 11, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Moderately stable"}, "NC(=O)c1cnn2ccc(Br)cc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 240.05999999999997, "logP": 1.1956999999999998, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 12], [7, 8, 9, 11, 12, 6]], "bond_rings": [[3, 4, 5, 13, 12], [7, 8, 10, 11, 13, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:48", "job_id": "checker_20251223_083448_2996", "target_smiles_raw": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_smiles_canonical": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1", "product_smiles_canonical": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1", "reactant_smiles": ["N#Cc1cc(F)cc(Br)c1", "[C@H]1C[C@H](F)CN1"], "reactant_smiles_canonical": ["N#Cc1cc(F)cc(Br)c1", "F[C@H]1C[CH]NC1"], "stability_raw": {"N#Cc1cc(F)cc(Br)c1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 200.01, "logP": 2.459880000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 7, 6, 4, 3]], "bond_rings": [[9, 8, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Moderately stable"}, "[C@H]1C[C@H](F)CN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 88.105, "logP": 0.47959, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 4, 5]], "bond_rings": [[0, 1, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:48", "job_id": "checker_20251223_083448_2996", "target_smiles_raw": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_smiles_canonical": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "N#Cc1cc(F)cc(Br)c1", "product_smiles_canonical": "N#Cc1cc(F)cc(Br)c1", "reactant_smiles": ["NC(=O)c1cc(F)cc(Br)c1"], "reactant_smiles_canonical": ["NC(=O)c1cc(F)cc(Br)c1"], "stability_raw": {"NC(=O)c1cc(F)cc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.02499999999998, "logP": 1.6871, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 8, 7, 5, 4]], "bond_rings": [[10, 9, 7, 6, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:34:48", "job_id": "checker_20251223_083448_2996", "target_smiles_raw": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_smiles_canonical": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "NC(=O)c1cnn2ccc(Br)cc12", "product_smiles_canonical": "NC(=O)c1cnn2ccc(Br)cc12", "reactant_smiles": ["NC(=O)c1cnn2ccccc12", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["NC(=O)c1cnn2ccccc12", "O=C1CCC(=O)N1Br"], "stability_raw": {"NC(=O)c1cnn2ccccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.164, "logP": 0.4331999999999997, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 11], [7, 8, 9, 10, 11, 6]], "bond_rings": [[3, 4, 5, 12, 11], [7, 8, 9, 10, 12, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 8", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [5, 5, 6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T08:42:24", "job_id": "checker_20251223_083448_2996", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "product_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "reactant_smiles": ["O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "N"], "reactant_smiles_canonical": ["O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "N"], "stability_raw": {"O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 526.5970000000003, "logP": 3.599800000000002, "h_bond_donors": 2, "h_bond_acceptors": 8, "rotatable_bonds": 6}, "ring_data": {"num_rings": 7, "atom_rings": [[3, 25, 24, 23, 5, 4], [7, 8, 9, 10, 22, 6], [11, 10, 9, 13, 12], [17, 18, 19, 20, 21, 16], [26, 25, 24, 38, 27], [28, 29, 36, 37, 38, 27], [31, 32, 33, 34, 35, 30]], "bond_rings": [[38, 24, 23, 22, 4, 3], [7, 8, 9, 21, 40, 6], [10, 9, 42, 12, 11], [17, 18, 19, 20, 43, 16], [25, 24, 41, 39, 26], [28, 35, 36, 37, 39, 27], [31, 32, 33, 34, 44, 30]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 5, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 39, "num_bonds": 45, "num_heavy_atoms": 39, "num_heavy_bonds": 45, "num_aromatic_atoms": 22, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T08:42:24", "job_id": "checker_20251223_083448_2996", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "product_smiles_canonical": "O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "reactant_smiles": ["O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1"], "reactant_smiles_canonical": ["O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1"], "stability_raw": {"O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 376.2100000000002, "logP": 3.0134000000000007, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 9, 8, 7, 5, 4], [10, 9, 8, 22, 11], [12, 13, 20, 21, 22, 11], [15, 16, 17, 18, 19, 14]], "bond_rings": [[22, 8, 7, 6, 4, 3], [9, 8, 24, 23, 10], [12, 19, 20, 21, 23, 11], [15, 16, 17, 18, 25, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 26, "num_heavy_atoms": 23, "num_heavy_bonds": 26, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 275.11699999999996, "logP": -0.9516999999999991, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 19, 7, 6, 5, 4], [8, 7, 6, 10, 9], [14, 15, 16, 17, 18, 13]], "bond_rings": [[19, 18, 6, 5, 4, 3], [7, 6, 20, 9, 8], [14, 15, 16, 17, 21, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:42:24", "job_id": "checker_20251223_083448_2996", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "product_smiles_canonical": "O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "reactant_smiles": ["O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12"], "reactant_smiles_canonical": ["O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12"], "stability_raw": {"O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 297.314, "logP": 2.2509000000000006, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 8, 7, 6, 5, 4], [9, 8, 7, 21, 10], [11, 12, 19, 20, 21, 10], [14, 15, 16, 17, 18, 13]], "bond_rings": [[21, 7, 6, 5, 4, 3], [8, 7, 23, 22, 9], [11, 18, 19, 20, 22, 10], [14, 15, 16, 17, 24, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 25, "num_heavy_atoms": 22, "num_heavy_bonds": 25, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 25 bonds, Product has 26 bonds"]}}} +{"timestamp": "2025-12-23T08:42:24", "job_id": "checker_20251223_083448_2996", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12", "product_smiles_canonical": "O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12", "reactant_smiles": ["CC(=O)O", "N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12"], "reactant_smiles_canonical": ["CC(=O)O", "N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12"], "stability_raw": {"CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.05200000000001, "logP": 0.09089999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12": {"valid_structure": true, "stability_score": 75, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 278.31499999999994, "logP": 2.42438, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 7, 6, 5, 4, 3], [8, 7, 6, 20, 9], [10, 11, 18, 19, 20, 9], [13, 14, 15, 16, 17, 12]], "bond_rings": [[20, 6, 5, 4, 3, 2], [7, 6, 22, 21, 8], [10, 17, 18, 19, 21, 9], [13, 14, 15, 16, 23, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 24, "num_heavy_atoms": 21, "num_heavy_bonds": 24, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 8}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 18, Product has 16", "Atom count mismatch for N: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T08:42:24", "job_id": "checker_20251223_083448_2996", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12", "product_smiles_canonical": "N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12", "reactant_smiles": ["C1COCCN1", "N#Cc1ccnc2c1[nH]c1cc(Br)ccc12"], "reactant_smiles_canonical": ["C1COCCN1", "N#Cc1ccnc2c1[nH]c1cc(Br)ccc12"], "stability_raw": {"C1COCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 87.122, "logP": -0.3938000000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[5, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "N#Cc1ccnc2c1[nH]c1cc(Br)ccc12": {"valid_structure": true, "stability_score": 80, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 272.105, "logP": 3.3502800000000015, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 7, 6, 5, 4, 3], [8, 7, 6, 15, 9], [10, 11, 13, 14, 15, 9]], "bond_rings": [[15, 6, 5, 4, 3, 2], [7, 6, 17, 16, 8], [10, 12, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:42:24", "job_id": "checker_20251223_083448_2996", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "N#Cc1ccnc2c1[nH]c1cc(Br)ccc12", "product_smiles_canonical": "N#Cc1ccnc2c1[nH]c1cc(Br)ccc12", "reactant_smiles": ["N#Cc1ccncc1Nc1cccc(Br)c1"], "reactant_smiles_canonical": ["N#Cc1ccncc1Nc1cccc(Br)c1"], "stability_raw": {"N#Cc1ccncc1Nc1cccc(Br)c1": {"valid_structure": true, "stability_score": 75, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 274.121, "logP": 3.4593800000000012, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [10, 11, 12, 13, 15, 9]], "bond_rings": [[15, 6, 5, 4, 3, 2], [10, 11, 12, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 4}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [6, 6], Product rings [5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 18 bonds"]}}} +{"timestamp": "2025-12-23T08:42:24", "job_id": "checker_20251223_083448_2996", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "N#Cc1ccncc1Nc1cccc(Br)c1", "product_smiles_canonical": "N#Cc1ccncc1Nc1cccc(Br)c1", "reactant_smiles": ["Nc1cccc(Br)c1", "N#Cc1ccncc1Br"], "reactant_smiles_canonical": ["Nc1cccc(Br)c1", "N#Cc1ccncc1Br"], "stability_raw": {"Nc1cccc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.025, "logP": 2.0313, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "N#Cc1ccncc1Br": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 183.00799999999998, "logP": 1.7157799999999999, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Bromo", "from_positions": ["ortho"], "to_positions": ["meta"]}], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1", "Substituent position change detected: Bromo moved from ortho to meta position(s)"]}}} +{"timestamp": "2025-12-23T08:42:24", "job_id": "checker_20251223_083448_2996", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 1, "depth": 2, "product_smiles": "OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1", "product_smiles_canonical": "OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1", "reactant_smiles": ["ClCCN1CCOCC1", "OB(O)c1ccc2[nH]ncc2c1"], "reactant_smiles_canonical": ["ClCCN1CCOCC1", "OB(O)c1ccc2[nH]ncc2c1"], "stability_raw": {"ClCCN1CCOCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 149.62099999999998, "logP": 0.5574, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "OB(O)c1ccc2[nH]ncc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.957, "logP": -0.7573000000000003, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 11, 10, 6, 5, 4], [7, 6, 10, 9, 8]], "bond_rings": [[11, 10, 12, 5, 4, 3], [6, 12, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:46:49", "job_id": "checker_20251223_084230_2996", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "product_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "reactant_smiles": ["Cn1oc(=O)nc1C(=O)c1ccccc1", "NOCc1cccc(N)n1"], "reactant_smiles_canonical": ["Cn1oc(=O)nc1C(=O)c1ccccc1", "NOCc1cccc(N)n1"], "stability_raw": {"Cn1oc(=O)nc1C(=O)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 204.18500000000003, "logP": 0.6043000000000001, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 5, 6], [10, 11, 12, 13, 14, 9]], "bond_rings": [[1, 2, 4, 5, 14], [10, 11, 12, 13, 15, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "NOCc1cccc(N)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 139.158, "logP": 0.054099999999999926, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 7, 6, 5, 4]], "bond_rings": [[9, 8, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T08:46:49", "job_id": "checker_20251223_084230_2996", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Cn1oc(=O)nc1C(=O)c1ccccc1", "product_smiles_canonical": "Cn1oc(=O)nc1C(=O)c1ccccc1", "reactant_smiles": ["Cn1oc(=O)nc1", "O=C(Cl)c1ccccc1"], "reactant_smiles_canonical": ["Cn1cnc(=O)o1", "O=C(Cl)c1ccccc1"], "stability_raw": {"Cn1oc(=O)nc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 100.077, "logP": -0.6267, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 5, 6]], "bond_rings": [[1, 2, 4, 5, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "O=C(Cl)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 140.569, "logP": 2.0656, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:46:49", "job_id": "checker_20251223_084230_2996", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(Cl)c1ccccc1", "product_smiles_canonical": "O=C(Cl)c1ccccc1", "reactant_smiles": ["O=S(Cl)Cl", "O=C(O)c1ccccc1"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "O=C(O)c1ccccc1"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.12299999999996, "logP": 1.3848, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:46:49", "job_id": "checker_20251223_084230_2996", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "NOCc1cccc(N)n1", "product_smiles_canonical": "NOCc1cccc(N)n1", "reactant_smiles": ["Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1"], "reactant_smiles_canonical": ["Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1"], "stability_raw": {"Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 269.26, "logP": 1.3916, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 19, 5, 4, 3, 2], [9, 8, 17, 16, 11], [12, 13, 14, 15, 16, 11]], "bond_rings": [[19, 18, 4, 3, 2, 1], [8, 20, 16, 21, 10], [12, 13, 14, 15, 21, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -40 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 6", "Atom count mismatch for O: Reactant has 3, Product has 1", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 12 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T08:46:49", "job_id": "checker_20251223_084230_2996", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 2, "product_smiles": "Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1", "product_smiles_canonical": "Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1", "reactant_smiles": ["Nc1cccc(CO)n1", "O=C1c2ccccc2C(=O)N1O"], "reactant_smiles_canonical": ["Nc1cccc(CO)n1", "O=C1c2ccccc2C(=O)N1O"], "stability_raw": {"Nc1cccc(CO)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 124.143, "logP": 0.15610000000000007, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 5, 4, 3, 2]], "bond_rings": [[8, 7, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1c2ccccc2C(=O)N1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 163.13199999999998, "logP": 0.6718, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 7, 8, 10], [3, 4, 5, 6, 7, 2]], "bond_rings": [[1, 12, 7, 9, 11], [3, 4, 5, 6, 12, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T08:54:45", "job_id": "checker_20251223_084707_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "product_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "reactant_smiles": ["Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(-c3ccc(O)c(Cl)c3)nc12", "CN1CCNCC1"], "reactant_smiles_canonical": ["NC(=O)c1cc(-c2ccc(O)c(Cl)c2)nc2c1[nH]c1cc(Cl)ccc12", "CN1CCNCC1"], "stability_raw": {"Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(-c3ccc(O)c(Cl)c3)nc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 372.211, "logP": 4.4944000000000015, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 6, 5, 4, 3, 2], [7, 5, 4, 24, 8], [9, 13, 14, 23, 24, 8], [16, 17, 18, 20, 22, 15]], "bond_rings": [[24, 5, 4, 3, 2, 1], [6, 4, 26, 25, 7], [12, 13, 22, 23, 25, 8], [16, 17, 19, 21, 27, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 19, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "CN1CCNCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 100.16499999999999, "logP": -0.4785999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T08:54:45", "job_id": "checker_20251223_084707_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(-c3ccc(O)c(Cl)c3)nc12", "product_smiles_canonical": "NC(=O)c1cc(-c2ccc(O)c(Cl)c2)nc2c1[nH]c1cc(Cl)ccc12", "reactant_smiles": ["Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(Br)nc12", "OB(O)c1ccc(O)c(Cl)c1"], "reactant_smiles_canonical": ["NC(=O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12", "OB(O)c1ccc(O)c(Cl)c1"], "stability_raw": {"Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(Br)nc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 324.565, "logP": 3.2309, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 6, 5, 4, 3, 2], [7, 5, 4, 17, 8], [9, 13, 14, 16, 17, 8]], "bond_rings": [[17, 5, 4, 3, 2, 1], [6, 4, 19, 18, 7], [12, 13, 15, 16, 18, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "OB(O)c1ccc(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.37599999999998, "logP": -0.27460000000000023, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 8, 6, 5, 4]], "bond_rings": [[10, 9, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:54:45", "job_id": "checker_20251223_084707_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(Br)nc12", "product_smiles_canonical": "NC(=O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12", "reactant_smiles": ["O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12"], "reactant_smiles_canonical": ["O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12"], "stability_raw": {"O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 325.54900000000004, "logP": 3.8302000000000005, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 9, 8, 7, 5, 4], [10, 9, 8, 17, 11], [12, 13, 15, 16, 17, 11]], "bond_rings": [[17, 8, 7, 6, 4, 3], [9, 8, 19, 18, 10], [12, 14, 15, 16, 18, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for N: Reactant has 2, Product has 3"]}}} +{"timestamp": "2025-12-23T08:54:45", "job_id": "checker_20251223_084707_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12", "product_smiles_canonical": "O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12", "reactant_smiles": ["O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1"], "stability_raw": {"O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 327.56500000000005, "logP": 3.939300000000001, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 9, 8, 7, 5, 4], [12, 13, 14, 15, 17, 11]], "bond_rings": [[17, 8, 7, 6, 4, 3], [12, 13, 14, 16, 18, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [6, 6], Product rings [5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 19 bonds, Product has 20 bonds"]}}} +{"timestamp": "2025-12-23T08:54:45", "job_id": "checker_20251223_084707_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1", "product_smiles_canonical": "O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1", "reactant_smiles": ["Nc1cnc(Br)cc1C(=O)O", "Clc1cccc(I)c1"], "reactant_smiles_canonical": ["Nc1cnc(Br)cc1C(=O)O", "Clc1cccc(I)c1"], "stability_raw": {"Nc1cnc(Br)cc1C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 217.022, "logP": 1.1245, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[10, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Clc1cccc(I)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 238.45499999999998, "logP": 2.9446000000000003, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T08:54:45", "job_id": "checker_20251223_084707_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 1, "depth": 2, "product_smiles": "OB(O)c1ccc(O)c(Cl)c1", "product_smiles_canonical": "OB(O)c1ccc(O)c(Cl)c1", "reactant_smiles": ["O=C1CCC(=O)N1Cl", "OB(O)c1ccc(O)cc1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Cl", "OB(O)c1ccc(O)cc1"], "stability_raw": {"O=C1CCC(=O)N1Cl": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 133.534, "logP": 0.2892, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "OB(O)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 137.93099999999998, "logP": -0.9280000000000004, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -20 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for C: Reactant has 10, Product has 6", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T08:54:45", "job_id": "checker_20251223_084707_2996", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 0, "depth": 1, "product_smiles": "CN1CCNCC1", "product_smiles_canonical": "CN1CCNCC1", "reactant_smiles": ["CN1CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["CN1CCN(Cc2ccccc2)CC1"], "stability_raw": {"CN1CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 190.28999999999996, "logP": 1.434, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 4, 3, 2], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 12, 11, 3, 2, 1], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T09:03:28", "job_id": "checker_20251223_085449_2996", "target_smiles_raw": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "product_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "reactant_smiles": ["COC(=O)CCc1cc2cc(Br)ccc2n1C", "CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl"], "reactant_smiles_canonical": ["COC(=O)CCc1cc2cc(Br)ccc2n1C", "CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl"], "stability_raw": {"COC(=O)CCc1cc2cc(Br)ccc2n1C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 296.16400000000004, "logP": 3.046400000000001, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 7, 8, 14, 15], [9, 10, 12, 13, 14, 8]], "bond_rings": [[6, 7, 17, 14, 16], [9, 11, 12, 13, 17, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 282.49199999999996, "logP": 0.8569999999999998, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 17, 16, 7, 6, 5], [9, 8, 15, 11, 10]], "bond_rings": [[18, 16, 15, 6, 5, 4], [8, 19, 14, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 20, "num_heavy_atoms": 19, "num_heavy_bonds": 20, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T09:03:28", "job_id": "checker_20251223_085449_2996", "target_smiles_raw": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)CCc1cc2cc(Br)ccc2n1C", "product_smiles_canonical": "COC(=O)CCc1cc2cc(Br)ccc2n1C", "reactant_smiles": ["Cn1c(CCC(=O)O)cc2cc(Br)ccc21", "CO"], "reactant_smiles_canonical": ["Cn1c(CCC(=O)O)cc2cc(Br)ccc21", "CO"], "stability_raw": {"Cn1c(CCC(=O)O)cc2cc(Br)ccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 282.137, "logP": 2.958000000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 8, 9, 15], [10, 11, 13, 14, 15, 9]], "bond_rings": [[1, 7, 8, 16, 15], [10, 12, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 32.042, "logP": -0.3915, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T09:03:28", "job_id": "checker_20251223_085449_2996", "target_smiles_raw": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Cn1c(CCC(=O)O)cc2cc(Br)ccc21", "product_smiles_canonical": "Cn1c(CCC(=O)O)cc2cc(Br)ccc21", "reactant_smiles": ["O=C(O)CC(=O)O", "Cn1c(C=O)cc2cc(Br)ccc21"], "reactant_smiles_canonical": ["O=C(O)CC(=O)O", "Cn1c(C=O)cc2cc(Br)ccc21"], "stability_raw": {"O=C(O)CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 104.06099999999999, "logP": -0.4543, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "Cn1c(C=O)cc2cc(Br)ccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 238.08399999999997, "logP": 2.753300000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 5, 6, 12], [7, 8, 10, 11, 12, 6]], "bond_rings": [[1, 4, 5, 13, 12], [7, 9, 10, 11, 13, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 12", "Atom count mismatch for O: Reactant has 5, Product has 2"]}}} +{"timestamp": "2025-12-23T09:03:28", "job_id": "checker_20251223_085449_2996", "target_smiles_raw": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl", "product_smiles_canonical": "CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl", "reactant_smiles": ["Oc1ccc(-c2noc(B(O)O)n2)cc1Cl", "CC(C)Br"], "reactant_smiles_canonical": ["OB(O)c1nc(-c2ccc(O)c(Cl)c2)no1", "CC(C)Br"], "stability_raw": {"Oc1ccc(-c2noc(B(O)O)n2)cc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 240.41100000000003, "logP": -0.2246000000000002, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 14, 13, 4, 3, 2], [6, 5, 12, 8, 7]], "bond_rings": [[15, 13, 12, 3, 2, 1], [5, 16, 11, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.993, "logP": 1.7897, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T09:03:28", "job_id": "checker_20251223_085449_2996", "target_smiles_raw": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 2, "product_smiles": "Oc1ccc(-c2noc(B(O)O)n2)cc1Cl", "product_smiles_canonical": "OB(O)c1nc(-c2ccc(O)c(Cl)c2)no1", "reactant_smiles": ["OB(O)c1ccc(O)c(Cl)c1", "Brc1noc(B(O)O)n1"], "reactant_smiles_canonical": ["OB(O)c1ccc(O)c(Cl)c1", "OB(O)c1nc(Br)no1"], "stability_raw": {"OB(O)c1ccc(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.37599999999998, "logP": -0.27460000000000023, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 8, 6, 5, 4]], "bond_rings": [[10, 9, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Brc1noc(B(O)O)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.76500000000001, "logP": -1.4881000000000002, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 8]], "bond_rings": [[1, 2, 3, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T09:03:28", "job_id": "checker_20251223_085449_2996", "target_smiles_raw": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "OB(O)c1ccc(O)c(Cl)c1", "product_smiles_canonical": "OB(O)c1ccc(O)c(Cl)c1", "reactant_smiles": ["O=C1CCC(=O)N1Cl", "OB(O)c1ccc(O)cc1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Cl", "OB(O)c1ccc(O)cc1"], "stability_raw": {"O=C1CCC(=O)N1Cl": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 133.534, "logP": 0.2892, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "OB(O)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 137.93099999999998, "logP": -0.9280000000000004, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -20 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for C: Reactant has 10, Product has 6", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T09:15:05", "job_id": "checker_20251223_090333_2996", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "product_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "reactant_smiles": ["Brc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1", "CCOP(=O)([H])OCC"], "reactant_smiles_canonical": ["COc1cc(Br)ccc1Nc1ncc(C(F)(F)F)c(Nc2ccc([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3c2C(=O)N(C)C3)n1", "CCO[PH](=O)OCC"], "stability_raw": {"Brc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 688.5930000000001, "logP": 6.612900000000008, "h_bond_donors": 2, "h_bond_acceptors": 8, "rotatable_bonds": 7}, "ring_data": {"num_rings": 6, "atom_rings": [[1, 44, 41, 4, 3, 2], [7, 8, 9, 14, 40, 6], [17, 18, 19, 33, 34, 16], [21, 22, 23, 31, 32, 20], [25, 26, 27, 29, 30, 24], [35, 34, 33, 39, 37]], "bond_rings": [[44, 43, 40, 3, 2, 1], [7, 8, 13, 39, 45, 6], [17, 18, 32, 33, 46, 16], [21, 22, 30, 31, 47, 20], [25, 26, 28, 29, 49, 24], [34, 33, 48, 38, 36]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 45, "num_bonds": 50, "num_heavy_atoms": 45, "num_heavy_bonds": 50, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 27}, "assessment": "Likely stable"}, "CCOP(=O)([H])OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 138.10299999999998, "logP": 1.4490999999999998, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 36, Product has 37", "Possible unnecessary bonds formed: Reactant has 57 bonds, Product has 58 bonds"]}}} +{"timestamp": "2025-12-23T09:15:05", "job_id": "checker_20251223_090333_2996", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Brc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1", "product_smiles_canonical": "COc1cc(Br)ccc1Nc1ncc(C(F)(F)F)c(Nc2ccc([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3c2C(=O)N(C)C3)n1", "reactant_smiles": ["FC(F)(F)c1cnc(Cl)nc1Cl", "COc1cc(Br)ccc1N", "Nc1ccc([C@H]2CC[C@H](N3CCN(C)CC3)CC2)c2c1C(=O)N(C)C2"], "reactant_smiles_canonical": ["FC(F)(F)c1cnc(Cl)nc1Cl", "COc1cc(Br)ccc1N", "CN1CCN([C@H]2CC[C@H](c3ccc(N)c4c3CN(C)C4=O)CC2)CC1"], "stability_raw": {"FC(F)(F)c1cnc(Cl)nc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 216.977, "logP": 2.8022, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[11, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "COc1cc(Br)ccc1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 202.051, "logP": 2.0399, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 6, 4, 3]], "bond_rings": [[9, 7, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Nc1ccc([C@H]2CC[C@H](N3CCN(C)CC3)CC2)c2c1C(=O)N(C)C2": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 342.4870000000001, "logP": 2.128, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 19, 18, 4, 3, 2], [6, 7, 8, 16, 17, 5], [10, 11, 12, 14, 15, 9], [20, 19, 18, 24, 22]], "bond_rings": [[24, 18, 17, 3, 2, 1], [6, 7, 15, 16, 25, 5], [10, 11, 13, 14, 27, 9], [19, 18, 26, 23, 21]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 19}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T09:15:05", "job_id": "checker_20251223_090333_2996", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "FC(F)(F)c1cnc(Cl)nc1Cl", "product_smiles_canonical": "FC(F)(F)c1cnc(Cl)nc1Cl", "reactant_smiles": ["Clc1ccnc(Cl)n1", "FC(F)(F)I"], "reactant_smiles_canonical": ["Clc1ccnc(Cl)n1", "FC(F)(F)I"], "stability_raw": {"Clc1ccnc(Cl)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 148.98000000000002, "logP": 1.7833999999999997, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "FC(F)(F)I": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 195.909, "logP": 1.9411999999999998, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Chloro", "from_positions": ["meta", "meta"], "to_positions": ["meta", "ortho"]}], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0", "Substituent position change detected: Chloro moved from meta, meta to meta, ortho position(s)"]}}} +{"timestamp": "2025-12-23T09:15:05", "job_id": "checker_20251223_090333_2996", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1cc(Br)ccc1N", "product_smiles_canonical": "COc1cc(Br)ccc1N", "reactant_smiles": ["COc1cc(Br)ccc1[N+](=O)[O-]"], "reactant_smiles_canonical": ["COc1cc(Br)ccc1[N+](=O)[O-]"], "stability_raw": {"COc1cc(Br)ccc1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 232.033, "logP": 2.3659, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 6, 4, 3]], "bond_rings": [[11, 7, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T09:15:05", "job_id": "checker_20251223_090333_2996", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "Nc1ccc([C@H]2CC[C@H](N3CCN(C)CC3)CC2)c2c1C(=O)N(C)C2", "product_smiles_canonical": "CN1CCN([C@H]2CC[C@H](c3ccc(N)c4c3CN(C)C4=O)CC2)CC1", "reactant_smiles": ["Nc1ccc([C@H]2CC[C@H](Br)CC2)c2c1C(=O)N(C)C2", "CN1CCNCC1"], "reactant_smiles_canonical": ["CN1Cc2c(c(N)ccc2[C@H]2CC[C@H](Br)CC2)C1=O", "CN1CCNCC1"], "stability_raw": {"Nc1ccc([C@H]2CC[C@H](Br)CC2)c2c1C(=O)N(C)C2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 323.2340000000001, "logP": 3.2755000000000027, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 13, 12, 4, 3, 2], [6, 7, 8, 10, 11, 5], [14, 13, 12, 18, 16]], "bond_rings": [[18, 12, 11, 3, 2, 1], [6, 7, 9, 10, 19, 5], [13, 12, 20, 17, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "CN1CCNCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 100.16499999999999, "logP": -0.4785999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T09:15:05", "job_id": "checker_20251223_090333_2996", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "Nc1ccc([C@H]2CC[C@H](Br)CC2)c2c1C(=O)N(C)C2", "product_smiles_canonical": "CN1Cc2c(c(N)ccc2[C@H]2CC[C@H](Br)CC2)C1=O", "reactant_smiles": ["CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O"], "reactant_smiles_canonical": ["CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O"], "stability_raw": {"CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 244.33799999999997, "logP": 2.902100000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 15, 16], [6, 7, 8, 9, 10, 5], [11, 12, 13, 15, 3, 4]], "bond_rings": [[1, 2, 18, 15, 17], [6, 7, 8, 9, 19, 5], [11, 12, 14, 18, 3, 10]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 20 bonds, Product has 21 bonds"]}}} +{"timestamp": "2025-12-23T09:15:05", "job_id": "checker_20251223_090333_2996", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O", "product_smiles_canonical": "CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O", "reactant_smiles": ["CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O"], "reactant_smiles_canonical": ["CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O"], "stability_raw": {"CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 242.32199999999995, "logP": 2.8118000000000007, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 15, 16], [6, 7, 8, 9, 10, 5], [11, 12, 13, 15, 3, 4]], "bond_rings": [[1, 2, 18, 15, 17], [6, 7, 8, 9, 19, 5], [11, 12, 14, 18, 3, 10]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T09:15:05", "job_id": "checker_20251223_090333_2996", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 5, "product_smiles": "CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O", "product_smiles_canonical": "CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O", "reactant_smiles": ["OB(O)C1=CCCCC1", "CN1Cc2c(Br)ccc(N)c2C1=O"], "reactant_smiles_canonical": ["OB(O)C1=CCCCC1", "CN1Cc2c(Br)ccc(N)c2C1=O"], "stability_raw": {"OB(O)C1=CCCCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 125.964, "logP": 0.4988, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CN1Cc2c(Br)ccc(N)c2C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 241.088, "logP": 1.6169, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 10, 11], [4, 6, 7, 8, 10, 3]], "bond_rings": [[1, 2, 13, 10, 12], [5, 6, 7, 9, 13, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T09:15:05", "job_id": "checker_20251223_090333_2996", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 4, "depth": 3, "product_smiles": "CN1CCNCC1", "product_smiles_canonical": "CN1CCNCC1", "reactant_smiles": ["CN1CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["CN1CCN(Cc2ccccc2)CC1"], "stability_raw": {"CN1CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 190.28999999999996, "logP": 1.434, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 4, 3, 2], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 12, 11, 3, 2, 1], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T09:26:46", "job_id": "checker_20251223_091509_2996", "target_smiles_raw": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "product_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "reactant_smiles": ["COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)CO)c(OC)c1OC"], "reactant_smiles_canonical": ["COc1ccc(C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC"], "stability_raw": {"COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)CO)c(OC)c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 609.9210000000004, "logP": 7.50760000000001, "h_bond_donors": 2, "h_bond_acceptors": 7, "rotatable_bonds": 14}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 39, 36, 5, 4, 3], [21, 22, 23, 24, 25, 20]], "bond_rings": [[41, 38, 35, 4, 3, 2], [21, 22, 23, 24, 42, 20]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 42, "num_bonds": 43, "num_heavy_atoms": 42, "num_heavy_bonds": 43, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 36}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 8", "Possible unnecessary bonds formed: Reactant has 43 bonds, Product has 44 bonds"]}}} +{"timestamp": "2025-12-23T09:26:46", "job_id": "checker_20251223_091509_2996", "target_smiles_raw": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)CO)c(OC)c1OC", "product_smiles_canonical": "COc1ccc(C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC", "reactant_smiles": ["COc1ccc(C[C@H](C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)CO)c(OC)c1OC", "C[Si](C)(Cl)C(C)(C)C"], "reactant_smiles_canonical": ["COc1ccc(C[C@@H](CO)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC", "CC(C)(C)[Si](C)(C)Cl"], "stability_raw": {"COc1ccc(C[C@H](C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)CO)c(OC)c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 495.6570000000003, "logP": 4.478100000000004, "h_bond_donors": 3, "h_bond_acceptors": 7, "rotatable_bonds": 12}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 32, 29, 5, 4, 3], [14, 15, 16, 17, 18, 13]], "bond_rings": [[34, 31, 28, 4, 3, 2], [14, 15, 16, 17, 35, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 36, "num_heavy_atoms": 35, "num_heavy_bonds": 36, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 29}, "assessment": "Likely stable"}, "C[Si](C)(Cl)C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.725, "logP": 3.230400000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T09:26:46", "job_id": "checker_20251223_091509_2996", "target_smiles_raw": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1ccc(C[C@H](C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)CO)c(OC)c1OC", "product_smiles_canonical": "COc1ccc(C[C@@H](CO)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC", "reactant_smiles": ["COc1ccc(C[C@H](C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C=O)c(OC)c1OC"], "reactant_smiles_canonical": ["COc1ccc(C[C@@H](C=O)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC"], "stability_raw": {"COc1ccc(C[C@H](C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C=O)c(OC)c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 493.6410000000003, "logP": 4.684700000000004, "h_bond_donors": 2, "h_bond_acceptors": 7, "rotatable_bonds": 12}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 32, 29, 5, 4, 3], [14, 15, 16, 17, 18, 13]], "bond_rings": [[34, 31, 28, 4, 3, 2], [14, 15, 16, 17, 35, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 36, "num_heavy_atoms": 35, "num_heavy_bonds": 36, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 29}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T09:26:46", "job_id": "checker_20251223_091509_2996", "target_smiles_raw": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COc1ccc(C[C@H](C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C=O)c(OC)c1OC", "product_smiles_canonical": "COc1ccc(C[C@@H](C=O)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -100 points", "Atom count inconsistency: -35 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 0, Product has 27", "Atom count mismatch for O: Reactant has 0, Product has 7", "Atom count mismatch for N: Reactant has 0, Product has 1", "Ring size change detected: Reactant rings [], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 6", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 36 bonds"]}}} +{"timestamp": "2025-12-23T09:26:46", "job_id": "checker_20251223_091509_2996", "target_smiles_raw": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "C[Si](C)(Cl)C(C)(C)C", "product_smiles_canonical": "CC(C)(C)[Si](C)(C)Cl", "reactant_smiles": ["C[Si](C)([H])C(C)(C)C", "Cl[Cl]"], "reactant_smiles_canonical": ["C[SiH](C)C(C)(C)C", "ClCl"], "stability_raw": {"C[Si](C)([H])C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 116.27999999999999, "logP": 2.2732, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "Cl[Cl]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 70.906, "logP": 1.379, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T09:26:46", "job_id": "checker_20251223_091509_2996", "target_smiles_raw": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "C[Si](C)([H])C(C)(C)C", "product_smiles_canonical": "C[SiH](C)C(C)(C)C", "reactant_smiles": ["C[Si](C)([H])[H]", "C=C(C)C"], "reactant_smiles_canonical": ["C[SiH2]C", "C=C(C)C"], "stability_raw": {"C[Si](C)([H])[H]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.172, "logP": 0.25139999999999996, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 5 bonds, Product has 6 bonds"]}}} +{"timestamp": "2025-12-23T09:27:34", "job_id": "checker_20251223_092654_2996", "target_smiles_raw": "CC1(C)COCc2nc3cnc(Br)cc3n21", "target_smiles_canonical": "CC1(C)COCc2nc3cnc(Br)cc3n21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC1(C)COCc2nc3cnc(Br)cc3n21", "product_smiles_canonical": "CC1(C)COCc2nc3cnc(Br)cc3n21", "reactant_smiles": ["O=C1CCC(=O)N1Br", "CC1(C)COCc2nc3cnccc3n21"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "CC1(C)COCc2nc3cnccc3n21"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC1(C)COCc2nc3cnccc3n21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 203.24500000000003, "logP": 1.6965999999999999, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 14, 6, 5, 4, 3], [7, 6, 14, 13, 8], [9, 10, 11, 12, 13, 8]], "bond_rings": [[14, 15, 5, 4, 3, 2], [6, 15, 13, 16, 7], [9, 10, 11, 12, 16, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 17, "num_heavy_atoms": 15, "num_heavy_bonds": 17, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 15, Product has 11", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [5, 5, 6, 6], Product rings [5, 6, 6]"]}}} +{"timestamp": "2025-12-23T09:27:34", "job_id": "checker_20251223_092654_2996", "target_smiles_raw": "CC1(C)COCc2nc3cnc(Br)cc3n21", "target_smiles_canonical": "CC1(C)COCc2nc3cnc(Br)cc3n21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1(C)COCc2nc3cnccc3n21", "product_smiles_canonical": "CC1(C)COCc2nc3cnccc3n21", "reactant_smiles": ["CC1(C)COCC(=O)N1", "O=[N+]([O-])c1cnccc1I"], "reactant_smiles_canonical": ["CC1(C)COCC(=O)N1", "O=[N+]([O-])c1cnccc1I"], "stability_raw": {"CC1(C)COCC(=O)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 129.159, "logP": -0.08859999999999996, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 6, 5, 4, 3]], "bond_rings": [[8, 7, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "O=[N+]([O-])c1cnccc1I": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 249.99499999999998, "logP": 1.5944, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[9, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 20, "severity": "high", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 1", "Atom count mismatch for I: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [6, 6], Product rings [5, 6, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 9"]}}} +{"timestamp": "2025-12-23T09:33:46", "job_id": "checker_20251223_092738_2996", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "product_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "reactant_smiles": ["N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "CC(C)S(=O)(=O)Cl"], "reactant_smiles_canonical": ["N#Cc1ccc(-c2ccc([C@@H]3COCC[C@@H]3N)cc2)s1", "CC(C)S(=O)(=O)Cl"], "stability_raw": {"N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 284.384, "logP": 3.117980000000002, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 6, 5, 4, 3, 2], [8, 9, 10, 18, 19, 7], [12, 11, 17, 14, 13]], "bond_rings": [[19, 5, 4, 3, 2, 1], [8, 9, 17, 18, 20, 7], [11, 21, 16, 13, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 9}, "assessment": "Moderately stable"}, "CC(C)S(=O)(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.607, "logP": 0.9634, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T09:33:46", "job_id": "checker_20251223_092738_2996", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "product_smiles_canonical": "N#Cc1ccc(-c2ccc([C@@H]3COCC[C@@H]3N)cc2)s1", "reactant_smiles": ["N[C@H]1CCOC[C@H]1Br", "N#Cc1ccc(-c2ccc(B(O)O)cc2)s1"], "reactant_smiles_canonical": ["N[C@H]1CCOC[C@H]1Br", "N#Cc1ccc(-c2ccc(B(O)O)cc2)s1"], "stability_raw": {"N[C@H]1CCOC[C@H]1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 180.045, "logP": 0.4974999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N#Cc1ccc(-c2ccc(B(O)O)cc2)s1": {"valid_structure": true, "stability_score": 75, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 229.069, "logP": 0.9665799999999996, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 15], [7, 8, 9, 13, 14, 6]], "bond_rings": [[2, 3, 4, 14, 15], [7, 8, 12, 13, 16, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T09:33:46", "job_id": "checker_20251223_092738_2996", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "N[C@H]1CCOC[C@H]1Br", "product_smiles_canonical": "N[C@H]1CCOC[C@H]1Br", "reactant_smiles": ["NC1CCOCC1"], "reactant_smiles_canonical": ["NC1CCOCC1"], "stability_raw": {"NC1CCOCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 101.149, "logP": 0.12409999999999966, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 7 bonds, Product has 8 bonds"]}}} +{"timestamp": "2025-12-23T09:33:46", "job_id": "checker_20251223_092738_2996", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "NC1CCOCC1", "product_smiles_canonical": "NC1CCOCC1", "reactant_smiles": ["CC(C)(C)OC(=O)NC1CCOCC1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)NC1CCOCC1"], "stability_raw": {"CC(C)(C)OC(=O)NC1CCOCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 201.26599999999993, "logP": 1.6901, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 13, 12, 11, 10, 9]], "bond_rings": [[13, 12, 11, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -10 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 5", "Atom count mismatch for O: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T09:33:46", "job_id": "checker_20251223_092738_2996", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "N#Cc1ccc(-c2ccc(B(O)O)cc2)s1", "product_smiles_canonical": "N#Cc1ccc(-c2ccc(B(O)O)cc2)s1", "reactant_smiles": ["OB(O)c1ccc(B(O)O)cc1", "N#Cc1ccc(I)s1"], "reactant_smiles_canonical": ["OB(O)c1ccc(B(O)O)cc1", "N#Cc1ccc(I)s1"], "stability_raw": {"OB(O)c1ccc(B(O)O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 165.75, "logP": -2.9537999999999993, "h_bond_donors": 4, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 11, 10, 6, 5, 4]], "bond_rings": [[11, 10, 9, 5, 4, 3]], "num_aliphatic_carbocycles": 0, 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"Likely stable"}, "CC(C)(C)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.12299999999999, "logP": 0.7771999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T09:33:51", "job_id": "checker_20251223_093350_2996", "target_smiles_raw": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "O=C(O)[C@@H](CC=C)C(C(=O)O)(C(=O)O)C(=O)O", "product_smiles_canonical": "C=CC[C@H](C(=O)O)C(C(=O)O)(C(=O)O)C(=O)O", "reactant_smiles": ["C=CCC(C(=O)O)C(=O)O", "O=C(O)C(=O)C(=O)O"], "reactant_smiles_canonical": ["C=CCC(C(=O)O)C(=O)O", "O=C(O)C(=O)C(=O)O"], "stability_raw": {"C=CCC(C(=O)O)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 144.12599999999998, "logP": 0.3478999999999999, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 9, "num_heavy_atoms": 10, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "O=C(O)C(=O)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.04399999999998, "logP": -1.2753, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T09:33:51", "job_id": "checker_20251223_093350_2996", "target_smiles_raw": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "C=CCC(C(=O)O)C(=O)O", "product_smiles_canonical": "C=CCC(C(=O)O)C(=O)O", "reactant_smiles": ["C=CCC(C(=O)OCC)C(=O)OCC"], "reactant_smiles_canonical": ["C=CCC(C(=O)OCC)C(=O)OCC"], "stability_raw": {"C=CCC(C(=O)OCC)C(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 200.23399999999995, "logP": 1.3049, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 6}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 13, "num_heavy_atoms": 14, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -20 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 6"]}}} +{"timestamp": "2025-12-23T09:33:51", "job_id": "checker_20251223_093350_2996", "target_smiles_raw": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@H](Br)c1ccccc1", "product_smiles_canonical": "C[C@H](Br)c1ccccc1", "reactant_smiles": ["C[C@H](Br)c1ccccc1N"], "reactant_smiles_canonical": ["C[C@H](Br)c1ccccc1N"], "stability_raw": {"C[C@H](Br)c1ccccc1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 200.079, "logP": 2.7247000000000003, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[9, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (Br1.C2)", "from_positions": ["ortho"], "to_positions": ["position 1"]}], "detected_issues": ["Atom count mismatch for N: Reactant has 1, Product has 0", "Substituent position change detected: Group (Br1.C2) moved from ortho to position 1 position(s)"]}}} +{"timestamp": "2025-12-23T09:33:51", "job_id": "checker_20251223_093350_2996", "target_smiles_raw": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 2, "product_smiles": "C[C@H](Br)c1ccccc1N", "product_smiles_canonical": "C[C@H](Br)c1ccccc1N", "reactant_smiles": ["C[C@H](Br)c1ccccc1[N+](=O)[O-]"], "reactant_smiles_canonical": ["C[C@H](Br)c1ccccc1[N+](=O)[O-]"], "stability_raw": {"C[C@H](Br)c1ccccc1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 230.061, "logP": 3.0507000000000017, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[11, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T09:46:10", "job_id": "checker_20251223_093351_2996", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "product_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "reactant_smiles": ["CCc1nc(C)c(C(=O)O)o1", "Nc1ccc(-c2ccc(C34CCC(CC(=O)OC)(CC3)OC4)cc2)cc1"], "reactant_smiles_canonical": ["CCc1nc(C)c(C(=O)O)o1", "COC(=O)CC12CCC(c3ccc(-c4ccc(N)cc4)cc3)(CC1)CO2"], "stability_raw": {"CCc1nc(C)c(C(=O)O)o1": {"valid_structure": true, "stability_score": 100, 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21, 9], [18, 19, 9, 21, 20, 12]], "bond_rings": [[25, 24, 23, 3, 2, 1], [6, 7, 21, 22, 26, 5], [10, 11, 17, 18, 27, 9], [10, 11, 19, 20, 28, 9], [18, 27, 28, 20, 19, 17]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 26, "num_bonds": 29, "num_heavy_atoms": 26, "num_heavy_bonds": 29, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 5"]}}} 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0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 8, Product has 7"]}}} +{"timestamp": "2025-12-23T09:46:10", "job_id": "checker_20251223_093351_2996", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "Nc1ccc(-c2ccc(C34CCC(CC(=O)OC)(CC3)OC4)cc2)cc1", "product_smiles_canonical": "COC(=O)CC12CCC(c3ccc(-c4ccc(N)cc4)cc3)(CC1)CO2", "reactant_smiles": ["Nc1ccc(Br)cc1", "Brc1ccc(C23CCC(CC(=O)OC)(CC2)OC3)cc1"], "reactant_smiles_canonical": ["Nc1ccc(Br)cc1", "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2"], "stability_raw": {"Nc1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.02500000000003, "logP": 2.0313, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "Brc1ccc(C23CCC(CC(=O)OC)(CC2)OC3)cc1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 339.22900000000004, "logP": 3.5930000000000026, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 19, 18, 4, 3, 2], [6, 7, 8, 14, 15, 5], [6, 7, 8, 16, 17, 5], [14, 15, 5, 17, 16, 8]], "bond_rings": [[19, 18, 17, 3, 2, 1], [6, 7, 13, 14, 20, 5], [6, 7, 15, 16, 21, 5], [14, 20, 21, 16, 15, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T09:46:10", "job_id": "checker_20251223_093351_2996", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "Nc1ccc(Br)cc1", "product_smiles_canonical": "Nc1ccc(Br)cc1", "reactant_smiles": ["O=[N+]([O-])c1ccc(Br)cc1"], "reactant_smiles_canonical": ["O=[N+]([O-])c1ccc(Br)cc1"], "stability_raw": {"O=[N+]([O-])c1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 202.007, "logP": 2.3573000000000004, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T09:46:10", "job_id": "checker_20251223_093351_2996", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 2, "depth": 2, "product_smiles": "Brc1ccc(C23CCC(CC(=O)OC)(CC2)OC3)cc1", "product_smiles_canonical": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "reactant_smiles": ["Brc1ccc(C23CCC(CC(=O)O)(CC2)OC3)cc1", "CO"], "reactant_smiles_canonical": ["O=C(O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "CO"], "stability_raw": {"Brc1ccc(C23CCC(CC(=O)O)(CC2)OC3)cc1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 325.202, "logP": 3.5046000000000017, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 18, 17, 4, 3, 2], [6, 7, 8, 13, 14, 5], [6, 7, 8, 15, 16, 5], [13, 14, 5, 16, 15, 8]], "bond_rings": [[18, 17, 16, 3, 2, 1], [6, 7, 12, 13, 19, 5], [6, 7, 14, 15, 20, 5], [13, 19, 20, 15, 14, 12]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 32.042, "logP": -0.3915, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T09:46:10", "job_id": "checker_20251223_093351_2996", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "Brc1ccc(C23CCC(CC(=O)O)(CC2)OC3)cc1", "product_smiles_canonical": "O=C(O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "reactant_smiles": ["O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1"], "reactant_smiles_canonical": ["O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1"], "stability_raw": {"O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 343.2170000000001, "logP": 2.4590000000000005, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 19, 18, 8, 7, 6], [12, 13, 14, 16, 17, 11]], "bond_rings": [[19, 18, 17, 7, 6, 5], [12, 13, 15, 16, 20, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [6, 6], Product rings [6, 6, 6]"]}}} +{"timestamp": "2025-12-23T09:46:10", "job_id": "checker_20251223_093351_2996", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1", "product_smiles_canonical": "O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1", "reactant_smiles": ["O=C1CCC(=O)N1Br", "O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 264.321, "logP": 1.6965000000000001, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 18, 17, 8, 7, 6], [12, 13, 14, 15, 16, 11]], "bond_rings": [[18, 17, 16, 7, 6, 5], [12, 13, 14, 15, 19, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 20, "num_heavy_atoms": 19, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 19, Product has 15", "Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T09:46:10", "job_id": "checker_20251223_093351_2996", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 5, "product_smiles": "O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1", "product_smiles_canonical": "O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1", "reactant_smiles": ["CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1"], "reactant_smiles_canonical": ["CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1"], "stability_raw": {"CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 292.37500000000006, "logP": 2.175, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 20, 19, 10, 9, 8], [14, 15, 16, 17, 18, 13]], "bond_rings": [[20, 19, 18, 9, 8, 7], [14, 15, 16, 17, 21, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 22, "num_heavy_atoms": 21, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 17, Product has 15"]}}} +{"timestamp": "2025-12-23T09:46:10", "job_id": "checker_20251223_093351_2996", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 6, "product_smiles": "CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1", "product_smiles_canonical": "CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1", "reactant_smiles": ["CCOC(=O)CBr", "O=C1CCC(CO)(c2ccccc2)CC1"], "reactant_smiles_canonical": ["CCOC(=O)CBr", "O=C1CCC(CO)(c2ccccc2)CC1"], "stability_raw": {"CCOC(=O)CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 167.002, "logP": 0.9444, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "O=C1CCC(CO)(c2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 204.26899999999998, "logP": 2.0598, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 14, 13, 4, 3, 2], [8, 9, 10, 11, 12, 7]], "bond_rings": [[14, 13, 12, 3, 2, 1], [8, 9, 10, 11, 15, 7]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T09:50:52", "job_id": "checker_20251223_094615_2996", "target_smiles_raw": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "product_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "reactant_smiles": ["COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O", "ClCCNCCO"], "reactant_smiles_canonical": ["COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O", "OCCNCCCl"], "stability_raw": {"COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 387.4390000000001, "logP": 5.123560000000005, "h_bond_donors": 1, "h_bond_acceptors": 6, "rotatable_bonds": 4}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 27, 26, 25, 4, 3], [8, 9, 11, 13, 14, 7], [16, 17, 18, 19, 21, 15], [22, 23, 24, 25, 4, 5]], "bond_rings": [[28, 26, 25, 29, 3, 2], [8, 10, 12, 13, 30, 7], [16, 17, 18, 20, 31, 15], [22, 23, 24, 29, 4, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 32, "num_heavy_atoms": 29, "num_heavy_bonds": 32, "num_aromatic_atoms": 22, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "ClCCNCCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 123.58299999999998, "logP": -0.19290000000000018, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T09:50:52", "job_id": "checker_20251223_094615_2996", "target_smiles_raw": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O", "product_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O", "reactant_smiles": ["COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O", "Cc1cccc(B(O)O)n1"], "reactant_smiles_canonical": ["COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O", "Cc1cccc(B(O)O)n1"], "stability_raw": {"COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 375.22200000000004, "logP": 4.515640000000003, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 21, 20, 19, 4, 3], [8, 9, 11, 13, 14, 7], [16, 17, 18, 19, 4, 5]], "bond_rings": [[22, 20, 19, 23, 3, 2], [8, 10, 12, 13, 24, 7], [16, 17, 18, 23, 4, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 25, "num_heavy_atoms": 23, "num_heavy_bonds": 25, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "Cc1cccc(B(O)O)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.94699999999997, "logP": -0.9301800000000002, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 5, 4, 3, 2]], "bond_rings": [[9, 8, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T09:50:52", "job_id": "checker_20251223_094615_2996", "target_smiles_raw": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O", "product_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O", "reactant_smiles": ["Cc1cc(O)c(Br)nc1C", "COc1cc2c(Cl)ccnc2cc1O"], "reactant_smiles_canonical": ["Cc1cc(O)c(Br)nc1C", "COc1cc2c(Cl)ccnc2cc1O"], "stability_raw": {"Cc1cc(O)c(Br)nc1C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 202.051, "logP": 2.1665399999999995, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 7, 5, 3, 2]], "bond_rings": [[9, 7, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COc1cc2c(Cl)ccnc2cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 209.632, "logP": 2.6024000000000007, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 12, 11, 10, 4, 3], [5, 7, 8, 9, 10, 4]], "bond_rings": [[13, 11, 10, 14, 3, 2], [6, 7, 8, 9, 14, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T09:50:52", "job_id": "checker_20251223_094615_2996", "target_smiles_raw": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "Cc1cc(O)c(Br)nc1C", "product_smiles_canonical": "Cc1cc(O)c(Br)nc1C", "reactant_smiles": ["Cc1cc(O)cnc1C", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Cc1cc(O)cnc1C", "O=C1CCC(=O)N1Br"], "stability_raw": {"Cc1cc(O)cnc1C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 123.15499999999999, "logP": 1.40404, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 5, 3, 2]], "bond_rings": [[8, 6, 5, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 11, Product has 7", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T09:50:52", "job_id": "checker_20251223_094615_2996", "target_smiles_raw": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "Cc1cccc(B(O)O)n1", "product_smiles_canonical": "Cc1cccc(B(O)O)n1", "reactant_smiles": ["Cc1cccc(Br)n1", "CC(C)OB(OC(C)C)OC(C)C"], "reactant_smiles_canonical": ["Cc1cccc(Br)n1", "CC(C)OB(OC(C)C)OC(C)C"], "stability_raw": {"Cc1cccc(Br)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.025, "logP": 2.15252, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CC(C)OB(OC(C)C)OC(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 188.07599999999996, "logP": 2.2463000000000006, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 12, "num_heavy_atoms": 13, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -45 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 15, Product has 6"]}}} +{"timestamp": "2025-12-23T10:00:26", "job_id": "checker_20251223_095109_2996", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "product_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "reactant_smiles": ["O=C(CO)Cl", "c1ccc2c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCO2"], "reactant_smiles_canonical": ["O=C(Cl)CO", "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1c(cccc1C1CCNCC1)OCC2"], "stability_raw": {"O=C(CO)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 94.49700000000001, "logP": -0.25589999999999996, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "c1ccc2c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCO2": {"valid_structure": true, "stability_score": 80, "issues": ["Large (7-membered) heterocycle with O, N (potentially unstable)"], "metrics": {"molecular_weight": 418.4230000000002, "logP": 3.0950000000000015, "h_bond_donors": 1, "h_bond_acceptors": 7, "rotatable_bonds": 3}, "ring_data": {"num_rings": 5, "atom_rings": [[0, 5, 4, 3, 2, 1], [7, 8, 9, 10, 11, 6], [13, 12, 26, 25, 14], [16, 15, 19, 18, 17], [27, 26, 12, 4, 3, 29, 28]], "bond_rings": [[29, 4, 3, 2, 1, 0], [7, 8, 9, 10, 30, 6], [12, 31, 25, 24, 13], [15, 33, 18, 17, 16], [26, 31, 11, 3, 32, 28, 27]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 34, "num_heavy_atoms": 30, "num_heavy_bonds": 34, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:00:26", "job_id": "checker_20251223_095109_2996", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "c1ccc2c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCO2", "product_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1c(cccc1C1CCNCC1)OCC2", "reactant_smiles": ["c1ccc(O)c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCBr"], "reactant_smiles_canonical": ["Oc1cccc(C2CCNCC2)c1-n1nc(-c2ncnn2CC(F)(F)F)cc1CCBr"], "stability_raw": {"c1ccc(O)c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 499.3350000000001, "logP": 3.8031000000000015, "h_bond_donors": 2, "h_bond_acceptors": 7, "rotatable_bonds": 6}, "ring_data": {"num_rings": 4, "atom_rings": [[0, 6, 5, 3, 2, 1], [8, 9, 10, 11, 12, 7], [14, 13, 27, 26, 15], [17, 16, 20, 19, 18]], "bond_rings": [[30, 5, 4, 2, 1, 0], [8, 9, 10, 11, 31, 7], [13, 32, 26, 25, 14], [16, 33, 19, 18, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 31, "num_bonds": 34, "num_heavy_atoms": 31, "num_heavy_bonds": 34, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 5, 6, 6], Product rings [5, 5, 6, 6, 7]"]}}} +{"timestamp": "2025-12-23T10:00:26", "job_id": "checker_20251223_095109_2996", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "c1ccc(O)c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCBr", "product_smiles_canonical": "Oc1cccc(C2CCNCC2)c1-n1nc(-c2ncnn2CC(F)(F)F)cc1CCBr", "reactant_smiles": ["c1ccc(O)c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CC"], "reactant_smiles_canonical": ["CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1c(O)cccc1C1CCNCC1"], "stability_raw": {"c1ccc(O)c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 420.4390000000001, "logP": 3.4281000000000015, "h_bond_donors": 2, "h_bond_acceptors": 7, "rotatable_bonds": 5}, "ring_data": {"num_rings": 4, "atom_rings": [[0, 6, 5, 3, 2, 1], [8, 9, 10, 11, 12, 7], [14, 13, 27, 26, 15], [17, 16, 20, 19, 18]], "bond_rings": [[29, 5, 4, 2, 1, 0], [8, 9, 10, 11, 30, 7], [13, 31, 26, 25, 14], [16, 32, 19, 18, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 33, "num_heavy_atoms": 30, "num_heavy_bonds": 33, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 33 bonds, Product has 34 bonds"]}}} +{"timestamp": "2025-12-23T10:00:26", "job_id": "checker_20251223_095109_2996", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "c1ccc(O)c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CC", "product_smiles_canonical": "CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1c(O)cccc1C1CCNCC1", "reactant_smiles": ["c1ccc(O)c(c1C1CCNCC1)-n1nc(Br)cc1CC", "c1nnn(CC(F)(F)F)c1B(O)O"], "reactant_smiles_canonical": ["CCc1cc(Br)nn1-c1c(O)cccc1C1CCNCC1", "OB(O)c1cnnn1CC(F)(F)F"], "stability_raw": {"c1ccc(O)c(c1C1CCNCC1)-n1nc(Br)cc1CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 350.26000000000005, "logP": 3.3698000000000015, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[0, 6, 5, 3, 2, 1], [8, 9, 10, 11, 12, 7], [14, 13, 18, 17, 15]], "bond_rings": [[20, 5, 4, 2, 1, 0], [8, 9, 10, 11, 21, 7], [13, 22, 17, 16, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 23, "num_heavy_atoms": 21, "num_heavy_bonds": 23, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "c1nnn(CC(F)(F)F)c1B(O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 194.90900000000002, "logP": -1.4798000000000002, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 3, 9]], "bond_rings": [[0, 1, 2, 8, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:00:26", "job_id": "checker_20251223_095109_2996", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "c1ccc(O)c(c1C1CCNCC1)-n1nc(Br)cc1CC", "product_smiles_canonical": "CCc1cc(Br)nn1-c1c(O)cccc1C1CCNCC1", "reactant_smiles": ["Oc1cccc(Br)c1C1CCNCC1", "CCc1cc(Br)n[nH]1"], "reactant_smiles_canonical": ["Oc1cccc(Br)c1C1CCNCC1", "CCc1cc(Br)n[nH]1"], "stability_raw": {"Oc1cccc(Br)c1C1CCNCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 256.143, "logP": 2.6217000000000006, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 7, 5, 4, 3, 2], [9, 10, 11, 12, 13, 8]], "bond_rings": [[13, 6, 4, 3, 2, 1], [9, 10, 11, 12, 14, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CCc1cc(Br)n[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 175.02900000000002, "logP": 1.7346, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 6, 7]], "bond_rings": [[2, 3, 5, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T10:00:26", "job_id": "checker_20251223_095109_2996", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "Oc1cccc(Br)c1C1CCNCC1", "product_smiles_canonical": "Oc1cccc(Br)c1C1CCNCC1", "reactant_smiles": ["COc1cccc(Br)c1C1CCNCC1"], "reactant_smiles_canonical": ["COc1cccc(Br)c1C1CCNCC1"], "stability_raw": {"COc1cccc(Br)c1C1CCNCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 270.17, "logP": 2.9247000000000005, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 8, 6, 5, 4, 3], [10, 11, 12, 13, 14, 9]], "bond_rings": [[14, 7, 5, 4, 3, 2], [10, 11, 12, 13, 15, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 11"]}}} +{"timestamp": "2025-12-23T10:00:26", "job_id": "checker_20251223_095109_2996", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "COc1cccc(Br)c1C1CCNCC1", "product_smiles_canonical": "COc1cccc(Br)c1C1CCNCC1", "reactant_smiles": ["COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1"], "stability_raw": {"COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 358.2790000000001, "logP": 4.747000000000004, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 8, 6, 5, 4, 3], [10, 11, 12, 20, 21, 9], [15, 16, 17, 18, 19, 14]], "bond_rings": [[21, 7, 5, 4, 3, 2], [10, 11, 19, 20, 22, 9], [15, 16, 17, 18, 23, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 24, "num_heavy_atoms": 22, "num_heavy_bonds": 24, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 19, Product has 12", "Ring size change detected: Reactant rings [6, 6, 6], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 12 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T10:00:26", "job_id": "checker_20251223_095109_2996", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1", "product_smiles_canonical": "COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1", "reactant_smiles": ["COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1"], "stability_raw": {"COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 376.29400000000015, "logP": 3.9413000000000027, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 8, 6, 5, 4, 3], [11, 12, 13, 21, 22, 9], [16, 17, 18, 19, 20, 15]], "bond_rings": [[22, 7, 5, 4, 3, 2], [11, 12, 20, 21, 23, 10], [16, 17, 18, 19, 24, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 25, "num_heavy_atoms": 23, "num_heavy_bonds": 25, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T10:00:26", "job_id": "checker_20251223_095109_2996", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1", "product_smiles_canonical": "COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1", "reactant_smiles": ["COc1cccc(Br)c1", "O=C1CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["COc1cccc(Br)c1", "O=C1CCN(Cc2ccccc2)CC1"], "stability_raw": {"COc1cccc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.036, "logP": 2.457700000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 6, 5, 4, 3]], "bond_rings": [[8, 7, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 189.25799999999998, "logP": 1.8515000000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 4, 3, 2], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 12, 11, 3, 2, 1], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Substituent position changes: -100 points", "Unnecessary bond formations: -5 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Bromo", "from_positions": ["meta"], "to_positions": ["ortho"]}, {"substituent": "Hydroxy methyl", "from_positions": ["meta"], "to_positions": ["ortho"]}], "detected_issues": ["Substituent position change detected: Bromo moved from meta to ortho position(s)", "Substituent position change detected: Hydroxy methyl moved from meta to ortho position(s)", "Possible unnecessary bonds formed: Reactant has 24 bonds, Product has 25 bonds"]}}} +{"timestamp": "2025-12-23T10:00:26", "job_id": "checker_20251223_095109_2996", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 4, "depth": 5, "product_smiles": "CCc1cc(Br)n[nH]1", "product_smiles_canonical": "CCc1cc(Br)n[nH]1", "reactant_smiles": ["CCc1ccn[nH]1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["CCc1ccn[nH]1", "O=C1CCC(=O)N1Br"], "stability_raw": {"CCc1ccn[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 96.133, "logP": 0.9721, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 5", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [5, 5], Product rings [5]"]}}} +{"timestamp": "2025-12-23T10:12:49", "job_id": "checker_20251223_100030_2996", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "product_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "reactant_smiles": ["NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1"], "reactant_smiles_canonical": ["CC1(C)OCC(N)(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)CO1"], "stability_raw": {"NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 475.6540000000003, "logP": 6.002100000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 6}, "ring_data": {"num_rings": 5, "atom_rings": [[3, 4, 5, 25, 26, 2], [6, 7, 23, 24, 25, 5], [10, 11, 12, 13, 22, 9], [17, 18, 19, 20, 21, 16], [27, 28, 29, 32, 33, 1]], "bond_rings": [[3, 4, 35, 25, 34, 2], [6, 22, 23, 24, 35, 5], [10, 11, 12, 21, 36, 9], [17, 18, 19, 20, 37, 16], [27, 28, 31, 32, 33, 26]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 3, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 34, "num_bonds": 38, "num_heavy_atoms": 34, "num_heavy_bonds": 38, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -10 points", "Unnecessary bond formations: -30 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 29, Product has 34", "Atom count mismatch for O: Reactant has 3, Product has 5", "Possible unnecessary bonds formed: Reactant has 38 bonds, Product has 45 bonds"]}}} +{"timestamp": "2025-12-23T10:12:49", "job_id": "checker_20251223_100030_2996", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "product_smiles_canonical": "CC1(C)OCC(N)(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)CO1", "reactant_smiles": ["Sc1cccc(OCc2ccccc2)c1", "NC1(C2CCc3cc(Br)ccc3C2)COC(C)(C)OC1"], "reactant_smiles_canonical": ["Sc1cccc(OCc2ccccc2)c1", "CC1(C)OCC(N)(C2CCc3cc(Br)ccc3C2)CO1"], "stability_raw": {"Sc1cccc(OCc2ccccc2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 216.305, "logP": 3.5543000000000013, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 14, 5, 4, 3, 2], [9, 10, 11, 12, 13, 8]], "bond_rings": [[14, 13, 4, 3, 2, 1], [9, 10, 11, 12, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "NC1(C2CCc3cc(Br)ccc3C2)COC(C)(C)OC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 340.26100000000014, "logP": 3.0344000000000015, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 4, 5, 11, 12, 2], [6, 7, 9, 10, 11, 5], [13, 14, 15, 18, 19, 1]], "bond_rings": [[3, 4, 21, 11, 20, 2], [6, 8, 9, 10, 21, 5], [13, 14, 17, 18, 19, 12]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:12:49", "job_id": "checker_20251223_100030_2996", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Sc1cccc(OCc2ccccc2)c1", "product_smiles_canonical": "Sc1cccc(OCc2ccccc2)c1", "reactant_smiles": ["CCOC(=S)Sc1cccc(OCc2ccccc2)c1"], "reactant_smiles_canonical": ["CCOC(=S)Sc1cccc(OCc2ccccc2)c1"], "stability_raw": {"CCOC(=S)Sc1cccc(OCc2ccccc2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 304.43600000000004, "logP": 4.679100000000004, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 19, 10, 9, 8, 7], [14, 15, 16, 17, 18, 13]], "bond_rings": [[19, 18, 9, 8, 7, 6], [14, 15, 16, 17, 20, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 16, Product has 13", "Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for S: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T10:12:49", "job_id": "checker_20251223_100030_2996", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CCOC(=S)Sc1cccc(OCc2ccccc2)c1", "product_smiles_canonical": "CCOC(=S)Sc1cccc(OCc2ccccc2)c1", "reactant_smiles": ["CCOC(=S)S", "Nc1cccc(OCc2ccccc2)c1"], "reactant_smiles_canonical": ["CCOC(=S)S", "Nc1cccc(OCc2ccccc2)c1"], "stability_raw": {"CCOC(=S)S": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.21400000000001, "logP": 1.2376, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Nc1cccc(OCc2ccccc2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 199.25300000000004, "logP": 2.847800000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 14, 5, 4, 3, 2], [9, 10, 11, 12, 13, 8]], "bond_rings": [[14, 13, 4, 3, 2, 1], [9, 10, 11, 12, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for N: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:12:49", "job_id": "checker_20251223_100030_2996", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "NC1(C2CCc3cc(Br)ccc3C2)COC(C)(C)OC1", "product_smiles_canonical": "CC1(C)OCC(N)(C2CCc3cc(Br)ccc3C2)CO1", "reactant_smiles": ["N#CC1(C2CCc3cc(Br)ccc3C2)COC(C)(C)OC1"], "reactant_smiles_canonical": ["CC1(C)OCC(C#N)(C2CCc3cc(Br)ccc3C2)CO1"], "stability_raw": {"N#CC1(C2CCc3cc(Br)ccc3C2)COC(C)(C)OC1": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 350.25600000000014, "logP": 3.846880000000003, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[4, 5, 6, 12, 13, 3], [7, 8, 10, 11, 12, 6], [14, 15, 16, 19, 20, 2]], "bond_rings": [[4, 5, 22, 12, 21, 3], [7, 9, 10, 11, 22, 6], [14, 15, 18, 19, 20, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 23, "num_heavy_atoms": 21, "num_heavy_bonds": 23, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 17, Product has 16"]}}} +{"timestamp": "2025-12-23T10:12:49", "job_id": "checker_20251223_100030_2996", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "N#CC1(C2CCc3cc(Br)ccc3C2)COC(C)(C)OC1", "product_smiles_canonical": "CC1(C)OCC(C#N)(C2CCc3cc(Br)ccc3C2)CO1", "reactant_smiles": ["CC1(C)OCC(C#N)CO1", "BrC1CCc2cc(Br)ccc2C1"], "reactant_smiles_canonical": ["CC1(C)OCC(C#N)CO1", "Brc1ccc2c(c1)CCC(Br)C2"], "stability_raw": {"CC1(C)OCC(C#N)CO1": {"valid_structure": true, "stability_score": 60, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 141.17000000000002, "logP": 0.90908, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Moderately stable"}, "BrC1CCc2cc(Br)ccc2C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 289.99800000000005, "logP": 3.7013000000000025, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 11, 10, 4, 3, 2], [5, 6, 8, 9, 10, 4]], "bond_rings": [[11, 10, 12, 3, 2, 1], [5, 7, 8, 9, 12, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T10:12:49", "job_id": "checker_20251223_100030_2996", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "CC1(C)OCC(C#N)CO1", "product_smiles_canonical": "CC1(C)OCC(C#N)CO1", "reactant_smiles": ["CC1(C)OCC(C(N)=O)CO1"], "reactant_smiles_canonical": ["CC1(C)OCC(C(N)=O)CO1"], "stability_raw": {"CC1(C)OCC(C(N)=O)CO1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 159.185, "logP": -0.12920000000000015, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 5, 4, 3]], "bond_rings": [[10, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T10:12:49", "job_id": "checker_20251223_100030_2996", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 5, "product_smiles": "CC1(C)OCC(C(N)=O)CO1", "product_smiles_canonical": "CC1(C)OCC(C(N)=O)CO1", "reactant_smiles": ["CCN(CC)CC", "CC1(C)OCC(C(=O)O)CO1"], "reactant_smiles_canonical": ["CCN(CC)CC", "CC1(C)OCC(C(=O)O)CO1"], "stability_raw": {"CCN(CC)CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 101.193, "logP": 1.3481, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CC1(C)OCC(C(=O)O)CO1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 160.16899999999998, "logP": 0.47010000000000013, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 5, 4, 3]], "bond_rings": [[10, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -30 points", "Atom count inconsistency: -5 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 7", "Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T10:12:49", "job_id": "checker_20251223_100030_2996", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 5, "depth": 4, "product_smiles": "BrC1CCc2cc(Br)ccc2C1", "product_smiles_canonical": "Brc1ccc2c(c1)CCC(Br)C2", "reactant_smiles": ["c1ccc2c(c1)CCCC2"], "reactant_smiles_canonical": ["c1ccc2c(c1)CCCC2"], "stability_raw": {"c1ccc2c(c1)CCCC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.206, "logP": 2.5654000000000003, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 5, 4, 3, 2, 1], [6, 7, 8, 9, 3, 4]], "bond_rings": [[9, 4, 3, 2, 1, 0], [6, 7, 8, 10, 3, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 11, "num_heavy_atoms": 10, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 2", "Possible unnecessary bonds formed: Reactant has 11 bonds, Product has 13 bonds"]}}} +{"timestamp": "2025-12-23T10:12:49", "job_id": "checker_20251223_100030_2996", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 5, "product_smiles": "c1ccc2c(c1)CCCC2", "product_smiles_canonical": "c1ccc2c(c1)CCCC2", "reactant_smiles": ["O=C1CCCc2ccccc21"], "reactant_smiles_canonical": ["O=C1CCCc2ccccc21"], "stability_raw": {"O=C1CCCc2ccccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 146.189, "logP": 2.2056000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 5, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[10, 11, 4, 3, 2, 1], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:16:38", "job_id": "checker_20251223_101336_2996", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "product_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "reactant_smiles": ["CCC[C@H](N)CCO", "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl"], "reactant_smiles_canonical": ["CCC[C@H](N)CCO", "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl"], "stability_raw": {"CCC[C@H](N)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 117.192, "logP": 0.49620000000000014, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 390.8710000000001, "logP": 2.6690199999999997, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 6}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 16, 15, 14, 4, 3], [7, 6, 10, 9, 8], [19, 21, 22, 24, 25, 18]], "bond_rings": [[26, 15, 14, 13, 3, 2], [6, 28, 9, 8, 7], [20, 21, 23, 24, 27, 18]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 27, "num_bonds": 29, "num_heavy_atoms": 27, "num_heavy_bonds": 29, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:16:38", "job_id": "checker_20251223_101336_2996", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCC[C@H](N)CCO", "product_smiles_canonical": "CCC[C@H](N)CCO", "reactant_smiles": ["CCC[C@H](N)CC(=O)O"], "reactant_smiles_canonical": ["CCC[C@H](N)CC(=O)O"], "stability_raw": {"CCC[C@H](N)CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 131.175, "logP": 0.5885000000000002, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T10:16:38", "job_id": "checker_20251223_101336_2996", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl", "product_smiles_canonical": "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl", "reactant_smiles": ["O=P(Cl)(Cl)Cl", "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O"], "reactant_smiles_canonical": ["O=P(Cl)(Cl)Cl", "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O"], "stability_raw": {"O=P(Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.332, "logP": 2.8109, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 372.4250000000001, "logP": 1.7212199999999998, "h_bond_donors": 3, "h_bond_acceptors": 7, "rotatable_bonds": 6}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 16, 15, 14, 4, 3], [7, 6, 10, 9, 8], [19, 21, 22, 24, 25, 18]], "bond_rings": [[26, 15, 14, 13, 3, 2], [6, 28, 9, 8, 7], [20, 21, 23, 24, 27, 18]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 27, "num_bonds": 29, "num_heavy_atoms": 27, "num_heavy_bonds": 29, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for Cl: Reactant has 3, Product has 1", "Atom count mismatch for P: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:16:38", "job_id": "checker_20251223_101336_2996", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O", "product_smiles_canonical": "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O", "reactant_smiles": ["Cc1nc(N)nc(O)c1CO", "COc1cccc(CN2CCC[C@@H]2C(=O)O)c1"], "reactant_smiles_canonical": ["Cc1nc(N)nc(O)c1CO", "COc1cccc(CN2CCC[C@@H]2C(=O)O)c1"], "stability_raw": {"Cc1nc(N)nc(O)c1CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 155.15699999999998, "logP": -0.43488000000000004, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 6, 5, 3, 2]], "bond_rings": [[10, 7, 5, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "COc1cccc(CN2CCC[C@@H]2C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 235.28299999999996, "logP": 1.7442, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 16, 6, 5, 4, 3], [9, 8, 12, 11, 10]], "bond_rings": [[16, 15, 5, 4, 3, 2], [8, 17, 11, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T10:16:38", "job_id": "checker_20251223_101336_2996", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "Cc1nc(N)nc(O)c1CO", "product_smiles_canonical": "Cc1nc(N)nc(O)c1CO", "reactant_smiles": ["N=C(N)N", "CCOC(=O)C(CO)C(C)=O"], "reactant_smiles_canonical": ["N=C(N)N", "CCOC(=O)C(CO)C(C)=O"], "stability_raw": {"N=C(N)N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 59.071999999999996, "logP": -1.1614300000000002, "h_bond_donors": 3, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CCOC(=O)C(CO)C(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 160.16899999999998, "logP": -0.2529999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 25, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 8, Product has 6", "Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [], Product rings [6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T10:16:38", "job_id": "checker_20251223_101336_2996", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "CCOC(=O)C(CO)C(C)=O", "product_smiles_canonical": "CCOC(=O)C(CO)C(C)=O", "reactant_smiles": ["CCOC(=O)C(C=O)C(C)=O"], "reactant_smiles_canonical": ["CCOC(=O)C(C=O)C(C)=O"], "stability_raw": {"CCOC(=O)C(C=O)C(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 158.15299999999996, "logP": -0.04640000000000022, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T10:16:38", "job_id": "checker_20251223_101336_2996", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "CCOC(=O)C(C=O)C(C)=O", "product_smiles_canonical": "CCOC(=O)C(C=O)C(C)=O", "reactant_smiles": ["CCOC=O", "CCOC(=O)CC(C)=O"], "reactant_smiles_canonical": ["CCOC=O", "CCOC(=O)CC(C)=O"], "stability_raw": {"CCOC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.07900000000001, "logP": 0.17930000000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CCOC(=O)CC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 130.143, "logP": 0.5286, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 7", "Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T10:26:45", "job_id": "checker_20251223_101642_2996", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "product_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "reactant_smiles": ["COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12", "Nc1ccon1"], "reactant_smiles_canonical": ["COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12", "Nc1ccon1"], "stability_raw": {"COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 496.8690000000001, "logP": 6.057800000000003, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 18, 17, 15, 4, 3], [6, 7, 8, 9, 14, 5], [20, 21, 22, 23, 32, 19], [24, 25, 30, 31, 32, 23]], "bond_rings": [[32, 17, 16, 14, 3, 2], [6, 7, 8, 13, 34, 5], [20, 21, 22, 35, 33, 19], [24, 29, 30, 31, 35, 23]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 3, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 33, "num_bonds": 36, "num_heavy_atoms": 33, "num_heavy_bonds": 36, "num_aromatic_atoms": 22, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "Nc1ccon1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 84.07800000000002, "logP": 0.25680000000000003, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:26:45", "job_id": "checker_20251223_101642_2996", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12", "product_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12", "reactant_smiles": ["COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12"], "reactant_smiles_canonical": ["COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12"], "stability_raw": {"COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 478.4230000000001, "logP": 5.377000000000003, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 18, 17, 15, 4, 3], [6, 7, 8, 9, 14, 5], [20, 21, 22, 23, 32, 19], [24, 25, 30, 31, 32, 23]], "bond_rings": [[32, 17, 16, 14, 3, 2], [6, 7, 8, 13, 34, 5], [20, 21, 22, 35, 33, 19], [24, 29, 30, 31, 35, 23]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 3, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 33, "num_bonds": 36, "num_heavy_atoms": 33, "num_heavy_bonds": 36, "num_aromatic_atoms": 22, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for Cl: Reactant has 0, Product has 1"]}}} +{"timestamp": "2025-12-23T10:26:45", "job_id": "checker_20251223_101642_2996", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12", "product_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12", "reactant_smiles": ["COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br", "Oc1ccc2c(nncc2c1)B(O)O"], "reactant_smiles_canonical": ["COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br", "OB(O)c1nncc2cc(O)ccc12"], "stability_raw": {"COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 349.1209999999999, "logP": 5.282600000000002, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 18, 17, 15, 4, 3], [6, 7, 8, 9, 14, 5]], "bond_rings": [[19, 17, 16, 14, 3, 2], [6, 7, 8, 13, 20, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "Oc1ccc2c(nncc2c1)B(O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 189.96700000000004, "logP": -0.9848000000000003, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 9, 4, 3, 2], [5, 6, 7, 8, 9, 4]], "bond_rings": [[13, 9, 14, 3, 2, 1], [5, 6, 7, 8, 14, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for S: Reactant has 0, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:26:45", "job_id": "checker_20251223_101642_2996", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br", "product_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br", "reactant_smiles": ["Nc1cccc(C(F)(F)F)c1", "COc1ccc(F)cc1Br"], "reactant_smiles_canonical": ["Nc1cccc(C(F)(F)F)c1", "COc1ccc(F)cc1Br"], "stability_raw": {"Nc1cccc(C(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.126, "logP": 2.2876000000000003, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 5, 4, 3, 2]], "bond_rings": [[10, 9, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "COc1ccc(F)cc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 205.02599999999998, "logP": 2.596800000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[9, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for N: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:26:45", "job_id": "checker_20251223_101642_2996", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 2, "depth": 3, "product_smiles": "Oc1ccc2c(nncc2c1)B(O)O", "product_smiles_canonical": "OB(O)c1nncc2cc(O)ccc12", "reactant_smiles": ["Oc1ccc2c(Br)nncc2c1"], "reactant_smiles_canonical": ["Oc1ccc2c(Br)nncc2c1"], "stability_raw": {"Oc1ccc2c(Br)nncc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 225.04500000000002, "logP": 2.097899999999999, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 11, 10, 4, 3, 2], [5, 7, 8, 9, 10, 4]], "bond_rings": [[11, 10, 12, 3, 2, 1], [6, 7, 8, 9, 12, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 3", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T10:26:45", "job_id": "checker_20251223_101642_2996", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "Oc1ccc2c(Br)nncc2c1", "product_smiles_canonical": "Oc1ccc2c(Br)nncc2c1", "reactant_smiles": ["CC(=O)Oc1ccc2c(Br)nncc2c1"], "reactant_smiles_canonical": ["CC(=O)Oc1ccc2c(Br)nncc2c1"], "stability_raw": {"CC(=O)Oc1ccc2c(Br)nncc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 267.082, "logP": 2.3175999999999997, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 14, 13, 7, 6, 5], [8, 10, 11, 12, 13, 7]], "bond_rings": [[14, 13, 15, 6, 5, 4], [9, 10, 11, 12, 15, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 8", "Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T10:26:45", "job_id": "checker_20251223_101642_2996", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "CC(=O)Oc1ccc2c(Br)nncc2c1", "product_smiles_canonical": "CC(=O)Oc1ccc2c(Br)nncc2c1", "reactant_smiles": ["CC(=O)OO", "CC(=O)c1ccc2c(Br)nncc2c1"], "reactant_smiles_canonical": ["CC(=O)OO", "CC(=O)c1ccc2c(Br)nncc2c1"], "stability_raw": {"CC(=O)OO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.051, "logP": 0.02249999999999991, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(=O)c1ccc2c(Br)nncc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.083, "logP": 2.5949, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 13, 12, 6, 5, 4], [7, 9, 10, 11, 12, 6]], "bond_rings": [[13, 12, 14, 5, 4, 3], [8, 9, 10, 11, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 10", "Atom count mismatch for O: Reactant has 4, Product has 2"]}}} +{"timestamp": "2025-12-23T10:26:45", "job_id": "checker_20251223_101642_2996", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "CC(=O)c1ccc2c(Br)nncc2c1", "product_smiles_canonical": "CC(=O)c1ccc2c(Br)nncc2c1", "reactant_smiles": ["CC(=O)Cl", "Brc1nncc2ccccc12"], "reactant_smiles_canonical": ["CC(=O)Cl", "Brc1nncc2ccccc12"], "stability_raw": {"CC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.498, "logP": 0.7717, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Brc1nncc2ccccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 209.04600000000002, "logP": 2.3922999999999996, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 5, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[10, 11, 4, 3, 2, 1], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:35:31", "job_id": "checker_20251223_102650_2996", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "product_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "reactant_smiles": ["CCOC(=O)CC(=O)OCC", "CCC/C=C/[C@H]1CC[C@H](Br)CC1"], "reactant_smiles_canonical": ["CCOC(=O)CC(=O)OCC", "CCC/C=C/[C@H]1CC[C@H](Br)CC1"], "stability_raw": {"CCOC(=O)CC(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 160.16899999999998, "logP": 0.5027, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "CCC/C=C/[C@H]1CC[C@H](Br)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 231.17699999999996, "logP": 4.296400000000004, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 10, 8, 7, 6]], "bond_rings": [[11, 10, 9, 7, 6, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 18, Product has 14"]}}} +{"timestamp": "2025-12-23T10:35:31", "job_id": "checker_20251223_102650_2996", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCOC(=O)CC(=O)OCC", "product_smiles_canonical": "CCOC(=O)CC(=O)OCC", "reactant_smiles": ["CCOC(C)=O", "CCOC(=O)OCC"], "reactant_smiles_canonical": ["CCOC(C)=O", "CCOC(=O)OCC"], "stability_raw": {"CCOC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 88.106, "logP": 0.5694, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "CCOC(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.13199999999999, "logP": 1.1794, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 7", "Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T10:35:31", "job_id": "checker_20251223_102650_2996", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "CCC/C=C/[C@H]1CC[C@H](Br)CC1", "product_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](Br)CC1", "reactant_smiles": ["CCCC(Br)[C@H]1CC[C@H](Br)CC1"], "reactant_smiles_canonical": ["CCCC(Br)[C@H]1CC[C@H](Br)CC1"], "stability_raw": {"CCCC(Br)[C@H]1CC[C@H](Br)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 298.06200000000007, "logP": 4.503700000000003, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 10, 8, 7, 6]], "bond_rings": [[11, 10, 9, 7, 6, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 10, Product has 11"]}}} +{"timestamp": "2025-12-23T10:35:31", "job_id": "checker_20251223_102650_2996", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "CCCC(Br)[C@H]1CC[C@H](Br)CC1", "product_smiles_canonical": "CCCC(Br)[C@H]1CC[C@H](Br)CC1", "reactant_smiles": ["CCCC=C1CC=CCC1"], "reactant_smiles_canonical": ["CCCC=C1CC=CCC1"], "stability_raw": {"CCCC=C1CC=CCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.23799999999997, "logP": 3.453000000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 9, 8, 7, 6, 5]], "bond_rings": [[9, 8, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 2", "Possible unnecessary bonds formed: Reactant has 10 bonds, Product has 12 bonds"]}}} +{"timestamp": "2025-12-23T10:35:31", "job_id": "checker_20251223_102650_2996", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "CCCC=C1CC=CCC1", "product_smiles_canonical": "CCCC=C1CC=CCC1", "reactant_smiles": ["C=CCCC", "C=C1CC=CCC1"], "reactant_smiles_canonical": ["C=CCCC", "C=C1CC=CCC1"], "stability_raw": {"C=CCCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 70.13499999999999, "logP": 1.9725, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "C=C1CC=CCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 94.157, "logP": 2.2827, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 10"]}}} +{"timestamp": "2025-12-23T10:35:31", "job_id": "checker_20251223_102650_2996", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "C=C1CC=CCC1", "product_smiles_canonical": "C=C1CC=CCC1", "reactant_smiles": ["C1CCOC1", "O=C1CC=CCC1"], "reactant_smiles_canonical": ["C1CCOC1", "O=C1CC=CCC1"], "stability_raw": {"C1CCOC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 72.107, "logP": 0.7968, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 3, 4]], "bond_rings": [[0, 1, 2, 3, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C1CC=CCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 96.129, "logP": 1.2955999999999999, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -10 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 7", "Atom count mismatch for O: Reactant has 2, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T10:37:59", "job_id": "checker_20251223_103535_2996", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "product_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "reactant_smiles": ["CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1", "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1"], "reactant_smiles_canonical": ["CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1"], "stability_raw": {"CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 361.4820000000001, "logP": 3.095600000000002, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 12}, "ring_data": {"num_rings": 3, "atom_rings": [[5, 6, 7], [11, 12, 18, 19, 25, 10], [23, 22, 24]], "bond_rings": [[5, 6, 25], [11, 17, 18, 24, 26, 10], [22, 27, 23]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 26, "num_bonds": 28, "num_heavy_atoms": 26, "num_heavy_bonds": 28, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 20}, "assessment": "Likely stable"}, "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.32400000000007, "logP": 4.537320000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 26, 27, 9], [18, 20, 21, 23, 24, 17]], "bond_rings": [[27, 7, 6, 5, 4, 3], [10, 11, 25, 26, 28, 9], [19, 20, 22, 23, 29, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 7"]}}} +{"timestamp": "2025-12-23T10:37:59", "job_id": "checker_20251223_103535_2996", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1", "product_smiles_canonical": "CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1", "reactant_smiles": ["CCOC(=O)[C@H]1C[C@@H]1CO", "COCCCc1cc(F)cc(CNC2CC2)c1"], "reactant_smiles_canonical": ["CCOC(=O)[C@H]1C[C@@H]1CO", "COCCCc1cc(F)cc(CNC2CC2)c1"], "stability_raw": {"CCOC(=O)[C@H]1C[C@@H]1CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 144.17, "logP": 0.1779, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7]], "bond_rings": [[5, 6, 9]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "COCCCc1cc(F)cc(CNC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 237.31799999999998, "logP": 2.6567000000000007, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 16, 10, 9, 7, 6], [14, 13, 15]], "bond_rings": [[16, 15, 9, 8, 6, 5], [13, 17, 14]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:37:59", "job_id": "checker_20251223_103535_2996", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COCCCc1cc(F)cc(CNC2CC2)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(CNC2CC2)c1", "reactant_smiles": ["COCCCc1cc(F)cc(C(=O)NC2CC2)c1"], "reactant_smiles_canonical": ["COCCCc1cc(F)cc(C(=O)NC2CC2)c1"], "stability_raw": {"COCCCc1cc(F)cc(C(=O)NC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.301, "logP": 2.2969, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 17, 10, 9, 7, 6], [15, 14, 16]], "bond_rings": [[17, 16, 9, 8, 6, 5], [14, 18, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T10:37:59", "job_id": "checker_20251223_103535_2996", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COCCCc1cc(F)cc(C(=O)NC2CC2)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(C(=O)NC2CC2)c1", "reactant_smiles": ["NC1CC1", "COCCCc1cc(F)cc(C(=O)O)c1"], "reactant_smiles_canonical": ["NC1CC1", "COCCCc1cc(F)cc(C(=O)O)c1"], "stability_raw": {"NC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10749999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COCCCc1cc(F)cc(C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 212.22, "logP": 2.1029, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 14, 10, 9, 7, 6]], "bond_rings": [[14, 13, 9, 8, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T10:37:59", "job_id": "checker_20251223_103535_2996", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T10:37:59", "job_id": "checker_20251223_103535_2996", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "stability_raw": {"OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27300000000002, "logP": 1.0776, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T10:37:59", "job_id": "checker_20251223_103535_2996", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 3, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 265.30899999999997, "logP": 0.6042999999999998, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[18, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 12", "Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T10:37:59", "job_id": "checker_20251223_103535_2996", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 4, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O", "product_smiles_canonical": "O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CC=O", "NC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CCC(CC=O)c1ccc(O)cc1", "NC[C@H](O)C=O"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.21399999999997, "logP": 1.6538, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "NC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.094, "logP": -1.4950999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T10:37:59", "job_id": "checker_20251223_103535_2996", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 5, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CC=O", "product_smiles_canonical": "O=CCC(CC=O)c1ccc(O)cc1", "reactant_smiles": ["OCC[C@@H](c1ccc(O)cc1)CCO"], "reactant_smiles_canonical": ["OCCC(CCO)c1ccc(O)cc1"], "stability_raw": {"OCC[C@@H](c1ccc(O)cc1)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.24599999999998, "logP": 1.2406, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T10:37:59", "job_id": "checker_20251223_103535_2996", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 6, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 11", "Atom count mismatch for O: Reactant has 2, Product has 3", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T10:37:59", "job_id": "checker_20251223_103535_2996", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 7, "product_smiles": "C=Cc1ccc(O)cc1", "product_smiles_canonical": "C=Cc1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(OC)cc1"], "reactant_smiles_canonical": ["C=Cc1ccc(OC)cc1"], "stability_raw": {"C=Cc1ccc(OC)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 2.3382000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T10:37:59", "job_id": "checker_20251223_103535_2996", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 4, "depth": 2, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "product_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "reactant_smiles": ["C1CN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CCN1", "CCCCOC(=O)Cl"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)N1CCNCC1", "CCCCOC(=O)Cl"], "stability_raw": {"C1CN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CCN1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 539.7930000000002, "logP": 3.668300000000002, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 3, "atom_rings": [[0, 37, 36, 35, 2, 1], [12, 13, 14, 15, 16, 11], [18, 19, 20, 21, 22, 17]], "bond_rings": [[37, 36, 35, 34, 1, 0], [12, 13, 14, 15, 38, 11], [18, 19, 20, 21, 39, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 38, "num_bonds": 40, "num_heavy_atoms": 38, "num_heavy_bonds": 40, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 26}, "assessment": "Likely stable"}, "CCCCOC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.57799999999997, "logP": 2.1619, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C1CN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CCN1", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)N1CCNCC1", "reactant_smiles": ["C1CNCCN1", "CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O"], "reactant_smiles_canonical": ["C1CNCCN1", "CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O"], "stability_raw": {"C1CNCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 86.138, "logP": -0.8208, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[5, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 471.67000000000013, "logP": 4.321100000000003, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 9}, "ring_data": {"num_rings": 2, "atom_rings": [[15, 16, 17, 18, 19, 14], [21, 22, 23, 24, 25, 20]], "bond_rings": [[15, 16, 17, 18, 32, 14], [21, 22, 23, 24, 33, 20]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 33, "num_bonds": 34, "num_heavy_atoms": 33, "num_heavy_bonds": 34, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 21}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O", "reactant_smiles": ["N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["CC(C)(C)[Si](OCCC[C@H](N)C(=O)O)(c1ccccc1)c1ccccc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 371.55300000000017, "logP": 2.7550999999999997, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 8}, "ring_data": {"num_rings": 2, "atom_rings": [[8, 9, 10, 11, 12, 7], [14, 15, 16, 17, 18, 13]], "bond_rings": [[8, 9, 10, 11, 25, 7], [14, 15, 16, 17, 26, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 26, "num_bonds": 27, "num_heavy_atoms": 26, "num_heavy_bonds": 27, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 31, Product has 26", "Atom count mismatch for O: Reactant has 8, Product has 5"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O", "product_smiles_canonical": "CC(C)(C)[Si](OCCC[C@H](N)C(=O)O)(c1ccccc1)c1ccccc1", "reactant_smiles": ["N[C@@H](CCCO)C(=O)O", "[Si](Cl)(c1ccccc1)(c1ccccc1)C(C)(C)C"], "reactant_smiles_canonical": ["N[C@@H](CCCO)C(=O)O", "CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1"], "stability_raw": {"N[C@@H](CCCO)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 133.147, "logP": -0.8292000000000004, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "[Si](Cl)(c1ccccc1)(c1ccccc1)C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 274.867, "logP": 3.7852000000000023, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 7, 2], [9, 10, 11, 12, 13, 8]], "bond_rings": [[3, 4, 5, 6, 17, 2], [9, 10, 11, 12, 18, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "N[C@@H](CCCO)C(=O)O", "product_smiles_canonical": "N[C@@H](CCCO)C(=O)O", "reactant_smiles": ["N[C@@H](CCCOCc1ccccc1)C(=O)O"], "reactant_smiles_canonical": ["N[C@@H](CCCOCc1ccccc1)C(=O)O"], "stability_raw": {"N[C@@H](CCCOCc1ccccc1)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 223.27200000000002, "logP": 1.3952999999999998, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 12, 11, 10, 9, 8]], "bond_rings": [[15, 11, 10, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 16, "num_heavy_atoms": 16, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [6], Product rings []", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 3, "depth": 4, "product_smiles": "[Si](Cl)(c1ccccc1)(c1ccccc1)C(C)(C)C", "product_smiles_canonical": "CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1", "reactant_smiles": ["[SiH](c1ccccc1)(c1ccccc1)C(C)(C)C"], "reactant_smiles_canonical": ["CC(C)(C)[SiH](c1ccccc1)c1ccccc1"], "stability_raw": {"[SiH](c1ccccc1)(c1ccccc1)C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 240.422, "logP": 2.828000000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 6, 1], [8, 9, 10, 11, 12, 7]], "bond_rings": [[2, 3, 4, 5, 16, 1], [8, 9, 10, 11, 17, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 18 bonds, Product has 19 bonds"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "[SiH](c1ccccc1)(c1ccccc1)C(C)(C)C", "product_smiles_canonical": "CC(C)(C)[SiH](c1ccccc1)c1ccccc1", "reactant_smiles": ["[SiH](c1ccccc1)(c1ccccc1)Cl", "CC(C)(C)[Li]"], "reactant_smiles_canonical": ["Cl[SiH](c1ccccc1)c1ccccc1", "[Li]C(C)(C)C"], "stability_raw": {"[SiH](c1ccccc1)(c1ccccc1)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.75900000000001, "logP": 1.7634, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 6, 1], [8, 9, 10, 11, 12, 7]], "bond_rings": [[2, 3, 4, 5, 13, 1], [8, 9, 10, 11, 14, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CC(C)(C)[Li]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 64.057, "logP": 1.3733, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0", "Atom count mismatch for Li: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "[SiH](c1ccccc1)(c1ccccc1)Cl", "product_smiles_canonical": "Cl[SiH](c1ccccc1)c1ccccc1", "reactant_smiles": ["[Si](c1ccccc1)(Cl)(Cl)Cl", "c1ccccc1[Mg]Br"], "reactant_smiles_canonical": ["Cl[Si](Cl)(Cl)c1ccccc1", "Br[Mg]c1ccccc1"], "stability_raw": {"[Si](c1ccccc1)(Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 211.551, "logP": 2.5489000000000006, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[9, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "c1ccccc1[Mg]Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 181.315, "logP": 1.326, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[7, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Mg: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for Cl: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 7, "product_smiles": "[Si](c1ccccc1)(Cl)(Cl)Cl", "product_smiles_canonical": "Cl[Si](Cl)(Cl)c1ccccc1", "reactant_smiles": ["c1ccccc1[SiH3]", "ClCl"], "reactant_smiles_canonical": ["[SiH3]c1ccccc1", "ClCl"], "stability_raw": {"c1ccccc1[SiH3]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 108.216, "logP": -0.32270000000000004, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[6, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "ClCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 70.906, "logP": 1.379, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 8 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 8, "product_smiles": "c1ccccc1[SiH3]", "product_smiles_canonical": "[SiH3]c1ccccc1", "reactant_smiles": ["Brc1ccccc1", "Cl[SiH2]Cl"], "reactant_smiles_canonical": ["Brc1ccccc1", "Cl[SiH2]Cl"], "stability_raw": {"Brc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 157.01, "logP": 2.4491000000000005, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "Cl[SiH2]Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 101.00800000000001, "logP": 0.46279999999999993, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for Cl: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 9, "product_smiles": "Brc1ccccc1", "product_smiles_canonical": "Brc1ccccc1", "reactant_smiles": ["c1ccccc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["c1ccccc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.11399999999999, "logP": 1.6866, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[5, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 0}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 6", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 7, "depth": 7, "product_smiles": "c1ccccc1[Mg]Br", "product_smiles_canonical": "Br[Mg]c1ccccc1", "reactant_smiles": ["[Mg]"], "reactant_smiles_canonical": ["[Mg]"], "stability_raw": {"[Mg]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 24.305, "logP": -0.3808, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 6", "Ring size change detected: Reactant rings [], Product rings [6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 6", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 8 bonds"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 12, "depth": 4, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T10:57:52", "job_id": "checker_20251223_103804_2996", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 0, "depth": 1, "product_smiles": "CCCCOC(=O)Cl", "product_smiles_canonical": "CCCCOC(=O)Cl", "reactant_smiles": ["CCCCO", "O=C(Cl)Cl"], "reactant_smiles_canonical": ["CCCCO", "O=C(Cl)Cl"], "stability_raw": {"CCCCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.12299999999999, "logP": 0.7787999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 98.916, "logP": 1.584, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T10:58:27", "job_id": "checker_20251223_105827_2996", "target_smiles_raw": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "product_smiles_canonical": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "reactant_smiles": ["CC1(C)OCC(C)(CO)NC1=O", "BrCc1ccccc1"], "reactant_smiles_canonical": ["CC1(CO)COC(C)(C)C(=O)N1", "BrCc1ccccc1"], "stability_raw": {"CC1(C)OCC(C)(CO)NC1=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 173.21200000000002, "logP": -0.33760000000000007, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 5, 4, 3]], "bond_rings": [[11, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "BrCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 171.037, "logP": 2.5815, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T10:58:27", "job_id": "checker_20251223_105827_2996", "target_smiles_raw": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1(C)OCC(C)(CO)NC1=O", "product_smiles_canonical": "CC1(CO)COC(C)(C)C(=O)N1", "reactant_smiles": ["CC(C)(O)CNC(C)(C)CO", "O=C=O"], "reactant_smiles_canonical": ["CC(C)(O)CNC(C)(C)CO", "O=C=O"], "stability_raw": {"CC(C)(O)CNC(C)(C)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.24499999999998, "logP": 0.11779999999999996, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "O=C=O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 44.009, "logP": -0.5835, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8", "Atom count mismatch for O: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [], Product rings [6]"]}}} +{"timestamp": "2025-12-23T10:58:27", "job_id": "checker_20251223_105827_2996", "target_smiles_raw": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(O)CNC(C)(C)CO", "product_smiles_canonical": "CC(C)(O)CNC(C)(C)CO", "reactant_smiles": ["CC1(C)CO1", "CC(C)(N)CO"], "reactant_smiles_canonical": ["CC1(C)CO1", "CC(C)(N)CO"], "stability_raw": {"CC1(C)CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 72.107, "logP": 0.7952, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 3, 4]], "bond_rings": [[2, 3, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(N)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.13799999999999, "logP": -0.2840000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [3], Product rings []"]}}} +{"timestamp": "2025-12-23T10:58:27", "job_id": "checker_20251223_105827_2996", "target_smiles_raw": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "BrCc1ccccc1", "product_smiles_canonical": "BrCc1ccccc1", "reactant_smiles": ["Cc1ccccc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Cc1ccccc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"Cc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 92.14099999999999, "logP": 1.99502, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 11, Product has 7", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T11:06:57", "job_id": "checker_20251223_105828_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N"], "reactant_smiles_canonical": ["CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N"], "stability_raw": {"CCc1[nH]c(C(=O)O)nc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 208.13899999999995, "logP": 1.6891, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 8, 9]], "bond_rings": [[2, 3, 7, 8, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 250.29799999999994, "logP": 0.9372, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 16, 15, 14, 4, 3], [6, 7, 8, 9, 13, 5]], "bond_rings": [[17, 15, 14, 13, 3, 2], [6, 7, 8, 12, 18, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T11:06:57", "job_id": "checker_20251223_105828_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]c(Br)nc1C(F)(F)F"], "reactant_smiles_canonical": ["CCc1[nH]c(Br)nc1C(F)(F)F"], "stability_raw": {"CCc1[nH]c(Br)nc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 243.02599999999995, "logP": 2.753400000000001, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 6, 7]], "bond_rings": [[2, 3, 5, 6, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 6, Product has 7", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T11:06:57", "job_id": "checker_20251223_105828_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CCc1[nH]c(Br)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(Br)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["CCc1[nH]cnc1C(F)(F)F"], "stability_raw": {"CCc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 164.12999999999997, "logP": 1.9909, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 11 bonds, Product has 12 bonds"]}}} +{"timestamp": "2025-12-23T11:06:57", "job_id": "checker_20251223_105828_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CCc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["C#Cc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["C#Cc1[nH]cnc1C(F)(F)F"], "stability_raw": {"C#Cc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 160.09799999999998, "logP": 1.4098, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T11:06:57", "job_id": "checker_20251223_105828_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C#Cc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "C#Cc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F"], "stability_raw": {"CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 218.17799999999994, "logP": 1.5509, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 8, 9, 10]], "bond_rings": [[6, 7, 8, 9, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 10}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 6", "Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:06:57", "job_id": "checker_20251223_105828_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C"], "reactant_smiles_canonical": ["CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C"], "stability_raw": {"CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 348.44100000000014, "logP": 3.3366000000000016, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 12, 13, 14]], "bond_rings": [[6, 11, 12, 13, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 23, "num_heavy_atoms": 23, "num_heavy_bonds": 23, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 18}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Atom count inconsistency: -5 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 15, Product has 9", "Atom count mismatch for Si: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:06:57", "job_id": "checker_20251223_105828_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C", "product_smiles_canonical": "CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C", "reactant_smiles": ["C#CC(C)(C)O", "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br"], "reactant_smiles_canonical": ["C#CC(C)(C)O", "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br"], "stability_raw": {"C#CC(C)(C)O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 84.11799999999998, "logP": 0.3905, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}, "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 345.23499999999996, "logP": 3.9767000000000037, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 9, 10, 11, 16]], "bond_rings": [[8, 9, 10, 15, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 18, "num_heavy_atoms": 18, "num_heavy_bonds": 18, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:06:57", "job_id": "checker_20251223_105828_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br", "product_smiles_canonical": "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br", "reactant_smiles": ["C[Si](C)(C)CCOCCl", "FC(F)(F)c1nc[nH]c1Br"], "reactant_smiles_canonical": ["C[Si](C)(C)CCOCCl", "FC(F)(F)c1nc[nH]c1Br"], "stability_raw": {"C[Si](C)(C)CCOCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.724, "logP": 2.5375000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "FC(F)(F)c1nc[nH]c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 214.972, "logP": 2.191, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:06:57", "job_id": "checker_20251223_105828_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 0, "depth": 1, "product_smiles": "CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N", "product_smiles_canonical": "CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N", "reactant_smiles": ["COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1"], "reactant_smiles_canonical": ["COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1"], "stability_raw": {"COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 264.32499999999993, "logP": 1.0255999999999998, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 18, 8, 7, 6, 5], [10, 11, 12, 14, 17, 9]], "bond_rings": [[18, 17, 7, 6, 5, 4], [10, 11, 13, 16, 19, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 20, "num_heavy_atoms": 19, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 13"]}}} +{"timestamp": "2025-12-23T11:06:57", "job_id": "checker_20251223_105828_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 2, "product_smiles": "COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1", "product_smiles_canonical": "COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1", "reactant_smiles": ["CO[C@@H]1CNCC[C@@H]1N", "COC(=O)c1cccc(Br)c1"], "reactant_smiles_canonical": ["CO[C@@H]1CNCC[C@@H]1N", "COC(=O)c1cccc(Br)c1"], "stability_raw": {"CO[C@@H]1CNCC[C@@H]1N": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 130.19099999999997, "logP": -0.6779999999999995, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "COC(=O)c1cccc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 215.046, "logP": 2.2357000000000005, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 8, 7, 6, 5]], "bond_rings": [[10, 9, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "reactant_smiles": ["C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C", "Fc1ccccc1F"], "reactant_smiles_canonical": ["C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C", "Fc1ccccc1F"], "stability_raw": {"C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 433.50800000000027, "logP": 4.375600000000003, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 3, 8, 9, 21, 22, 23], [4, 5, 6, 7, 8, 3], [11, 10, 19, 18, 13], [14, 15, 16, 17, 18, 13]], "bond_rings": [[2, 32, 8, 20, 21, 22, 31], [4, 5, 6, 7, 32, 3], [10, 33, 18, 34, 12], [14, 15, 16, 17, 34, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 32, "num_bonds": 35, "num_heavy_atoms": 32, "num_heavy_bonds": 35, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 20}, "assessment": "Likely stable"}, "Fc1ccccc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 114.094, "logP": 1.9647999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 31, Product has 29"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C", "product_smiles_canonical": "C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C", "reactant_smiles": ["C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C", "O=C1NC(=O)c2ccccc21"], "reactant_smiles_canonical": ["C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C", "O=C1NC(=O)c2ccccc21"], "stability_raw": {"C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 367.2870000000001, "logP": 4.474300000000003, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 8, 9, 11, 12, 13], [4, 5, 6, 7, 8, 3]], "bond_rings": [[2, 22, 8, 10, 11, 12, 21], [4, 5, 6, 7, 22, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "O=C1NC(=O)c2ccccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 147.13299999999998, "logP": 0.5702, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 5, 10], [6, 7, 8, 9, 10, 5]], "bond_rings": [[1, 2, 4, 11, 10], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C", "product_smiles_canonical": "C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C", "reactant_smiles": ["C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 267.16999999999996, "logP": 2.9083000000000006, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 8, 9, 11, 12, 13], [4, 5, 6, 7, 8, 3]], "bond_rings": [[2, 15, 8, 10, 11, 12, 14], [4, 5, 6, 7, 15, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 22, Product has 17", "Atom count mismatch for O: Reactant has 5, Product has 2"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N", "product_smiles_canonical": "C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N", "reactant_smiles": ["C=C[C@@H](c1cccnc1[C@H](Br)CC[C@H](N)C=C)"], "reactant_smiles_canonical": ["C=C[CH]c1cccnc1[C@H](Br)CC[C@H](N)C=C"], "stability_raw": {"C=C[C@@H](c1cccnc1[C@H](Br)CC[C@H](N)C=C)": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 294.216, "logP": 3.5494900000000014, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[16, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 12", "Ring size change detected: Reactant rings [6], Product rings [6, 7]"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C=C[C@@H](c1cccnc1[C@H](Br)CC[C@H](N)C=C)", "product_smiles_canonical": "C=C[CH]c1cccnc1[C@H](Br)CC[C@H](N)C=C", "reactant_smiles": ["C=C[C@@H](c1cccnc1CC[C@H](N)C=C)"], "reactant_smiles_canonical": ["C=C[CH]c1cccnc1CC[C@H](N)C=C"], "stability_raw": {"C=C[C@@H](c1cccnc1CC[C@H](N)C=C)": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 201.29299999999995, "logP": 2.2658900000000006, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[14, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 13, Product has 14", "Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "C=C[C@@H](c1cccnc1CC[C@H](N)C=C)", "product_smiles_canonical": "C=C[CH]c1cccnc1CC[C@H](N)C=C", "reactant_smiles": ["Brc1cccnc1CC[C@H](N)C=C", "C=CB(O)O"], "reactant_smiles_canonical": ["C=C[C@@H](N)CCc1ncccc1Br", "C=CB(O)O"], "stability_raw": {"Brc1cccnc1CC[C@H](N)C=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 241.13199999999995, "logP": 2.29, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[12, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "C=CB(O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 71.872, "logP": -0.8156000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 12, Product has 13", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "Brc1cccnc1CC[C@H](N)C=C", "product_smiles_canonical": "C=C[C@@H](N)CCc1ncccc1Br", "reactant_smiles": ["Brc1cccnc1CCC(=O)C=C", "N"], "reactant_smiles_canonical": ["C=CC(=O)CCc1ncccc1Br", "N"], "stability_raw": {"Brc1cccnc1CCC(=O)C=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 240.09999999999994, "logP": 2.5318000000000005, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[12, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "Brc1cccnc1CCC(=O)C=C", "product_smiles_canonical": "C=CC(=O)CCc1ncccc1Br", "reactant_smiles": ["CC(=O)CCc1ncccc1Br", "C=O"], "reactant_smiles_canonical": ["CC(=O)CCc1ncccc1Br", "C=O"], "stability_raw": {"CC(=O)CCc1ncccc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 228.089, "logP": 2.3657000000000004, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[11, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 30.026, "logP": -0.1849, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "CC(=O)CCc1ncccc1Br", "product_smiles_canonical": "CC(=O)CCc1ncccc1Br", "reactant_smiles": ["CC(=O)CC(C)=O", "ClCc1ncccc1Br"], "reactant_smiles_canonical": ["CC(=O)CC(C)=O", "ClCc1ncccc1Br"], "stability_raw": {"CC(=O)CC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 100.11699999999999, "logP": 0.5545, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "ClCc1ncccc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 206.46999999999997, "logP": 2.5829000000000013, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 11, Product has 9", "Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 4, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C1NC(=O)c2ccccc21", "product_smiles_canonical": "O=C1NC(=O)c2ccccc21", "reactant_smiles": ["NC(N)=O", "O=C1OC(=O)c2ccccc21"], "reactant_smiles_canonical": ["NC(N)=O", "O=C1OC(=O)c2ccccc21"], "stability_raw": {"NC(N)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.056, "logP": -0.9762000000000002, "h_bond_donors": 2, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C1OC(=O)c2ccccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 148.11699999999996, "logP": 0.9972, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 5, 10], [6, 7, 8, 9, 10, 5]], "bond_rings": [[1, 2, 4, 11, 10], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8", "Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for N: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T11:24:34", "job_id": "checker_20251223_110703_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 0, "depth": 1, "product_smiles": "Fc1ccccc1F", "product_smiles_canonical": "Fc1ccccc1F", "reactant_smiles": ["Oc1ccc(F)c(F)c1"], "reactant_smiles_canonical": ["Oc1ccc(F)c(F)c1"], "stability_raw": {"Oc1ccc(F)c(F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 130.09300000000002, "logP": 1.6703999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 6, 4, 3, 2]], "bond_rings": [[8, 7, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:34:01", "job_id": "checker_20251223_112846_2996", "target_smiles_raw": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_smiles_canonical": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "product_smiles_canonical": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "reactant_smiles": ["CC(C)c1ccc(O)cc1", "ClC1CCC2(CC1)N[C@@H](C(=O)O)C(C)(C)S2"], "reactant_smiles_canonical": ["CC(C)c1ccc(O)cc1", "CC1(C)SC2(CCC(Cl)CC2)N[C@H]1C(=O)O"], "stability_raw": {"CC(C)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.19399999999996, "logP": 2.515600000000001, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "ClC1CCC2(CC1)N[C@@H](C(=O)O)C(C)(C)S2": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 263.79, "logP": 2.4323000000000006, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 6, 5, 4, 3, 2], [7, 4, 15, 12, 8]], "bond_rings": [[15, 5, 4, 3, 2, 1], [6, 16, 14, 11, 7]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:34:01", "job_id": "checker_20251223_112846_2996", "target_smiles_raw": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_smiles_canonical": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)c1ccc(O)cc1", "product_smiles_canonical": "CC(C)c1ccc(O)cc1", "reactant_smiles": ["COc1ccc(C(C)C)cc1"], "reactant_smiles_canonical": ["COc1ccc(C(C)C)cc1"], "stability_raw": {"COc1ccc(C(C)C)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.221, "logP": 2.818600000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 9, 5, 4, 3]], "bond_rings": [[10, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T11:34:01", "job_id": "checker_20251223_112846_2996", "target_smiles_raw": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_smiles_canonical": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "ClC1CCC2(CC1)N[C@@H](C(=O)O)C(C)(C)S2", "product_smiles_canonical": "CC1(C)SC2(CCC(Cl)CC2)N[C@H]1C(=O)O", "reactant_smiles": ["CC(C)(S)[C@@H](N)C(=O)O", "O=C1CCC(Cl)CC1"], "reactant_smiles_canonical": ["CC(C)(S)[C@@H](N)C(=O)O", "O=C1CCC(Cl)CC1"], "stability_raw": {"CC(C)(S)[C@@H](N)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 149.215, "logP": 0.10669999999999985, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "O=C1CCC(Cl)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.59, "logP": 1.7369, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T11:34:01", "job_id": "checker_20251223_112846_2996", "target_smiles_raw": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_smiles_canonical": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "CC(C)(S)[C@@H](N)C(=O)O", "product_smiles_canonical": "CC(C)(S)[C@@H](N)C(=O)O", "reactant_smiles": ["COC(=O)[C@H](N)C(C)(C)S"], "reactant_smiles_canonical": ["COC(=O)[C@H](N)C(C)(C)S"], "stability_raw": {"COC(=O)[C@H](N)C(C)(C)S": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 163.24200000000002, "logP": 0.19509999999999977, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 9, "num_heavy_atoms": 10, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T11:34:01", "job_id": "checker_20251223_112846_2996", "target_smiles_raw": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_smiles_canonical": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 2, "depth": 2, "product_smiles": "O=C1CCC(Cl)CC1", "product_smiles_canonical": "O=C1CCC(Cl)CC1", "reactant_smiles": ["OC1CCC(Cl)CC1"], "reactant_smiles_canonical": ["OC1CCC(Cl)CC1"], "stability_raw": {"OC1CCC(Cl)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.606, "logP": 1.5287, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T11:36:29", "job_id": "checker_20251223_113421_2996", "target_smiles_raw": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "target_smiles_canonical": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "product_smiles_canonical": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "reactant_smiles": ["CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl", "CCOC(=O)CCBr"], "reactant_smiles_canonical": ["CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl", "CCOC(=O)CCBr"], "stability_raw": {"CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 353.8090000000001, "logP": 5.3255000000000035, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 4, "atom_rings": [[4, 23, 22, 7, 6, 5], [9, 8, 21, 20, 10], [12, 13, 14, 18, 19, 11], [15, 14, 18, 17, 16]], "bond_rings": [[24, 22, 21, 6, 5, 4], [8, 25, 20, 19, 9], [12, 13, 27, 18, 26, 11], [14, 27, 17, 16, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 20, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CCOC(=O)CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 181.029, "logP": 1.3345, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:36:29", "job_id": "checker_20251223_113421_2996", "target_smiles_raw": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "target_smiles_canonical": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl", "product_smiles_canonical": "CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl", "reactant_smiles": ["N=C(NO)c1ccc2[nH]ccc2c1", "CC(C)Oc1ccc(C(=O)O)cc1Cl"], "reactant_smiles_canonical": ["N=C(NO)c1ccc2[nH]ccc2c1", "CC(C)Oc1ccc(C(=O)O)cc1Cl"], "stability_raw": {"N=C(NO)c1ccc2[nH]ccc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 175.191, "logP": 1.4720700000000002, "h_bond_donors": 4, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 12, 11, 7, 6, 5], [8, 7, 11, 10, 9]], "bond_rings": [[12, 11, 13, 6, 5, 4], [7, 13, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)Oc1ccc(C(=O)O)cc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 214.648, "logP": 2.825400000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 12, 11, 7, 6, 5]], "bond_rings": [[13, 11, 10, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 5, 6, 6]", "Significant change in aromaticity: Reactant has 15 aromatic atoms, Product has 20"]}}} +{"timestamp": "2025-12-23T11:36:29", "job_id": "checker_20251223_113421_2996", "target_smiles_raw": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "target_smiles_canonical": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "CCOC(=O)CCBr", "product_smiles_canonical": "CCOC(=O)CCBr", "reactant_smiles": ["CCOC(=O)CCO", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["CCOC(=O)CCO", "O=C1CCC(=O)N1Br"], "stability_raw": {"CCOC(=O)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.13199999999999, "logP": -0.0681, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 5", "Atom count mismatch for O: Reactant has 5, Product has 2", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5], Product rings []"]}}} +{"timestamp": "2025-12-23T11:44:31", "job_id": "checker_20251223_114002_2996", "target_smiles_raw": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "target_smiles_canonical": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "product_smiles_canonical": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "reactant_smiles": ["CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C", "CNC1CC1"], "reactant_smiles_canonical": ["CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C", "CNC1CC1"], "stability_raw": {"CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 286.459, "logP": 5.154400000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 19], [6, 7, 8, 14, 16, 5], [9, 10, 12, 13, 14, 8], [17, 18, 19, 4, 5, 16]], "bond_rings": [[1, 2, 3, 21, 20], [6, 7, 23, 15, 22, 5], [9, 11, 12, 13, 23, 8], [17, 18, 21, 4, 22, 16]], "num_aliphatic_carbocycles": 4, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 24, "num_heavy_atoms": 21, "num_heavy_bonds": 24, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 21}, "assessment": "Likely stable"}, "CNC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 71.123, "logP": 0.3681999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4]], "bond_rings": [[2, 3, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 24, Product has 23"]}}} +{"timestamp": "2025-12-23T11:44:31", "job_id": "checker_20251223_114002_2996", "target_smiles_raw": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "target_smiles_canonical": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C", "product_smiles_canonical": "CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C", "reactant_smiles": ["CC1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C"], "reactant_smiles_canonical": ["CC1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C"], "stability_raw": {"CC1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 288.475, "logP": 4.946200000000005, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 19], [6, 7, 8, 14, 16, 5], [9, 10, 12, 13, 14, 8], [17, 18, 19, 4, 5, 16]], "bond_rings": [[1, 2, 3, 21, 20], [6, 7, 23, 15, 22, 5], [9, 11, 12, 13, 23, 8], [17, 18, 21, 4, 22, 16]], "num_aliphatic_carbocycles": 4, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 24, "num_heavy_atoms": 21, "num_heavy_bonds": 24, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 21}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T11:44:31", "job_id": "checker_20251223_114002_2996", "target_smiles_raw": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "target_smiles_canonical": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C", "product_smiles_canonical": "CC1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -100 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 0, Product has 20", "Atom count mismatch for O: Reactant has 0, Product has 1", "Ring size change detected: Reactant rings [], Product rings [5, 6, 6, 6]", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 24 bonds"]}}} +{"timestamp": "2025-12-23T11:46:46", "job_id": "checker_20251223_114435_2996", "target_smiles_raw": "CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2", "target_smiles_canonical": "CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2", "product_smiles_canonical": "CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2", "reactant_smiles": ["C=Cc1ccc(C(C)=O)cc1O", "OCC(O)C=O"], "reactant_smiles_canonical": ["C=Cc1ccc(C(C)=O)cc1O", "O=CC(O)CO"], "stability_raw": {"C=Cc1ccc(C(C)=O)cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.188, "logP": 2.2378000000000013, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 9, 5, 4, 3]], "bond_rings": [[11, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "OCC(O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 90.078, "logP": -1.4615, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Ring size change detected: Reactant rings [6], Product rings [6, 7]", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 18 bonds"]}}} +{"timestamp": "2025-12-23T11:46:46", "job_id": "checker_20251223_114435_2996", "target_smiles_raw": "CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2", "target_smiles_canonical": "CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C=Cc1ccc(C(C)=O)cc1O", "product_smiles_canonical": "C=Cc1ccc(C(C)=O)cc1O", "reactant_smiles": ["CC(=O)OC(C)=O", "C=Cc1ccccc1O"], "reactant_smiles_canonical": ["CC(=O)OC(C)=O", "C=Cc1ccccc1O"], "stability_raw": {"CC(=O)OC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 102.089, "logP": 0.09600000000000009, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "C=Cc1ccccc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0352, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, 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"product_smiles": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "product_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "reactant_smiles": ["C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O", "Brc1nc(-c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)c2c(N)nccn12"], "reactant_smiles_canonical": ["C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O", "Nc1nccn2c(Br)nc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12"], "stability_raw": {"C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O": {"valid_structure": true, "stability_score": 90, "issues": [], "metrics": {"molecular_weight": 248.11999999999995, "logP": 1.1596, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 11, 10, 4, 3, 2], [5, 6, 7, 9, 10, 4]], "bond_rings": [[12, 10, 13, 3, 2, 1], [5, 6, 8, 9, 13, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "Brc1nc(-c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)c2c(N)nccn12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 477.2440000000001, "logP": 4.407100000000002, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 23, 29], [5, 6, 7, 21, 22, 4], [12, 13, 18, 19, 20, 11], [24, 26, 27, 28, 29, 23]], "bond_rings": [[1, 2, 22, 31, 29], [5, 6, 20, 21, 30, 4], [12, 17, 18, 19, 32, 11], [25, 26, 27, 28, 31, 23]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 33, "num_heavy_atoms": 30, "num_heavy_bonds": 33, "num_aromatic_atoms": 21, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T11:56:01", "job_id": "checker_20251223_114650_2996", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O", "product_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O", "reactant_smiles": ["C[C@H](O)C(=O)N1[C@@H](Br)CC[C@@H]1CCl"], "reactant_smiles_canonical": ["C[C@H](O)C(=O)N1[C@@H](CCl)CC[C@@H]1Br"], "stability_raw": {"C[C@H](O)C(=O)N1[C@@H](Br)CC[C@@H]1CCl": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 270.554, "logP": 1.3179999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 8, 9, 10]], "bond_rings": [[5, 7, 8, 9, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 8, Product has 9", "Atom count mismatch for Cl: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5], Product rings [6, 6]", "Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T11:56:01", "job_id": "checker_20251223_114650_2996", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C[C@H](O)C(=O)N1[C@@H](Br)CC[C@@H]1CCl", "product_smiles_canonical": "C[C@H](O)C(=O)N1[C@@H](CCl)CC[C@@H]1Br", "reactant_smiles": ["C[C@H](O)C(=O)N1CCC[C@@H]1CCl"], "reactant_smiles_canonical": ["C[C@H](O)C(=O)N1CCC[C@@H]1CCl"], "stability_raw": {"C[C@H](O)C(=O)N1CCC[C@@H]1CCl": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 191.658, "logP": 0.5969999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 8, 9]], "bond_rings": [[5, 6, 7, 8, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 13 bonds"]}}} +{"timestamp": "2025-12-23T11:56:01", "job_id": "checker_20251223_114650_2996", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "C[C@H](O)C(=O)N1CCC[C@@H]1CCl", "product_smiles_canonical": "C[C@H](O)C(=O)N1CCC[C@@H]1CCl", "reactant_smiles": ["C[C@H](O)C(=O)O", "ClC[C@H]1CCCN1"], "reactant_smiles_canonical": ["C[C@H](O)C(=O)O", "ClC[C@H]1CCCN1"], "stability_raw": {"C[C@H](O)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 90.07799999999999, "logP": -0.5482, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "ClC[C@H]1CCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 119.59500000000001, "logP": 0.9771999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T11:56:01", "job_id": "checker_20251223_114650_2996", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "Brc1nc(-c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)c2c(N)nccn12", "product_smiles_canonical": "Nc1nccn2c(Br)nc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12", "reactant_smiles": ["c1nc(-c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)c2c(N)nccn12"], "reactant_smiles_canonical": ["Nc1nccn2cnc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12"], "stability_raw": {"c1nc(-c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)c2c(N)nccn12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 398.348, "logP": 3.6446000000000014, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[0, 1, 2, 22, 28], [4, 5, 6, 20, 21, 3], [11, 12, 17, 18, 19, 10], [23, 25, 26, 27, 28, 22]], "bond_rings": [[0, 1, 21, 30, 28], [4, 5, 19, 20, 29, 3], [11, 16, 17, 18, 31, 10], [24, 25, 26, 27, 30, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 32, "num_heavy_atoms": 29, "num_heavy_bonds": 32, "num_aromatic_atoms": 21, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 32 bonds, Product has 33 bonds"]}}} +{"timestamp": "2025-12-23T11:56:01", "job_id": "checker_20251223_114650_2996", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "c1nc(-c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)c2c(N)nccn12", "product_smiles_canonical": "Nc1nccn2cnc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12", "reactant_smiles": ["Nc1nccn2cnc(Br)c12", "O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1"], "reactant_smiles_canonical": ["Nc1nccn2cnc(Br)c12", "O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1"], "stability_raw": {"Nc1nccn2cnc(Br)c12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 213.03799999999998, "logP": 1.0739999999999998, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 5, 4, 3, 2], [6, 5, 10, 8, 7]], "bond_rings": [[10, 11, 4, 3, 2, 1], [5, 11, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 310.04, "logP": 1.0324999999999995, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 5, 10, 11, 12, 3], [14, 15, 16, 17, 21, 13]], "bond_rings": [[4, 9, 10, 11, 21, 3], [14, 15, 16, 20, 22, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:56:01", "job_id": "checker_20251223_114650_2996", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 3, "product_smiles": "Nc1nccn2cnc(Br)c12", "product_smiles_canonical": "Nc1nccn2cnc(Br)c12", "reactant_smiles": ["COc1ccc(CNc2nccn3cnc(Br)c23)cc1"], "reactant_smiles_canonical": ["COc1ccc(CNc2nccn3cnc(Br)c23)cc1"], "stability_raw": {"COc1ccc(CNc2nccn3cnc(Br)c23)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 333.189, "logP": 3.1125000000000007, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 19, 18, 5, 4, 3], [9, 10, 11, 12, 17, 8], [13, 12, 17, 15, 14]], "bond_rings": [[19, 18, 17, 4, 3, 2], [9, 10, 11, 21, 20, 8], [12, 21, 16, 14, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 15, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -40 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 6", "Atom count mismatch for O: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 15 aromatic atoms, Product has 9"]}}} +{"timestamp": "2025-12-23T11:56:01", "job_id": "checker_20251223_114650_2996", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 4, "product_smiles": "COc1ccc(CNc2nccn3cnc(Br)c23)cc1", "product_smiles_canonical": "COc1ccc(CNc2nccn3cnc(Br)c23)cc1", "reactant_smiles": ["COc1ccc(CN)cc1", "Clc1nccn2cnc(Br)c12"], "reactant_smiles_canonical": ["COc1ccc(CN)cc1", "Clc1nccn2cnc(Br)c12"], "stability_raw": {"COc1ccc(CN)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 137.18200000000002, "logP": 1.1539, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Clc1nccn2cnc(Br)c12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 232.46799999999996, "logP": 2.1452, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 5, 4, 3, 2], [6, 5, 10, 8, 7]], "bond_rings": [[10, 11, 4, 3, 2, 1], [5, 11, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T11:56:01", "job_id": "checker_20251223_114650_2996", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 5, "depth": 3, "product_smiles": "O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1", "product_smiles_canonical": "O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1", "reactant_smiles": ["Nc1cc(C(F)(F)F)ccn1", "O=C(Cl)c1cccc(B(O)O)c1"], "reactant_smiles_canonical": ["Nc1cc(C(F)(F)F)ccn1", "O=C(Cl)c1cccc(B(O)O)c1"], "stability_raw": {"Nc1cc(C(F)(F)F)ccn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.11400000000003, "logP": 1.6825999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 8, 3, 2]], "bond_rings": [[10, 9, 8, 7, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C(Cl)c1cccc(B(O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 184.387, "logP": -0.25459999999999994, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 11, 7, 6, 5, 4]], "bond_rings": [[11, 10, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T12:05:39", "job_id": "checker_20251223_115607_2996", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "product_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "reactant_smiles": ["C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)C(=C)c1ccc(F)cc1F"], "reactant_smiles_canonical": ["C=C(c1ccc(F)cc1F)[C@@H](C)n1ncn(-c2ccc(Cl)cc2)c1=O"], "stability_raw": {"C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)C(=C)c1ccc(F)cc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 361.779, "logP": 4.240000000000002, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 2, 13, 5, 4], [7, 8, 9, 11, 12, 6], [18, 19, 20, 22, 23, 17]], "bond_rings": [[2, 24, 12, 4, 3], [7, 8, 10, 11, 26, 6], [18, 19, 21, 22, 25, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 27, "num_heavy_atoms": 25, "num_heavy_bonds": 27, "num_aromatic_atoms": 17, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 2", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [3, 5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 27 bonds, Product has 29 bonds"]}}} +{"timestamp": "2025-12-23T12:05:39", "job_id": "checker_20251223_115607_2996", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)C(=C)c1ccc(F)cc1F", "product_smiles_canonical": "C=C(c1ccc(F)cc1F)[C@@H](C)n1ncn(-c2ccc(Cl)cc2)c1=O", "reactant_smiles": ["C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)C=O", "Fc1ccc(CBr)c(F)c1"], "reactant_smiles_canonical": ["C[C@H](C=O)n1ncn(-c2ccc(Cl)cc2)c1=O", "Fc1ccc(CBr)c(F)c1"], "stability_raw": {"C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.67299999999997, "logP": 1.4472999999999998, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 13], [7, 8, 9, 11, 12, 6]], "bond_rings": [[2, 3, 4, 12, 16], [7, 8, 10, 11, 17, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Fc1ccc(CBr)c(F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.017, "logP": 2.859700000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 4, 3, 2]], "bond_rings": [[9, 8, 6, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T12:05:39", "job_id": "checker_20251223_115607_2996", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)C=O", "product_smiles_canonical": "C[C@H](C=O)n1ncn(-c2ccc(Cl)cc2)c1=O", "reactant_smiles": ["C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)CO"], "reactant_smiles_canonical": ["C[C@H](CO)n1ncn(-c2ccc(Cl)cc2)c1=O"], "stability_raw": {"C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 253.68899999999996, "logP": 1.2406999999999997, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 13], [7, 8, 9, 11, 12, 6]], "bond_rings": [[2, 3, 4, 12, 16], [7, 8, 10, 11, 17, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T12:05:39", "job_id": "checker_20251223_115607_2996", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)CO", "product_smiles_canonical": "C[C@H](CO)n1ncn(-c2ccc(Cl)cc2)c1=O", "reactant_smiles": ["C[C@@H](CO)n1ncc(=O)[nH]1", "O=C=Nc1ccc(Cl)cc1"], "reactant_smiles_canonical": ["C[C@@H](CO)n1ncc(=O)[nH]1", "O=C=Nc1ccc(Cl)cc1"], "stability_raw": {"C[C@@H](CO)n1ncc(=O)[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.14600000000002, "logP": -0.8753000000000002, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 9]], "bond_rings": [[4, 5, 6, 8, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C=Nc1ccc(Cl)cc1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 153.56799999999998, "logP": 2.3072999999999997, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 11", "Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for N: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T12:05:39", "job_id": "checker_20251223_115607_2996", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C[C@@H](CO)n1ncc(=O)[nH]1", "product_smiles_canonical": "C[C@@H](CO)n1ncc(=O)[nH]1", "reactant_smiles": ["c1n[nH]c(=O)[nH]1", "C[C@@H]1CO1"], "reactant_smiles_canonical": ["O=c1[nH]cn[nH]1", "C[C@@H]1CO1"], "stability_raw": {"c1n[nH]c(=O)[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 85.06599999999999, "logP": -0.9020000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 3, 5]], "bond_rings": [[0, 1, 2, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "C[C@@H]1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 58.08, "logP": 0.4051, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [3, 5], Product rings [5]"]}}} +{"timestamp": "2025-12-23T12:05:39", "job_id": "checker_20251223_115607_2996", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C=Nc1ccc(Cl)cc1", "product_smiles_canonical": "O=C=Nc1ccc(Cl)cc1", "reactant_smiles": ["O=C(Cl)Cl", "Nc1ccc(Cl)cc1"], "reactant_smiles_canonical": ["O=C(Cl)Cl", "Nc1ccc(Cl)cc1"], "stability_raw": {"O=C(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 98.916, "logP": 1.584, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Nc1ccc(Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 127.574, "logP": 1.9222, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T12:05:39", "job_id": "checker_20251223_115607_2996", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 1, "depth": 2, "product_smiles": "Fc1ccc(CBr)c(F)c1", "product_smiles_canonical": "Fc1ccc(CBr)c(F)c1", "reactant_smiles": ["Cc1ccc(F)cc1F", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Cc1ccc(F)cc1F", "O=C1CCC(=O)N1Br"], "stability_raw": {"Cc1ccc(F)cc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 128.121, "logP": 2.2732200000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[8, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -20 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 7", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T12:11:10", "job_id": "checker_20251223_120555_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "product_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "reactant_smiles": ["NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "CC(=O)Cl"], "reactant_smiles_canonical": ["CC(C)c1n[nH]c2c1CCCc1cc(N3C[C@H](CN)OC3=O)ccc1-2", "CC(=O)Cl"], "stability_raw": {"NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 340.427, "logP": 2.9727000000000006, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 3, 4, 22, 24], [6, 7, 8, 9, 10, 5], [11, 9, 8, 21, 14, 13, 12], [15, 14, 21, 20, 19]], "bond_rings": [[2, 3, 21, 23, 24], [6, 7, 8, 9, 25, 5], [10, 8, 27, 26, 13, 12, 11], [14, 26, 20, 19, 18]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "CC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.498, "logP": 0.7717, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T12:11:10", "job_id": "checker_20251223_120555_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "product_smiles_canonical": "CC(C)c1n[nH]c2c1CCCc1cc(N3C[C@H](CN)OC3=O)ccc1-2", "reactant_smiles": ["Nc1ccc2c(c1)CCCc1c(C(C)C)n[nH]c1-2", "NC[C@H]1CNC(=O)O1"], "reactant_smiles_canonical": ["CC(C)c1n[nH]c2c1CCCc1cc(N)ccc1-2", "NC[C@H]1CNC(=O)O1"], "stability_raw": {"Nc1ccc2c(c1)CCCc1c(C(C)C)n[nH]c1-2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 241.338, "logP": 3.2710000000000017, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 6, 5, 4, 3, 2], [7, 5, 4, 17, 10, 9, 8], [11, 10, 17, 16, 15]], "bond_rings": [[17, 5, 4, 3, 2, 1], [6, 4, 19, 18, 9, 8, 7], [10, 18, 16, 15, 14]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "NC[C@H]1CNC(=O)O1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 116.11999999999998, "logP": -0.9465000000000001, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 7]], "bond_rings": [[2, 3, 4, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for N: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T12:11:10", "job_id": "checker_20251223_120555_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Nc1ccc2c(c1)CCCc1c(C(C)C)n[nH]c1-2", "product_smiles_canonical": "CC(C)c1n[nH]c2c1CCCc1cc(N)ccc1-2", "reactant_smiles": ["CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1"], "reactant_smiles_canonical": ["CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1"], "stability_raw": {"CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 271.3639999999999, "logP": 3.3209000000000017, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 7], [14, 15, 16, 18, 19, 13]], "bond_rings": [[3, 4, 5, 6, 19], [14, 15, 17, 18, 20, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 16, Product has 15", "Atom count mismatch for O: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [5, 6, 7]"]}}} +{"timestamp": "2025-12-23T12:11:10", "job_id": "checker_20251223_120555_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1", "product_smiles_canonical": "CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1", "reactant_smiles": ["NN", "COC(OC)N(C)C", "CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1"], "reactant_smiles_canonical": ["NN", "COC(OC)N(C)C", "CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1"], "stability_raw": {"NN": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 32.046, "logP": -1.1812, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "COC(OC)N(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 119.164, "logP": 0.12439999999999984, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 247.33799999999997, "logP": 2.7758000000000003, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[11, 17, 16, 14, 13, 12]], "bond_rings": [[17, 16, 15, 13, 12, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 18, "num_heavy_atoms": 18, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 15, "severity": "critical", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 20, Product has 16", "Atom count mismatch for O: Reactant has 4, Product has 1", "Atom count mismatch for N: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 11"]}}} +{"timestamp": "2025-12-23T12:11:10", "job_id": "checker_20251223_120555_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "NN", "product_smiles_canonical": "NN", "reactant_smiles": ["NN=O"], "reactant_smiles_canonical": ["NN=O"], "stability_raw": {"NN=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 46.029, "logP": -0.3734999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T12:11:10", "job_id": "checker_20251223_120555_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "NN=O", "product_smiles_canonical": "NN=O", "reactant_smiles": ["O=N[N+](=O)[O-]"], "reactant_smiles_canonical": ["O=N[N+](=O)[O-]"], "stability_raw": {"O=N[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.011, "logP": -0.055499999999999994, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T12:11:10", "job_id": "checker_20251223_120555_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 3, "depth": 4, "product_smiles": "CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1", "product_smiles_canonical": "CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1", "reactant_smiles": ["CC(=O)C(C)C", "COC(=O)CCCc1ccc(N)cc1"], "reactant_smiles_canonical": ["CC(=O)C(C)C", "COC(=O)CCCc1ccc(N)cc1"], "stability_raw": {"CC(=O)C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 86.134, "logP": 1.2314, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "COC(=O)CCCc1ccc(N)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 193.246, "logP": 1.7645, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 13, 12, 10, 9, 8]], "bond_rings": [[13, 12, 11, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 16, Product has 15", "Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T12:15:40", "job_id": "checker_20251223_121114_2996", "target_smiles_raw": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "product_smiles_canonical": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "reactant_smiles": ["COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)CO"], "reactant_smiles_canonical": ["COc1ccccc1C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C"], "stability_raw": {"COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 543.8210000000003, "logP": 6.762700000000008, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 12}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [23, 24, 25, 26, 27, 22]], "bond_rings": [[37, 6, 5, 4, 3, 2], [23, 24, 25, 26, 38, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 38, "num_bonds": 39, "num_heavy_atoms": 38, "num_heavy_bonds": 39, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 26}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 6", "Possible unnecessary bonds formed: Reactant has 39 bonds, Product has 40 bonds"]}}} +{"timestamp": "2025-12-23T12:15:40", "job_id": "checker_20251223_121114_2996", "target_smiles_raw": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)CO", "product_smiles_canonical": "COc1ccccc1C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C", "reactant_smiles": ["COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C=O"], "reactant_smiles_canonical": ["COc1ccccc1C[C@@H](C=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C"], "stability_raw": {"COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 541.8050000000003, "logP": 6.969300000000008, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 12}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [23, 24, 25, 26, 27, 22]], "bond_rings": [[37, 6, 5, 4, 3, 2], [23, 24, 25, 26, 38, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 38, "num_bonds": 39, "num_heavy_atoms": 38, "num_heavy_bonds": 39, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 26}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T12:15:40", "job_id": "checker_20251223_121114_2996", "target_smiles_raw": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C=O", "product_smiles_canonical": "COc1ccccc1C[C@@H](C=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -100 points", "Atom count inconsistency: -25 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for N: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 31", "Atom count mismatch for O: Reactant has 0, Product has 5", "Atom count mismatch for Si: Reactant has 0, Product has 1", "Ring size change detected: Reactant rings [], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 12", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 39 bonds"]}}} +{"timestamp": "2025-12-23T12:28:42", "job_id": "checker_20251223_121544_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "reactant_smiles": ["C(C)(C)(C)OC(=O)N1CC[C@@H](c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)[C@H](C(=O)O)C1", "COCCCc1cc(CNC2CC2)cc(OCCOC)c1"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1", "COCCCc1cc(CNC2CC2)cc(OCCOC)c1"], "stability_raw": {"C(C)(C)(C)OC(=O)N1CC[C@@H](c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)[C@H](C(=O)O)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000001, "logP": 6.184820000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[7, 34, 30, 10, 9, 8], [12, 13, 14, 28, 29, 11], [20, 22, 23, 25, 26, 19]], "bond_rings": [[34, 33, 29, 9, 8, 7], [12, 13, 27, 28, 35, 11], [21, 22, 24, 25, 36, 19]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}, "COCCCc1cc(CNC2CC2)cc(OCCOC)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 293.407, "logP": 2.5428000000000006, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 11}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 20, 14, 13, 7, 6], [11, 10, 12]], "bond_rings": [[20, 19, 13, 12, 6, 5], [10, 21, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 22, "num_heavy_atoms": 21, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T12:28:42", "job_id": "checker_20251223_121544_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C(C)(C)(C)OC(=O)N1CC[C@@H](c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)[C@H](C(=O)O)C1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["C(C)(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"C(C)(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 321.3730000000001, "logP": 2.8174, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 22, 18, 10, 9, 8], [12, 13, 14, 16, 17, 11]], "bond_rings": [[22, 21, 17, 9, 8, 7], [12, 13, 15, 16, 23, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T12:28:42", "job_id": "checker_20251223_121544_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C(C)(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "reactant_smiles": ["N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1"], "reactant_smiles_canonical": ["O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1"], "stability_raw": {"N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25599999999997, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 15, 11, 3, 2, 1], [5, 6, 7, 9, 10, 4]], "bond_rings": [[15, 14, 10, 2, 1, 0], [5, 6, 8, 9, 16, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -10 points", "Unnecessary bond formations: -30 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 17", "Atom count mismatch for O: Reactant has 3, Product has 5", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 24 bonds"]}}} +{"timestamp": "2025-12-23T12:28:42", "job_id": "checker_20251223_121544_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "product_smiles_canonical": "O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1", "reactant_smiles": ["N[C@H](Cc1ccc(O)cc1)C(=O)O", "O=CCCCC=O"], "reactant_smiles_canonical": ["N[C@H](Cc1ccc(O)cc1)C(=O)O", "O=CCCCC=O"], "stability_raw": {"N[C@H](Cc1ccc(O)cc1)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 181.19099999999997, "logP": 0.3466, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[12, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "O=CCCCC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 100.11699999999999, "logP": 0.5545, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 12", "Atom count mismatch for O: Reactant has 5, Product has 3", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T12:28:42", "job_id": "checker_20251223_121544_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "N[C@H](Cc1ccc(O)cc1)C(=O)O", "product_smiles_canonical": "N[C@H](Cc1ccc(O)cc1)C(=O)O", "reactant_smiles": ["COc1ccc(C[C@@H](N)C(=O)O)cc1"], "reactant_smiles_canonical": ["COc1ccc(C[C@@H](N)C(=O)O)cc1"], "stability_raw": {"COc1ccc(C[C@@H](N)C(=O)O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 195.21800000000002, "logP": 0.6496, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 13, 12, 5, 4, 3]], "bond_rings": [[13, 12, 11, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T12:28:42", "job_id": "checker_20251223_121544_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 3, "depth": 4, "product_smiles": "O=CCCCC=O", "product_smiles_canonical": "O=CCCCC=O", "reactant_smiles": ["CCOC(CCCC=O)OCC"], "reactant_smiles_canonical": ["CCOC(CCCC=O)OCC"], "stability_raw": {"CCOC(CCCC=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 174.23999999999998, "logP": 1.7547000000000001, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 8}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 11, "num_heavy_atoms": 12, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 5", "Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T12:28:42", "job_id": "checker_20251223_121544_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 1, "depth": 2, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T12:28:42", "job_id": "checker_20251223_121544_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(CNC2CC2)cc(OCCOC)c1", "product_smiles_canonical": "COCCCc1cc(CNC2CC2)cc(OCCOC)c1", "reactant_smiles": ["COCCCc1cc(C=O)cc(OCCOC)c1", "C1CC1N"], "reactant_smiles_canonical": ["COCCCc1cc(C=O)cc(OCCOC)c1", "NC1CC1"], "stability_raw": {"COCCCc1cc(C=O)cc(OCCOC)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 252.30999999999995, "logP": 2.1033, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 17, 11, 10, 7, 6]], "bond_rings": [[17, 16, 10, 9, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 18, "num_heavy_atoms": 18, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "C1CC1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10750000000000004, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T12:28:42", "job_id": "checker_20251223_121544_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 2, "product_smiles": "COCCCc1cc(C=O)cc(OCCOC)c1", "product_smiles_canonical": "COCCCc1cc(C=O)cc(OCCOC)c1", "reactant_smiles": ["COCCO", "COCCCc1cc(F)cc(C=O)c1"], "reactant_smiles_canonical": ["COCCO", "COCCCc1cc(F)cc(C=O)c1"], "stability_raw": {"COCCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.095, "logP": -0.37489999999999996, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "COCCCc1cc(F)cc(C=O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.221, "logP": 2.2172, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 13, 10, 9, 7, 6]], "bond_rings": [[13, 12, 9, 8, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T12:28:42", "job_id": "checker_20251223_121544_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 3, "product_smiles": "COCCCc1cc(F)cc(C=O)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(C=O)c1", "reactant_smiles": ["COCCCc1cc(F)cc(CO)c1"], "reactant_smiles_canonical": ["COCCCc1cc(F)cc(CO)c1"], "stability_raw": {"COCCCc1cc(F)cc(CO)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 198.237, "logP": 1.897, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 13, 10, 9, 7, 6]], "bond_rings": [[13, 12, 9, 8, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T12:30:14", "job_id": "checker_20251223_122932_2996", "target_smiles_raw": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_smiles_canonical": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "product_smiles_canonical": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "reactant_smiles": ["OCCBr", "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1"], "reactant_smiles_canonical": ["OCCBr", "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1"], "stability_raw": {"OCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 124.965, "logP": 0.3736, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 341.45500000000015, "logP": 3.197300000000001, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 24, 23, 6, 5, 4], [9, 10, 11, 12, 13, 8], [14, 12, 11, 16, 15], [17, 19, 20, 21, 15, 16]], "bond_rings": [[24, 23, 22, 5, 4, 3], [9, 10, 11, 12, 25, 8], [13, 11, 27, 15, 14], [18, 19, 20, 26, 15, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T12:30:14", "job_id": "checker_20251223_122932_2996", "target_smiles_raw": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_smiles_canonical": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1", "product_smiles_canonical": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1", "reactant_smiles": ["CC(C)N1CCC(O)CC1", "C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21"], "reactant_smiles_canonical": ["CC(C)N1CCC(O)CC1", "C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21"], "stability_raw": {"CC(C)N1CCC(O)CC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 143.22999999999996, "logP": 0.8514999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.231, "logP": 2.0848, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 15, 6, 4, 3, 2], [7, 6, 15, 14, 8], [9, 10, 12, 13, 14, 8]], "bond_rings": [[15, 16, 5, 3, 2, 1], [6, 16, 14, 17, 7], [9, 11, 12, 13, 17, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T12:30:14", "job_id": "checker_20251223_122932_2996", "target_smiles_raw": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_smiles_canonical": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21", "product_smiles_canonical": "C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21", "reactant_smiles": ["CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C"], "stability_raw": {"CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 364.4170000000001, "logP": 4.042800000000002, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 13, 14], [8, 9, 11, 12, 13, 7]], "bond_rings": [[5, 6, 26, 13, 25], [8, 10, 11, 12, 26, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 26, "num_bonds": 27, "num_heavy_atoms": 26, "num_heavy_bonds": 27, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 15, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Atom count inconsistency: -15 points", "Ring structure changes: -50 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 19, Product has 12", "Atom count mismatch for O: Reactant has 4, Product has 1", "Ring size change detected: Reactant rings [5, 6], Product rings [5, 6, 6]"]}}} +{"timestamp": "2025-12-23T12:30:14", "job_id": "checker_20251223_122932_2996", "target_smiles_raw": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_smiles_canonical": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C", "product_smiles_canonical": "CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C", "reactant_smiles": ["CCOC(=O)c1cc2cc(F)ccc2[nH]1", "C[C@H]1CN(C(=O)OC(C)(C)C)S(=O)(=O)O1"], "reactant_smiles_canonical": ["CCOC(=O)c1cc2cc(F)ccc2[nH]1", "C[C@H]1CN(C(=O)OC(C)(C)C)S(=O)(=O)O1"], "stability_raw": {"CCOC(=O)c1cc2cc(F)ccc2[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.20399999999998, "logP": 2.4837, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 13, 14], [8, 9, 11, 12, 13, 7]], "bond_rings": [[5, 6, 15, 13, 14], [8, 10, 11, 12, 15, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "C[C@H]1CN(C(=O)OC(C)(C)C)S(=O)(=O)O1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 237.27699999999996, "logP": 0.8870000000000001, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 11, 14]], "bond_rings": [[1, 2, 10, 13, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 4", "Atom count mismatch for S: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 5, 6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T12:33:51", "job_id": "checker_20251223_123020_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "reactant_smiles": ["COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1"], "reactant_smiles_canonical": ["COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1"], "stability_raw": {"COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 328.45600000000013, "logP": 3.5902800000000026, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 11}, "ring_data": {"num_rings": 3, "atom_rings": [[5, 23, 14, 13, 7, 6], [11, 10, 12], [21, 17, 22]], "bond_rings": [[23, 22, 13, 12, 6, 5], [10, 24, 11], [20, 25, 21]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 26, "num_heavy_atoms": 24, "num_heavy_bonds": 26, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Moderately stable"}, "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 542.8870000000003, "logP": 6.865620000000006, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 34, 32, 5, 3, 2], [11, 12, 13, 30, 31, 10], [15, 16, 17, 25, 26, 14]], "bond_rings": [[34, 33, 31, 4, 2, 1], [11, 12, 29, 30, 35, 10], [15, 16, 24, 25, 36, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T12:33:51", "job_id": "checker_20251223_123020_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1", "product_smiles_canonical": "COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1", "reactant_smiles": ["N#CCC1(CO)CC1", "COCCCc1cc(F)cc(CNC2CC2)c1"], "reactant_smiles_canonical": ["N#CCC1(CO)CC1", "COCCCc1cc(F)cc(CNC2CC2)c1"], "stability_raw": {"N#CCC1(CO)CC1": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 111.14399999999999, "logP": 0.67258, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 6, 7]], "bond_rings": [[5, 6, 7]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Moderately stable"}, "COCCCc1cc(F)cc(CNC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 237.31799999999998, "logP": 2.6567000000000007, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 16, 10, 9, 7, 6], [14, 13, 15]], "bond_rings": [[16, 15, 9, 8, 6, 5], [13, 17, 14]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T12:33:51", "job_id": "checker_20251223_123020_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COCCCc1cc(F)cc(CNC2CC2)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(CNC2CC2)c1", "reactant_smiles": ["COCCCc1cc(F)cc(C(=O)NC2CC2)c1"], "reactant_smiles_canonical": ["COCCCc1cc(F)cc(C(=O)NC2CC2)c1"], "stability_raw": {"COCCCc1cc(F)cc(C(=O)NC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.301, "logP": 2.2969, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 17, 10, 9, 7, 6], [15, 14, 16]], "bond_rings": [[17, 16, 9, 8, 6, 5], [14, 18, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T12:33:51", "job_id": "checker_20251223_123020_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COCCCc1cc(F)cc(C(=O)NC2CC2)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(C(=O)NC2CC2)c1", "reactant_smiles": ["NC1CC1", "COCCCc1cc(F)cc(C(=O)O)c1"], "reactant_smiles_canonical": ["NC1CC1", "COCCCc1cc(F)cc(C(=O)O)c1"], "stability_raw": {"NC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10749999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COCCCc1cc(F)cc(C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 212.22, "logP": 2.1029, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 14, 10, 9, 7, 6]], "bond_rings": [[14, 13, 9, 8, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T12:33:51", "job_id": "checker_20251223_123020_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1", "reactant_smiles": ["Cc1cc(Cl)c(OCCO)c(Cl)c1", "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCO)c(Cl)c1", "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1"], "stability_raw": {"Cc1cc(Cl)c(OCCO)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.083, "logP": 2.6729200000000004, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 341.81000000000006, "logP": 3.931700000000003, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 22, 18, 10, 9, 8], [12, 13, 14, 16, 17, 11]], "bond_rings": [[22, 21, 17, 9, 8, 7], [12, 13, 15, 16, 23, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T12:33:51", "job_id": "checker_20251223_123020_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "Cc1cc(Cl)c(OCCO)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCO)c(Cl)c1", "reactant_smiles": ["O=C1OCCO1", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["O=C1OCCO1", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"O=C1OCCO1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 88.062, "logP": 0.1532, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9", "Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T12:33:51", "job_id": "checker_20251223_123020_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 4, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1", "reactant_smiles": ["O=S(Cl)Cl", "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 323.3640000000001, "logP": 3.2509000000000015, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 22, 18, 10, 9, 8], [12, 13, 14, 16, 17, 11]], "bond_rings": [[22, 21, 17, 9, 8, 7], [12, 13, 15, 16, 23, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for S: Reactant has 1, Product has 0", "Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T12:33:51", "job_id": "checker_20251223_123020_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1", "reactant_smiles": ["COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1"], "reactant_smiles_canonical": ["COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1"], "stability_raw": {"COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 337.39099999999996, "logP": 3.3393000000000024, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 16, 15, 14, 6, 5], [18, 19, 20, 22, 23, 17]], "bond_rings": [[23, 15, 14, 13, 5, 4], [18, 19, 21, 22, 24, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 25, "num_heavy_atoms": 24, "num_heavy_bonds": 25, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 18, Product has 17"]}}} +{"timestamp": "2025-12-23T12:33:51", "job_id": "checker_20251223_123020_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": 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["CON(C)C(=O)CO", "C=CCC(=O)c1ncccc1Br"], "stability_raw": {"CON(C)C(=O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 119.11999999999998, "logP": -1.0015, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "C=CCC(=O)c1ncccc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 226.07299999999998, "logP": 2.602900000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[11, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 11", "Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for N: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T12:48:22", "job_id": "checker_20251223_123356_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "CON(C)C(=O)CO", "product_smiles_canonical": "CON(C)C(=O)CO", "reactant_smiles": ["CNOC", "O=C(O)CO"], "reactant_smiles_canonical": ["CNOC", "O=C(O)CO"], "stability_raw": {"CNOC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 61.084, "logP": -0.23280000000000012, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.051, "logP": -0.9367000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T12:48:22", "job_id": "checker_20251223_123356_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 6, "depth": 7, "product_smiles": "C=CCC(=O)c1ncccc1Br", "product_smiles_canonical": "C=CCC(=O)c1ncccc1Br", "reactant_smiles": ["C=CCC(=O)N(C)OC", "Brc1cccnc1Br"], "reactant_smiles_canonical": ["C=CCC(=O)N(C)OC", "Brc1cccnc1Br"], "stability_raw": {"C=CCC(=O)N(C)OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 129.15899999999996, "logP": 0.5822999999999999, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "Brc1cccnc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.89399999999998, "logP": 2.6066000000000003, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Bromo", "from_positions": ["ortho", "ortho"], "to_positions": ["ortho"]}], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 11, Product has 9", "Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for N: Reactant has 2, Product has 1", "Substituent position change detected: Bromo moved from ortho, ortho to ortho position(s)"]}}} +{"timestamp": "2025-12-23T12:48:22", "job_id": "checker_20251223_123356_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 8, "product_smiles": "C=CCC(=O)N(C)OC", "product_smiles_canonical": "C=CCC(=O)N(C)OC", "reactant_smiles": ["CNOC", "C=CCC(=O)O"], "reactant_smiles_canonical": ["CNOC", "C=CCC(=O)O"], "stability_raw": {"CNOC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 61.084, "logP": -0.23280000000000012, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "C=CCC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 86.08999999999997, "logP": 0.6471, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T12:48:22", "job_id": "checker_20251223_123356_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 2, "depth": 3, "product_smiles": "CC=C[C@H](c1cccc(F)c1F)N", "product_smiles_canonical": "CC=C[C@@H](N)c1cccc(F)c1F", "reactant_smiles": ["CC=CC(=O)c1cccc(F)c1F"], "reactant_smiles_canonical": ["CC=CC(=O)c1cccc(F)c1F"], "stability_raw": {"CC=CC(=O)c1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 182.16899999999995, "logP": 2.723600000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 9, 8, 7, 6]], "bond_rings": [[12, 10, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 0, Product has 1"]}}} +{"timestamp": "2025-12-23T12:48:22", "job_id": "checker_20251223_123356_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 4, "product_smiles": "CC=CC(=O)c1cccc(F)c1F", "product_smiles_canonical": "CC=CC(=O)c1cccc(F)c1F", "reactant_smiles": ["CC=CC(=O)Cl", "Fc1cccc(Br)c1F"], "reactant_smiles_canonical": ["CC=CC(=O)Cl", "Fc1cccc(Br)c1F"], "stability_raw": {"CC=CC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 104.536, "logP": 1.3279, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Fc1cccc(Br)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.98999999999998, "logP": 2.7273000000000005, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[8, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T12:48:22", "job_id": "checker_20251223_123356_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T12:48:22", "job_id": "checker_20251223_123356_2996", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": 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15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 31, Product has 26", "Atom count mismatch for O: Reactant has 9, Product has 6"]}}} +{"timestamp": "2025-12-23T12:51:20", "job_id": "checker_20251223_124827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T12:51:20", "job_id": "checker_20251223_124827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 3, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "stability_raw": {"OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27300000000002, "logP": 1.0776, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T12:51:20", "job_id": "checker_20251223_124827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 4, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 265.30899999999997, "logP": 0.6042999999999998, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[18, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 12", "Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T12:51:20", "job_id": "checker_20251223_124827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 5, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O", "product_smiles_canonical": "O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CC=O", "NC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CCC(CC=O)c1ccc(O)cc1", "NC[C@H](O)C=O"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.21399999999997, "logP": 1.6538, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "NC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.094, "logP": -1.4950999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T12:51:20", "job_id": "checker_20251223_124827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 6, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CC=O", "product_smiles_canonical": "O=CCC(CC=O)c1ccc(O)cc1", "reactant_smiles": ["OCC[C@@H](c1ccc(O)cc1)CCO"], "reactant_smiles_canonical": ["OCCC(CCO)c1ccc(O)cc1"], "stability_raw": {"OCC[C@@H](c1ccc(O)cc1)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.24599999999998, "logP": 1.2406, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T12:51:20", "job_id": "checker_20251223_124827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 7, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 11", "Atom count mismatch for O: Reactant has 2, Product has 3", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T12:51:20", "job_id": "checker_20251223_124827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 8, "product_smiles": "C=Cc1ccc(O)cc1", "product_smiles_canonical": "C=Cc1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(OC)cc1"], "reactant_smiles_canonical": ["C=Cc1ccc(OC)cc1"], "stability_raw": {"C=Cc1ccc(OC)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 2.3382000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T12:51:20", "job_id": "checker_20251223_124827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 5, "depth": 3, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T12:51:20", "job_id": "checker_20251223_124827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 4, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T12:51:20", "job_id": "checker_20251223_124827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 13, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T13:05:30", "job_id": "checker_20251223_125125_2996", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "product_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "reactant_smiles": ["O=C1C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc2N1", "CCCCCBr"], "reactant_smiles_canonical": ["O=C1NCC2(C(=O)Nc3ccccc32)c2cc3c(cc21)OCO3", "CCCCCBr"], "stability_raw": {"O=C1C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc2N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 308.29299999999995, "logP": 1.3968999999999998, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 5, "atom_rings": [[1, 2, 16, 21, 22], [3, 4, 5, 7, 12, 2], [8, 9, 10, 11, 12, 7], [13, 10, 9, 15, 14], [17, 18, 19, 20, 21, 16]], "bond_rings": [[1, 15, 24, 21, 22], [3, 4, 6, 25, 23, 2], [8, 9, 10, 11, 25, 7], [12, 9, 26, 14, 13], [17, 18, 19, 20, 24, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 3, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 27, "num_heavy_atoms": 23, "num_heavy_bonds": 27, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "CCCCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 151.047, "logP": 2.5715000000000012, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T13:05:30", "job_id": "checker_20251223_125125_2996", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C1C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc2N1", "product_smiles_canonical": "O=C1NCC2(C(=O)Nc3ccccc32)c2cc3c(cc21)OCO3", "reactant_smiles": ["O=C1Nc2ccccc2C12CN2", "O=C(Cl)c1ccc2c(c1)OCO2"], "reactant_smiles_canonical": ["O=C1Nc2ccccc2C12CN2", "O=C(Cl)c1ccc2c(c1)OCO2"], "stability_raw": {"O=C1Nc2ccccc2C12CN2": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 160.17599999999996, "logP": 0.43719999999999987, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 8, 9], [4, 5, 6, 7, 8, 3], [10, 9, 11]], "bond_rings": [[1, 2, 12, 8, 11], [4, 5, 6, 7, 12, 3], [9, 13, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 14, "num_heavy_atoms": 12, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C(Cl)c1ccc2c(c1)OCO2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 184.57799999999997, "logP": 1.7943, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [9, 7, 6, 11, 10]], "bond_rings": [[11, 7, 6, 5, 4, 3], [8, 6, 12, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [3, 5, 5, 6, 6], Product rings [5, 5, 6, 6, 6]"]}}} +{"timestamp": "2025-12-23T13:05:30", "job_id": "checker_20251223_125125_2996", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C1Nc2ccccc2C12CN2", "product_smiles_canonical": "O=C1Nc2ccccc2C12CN2", "reactant_smiles": ["O=C1Nc2ccccc2C1(CN)CBr"], "reactant_smiles_canonical": ["NCC1(CBr)C(=O)Nc2ccccc21"], "stability_raw": {"O=C1Nc2ccccc2C1(CN)CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 255.11499999999992, "logP": 1.2301, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 8, 9], [4, 5, 6, 7, 8, 3]], "bond_rings": [[1, 2, 14, 8, 13], [4, 5, 6, 7, 14, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 9", "Ring size change detected: Reactant rings [5, 6], Product rings [3, 5, 6]"]}}} +{"timestamp": "2025-12-23T13:05:30", "job_id": "checker_20251223_125125_2996", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C1Nc2ccccc2C1(CN)CBr", "product_smiles_canonical": "NCC1(CBr)C(=O)Nc2ccccc21", "reactant_smiles": ["O=C1Nc2ccccc2C1(CN)C"], "reactant_smiles_canonical": ["CC1(CN)C(=O)Nc2ccccc21"], "stability_raw": {"O=C1Nc2ccccc2C1(CN)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 176.21899999999994, "logP": 0.8551000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 8, 9], [4, 5, 6, 7, 8, 3]], "bond_rings": [[1, 2, 13, 8, 12], [4, 5, 6, 7, 13, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T13:05:30", "job_id": "checker_20251223_125125_2996", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C1Nc2ccccc2C1(CN)C", "product_smiles_canonical": "CC1(CN)C(=O)Nc2ccccc21", "reactant_smiles": ["O=C1Nc2ccccc2C1C", "C=O", "N"], "reactant_smiles_canonical": ["CC1C(=O)Nc2ccccc21", "C=O", "N"], "stability_raw": {"O=C1Nc2ccccc2C1C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 147.17699999999996, "logP": 1.7422, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 8, 9], [4, 5, 6, 7, 8, 3]], "bond_rings": [[1, 2, 11, 8, 10], [4, 5, 6, 7, 11, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 30.026, "logP": -0.1849, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T13:05:30", "job_id": "checker_20251223_125125_2996", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "O=C1Nc2ccccc2C1C", "product_smiles_canonical": "CC1C(=O)Nc2ccccc21", "reactant_smiles": ["CC(C(=O)O)c1ccccc1N"], "reactant_smiles_canonical": ["CC(C(=O)O)c1ccccc1N"], "stability_raw": {"CC(C(=O)O)c1ccccc1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 165.19199999999998, "logP": 1.4568999999999999, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[11, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T13:05:30", "job_id": "checker_20251223_125125_2996", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CC(C(=O)O)c1ccccc1N", "product_smiles_canonical": "CC(C(=O)O)c1ccccc1N", "reactant_smiles": ["CC(C(=O)O)c1ccccc1[N+](=O)[O-]"], "reactant_smiles_canonical": ["CC(C(=O)O)c1ccccc1[N+](=O)[O-]"], "stability_raw": {"CC(C(=O)O)c1ccccc1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 195.17399999999998, "logP": 1.7829, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[13, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2"]}}} +{"timestamp": "2025-12-23T13:05:30", "job_id": "checker_20251223_125125_2996", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "CC(C(=O)O)c1ccccc1[N+](=O)[O-]", "product_smiles_canonical": "CC(C(=O)O)c1ccccc1[N+](=O)[O-]", "reactant_smiles": ["CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-]"], "reactant_smiles_canonical": ["CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-]"], "stability_raw": {"CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 295.291, "logP": 1.9787000000000001, "h_bond_donors": 0, "h_bond_acceptors": 6, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[12, 17, 16, 15, 14, 13]], "bond_rings": [[20, 16, 15, 14, 13, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 21, "num_heavy_atoms": 21, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -10 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 9", "Atom count mismatch for O: Reactant has 6, Product has 4"]}}} +{"timestamp": "2025-12-23T13:05:30", "job_id": "checker_20251223_125125_2996", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-]", "product_smiles_canonical": "CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-]", "reactant_smiles": ["O=[N+]([O-])c1ccccc1F", "CCOC(=O)C(C)C(=O)OCC"], "reactant_smiles_canonical": ["O=[N+]([O-])c1ccccc1F", "CCOC(=O)C(C)C(=O)OCC"], "stability_raw": {"O=[N+]([O-])c1ccccc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 141.10099999999997, "logP": 1.7339, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[9, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CCOC(=O)C(C)C(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 174.19599999999997, "logP": 0.7487, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 11, "num_heavy_atoms": 12, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T13:05:30", "job_id": "checker_20251223_125125_2996", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(Cl)c1ccc2c(c1)OCO2", "product_smiles_canonical": "O=C(Cl)c1ccc2c(c1)OCO2", "reactant_smiles": ["O=S(Cl)Cl", "O=C(O)c1ccc2c(c1)OCO2"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "O=C(O)c1ccc2c(c1)OCO2"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)c1ccc2c(c1)OCO2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.13199999999995, "logP": 1.1134999999999997, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [9, 7, 6, 11, 10]], "bond_rings": [[11, 7, 6, 5, 4, 3], [8, 6, 12, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (C1.O2)", "from_positions": ["meta", "ortho", "ortho"], "to_positions": ["ortho", "ortho"]}], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for S: Reactant has 1, Product has 0", "Substituent position change detected: Group (C1.O2) moved from meta, ortho, ortho to ortho, ortho position(s)"]}}} +{"timestamp": "2025-12-23T13:05:30", "job_id": "checker_20251223_125125_2996", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 0, "depth": 1, "product_smiles": "CCCCCBr", "product_smiles_canonical": "CCCCCBr", "reactant_smiles": ["CCCCCO", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["CCCCCO", "O=C1CCC(=O)N1Br"], "stability_raw": {"CCCCCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 88.14999999999999, "logP": 1.1689, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 5", "Atom count mismatch for O: Reactant has 3, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5], Product rings []"]}}} +{"timestamp": "2025-12-23T13:11:33", "job_id": "checker_20251223_130555_2996", "target_smiles_raw": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "product_smiles_canonical": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "reactant_smiles": ["O=[N+]([O-])c1ccc(O)nc1Cl", "O=S(=O)(c1ccccc1)C1(Br)CC1"], "reactant_smiles_canonical": ["O=[N+]([O-])c1ccc(O)nc1Cl", "O=S(=O)(c1ccccc1)C1(Br)CC1"], "stability_raw": {"O=[N+]([O-])c1ccc(O)nc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 174.54299999999998, "logP": 1.3487999999999998, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[10, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=S(=O)(c1ccccc1)C1(Br)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 261.14, "logP": 2.345300000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 5, 6, 7, 8, 3], [11, 9, 12]], "bond_rings": [[4, 5, 6, 7, 12, 3], [10, 13, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T13:11:33", "job_id": "checker_20251223_130555_2996", "target_smiles_raw": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=[N+]([O-])c1ccc(O)nc1Cl", "product_smiles_canonical": "O=[N+]([O-])c1ccc(O)nc1Cl", "reactant_smiles": ["O=S(Cl)Cl", "O=[N+]([O-])c1ccc(O)nc1O"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "O=[N+]([O-])c1ccc(O)nc1O"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=[N+]([O-])c1ccc(O)nc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 156.09699999999998, "logP": 0.40099999999999986, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[10, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Hydroxy", "from_positions": ["meta", "ortho"], "to_positions": ["meta"]}], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for S: Reactant has 1, Product has 0", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Substituent position change detected: Hydroxy moved from meta, ortho to meta position(s)"]}}} +{"timestamp": "2025-12-23T13:11:33", "job_id": "checker_20251223_130555_2996", "target_smiles_raw": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "O=S(=O)(c1ccccc1)C1(Br)CC1", "product_smiles_canonical": "O=S(=O)(c1ccccc1)C1(Br)CC1", "reactant_smiles": ["BrCCBr", "O=S(=O)(CBr)c1ccccc1"], "reactant_smiles_canonical": ["BrCCBr", "O=S(=O)(CBr)c1ccccc1"], "stability_raw": {"BrCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.862, "logP": 1.7762, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=S(=O)(CBr)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 235.102, "logP": 1.8127, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[10, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 3, Product has 1", "Ring size change detected: Reactant rings [6], Product rings [3, 6]"]}}} +{"timestamp": "2025-12-23T13:31:16", "job_id": "checker_20251223_131145_2996", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "product_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "reactant_smiles": ["C[Si](C)(C)CCOCn1cc(Br)cn1", "C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2"], "reactant_smiles_canonical": ["C[Si](C)(C)CCOCn1cc(Br)cn1", "C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2"], "stability_raw": {"C[Si](C)(C)CCOCn1cc(Br)cn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 277.238, "logP": 2.9579000000000013, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 9, 10, 12, 13]], "bond_rings": [[8, 9, 11, 12, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 340.2610000000001, "logP": 1.2252999999999998, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[8, 9, 10, 14, 15], [16, 17, 21, 22, 14, 15]], "bond_rings": [[8, 9, 13, 14, 22], [16, 20, 21, 23, 14, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T13:31:16", "job_id": "checker_20251223_131145_2996", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[Si](C)(C)CCOCn1cc(Br)cn1", "product_smiles_canonical": "C[Si](C)(C)CCOCn1cc(Br)cn1", "reactant_smiles": ["Brc1cn[nH]c1", "C[Si](C)(C)CCOCCl"], "reactant_smiles_canonical": ["Brc1cn[nH]c1", "C[Si](C)(C)CCOCCl"], "stability_raw": {"Brc1cn[nH]c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 146.975, "logP": 1.1722, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "C[Si](C)(C)CCOCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.724, "logP": 2.5375000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T13:31:16", "job_id": "checker_20251223_131145_2996", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2", "product_smiles_canonical": "C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2", "reactant_smiles": ["C[Si](C)(C)CCO", "BrCn1nc(C(=O)O)c2c1CC(B(O)O)CC2"], "reactant_smiles_canonical": ["C[Si](C)(C)CCO", "O=C(O)c1nn(CBr)c2c1CCC(B(O)O)C2"], "stability_raw": {"C[Si](C)(C)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.25199999999998, "logP": 1.3169, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "BrCn1nc(C(=O)O)c2c1CC(B(O)O)CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 302.9210000000001, "logP": 0.2654, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 8, 9], [10, 11, 15, 16, 8, 9]], "bond_rings": [[2, 3, 7, 8, 16], [10, 14, 15, 17, 8, 9]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T13:31:16", "job_id": "checker_20251223_131145_2996", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "C[Si](C)(C)CCO", "product_smiles_canonical": "C[Si](C)(C)CCO", "reactant_smiles": ["C[Si](C)(C)CC(=O)O"], "reactant_smiles_canonical": ["C[Si](C)(C)CC(=O)O"], "stability_raw": {"C[Si](C)(C)CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.23499999999999, "logP": 1.4092, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T13:31:16", "job_id": "checker_20251223_131145_2996", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 2, "depth": 2, "product_smiles": "BrCn1nc(C(=O)O)c2c1CC(B(O)O)CC2", "product_smiles_canonical": "O=C(O)c1nn(CBr)c2c1CCC(B(O)O)C2", "reactant_smiles": ["BrCn1nc(C(=O)O)c2c1CC(Br)CC2"], "reactant_smiles_canonical": ["O=C(O)c1nn(CBr)c2c1CCC(Br)C2"], "stability_raw": {"BrCn1nc(C(=O)O)c2c1CC(Br)CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 337.9990000000001, "logP": 2.1859, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 8, 9], [10, 11, 13, 14, 8, 9]], "bond_rings": [[2, 3, 7, 8, 14], [10, 12, 13, 15, 8, 9]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 4", "Atom count mismatch for Br: Reactant has 2, Product has 1", "Atom count mismatch for B: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 18 bonds"]}}} +{"timestamp": "2025-12-23T13:31:16", "job_id": "checker_20251223_131145_2996", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "BrCn1nc(C(=O)O)c2c1CC(Br)CC2", "product_smiles_canonical": "O=C(O)c1nn(CBr)c2c1CCC(Br)C2", "reactant_smiles": ["C1CC(Br)CCc2c(C(=O)O)n[nH]c21"], "reactant_smiles_canonical": ["O=C(O)c1n[nH]c2c1CCC(Br)CC2"], "stability_raw": {"C1CC(Br)CCc2c(C(=O)O)n[nH]c21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 259.103, "logP": 1.7502000000000002, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 1, 2, 4, 5, 6, 13], [7, 6, 13, 12, 11]], "bond_rings": [[0, 1, 3, 4, 5, 14, 13], [6, 14, 12, 11, 10]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring removed", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 2", "Ring size change detected: Reactant rings [5, 7], Product rings [5, 6]", "Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T13:31:16", "job_id": "checker_20251223_131145_2996", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "C1CC(Br)CCc2c(C(=O)O)n[nH]c21", "product_smiles_canonical": "O=C(O)c1n[nH]c2c1CCC(Br)CC2", "reactant_smiles": ["C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C"], "reactant_smiles_canonical": ["C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C"], "stability_raw": {"C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 299.168, "logP": 3.0231000000000012, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 8, 12, 13, 14]], "bond_rings": [[7, 11, 12, 13, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 9", "Ring size change detected: Reactant rings [5], Product rings [5, 7]"]}}} +{"timestamp": "2025-12-23T13:31:16", "job_id": "checker_20251223_131145_2996", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 5, "product_smiles": "C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C", "product_smiles_canonical": "C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C", "reactant_smiles": ["C=CCC=CCc1c(C(=O)O)n[nH]c1C=C"], "reactant_smiles_canonical": ["C=CCC=CCc1c(C(=O)O)n[nH]c1C=C"], "stability_raw": {"C=CCC=CCc1c(C(=O)O)n[nH]c1C=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.256, "logP": 2.425700000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 11, 12, 13]], "bond_rings": [[6, 10, 11, 12, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 16, "num_heavy_atoms": 16, "num_heavy_bonds": 16, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T13:31:16", "job_id": "checker_20251223_131145_2996", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 6, "product_smiles": "C=CCC=CCc1c(C(=O)O)n[nH]c1C=C", "product_smiles_canonical": "C=CCC=CCc1c(C(=O)O)n[nH]c1C=C", "reactant_smiles": ["C=Cc1c[nH]nc1C(=O)O", "C=CCC=CCBr"], "reactant_smiles_canonical": ["C=Cc1c[nH]nc1C(=O)O", "C=CCC=CCBr"], "stability_raw": {"C=Cc1c[nH]nc1C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 138.126, "logP": 0.7509, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "C=CCC=CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.04199999999997, "logP": 2.513600000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T13:31:16", "job_id": "checker_20251223_131145_2996", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 7, "product_smiles": "C=Cc1c[nH]nc1C(=O)O", "product_smiles_canonical": "C=Cc1c[nH]nc1C(=O)O", "reactant_smiles": ["C=CB1OB(C=C)OB(C=C)O1", "O=C(O)c1n[nH]cc1Br"], "reactant_smiles_canonical": ["C=CB1OB(C=C)OB(C=C)O1", "O=C(O)c1n[nH]cc1Br"], "stability_raw": {"C=CB1OB(C=C)OB(C=C)O1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 161.57099999999997, "logP": 0.69, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 11, 8, 7, 4, 3]], "bond_rings": [[11, 10, 7, 6, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "O=C(O)c1n[nH]cc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 190.98399999999998, "logP": 0.8703999999999998, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 7]], "bond_rings": [[3, 4, 5, 6, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Atom count inconsistency: -15 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 6", "Atom count mismatch for B: Reactant has 3, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [5]"]}}} +{"timestamp": "2025-12-23T13:31:16", "job_id": "checker_20251223_131145_2996", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 8, "depth": 7, "product_smiles": "C=CCC=CCBr", "product_smiles_canonical": "C=CCC=CCBr", "reactant_smiles": ["C=CCC=CC", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["C=CCC=CC", "O=C1CCC(=O)N1Br"], "stability_raw": {"C=CCC=CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 82.14599999999999, "logP": 2.1386000000000003, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 6", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5], Product rings []"]}}} +{"timestamp": "2025-12-23T13:33:03", "job_id": "checker_20251223_133120_2996", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "product_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "reactant_smiles": ["CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "N#Cc1cc(F)cc(B(O)O)c1"], "reactant_smiles_canonical": ["CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "N#Cc1cc(F)cc(B(O)O)c1"], "stability_raw": {"CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 318.2180000000002, "logP": 3.160000000000002, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 11, 12, 13, 7], [14, 15, 16, 3, 7, 13], [17, 16, 18]], "bond_rings": [[1, 2, 3, 4, 18], [8, 10, 11, 12, 19, 7], [14, 15, 21, 6, 19, 13], [16, 20, 17]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 22, "num_heavy_atoms": 19, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "N#Cc1cc(F)cc(B(O)O)c1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 164.93200000000002, "logP": -0.62282, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 11, 7, 6, 4, 3]], "bond_rings": [[11, 10, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T13:33:03", "job_id": "checker_20251223_133120_2996", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "product_smiles_canonical": "CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "reactant_smiles": ["CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "NBS"], "reactant_smiles_canonical": ["CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "NBS"], "stability_raw": {"CC1=NC2(N=C1N)c1ccccc1CCC21CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.32199999999995, "logP": 2.397500000000001, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 10, 11, 12, 7], [13, 14, 15, 3, 7, 12], [16, 15, 17]], "bond_rings": [[1, 2, 3, 4, 17], [8, 9, 10, 11, 18, 7], [13, 14, 20, 6, 18, 12], [15, 19, 16]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 21, "num_heavy_atoms": 18, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "NBS": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.918, "logP": -0.8585999999999998, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for S: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 0, Product has 1", "Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T13:33:03", "job_id": "checker_20251223_133120_2996", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "product_smiles_canonical": "CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "reactant_smiles": ["CC1=NC2(N=C1N)c1ccccc1C=CC2"], "reactant_smiles_canonical": ["CC1=NC2(CC=Cc3ccccc32)N=C1N"], "stability_raw": {"CC1=NC2(N=C1N)c1ccccc1C=CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 211.268, "logP": 2.088, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 10, 11, 12, 7], [13, 14, 15, 3, 7, 12]], "bond_rings": [[1, 2, 3, 4, 15], [8, 9, 10, 11, 16, 7], [13, 14, 17, 6, 16, 12]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 50, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -15 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 15", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [3, 5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 18 bonds, Product has 21 bonds"]}}} +{"timestamp": "2025-12-23T13:33:03", "job_id": "checker_20251223_133120_2996", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC1=NC2(N=C1N)c1ccccc1C=CC2", "product_smiles_canonical": "CC1=NC2(CC=Cc3ccccc32)N=C1N", "reactant_smiles": ["CC1=NC(=N)N=C1N", "C=Cc1ccccc1C=O"], "reactant_smiles_canonical": ["CC1=NC(=N)N=C1N", "C=Cc1ccccc1C=O"], "stability_raw": {"CC1=NC(=N)N=C1N": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 110.12, "logP": -0.24712999999999996, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 5, 6]], "bond_rings": [[1, 2, 4, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "C=Cc1ccccc1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.16199999999998, "logP": 2.1421, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [5, 6], Product rings [5, 6, 6]"]}}} +{"timestamp": "2025-12-23T13:33:03", "job_id": "checker_20251223_133120_2996", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C=Cc1ccccc1C=O", "product_smiles_canonical": "C=Cc1ccccc1C=O", "reactant_smiles": ["C=Cc1ccccc1CO"], "reactant_smiles_canonical": ["C=Cc1ccccc1CO"], "stability_raw": {"C=Cc1ccccc1CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 1.8218999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T13:33:03", "job_id": "checker_20251223_133120_2996", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 0, "depth": 1, "product_smiles": "N#Cc1cc(F)cc(B(O)O)c1", "product_smiles_canonical": "N#Cc1cc(F)cc(B(O)O)c1", "reactant_smiles": ["CC1(C)OB(c2cc(F)cc(C#N)c2)OC1(C)C"], "reactant_smiles_canonical": ["CC1(C)OB(c2cc(F)cc(C#N)c2)OC1(C)C"], "stability_raw": {"CC1(C)OB(c2cc(F)cc(C#N)c2)OC1(C)C": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 247.078, "logP": 1.9965799999999998, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 3, 4, 14, 15], [6, 7, 9, 10, 13, 5]], "bond_rings": [[2, 3, 13, 14, 17], [6, 8, 9, 12, 18, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -30 points", "Ring structure changes: -25 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 7", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T13:43:29", "job_id": "checker_20251223_133327_2996", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["OC[C@H]1CCOC[C@H]1c1ccc(I)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CCOC[C@H]1c1ccc(I)cc1"], "stability_raw": {"OC[C@H]1CCOC[C@H]1c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 318.154, "logP": 2.403600000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T13:43:29", "job_id": "checker_20251223_133327_2996", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "OC[C@H]1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "OC[C@H]1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["OC[C@H]1CCOC[C@H]1C=O", "Brc1ccc(I)cc1"], "reactant_smiles_canonical": ["O=C[C@@H]1COCC[C@@H]1CO", "Brc1ccc(I)cc1"], "stability_raw": {"OC[C@H]1CCOC[C@H]1C=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 144.17, "logP": -0.16970000000000018, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Brc1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 282.90599999999995, "logP": 3.053700000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 12", "Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T13:43:29", "job_id": "checker_20251223_133327_2996", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "OC[C@H]1CCOC[C@H]1C=O", "product_smiles_canonical": "O=C[C@@H]1COCC[C@@H]1CO", "reactant_smiles": ["OC[C@H]1CCOC[C@H]1CO"], "reactant_smiles_canonical": ["OC[C@@H]1COCC[C@@H]1CO"], "stability_raw": {"OC[C@H]1CCOC[C@H]1CO": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 146.186, "logP": -0.3763, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T13:43:29", "job_id": "checker_20251223_133327_2996", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "OC[C@H]1CCOC[C@H]1CO", "product_smiles_canonical": "OC[C@@H]1COCC[C@@H]1CO", "reactant_smiles": ["C[C@H]1CCOC[C@H]1C"], "reactant_smiles_canonical": ["C[C@@H]1COCC[C@@H]1C"], "stability_raw": {"C[C@H]1CCOC[C@H]1C": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 114.18799999999999, "logP": 1.6789, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 3", "Possible unnecessary bonds formed: Reactant has 8 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T13:43:29", "job_id": "checker_20251223_133327_2996", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C[C@H]1CCOC[C@H]1C", "product_smiles_canonical": "C[C@@H]1COCC[C@@H]1C", "reactant_smiles": ["C[C@H](O)CCC[C@H](C)O"], "reactant_smiles_canonical": ["C[C@H](O)CCC[C@H](C)O"], "stability_raw": {"C[C@H](O)CCC[C@H](C)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.203, "logP": 0.9182999999999999, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [], Product rings [6]"]}}} +{"timestamp": "2025-12-23T13:43:29", "job_id": "checker_20251223_133327_2996", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "C[C@H](O)CCC[C@H](C)O", "product_smiles_canonical": "C[C@H](O)CCC[C@H](C)O", "reactant_smiles": ["C[C@H](O)C#CC[C@H](C)O"], "reactant_smiles_canonical": ["C[C@H](O)C#CC[C@H](C)O"], "stability_raw": {"C[C@H](O)C#CC[C@H](C)O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 128.171, "logP": 0.14149999999999996, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T13:43:29", "job_id": "checker_20251223_133327_2996", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "C[C@H](O)C#CC[C@H](C)O", "product_smiles_canonical": "C[C@H](O)C#CC[C@H](C)O", "reactant_smiles": ["C[C@H](O)CBr", "C#C[C@H](C)O[Si](C)(C)C(C)(C)C"], "reactant_smiles_canonical": ["C[C@H](O)CBr", "C#C[C@H](C)O[Si](C)(C)C(C)(C)C"], "stability_raw": {"C[C@H](O)CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 138.992, "logP": 0.7621, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "C#C[C@H](C)O[Si](C)(C)C(C)(C)C": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 184.355, "logP": 3.0299000000000014, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 11, "num_heavy_atoms": 12, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Atom count inconsistency: -5 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 7", "Atom count mismatch for Si: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T13:43:29", "job_id": "checker_20251223_133327_2996", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 1, "depth": 2, "product_smiles": "Brc1ccc(I)cc1", "product_smiles_canonical": "Brc1ccc(I)cc1", "reactant_smiles": ["Brc1ccccc1", "O=C1CCC(=O)N1I"], "reactant_smiles_canonical": ["Brc1ccccc1", "O=C1CCC(=O)N1I"], "stability_raw": {"Brc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 157.01, "logP": 2.4491000000000005, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1I": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 224.985, "logP": 0.48540000000000005, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -20 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 6", "Atom count mismatch for N: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "reactant_smiles": ["COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1"], "reactant_smiles_canonical": ["COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1"], "stability_raw": {"COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1": {"valid_structure": true, "stability_score": 85, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 404.5070000000002, "logP": 1.7275000000000003, "h_bond_donors": 0, "h_bond_acceptors": 6, "rotatable_bonds": 12}, "ring_data": {"num_rings": 3, "atom_rings": [[5, 28, 13, 12, 7, 6], [10, 9, 11], [17, 16, 18]], "bond_rings": [[28, 27, 12, 11, 6, 5], [9, 29, 10], [16, 30, 17]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 31, "num_heavy_atoms": 29, "num_heavy_bonds": 31, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}, "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000003, "logP": 6.184820000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 15, 14, 13, 5, 4], [17, 18, 19, 33, 34, 16], [25, 27, 28, 30, 31, 24]], "bond_rings": [[34, 14, 13, 12, 4, 3], [17, 18, 32, 33, 35, 16], [26, 27, 29, 30, 36, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 48, Product has 49", "Atom count mismatch for O: Reactant has 11, Product has 10", "Possible unnecessary bonds formed: Reactant has 68 bonds, Product has 69 bonds"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "product_smiles_canonical": "COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "reactant_smiles": ["COCCCc1cc(O)cc(CN2CC2)c1", "CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr"], "reactant_smiles_canonical": ["COCCCc1cc(O)cc(CN2CC2)c1", "CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr"], "stability_raw": {"COCCCc1cc(O)cc(CN2CC2)c1": {"valid_structure": true, "stability_score": 85, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 221.29999999999995, "logP": 1.7868, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 15, 10, 9, 7, 6], [13, 12, 14]], "bond_rings": [[15, 14, 9, 8, 6, 5], [12, 16, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 264.11899999999997, "logP": 0.6488, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[9, 10, 11]], "bond_rings": [[9, 10, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COCCCc1cc(O)cc(CN2CC2)c1", "product_smiles_canonical": "COCCCc1cc(O)cc(CN2CC2)c1", "reactant_smiles": ["COCCCc1cc(O)cc(C(=O)N2CC2)c1"], "reactant_smiles_canonical": ["COCCCc1cc(O)cc(C(=O)N2CC2)c1"], "stability_raw": {"COCCCc1cc(O)cc(C(=O)N2CC2)c1": {"valid_structure": true, "stability_score": 85, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 235.28299999999996, "logP": 1.427, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 16, 10, 9, 7, 6], [14, 13, 15]], "bond_rings": [[16, 15, 9, 8, 6, 5], [13, 17, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COCCCc1cc(O)cc(C(=O)N2CC2)c1", "product_smiles_canonical": "COCCCc1cc(O)cc(C(=O)N2CC2)c1", "reactant_smiles": ["COCCCc1cc(OC)cc(C(=O)N2CC2)c1"], "reactant_smiles_canonical": ["COCCCc1cc(OC)cc(C(=O)N2CC2)c1"], "stability_raw": {"COCCCc1cc(OC)cc(C(=O)N2CC2)c1": {"valid_structure": true, "stability_score": 85, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 249.30999999999997, "logP": 1.7300000000000002, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 17, 11, 10, 7, 6], [15, 14, 16]], "bond_rings": [[17, 16, 10, 9, 6, 5], [14, 18, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 13"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "COCCCc1cc(OC)cc(C(=O)N2CC2)c1", "product_smiles_canonical": "COCCCc1cc(OC)cc(C(=O)N2CC2)c1", "reactant_smiles": ["C1CN1", "COCCCc1cc(OC)cc(C(=O)O)c1"], "reactant_smiles_canonical": ["C1CN1", "COCCCc1cc(OC)cc(C(=O)O)c1"], "stability_raw": {"C1CN1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 43.068999999999996, "logP": -0.41040000000000004, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "COCCCc1cc(OC)cc(C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 224.256, "logP": 1.9724000000000002, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 15, 11, 10, 7, 6]], "bond_rings": [[15, 14, 10, 9, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 16, "num_heavy_atoms": 16, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "C1CN1", "product_smiles_canonical": "C1CN1", "reactant_smiles": ["c1ccc(CN2CC2)cc1"], "reactant_smiles_canonical": ["c1ccc(CN2CC2)cc1"], "stability_raw": {"c1ccc(CN2CC2)cc1": {"valid_structure": true, "stability_score": 85, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 133.19400000000002, "logP": 1.5022, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 9, 8, 3, 2, 1], [6, 5, 7]], "bond_rings": [[9, 8, 7, 2, 1, 0], [5, 10, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 11, "num_heavy_atoms": 10, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 2", "Ring size change detected: Reactant rings [3, 6], Product rings [3]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 1, "depth": 2, "product_smiles": "CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr", "product_smiles_canonical": "CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr", "reactant_smiles": ["CN(C)C(=O)CCl", "O=C(O)[C@@H]1C[C@H]1CBr"], "reactant_smiles_canonical": ["CN(C)C(=O)CCl", "O=C(O)[C@@H]1C[C@H]1CBr"], "stability_raw": {"CN(C)C(=O)CCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 121.567, "logP": 0.3133999999999999, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "O=C(O)[C@@H]1C[C@H]1CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 179.013, "logP": 1.102, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5]], "bond_rings": [[3, 4, 7]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 3, "product_smiles": "O=C(O)[C@@H]1C[C@H]1CBr", "product_smiles_canonical": "O=C(O)[C@@H]1C[C@H]1CBr", "reactant_smiles": ["CCOC(=O)[C@@H]1C[C@H]1CBr"], "reactant_smiles_canonical": ["CCOC(=O)[C@@H]1C[C@H]1CBr"], "stability_raw": {"CCOC(=O)[C@@H]1C[C@H]1CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.06699999999998, "logP": 1.5805, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7]], "bond_rings": [[5, 6, 9]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 7, Product has 5"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], 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{"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 31, Product has 26", "Atom count mismatch for O: Reactant has 9, Product has 6"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 2, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], 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"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 3, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "stability_raw": {"OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27300000000002, "logP": 1.0776, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 4, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 265.30899999999997, "logP": 0.6042999999999998, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[18, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], 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"reactant_smiles_canonical": ["O=CCC(CC=O)c1ccc(O)cc1", "NC[C@H](O)C=O"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.21399999999997, "logP": 1.6538, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "NC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.094, "logP": -1.4950999999999999, "h_bond_donors": 2, "h_bond_acceptors": 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5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 13, "depth": 7, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 11", "Atom count mismatch for O: Reactant has 2, Product has 3", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 15, "parent_step_id": 14, "depth": 8, "product_smiles": "C=Cc1ccc(O)cc1", "product_smiles_canonical": "C=Cc1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(OC)cc1"], "reactant_smiles_canonical": ["C=Cc1ccc(OC)cc1"], "stability_raw": {"C=Cc1ccc(OC)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 2.3382000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 16, "parent_step_id": 9, "depth": 3, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 17, "parent_step_id": 8, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T13:49:42", "job_id": "checker_20251223_134347_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 18, "parent_step_id": 17, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T13:54:54", "job_id": "checker_20251223_134948_2996", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "product_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "reactant_smiles": ["C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "NCCF"], "reactant_smiles_canonical": ["C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "NCCF"], "stability_raw": {"C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 398.5030000000003, "logP": 3.254900000000002, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 4, "atom_rings": [[9, 14, 13, 12, 11, 10], [17, 16, 15, 13, 12], [19, 20, 21, 28, 15, 16], [23, 24, 25, 26, 27, 22]], "bond_rings": [[28, 13, 12, 11, 10, 9], [16, 15, 14, 12, 30], [19, 20, 27, 29, 15, 18], [23, 24, 25, 26, 31, 22]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 32, "num_heavy_atoms": 29, "num_heavy_bonds": 32, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 20}, "assessment": "Likely stable"}, "NCCF": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 63.07499999999999, "logP": -0.08539999999999992, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T13:54:54", "job_id": "checker_20251223_134948_2996", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "product_smiles_canonical": "C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "reactant_smiles": ["OC(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "CN[C@@H](C)C(=O)O"], "reactant_smiles_canonical": ["Cn1c2c(c3cc(C(=O)O)ccc31)CC(C1CCOCC1)CC2", "CN[C@@H](C)C(=O)O"], "stability_raw": {"OC(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 313.39700000000005, "logP": 3.408000000000002, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 8, 7, 6, 5, 4], [11, 10, 9, 7, 6], [13, 14, 15, 22, 9, 10], [17, 18, 19, 20, 21, 16]], "bond_rings": [[22, 7, 6, 5, 4, 3], [10, 9, 8, 6, 24], [13, 14, 21, 23, 9, 12], [17, 18, 19, 20, 25, 16]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 26, "num_heavy_atoms": 23, "num_heavy_bonds": 26, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "CN[C@@H](C)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 103.12099999999998, "logP": -0.3211000000000002, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T13:54:54", "job_id": "checker_20251223_134948_2996", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "OC(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "product_smiles_canonical": "Cn1c2c(c3cc(C(=O)O)ccc31)CC(C1CCOCC1)CC2", "reactant_smiles": ["Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2"], "reactant_smiles_canonical": ["Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2"], "stability_raw": {"Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 297.398, "logP": 3.522300000000002, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 11], [5, 6, 9, 10, 11, 4], [12, 13, 20, 21, 2, 3], [15, 16, 17, 18, 19, 14]], "bond_rings": [[1, 2, 3, 24, 21], [5, 8, 9, 10, 24, 4], [12, 19, 20, 23, 2, 11], [15, 16, 17, 18, 22, 14]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 25, "num_heavy_atoms": 22, "num_heavy_bonds": 25, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 25 bonds, Product has 26 bonds"]}}} +{"timestamp": "2025-12-23T13:54:54", "job_id": "checker_20251223_134948_2996", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2", "product_smiles_canonical": "Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2", "reactant_smiles": ["CN(N)c1ccc(C=O)cc1", "O=C1CCC(C2CCOCC2)CC1"], "reactant_smiles_canonical": ["CN(N)c1ccc(C=O)cc1", "O=C1CCC(C2CCOCC2)CC1"], "stability_raw": {"CN(N)c1ccc(C=O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.18099999999998, "logP": 0.809, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 9, 6, 5, 4]], "bond_rings": [[10, 9, 8, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C1CCC(C2CCOCC2)CC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 182.26299999999995, "logP": 2.1723, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for N: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [6, 6, 6], Product rings [5, 6, 6, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 9"]}}} +{"timestamp": "2025-12-23T13:54:54", "job_id": "checker_20251223_134948_2996", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CN(N)c1ccc(C=O)cc1", "product_smiles_canonical": "CN(N)c1ccc(C=O)cc1", "reactant_smiles": ["CN(C)C=O", "CN(N)c1ccccc1"], "reactant_smiles_canonical": ["CN(C)C=O", "CN(N)c1ccccc1"], "stability_raw": {"CN(C)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 73.095, "logP": -0.2956000000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CN(N)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.17099999999995, "logP": 0.9965, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (C1.N2)", "from_positions": ["position 1"], "to_positions": ["para"]}], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 8", "Atom count mismatch for N: Reactant has 3, Product has 2", "Substituent position change detected: Group (C1.N2) moved from position 1 to para position(s)"]}}} +{"timestamp": "2025-12-23T13:54:54", "job_id": "checker_20251223_134948_2996", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C1CCC(C2CCOCC2)CC1", "product_smiles_canonical": "O=C1CCC(C2CCOCC2)CC1", "reactant_smiles": ["OC1CCC(C2CCOCC2)CC1"], "reactant_smiles_canonical": ["OC1CCC(C2CCOCC2)CC1"], "stability_raw": {"OC1CCC(C2CCOCC2)CC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 184.27899999999994, "logP": 1.9641, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T13:54:54", "job_id": "checker_20251223_134948_2996", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "OC1CCC(C2CCOCC2)CC1", "product_smiles_canonical": "OC1CCC(C2CCOCC2)CC1", "reactant_smiles": ["Oc1ccc(C2CCOCC2)cc1"], "reactant_smiles_canonical": ["Oc1ccc(C2CCOCC2)cc1"], "stability_raw": {"Oc1ccc(C2CCOCC2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 178.231, "logP": 2.2862, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Significant aromaticity changes: -40 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T13:54:54", "job_id": "checker_20251223_134948_2996", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "Oc1ccc(C2CCOCC2)cc1", "product_smiles_canonical": "Oc1ccc(C2CCOCC2)cc1", "reactant_smiles": ["Oc1ccc(C2=CCOCC2)cc1"], "reactant_smiles_canonical": ["Oc1ccc(C2=CCOCC2)cc1"], "stability_raw": {"Oc1ccc(C2=CCOCC2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 176.21499999999997, "logP": 2.1959, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T13:54:54", "job_id": "checker_20251223_134948_2996", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 7, "product_smiles": "Oc1ccc(C2=CCOCC2)cc1", "product_smiles_canonical": "Oc1ccc(C2=CCOCC2)cc1", "reactant_smiles": ["Oc1ccc(Br)cc1", "CC1(C)OB(C2=CCOCC2)OC1(C)C"], "reactant_smiles_canonical": ["Oc1ccc(Br)cc1", "CC1(C)OB(C2=CCOCC2)OC1(C)C"], "stability_raw": {"Oc1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 173.00900000000001, "logP": 2.1547, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CC1(C)OB(C2=CCOCC2)OC1(C)C": {"valid_structure": true, "stability_score": 90, "issues": [], "metrics": {"molecular_weight": 210.08199999999997, "logP": 1.9645, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 3, 4, 11, 12], [6, 7, 8, 9, 10, 5]], "bond_rings": [[2, 3, 10, 11, 14], [6, 7, 8, 9, 15, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 17, Product has 11", "Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for B: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T14:04:22", "job_id": "checker_20251223_135459_2996", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "product_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "reactant_smiles": ["C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1", "Cl[Si](C)(C)C(C)(C)C"], "reactant_smiles_canonical": ["C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1", "CC(C)(C)[Si](C)(C)Cl"], "stability_raw": {"C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 173.256, "logP": 0.25869999999999976, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 11, 8, 7, 5, 4]], "bond_rings": [[11, 10, 7, 6, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "Cl[Si](C)(C)C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.725, "logP": 3.230400000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:04:22", "job_id": "checker_20251223_135459_2996", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1", "product_smiles_canonical": "C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1", "reactant_smiles": ["O=C[C@@H]1CC(O)CC(C)(C)N1", "C[Mg]Br"], "reactant_smiles_canonical": ["CC1(C)CC(O)C[C@@H](C=O)N1", "C[Mg]Br"], "stability_raw": {"O=C[C@@H]1CC(O)CC(C)(C)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 157.213, "logP": 0.07679999999999981, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 7, 6, 4, 3]], "bond_rings": [[10, 9, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "C[Mg]Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 119.244, "logP": 1.0486, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Mg: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:04:22", "job_id": "checker_20251223_135459_2996", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C[C@@H]1CC(O)CC(C)(C)N1", "product_smiles_canonical": "CC1(C)CC(O)C[C@@H](C=O)N1", "reactant_smiles": ["OC[C@@H]1CC(O)CC(C)(C)N1"], "reactant_smiles_canonical": ["CC1(C)CC(O)C[C@@H](CO)N1"], "stability_raw": {"OC[C@@H]1CC(O)CC(C)(C)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 159.22899999999998, "logP": -0.12980000000000008, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 7, 6, 4, 3]], "bond_rings": [[10, 9, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T14:04:22", "job_id": "checker_20251223_135459_2996", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "OC[C@@H]1CC(O)CC(C)(C)N1", "product_smiles_canonical": "CC1(C)CC(O)C[C@@H](CO)N1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 5, "severity": "critical", "penalties": ["Atom count inconsistency: -40 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 0, Product has 8", "Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for N: Reactant has 0, Product has 1", "Ring size change detected: Reactant rings [], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 11 bonds"]}}} +{"timestamp": "2025-12-23T14:04:22", "job_id": "checker_20251223_135459_2996", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "Cl[Si](C)(C)C(C)(C)C", "product_smiles_canonical": "CC(C)(C)[Si](C)(C)Cl", "reactant_smiles": ["CC(C)(C)[Si](C)(C)"], "reactant_smiles_canonical": ["C[Si](C)C(C)(C)C"], "stability_raw": {"CC(C)(C)[Si](C)(C)": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 115.27199999999999, "logP": 2.5409000000000006, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 6 bonds, Product has 7 bonds"]}}} +{"timestamp": "2025-12-23T14:04:22", "job_id": "checker_20251223_135459_2996", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "CC(C)(C)[Si](C)(C)", "product_smiles_canonical": "C[Si](C)C(C)(C)C", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -30 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -30 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 0, Product has 6", "Atom count mismatch for Si: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 6 bonds"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F", "CC(C)(C)OC(=O)c1cccc(I)c1"], "reactant_smiles_canonical": ["CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F", "CC(C)(C)OC(=O)c1cccc(I)c1"], "stability_raw": {"CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 320.31499999999994, "logP": 1.0976, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 16, 17], [9, 10, 11, 12, 13, 8]], "bond_rings": [[2, 3, 15, 16, 21], [9, 10, 11, 12, 22, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)c1cccc(I)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 304.12699999999995, "logP": 3.246500000000002, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 13, 11, 10, 9, 8]], "bond_rings": [[13, 12, 10, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "CO[C@@H]1CNC[C@@H]1N"], "reactant_smiles_canonical": ["CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "CO[C@@H]1CNC[C@@H]1N"], "stability_raw": {"CCc1[nH]c(C(=O)O)nc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 208.13899999999995, "logP": 1.6891, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 8, 9]], "bond_rings": [[2, 3, 7, 8, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CO[C@@H]1CNC[C@@H]1N": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 116.164, "logP": -1.0680999999999992, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 13", "Atom count mismatch for O: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [5, 5], Product rings [5, 6]", "Possible unnecessary bonds formed: Reactant has 22 bonds, Product has 23 bonds"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]c(Br)nc1C(F)(F)F"], "reactant_smiles_canonical": ["CCc1[nH]c(Br)nc1C(F)(F)F"], "stability_raw": {"CCc1[nH]c(Br)nc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 243.02599999999995, "logP": 2.753400000000001, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 6, 7]], "bond_rings": [[2, 3, 5, 6, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 6, Product has 7", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CCc1[nH]c(Br)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(Br)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["CCc1[nH]cnc1C(F)(F)F"], "stability_raw": {"CCc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 164.12999999999997, "logP": 1.9909, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 11 bonds, Product has 12 bonds"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CCc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["C#Cc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["C#Cc1[nH]cnc1C(F)(F)F"], "stability_raw": {"C#Cc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 160.09799999999998, "logP": 1.4098, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "C#Cc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "C#Cc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F"], "stability_raw": {"CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 218.17799999999994, "logP": 1.5509, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 8, 9, 10]], "bond_rings": [[6, 7, 8, 9, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 10}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 6", "Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C"], "reactant_smiles_canonical": ["CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C"], "stability_raw": {"CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 348.44100000000014, "logP": 3.3366000000000016, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 12, 13, 14]], "bond_rings": [[6, 11, 12, 13, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 23, "num_heavy_atoms": 23, "num_heavy_bonds": 23, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 18}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Atom count inconsistency: -5 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 15, Product has 9", "Atom count mismatch for Si: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C", "product_smiles_canonical": "CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C", "reactant_smiles": ["C#CC(C)(C)O", "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br"], "reactant_smiles_canonical": ["C#CC(C)(C)O", "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br"], "stability_raw": {"C#CC(C)(C)O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 84.11799999999998, "logP": 0.3905, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}, "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 345.23499999999996, "logP": 3.9767000000000037, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 9, 10, 11, 16]], "bond_rings": [[8, 9, 10, 15, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 18, "num_heavy_atoms": 18, "num_heavy_bonds": 18, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br", "product_smiles_canonical": "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br", "reactant_smiles": ["C[Si](C)(C)CCOCCl", "FC(F)(F)c1nc[nH]c1Br"], "reactant_smiles_canonical": ["C[Si](C)(C)CCOCCl", "FC(F)(F)c1nc[nH]c1Br"], "stability_raw": {"C[Si](C)(C)CCOCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.724, "logP": 2.5375000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "FC(F)(F)c1nc[nH]c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 214.972, "logP": 2.191, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 1, "depth": 2, "product_smiles": "CO[C@@H]1CNC[C@@H]1N", "product_smiles_canonical": "CO[C@@H]1CNC[C@@H]1N", "reactant_smiles": ["CO[C@@H]1CNCC1=O", "N"], "reactant_smiles_canonical": ["CO[C@@H]1CNCC1=O", "N"], "stability_raw": {"CO[C@@H]1CNCC1=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 115.13199999999999, "logP": -0.8262999999999998, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 3, "product_smiles": "CO[C@@H]1CNCC1=O", "product_smiles_canonical": "CO[C@@H]1CNCC1=O", "reactant_smiles": ["CO[C@@H]1CN(Cc2ccccc2)CC1=O"], "reactant_smiles_canonical": ["CO[C@@H]1CN(Cc2ccccc2)CC1=O"], "stability_raw": {"CO[C@@H]1CN(Cc2ccccc2)CC1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 205.25699999999998, "logP": 1.0863, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 12, 13], [7, 8, 9, 10, 11, 6]], "bond_rings": [[2, 3, 11, 12, 14], [7, 8, 9, 10, 15, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [5, 6], Product rings [5]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 4, "product_smiles": "CO[C@@H]1CN(Cc2ccccc2)CC1=O", "product_smiles_canonical": "CO[C@@H]1CN(Cc2ccccc2)CC1=O", "reactant_smiles": ["CCOC(=O)CN(CCOC)Cc1ccccc1"], "reactant_smiles_canonical": ["CCOC(=O)CN(CCOC)Cc1ccccc1"], "stability_raw": {"CCOC(=O)CN(CCOC)Cc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.326, "logP": 1.6980999999999995, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 8}, "ring_data": {"num_rings": 1, "atom_rings": [[12, 17, 16, 15, 14, 13]], "bond_rings": [[17, 16, 15, 14, 13, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 18, "num_heavy_atoms": 18, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 12", "Atom count mismatch for O: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 11, "depth": 5, "product_smiles": "CCOC(=O)CN(CCOC)Cc1ccccc1", "product_smiles_canonical": "CCOC(=O)CN(CCOC)Cc1ccccc1", "reactant_smiles": ["COCCNCc1ccccc1", "CCOC(=O)CBr"], "reactant_smiles_canonical": ["COCCNCc1ccccc1", "CCOC(=O)CBr"], "stability_raw": {"COCCNCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 165.236, "logP": 1.4225999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 11, 10, 9, 8, 7]], "bond_rings": [[11, 10, 9, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "CCOC(=O)CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 167.002, "logP": 0.9444, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:10:59", "job_id": "checker_20251223_140426_2996", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)c1cccc(I)c1", "product_smiles_canonical": "CC(C)(C)OC(=O)c1cccc(I)c1", "reactant_smiles": ["CC(C)(C)O", "O=C(O)c1cccc(I)c1"], "reactant_smiles_canonical": ["CC(C)(C)O", "O=C(O)c1cccc(I)c1"], "stability_raw": {"CC(C)(C)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.12299999999999, "logP": 0.7771999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C(O)c1cccc(I)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 248.01899999999998, "logP": 1.9894, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 7, 6, 5, 4]], "bond_rings": [[9, 8, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T14:11:47", "job_id": "checker_20251223_141120_2996", "target_smiles_raw": "CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1", "target_smiles_canonical": "CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1", "product_smiles_canonical": "CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1", "reactant_smiles": ["O=C(O)c1ccccc1", "CC[C@@H](O)[C@H]1CCCN(C(=O)OC(C)(C)C)C1"], "reactant_smiles_canonical": ["O=C(O)c1ccccc1", "CC[C@@H](O)[C@H]1CCCN(C(=O)OC(C)(C)C)C1"], "stability_raw": {"O=C(O)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.12299999999996, "logP": 1.3848, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "CC[C@@H](O)[C@H]1CCCN(C(=O)OC(C)(C)C)C1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 243.34699999999995, "logP": 2.4044000000000008, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 16, 8, 7, 6, 5]], "bond_rings": [[16, 15, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T14:14:02", "job_id": "checker_20251223_141153_2996", "target_smiles_raw": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "product_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "reactant_smiles": ["CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "CC(=O)OC(C)=O"], "reactant_smiles_canonical": ["CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "CC(=O)OC(C)=O"], "stability_raw": {"CC(C)(CO)n1c(CO)nc2cnc(Br)cc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 300.156, "logP": 1.4134999999999998, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 9, 10, 16], [11, 12, 13, 15, 16, 10]], "bond_rings": [[5, 8, 9, 17, 16], [11, 12, 14, 15, 17, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(=O)OC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 102.089, "logP": 0.09600000000000009, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T14:14:02", "job_id": "checker_20251223_141153_2996", "target_smiles_raw": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "product_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "reactant_smiles": ["O=C(O)CO", "CC(C)(CO)Nc1cc(Br)ncc1N"], "reactant_smiles_canonical": ["O=C(O)CO", "CC(C)(CO)Nc1cc(Br)ncc1N"], "stability_raw": {"O=C(O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.051, "logP": -0.9367000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(CO)Nc1cc(Br)ncc1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 260.135, "logP": 1.6091, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 10, 8, 7]], "bond_rings": [[13, 11, 10, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 25, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 9"]}}} +{"timestamp": "2025-12-23T14:14:02", "job_id": "checker_20251223_141153_2996", "target_smiles_raw": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(CO)Nc1cc(Br)ncc1N", "product_smiles_canonical": "CC(C)(CO)Nc1cc(Br)ncc1N", "reactant_smiles": ["CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1"], "reactant_smiles_canonical": ["CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1"], "stability_raw": {"CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.3420000000001, "logP": 5.196000000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 6}, "ring_data": {"num_rings": 3, "atom_rings": [[6, 12, 11, 10, 8, 7], [16, 17, 18, 19, 20, 15], [22, 23, 24, 25, 26, 21]], "bond_rings": [[26, 11, 10, 9, 7, 6], [16, 17, 18, 19, 27, 15], [22, 23, 24, 25, 28, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 27, "num_bonds": 29, "num_heavy_atoms": 27, "num_heavy_bonds": 29, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -65 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 22, Product has 9", "Ring size change detected: Reactant rings [6, 6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 18 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T14:14:02", "job_id": "checker_20251223_141153_2996", "target_smiles_raw": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1", "product_smiles_canonical": "CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1", "reactant_smiles": ["N=C(c1ccccc1)c1ccccc1", "CC(C)(CO)Nc1cc(Br)ncc1Br"], "reactant_smiles_canonical": ["N=C(c1ccccc1)c1ccccc1", "CC(C)(CO)Nc1cc(Br)ncc1Br"], "stability_raw": {"N=C(c1ccccc1)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 181.238, "logP": 3.1027700000000014, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 7, 2], [9, 10, 11, 12, 13, 8]], "bond_rings": [[3, 4, 5, 6, 13, 2], [9, 10, 11, 12, 14, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CC(C)(CO)Nc1cc(Br)ncc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 324.01599999999996, "logP": 2.7894000000000005, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 10, 8, 7]], "bond_rings": [[13, 11, 10, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T14:14:02", "job_id": "checker_20251223_141153_2996", "target_smiles_raw": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CC(C)(CO)Nc1cc(Br)ncc1Br", "product_smiles_canonical": "CC(C)(CO)Nc1cc(Br)ncc1Br", "reactant_smiles": ["CC(C)(N)CO", "Brc1cc(Br)c(Br)cn1"], "reactant_smiles_canonical": ["CC(C)(N)CO", "Brc1cc(Br)c(Br)cn1"], "stability_raw": {"CC(C)(N)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.13799999999999, "logP": -0.2840000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Brc1cc(Br)c(Br)cn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 315.79, "logP": 3.3691000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 7, 5, 3, 2]], "bond_rings": [[8, 7, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Bromo", "from_positions": ["meta", "ortho", "ortho"], "to_positions": ["meta", "ortho"]}], "detected_issues": ["Atom count mismatch for Br: Reactant has 3, Product has 2", "Substituent position change detected: Bromo moved from meta, ortho, ortho to meta, ortho position(s)"]}}} +{"timestamp": "2025-12-23T14:14:02", "job_id": "checker_20251223_141153_2996", "target_smiles_raw": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "Brc1cc(Br)c(Br)cn1", "product_smiles_canonical": "Brc1cc(Br)c(Br)cn1", "reactant_smiles": ["O=C1CCC(=O)N1Br", "Brc1ccnc(Br)c1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "Brc1ccnc(Br)c1"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "Brc1ccnc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.89399999999998, "logP": 2.6066000000000003, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 5", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T14:16:02", "job_id": "checker_20251223_141407_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "reactant_smiles": ["CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "Nc1cccc(OC(F)(F)F)c1"], "reactant_smiles_canonical": ["CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "Nc1cccc(OC(F)(F)F)c1"], "stability_raw": {"CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 320.34499999999997, "logP": 1.3768999999999993, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 8, 12], [18, 19, 20, 21, 22, 17]], "bond_rings": [[5, 6, 7, 11, 22], [18, 19, 20, 21, 23, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}, "Nc1cccc(OC(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.125, "logP": 2.1673999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 11, 5, 4, 3, 2]], "bond_rings": [[11, 10, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T14:16:02", "job_id": "checker_20251223_141407_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "reactant_smiles": ["CCO", "O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1"], "reactant_smiles_canonical": ["CCO", "O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1"], "stability_raw": {"CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 46.069, "logP": -0.0014000000000000123, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 408.4100000000002, "logP": 2.537000000000001, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 5}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 4, 5, 6, 19], [9, 8, 17, 16, 11], [12, 13, 14, 15, 16, 11], [25, 26, 27, 28, 29, 24]], "bond_rings": [[3, 4, 5, 18, 29], [8, 31, 16, 32, 10], [12, 13, 14, 15, 32, 11], [25, 26, 27, 28, 30, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 33, "num_heavy_atoms": 30, "num_heavy_bonds": 33, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -40 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 24, Product has 16", "Atom count mismatch for O: Reactant has 7, Product has 5", "Ring size change detected: Reactant rings [5, 5, 6, 6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 12 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T14:16:02", "job_id": "checker_20251223_141407_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CCO", "product_smiles_canonical": "CCO", "reactant_smiles": ["CC(=O)O"], "reactant_smiles_canonical": ["CC(=O)O"], "stability_raw": {"CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.05200000000001, "logP": 0.09089999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T14:16:02", "job_id": "checker_20251223_141407_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1", "reactant_smiles": ["O=C1NC(=O)c2ccccc21", "O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1"], "reactant_smiles_canonical": ["O=C1NC(=O)c2ccccc21", "O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1"], "stability_raw": {"O=C1NC(=O)c2ccccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 147.13299999999998, "logP": 0.5702, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 5, 10], [6, 7, 8, 9, 10, 5]], "bond_rings": [[1, 2, 4, 11, 10], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 279.29200000000003, "logP": 1.2330999999999996, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 9], [15, 16, 17, 18, 19, 14]], "bond_rings": [[3, 4, 5, 8, 19], [15, 16, 17, 18, 20, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 6"]}}} +{"timestamp": "2025-12-23T14:16:02", "job_id": "checker_20251223_141407_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1", "reactant_smiles": ["O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1"], "stability_raw": {"O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 293.275, "logP": 1.3253999999999992, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 10], [16, 17, 18, 19, 20, 15]], "bond_rings": [[3, 4, 5, 9, 20], [16, 17, 18, 19, 21, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 22, "num_heavy_atoms": 21, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T14:16:02", "job_id": "checker_20251223_141407_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "reactant_smiles": ["CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1"], "reactant_smiles_canonical": ["CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1"], "stability_raw": {"CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 321.329, "logP": 1.8038999999999996, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 8, 12], [18, 19, 20, 21, 22, 17]], "bond_rings": [[5, 6, 7, 11, 22], [18, 19, 20, 21, 23, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 16, Product has 14"]}}} +{"timestamp": "2025-12-23T14:16:02", "job_id": "checker_20251223_141407_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "reactant_smiles": ["CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1"], "reactant_smiles_canonical": ["CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1"], "stability_raw": {"CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 349.38300000000004, "logP": 2.2824, "h_bond_donors": 0, "h_bond_acceptors": 6, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 8, 14], [20, 21, 22, 23, 24, 19]], "bond_rings": [[5, 6, 7, 13, 24], [20, 21, 22, 23, 25, 19]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 26, "num_heavy_atoms": 25, "num_heavy_bonds": 26, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 19}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 18, Product has 16"]}}} +{"timestamp": "2025-12-23T14:16:02", "job_id": "checker_20251223_141407_2996", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1", "reactant_smiles": ["O=C(Cl)OCc1ccccc1", "CCOC(=O)[C@@H]1CC[C@H](C(=O)OCC)N1"], "reactant_smiles_canonical": ["O=C(Cl)OCc1ccccc1", "CCOC(=O)[C@@H]1CC[C@H](C(=O)OCC)N1"], "stability_raw": {"O=C(Cl)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 170.59500000000003, "logP": 2.5620000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[10, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CCOC(=O)[C@@H]1CC[C@H](C(=O)OCC)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 215.24899999999997, "logP": 0.23319999999999969, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 8, 14]], "bond_rings": [[5, 6, 7, 13, 14]], "num_aliphatic_carbocycles": 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"atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T14:20:27", "job_id": "checker_20251223_141606_2996", "target_smiles_raw": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "target_smiles_canonical": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "product_smiles_canonical": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "reactant_smiles": ["O=C1C=C(Br)C(C2CCCCC2)CC1", "C1CNCCN1"], "reactant_smiles_canonical": ["O=C1C=C(Br)C(C2CCCCC2)CC1", "C1CNCCN1"], "stability_raw": {"O=C1C=C(Br)C(C2CCCCC2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 257.17099999999994, "logP": 3.824600000000003, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 5, 3, 2], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 12, 11, 4, 2, 1], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "C1CNCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 86.138, "logP": -0.8208, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[5, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:20:27", "job_id": "checker_20251223_141606_2996", "target_smiles_raw": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "target_smiles_canonical": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C1C=C(Br)C(C2CCCCC2)CC1", "product_smiles_canonical": "O=C1C=C(Br)C(C2CCCCC2)CC1", "reactant_smiles": ["O=C1C=CC(C2CCCCC2)CC1"], "reactant_smiles_canonical": ["O=C1C=CC(C2CCCCC2)CC1"], "stability_raw": {"O=C1C=CC(C2CCCCC2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 178.27499999999995, "logP": 3.102000000000002, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 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has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T14:20:27", "job_id": "checker_20251223_141606_2996", "target_smiles_raw": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "target_smiles_canonical": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C1C=CC(C2CCCCC2)CC1", "product_smiles_canonical": "O=C1C=CC(C2CCCCC2)CC1", "reactant_smiles": ["O=C1CCC(C2CCCCC2)CC1"], "reactant_smiles_canonical": ["O=C1CCC(C2CCCCC2)CC1"], "stability_raw": {"O=C1CCC(C2CCCCC2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 180.29099999999994, "logP": 3.3260000000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T14:27:12", "job_id": "checker_20251223_142032_2996", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "product_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "reactant_smiles": ["FC(F)(F)Cn1ncnc1Br", "B(O)(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2"], "reactant_smiles_canonical": ["FC(F)(F)Cn1ncnc1Br", "OB(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2"], "stability_raw": {"FC(F)(F)Cn1ncnc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 229.987, "logP": 1.6028999999999998, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 8, 9]], "bond_rings": [[5, 6, 7, 8, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "B(O)(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2": {"valid_structure": true, "stability_score": 75, "issues": ["Large (7-membered) heterocycle with O, N (potentially unstable)"], "metrics": {"molecular_weight": 313.1660000000001, "logP": -0.04600000000000093, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 4, 5, 6, 7], [9, 10, 17, 18, 19, 8], [12, 13, 14, 15, 16, 11], [20, 19, 8, 6, 5, 22, 21]], "bond_rings": [[3, 4, 5, 6, 22], [9, 16, 17, 18, 23, 8], [12, 13, 14, 15, 25, 11], [19, 23, 7, 5, 24, 21, 20]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 26, "num_heavy_atoms": 23, "num_heavy_bonds": 26, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 12}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for B: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:27:12", "job_id": "checker_20251223_142032_2996", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "B(O)(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "product_smiles_canonical": "OB(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "reactant_smiles": ["B(O)(O)c1cc(CCBr)n[nH]1", "Nc1cc(C2CCNCC2)ccc1O"], "reactant_smiles_canonical": ["OB(O)c1cc(CCBr)n[nH]1", "Nc1cc(C2CCNCC2)ccc1O"], "stability_raw": {"B(O)(O)c1cc(CCBr)n[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.847, "logP": -0.9731000000000003, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 9, 10]], "bond_rings": [[3, 4, 8, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Nc1cc(C2CCNCC2)ccc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.262, "logP": 1.4414, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 10, 3, 2], [5, 6, 7, 8, 9, 4]], "bond_rings": [[13, 11, 10, 9, 2, 1], [5, 6, 7, 8, 14, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 6, 6, 7]"]}}} +{"timestamp": "2025-12-23T14:27:12", "job_id": "checker_20251223_142032_2996", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "B(O)(O)c1cc(CCBr)n[nH]1", "product_smiles_canonical": "OB(O)c1cc(CCBr)n[nH]1", "reactant_smiles": ["BrCCc1cc(Br)[nH]n1"], "reactant_smiles_canonical": ["BrCCc1cc(Br)[nH]n1"], "stability_raw": {"BrCCc1cc(Br)[nH]n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 253.925, "logP": 2.1096, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 7, 8]], "bond_rings": [[3, 4, 6, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for Br: Reactant has 2, Product has 1", "Atom count mismatch for B: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 11 bonds"]}}} +{"timestamp": "2025-12-23T14:27:12", "job_id": "checker_20251223_142032_2996", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "BrCCc1cc(Br)[nH]n1", "product_smiles_canonical": "BrCCc1cc(Br)[nH]n1", "reactant_smiles": ["BrCCc1cc[nH]n1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["BrCCc1cc[nH]n1", "O=C1CCC(=O)N1Br"], "stability_raw": {"BrCCc1cc[nH]n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 175.02900000000002, "logP": 1.3470999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 7]], "bond_rings": [[3, 4, 5, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 5", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [5, 5], Product rings [5]"]}}} +{"timestamp": "2025-12-23T14:27:12", "job_id": "checker_20251223_142032_2996", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "BrCCc1cc[nH]n1", "product_smiles_canonical": "BrCCc1cc[nH]n1", "reactant_smiles": ["OCCc1cc[nH]n1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["OCCc1cc[nH]n1", "O=C1CCC(=O)N1Br"], "stability_raw": {"OCCc1cc[nH]n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 112.13199999999999, "logP": -0.05550000000000005, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 7]], "bond_rings": [[3, 4, 5, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 5", "Atom count mismatch for O: Reactant has 3, Product has 0", "Atom count mismatch for N: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [5, 5], Product rings [5]"]}}} +{"timestamp": "2025-12-23T14:27:12", "job_id": "checker_20251223_142032_2996", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 1, "depth": 2, "product_smiles": "Nc1cc(C2CCNCC2)ccc1O", "product_smiles_canonical": "Nc1cc(C2CCNCC2)ccc1O", "reactant_smiles": ["Nc1cc(-c2ccncc2)ccc1O"], "reactant_smiles_canonical": ["Nc1cc(-c2ccncc2)ccc1O"], "stability_raw": {"Nc1cc(-c2ccncc2)ccc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 186.214, "logP": 2.0364, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 10, 3, 2], [5, 6, 7, 8, 9, 4]], "bond_rings": [[13, 11, 10, 9, 2, 1], [5, 6, 7, 8, 14, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Significant aromaticity changes: -40 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Significant change in aromaticity: Reactant has 12 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T14:27:12", "job_id": "checker_20251223_142032_2996", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 3, "product_smiles": "Nc1cc(-c2ccncc2)ccc1O", "product_smiles_canonical": "Nc1cc(-c2ccncc2)ccc1O", "reactant_smiles": ["COc1ccc(-c2ccncc2)cc1N"], "reactant_smiles_canonical": ["COc1ccc(-c2ccncc2)cc1N"], "stability_raw": {"COc1ccc(-c2ccncc2)cc1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 200.24099999999999, "logP": 2.3394, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [7, 8, 9, 10, 11, 6]], "bond_rings": [[14, 12, 11, 4, 3, 2], [7, 8, 9, 10, 15, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 11"]}}} +{"timestamp": "2025-12-23T14:27:59", "job_id": "checker_20251223_142716_2996", "target_smiles_raw": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "target_smiles_canonical": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "reactant_smiles": ["Cc1cc(Cl)c(OCCO)c(Cl)c1", "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCO)c(Cl)c1", "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1"], "stability_raw": {"Cc1cc(Cl)c(OCCO)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.083, "logP": 2.6729200000000004, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 337.39099999999996, "logP": 3.3393000000000024, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 16, 15, 14, 6, 5], [18, 19, 20, 22, 23, 17]], "bond_rings": [[23, 15, 14, 13, 5, 4], [18, 19, 21, 22, 24, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 25, "num_heavy_atoms": 24, "num_heavy_bonds": 25, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:27:59", "job_id": "checker_20251223_142716_2996", "target_smiles_raw": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "target_smiles_canonical": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Cc1cc(Cl)c(OCCO)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCO)c(Cl)c1", "reactant_smiles": ["O=C1OCCO1", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["O=C1OCCO1", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"O=C1OCCO1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 88.062, "logP": 0.1532, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9", "Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T14:27:59", "job_id": "checker_20251223_142716_2996", "target_smiles_raw": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "target_smiles_canonical": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1", "product_smiles_canonical": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1", "reactant_smiles": ["CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1"], "stability_raw": {"CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}, "COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 237.274, "logP": 1.6918, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 9, 8, 7, 6, 5], [11, 12, 13, 15, 16, 10]], "bond_rings": [[16, 8, 7, 6, 5, 4], [11, 12, 14, 15, 17, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 23, Product has 18", "Atom count mismatch for O: Reactant has 7, Product has 4"]}}} +{"timestamp": "2025-12-23T14:28:22", "job_id": "checker_20251223_142804_2996", "target_smiles_raw": "CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-]", "target_smiles_canonical": "CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-]", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-]", "product_smiles_canonical": "CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-]", "reactant_smiles": ["CCOC(=O)/C(N)=N/N", "O=[N+]([O-])c1ccc(Cl)cc1Cl"], "reactant_smiles_canonical": ["CCOC(=O)/C(N)=N/N", "O=[N+]([O-])c1ccc(Cl)cc1Cl"], "stability_raw": {"CCOC(=O)/C(N)=N/N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 131.135, "logP": -1.219599999999999, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "O=[N+]([O-])c1ccc(Cl)cc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.00099999999998, "logP": 2.9016, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[10, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Chloro", "from_positions": ["meta", "ortho"], "to_positions": ["meta"]}], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1", "Substituent position change detected: Chloro moved from meta, ortho to meta position(s)"]}}} +{"timestamp": "2025-12-23T14:37:02", "job_id": "checker_20251223_142827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "reactant_smiles": ["COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "Oc1ccc2c(c1)CCC2"], "reactant_smiles_canonical": ["COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "Oc1ccc2c(c1)CCC2"], "stability_raw": {"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 839.854, "logP": 8.969920000000007, "h_bond_donors": 1, "h_bond_acceptors": 8, "rotatable_bonds": 18}, "ring_data": {"num_rings": 6, "atom_rings": [[5, 57, 48, 47, 7, 6], [13, 14, 22, 23, 24, 12], [26, 27, 28, 42, 43, 25], [34, 36, 37, 39, 40, 33], [45, 44, 46], [52, 51, 53]], "bond_rings": [[57, 56, 47, 46, 6, 5], [13, 21, 22, 23, 58, 12], [26, 27, 41, 42, 59, 25], [35, 36, 38, 39, 62, 33], [44, 60, 45], [51, 61, 52]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 3, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 3, 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"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "reactant_smiles": ["COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 636.7860000000003, "logP": 5.602500000000005, "h_bond_donors": 2, "h_bond_acceptors": 7, "rotatable_bonds": 13}, "ring_data": {"num_rings": 5, "atom_rings": [[5, 45, 36, 35, 7, 6], [13, 14, 22, 23, 24, 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"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COCCCc1cc(CNC2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "product_smiles_canonical": "COCCCc1cc(CNC2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "reactant_smiles": ["O=C(O)[C@@H]1C[C@H]1CO", "COCCCc1cc(F)cc(CNC2CC2)c1"], "reactant_smiles_canonical": ["O=C(O)[C@@H]1C[C@H]1CO", "COCCCc1cc(F)cc(CNC2CC2)c1"], "stability_raw": {"O=C(O)[C@@H]1C[C@H]1CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 116.116, "logP": -0.3005999999999999, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": 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1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:37:02", "job_id": "checker_20251223_142827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": 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"substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T14:37:02", "job_id": "checker_20251223_142827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 6, "depth": 5, "product_smiles": "COCCCc1cc(F)cc(CN)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(CN)c1", "reactant_smiles": ["COCCCc1cc(F)cc(CNC(=O)OC(C)(C)C)c1"], "reactant_smiles_canonical": ["COCCCc1cc(F)cc(CNC(=O)OC(C)(C)C)c1"], "stability_raw": {"COCCCc1cc(F)cc(CNC(=O)OC(C)(C)C)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 297.37, "logP": 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{"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 21, Product has 16", "Atom count mismatch for O: Reactant has 6, Product has 3"]}}} +{"timestamp": 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Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T14:37:02", "job_id": "checker_20251223_142827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 11, "depth": 5, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 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{"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T14:37:02", "job_id": "checker_20251223_142827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 15, "parent_step_id": 14, "depth": 8, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 11", "Atom count mismatch for O: Reactant has 2, Product has 3", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T14:37:02", "job_id": "checker_20251223_142827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 16, "parent_step_id": 15, "depth": 9, "product_smiles": "C=Cc1ccc(O)cc1", "product_smiles_canonical": "C=Cc1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(OC)cc1"], "reactant_smiles_canonical": ["C=Cc1ccc(OC)cc1"], "stability_raw": {"C=Cc1ccc(OC)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 2.3382000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, 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"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 17, "parent_step_id": 10, "depth": 4, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T14:37:02", "job_id": "checker_20251223_142827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 18, 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has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T14:37:02", "job_id": "checker_20251223_142827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 19, "parent_step_id": 1, "depth": 2, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 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0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T14:37:02", "job_id": "checker_20251223_142827_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 20, "parent_step_id": 0, "depth": 1, "product_smiles": "Oc1ccc2c(c1)CCC2", "product_smiles_canonical": "Oc1ccc2c(c1)CCC2", "reactant_smiles": ["COc1ccc2c(c1)CCC2"], "reactant_smiles_canonical": ["COc1ccc2c(c1)CCC2"], "stability_raw": {"COc1ccc2c(c1)CCC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 148.20499999999996, "logP": 2.1839000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [8, 6, 5, 10, 9]], "bond_rings": [[10, 6, 5, 4, 3, 2], [7, 5, 11, 9, 8]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T14:37:52", "job_id": "checker_20251223_143722_2996", "target_smiles_raw": "ClCc1ccc2c(c1)Nc1nccnc1S2", "target_smiles_canonical": "ClCc1ccc2c(c1)Nc1nccnc1S2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, 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"issues": [], "metrics": {"molecular_weight": 231.28, "logP": 2.1770999999999994, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 7, 6, 5, 4, 3], [8, 9, 14, 15, 5, 6], [10, 11, 12, 13, 14, 9]], "bond_rings": [[15, 6, 5, 4, 3, 2], [8, 16, 14, 17, 5, 7], [10, 11, 12, 13, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for S: Reactant has 2, Product has 1", "Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T14:38:48", "job_id": "checker_20251223_143759_2996", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2C=O)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2C=O)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": false, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2C=O)cc1", "product_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2C=O)cc1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -100 points", "Atom count inconsistency: -30 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 0, Product has 23", "Atom count mismatch for O: Reactant has 0, Product has 6", "Atom count mismatch for N: Reactant has 0, Product has 1", "Ring size change detected: Reactant rings [], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 6", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 31 bonds"]}}} +{"timestamp": "2025-12-23T14:39:26", "job_id": "checker_20251223_143852_2996", "target_smiles_raw": "CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C", "target_smiles_canonical": "CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C", "product_smiles_canonical": "CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C", "reactant_smiles": ["Nc1cccc(F)c1C=O", "CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Nc1cccc(F)c1C=O", "CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C"], "stability_raw": {"Nc1cccc(F)c1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 139.129, "logP": 1.2204000000000002, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[9, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 259.30199999999996, "logP": 1.4219, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 5}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 17, "num_heavy_atoms": 18, "num_heavy_bonds": 17, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 4", "Ring size change detected: Reactant rings [6], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 10"]}}} +{"timestamp": "2025-12-23T14:39:26", "job_id": "checker_20251223_143852_2996", "target_smiles_raw": "CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C", "target_smiles_canonical": "CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C", "product_smiles_canonical": "CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C", "reactant_smiles": ["CCOC(=O)CC(=O)O", "C[C@H](NC(=O)OC(C)(C)C)C(=O)O"], "reactant_smiles_canonical": ["CCOC(=O)CC(=O)O", "C[C@H](NC(=O)OC(C)(C)C)C(=O)O"], "stability_raw": {"CCOC(=O)CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.115, "logP": 0.024200000000000166, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "C[C@H](NC(=O)OC(C)(C)C)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 189.21099999999996, "logP": 0.9842000000000002, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 12, "num_heavy_atoms": 13, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 12", "Atom count mismatch for O: Reactant has 8, Product has 5"]}}} +{"timestamp": "2025-12-23T14:40:19", "job_id": "checker_20251223_143930_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)O)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)O)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": false, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)O)CC2)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)O)CC2)c1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -100 points", "Atom count inconsistency: -45 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added", "3-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 0, Product has 46", "Atom count mismatch for O: Reactant has 0, Product has 9", "Atom count mismatch for Cl: Reactant has 0, Product has 2", "Atom count mismatch for N: Reactant has 0, Product has 2", "Ring size change detected: Reactant rings [], Product rings [3, 3, 6, 6, 6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 18", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 64 bonds"]}}} +{"timestamp": "2025-12-23T14:41:07", "job_id": "checker_20251223_144023_2996", "target_smiles_raw": "CC(=O)N1c2ccc(N3CCNCC3)nc2[C@H](Nc2ccccc2)[C@@H](C)[C@@H]1C1CC1", "target_smiles_canonical": "CC(=O)N1c2ccc(N3CCNCC3)nc2[C@H](Nc2ccccc2)[C@@H](C)[C@@H]1C1CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": false, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)N1c2ccc(N3CCNCC3)nc2[C@H](Nc2ccccc2)[C@@H](C)[C@@H]1C1CC1", "product_smiles_canonical": "CC(=O)N1c2ccc(N3CCNCC3)nc2[C@H](Nc2ccccc2)[C@@H](C)[C@@H]1C1CC1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -100 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -25 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 0, Product has 24", "Atom count mismatch for O: Reactant has 0, Product has 1", "Atom count mismatch for N: Reactant has 0, Product has 5", "Ring size change detected: Reactant rings [], Product rings [3, 6, 6, 6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 12", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 34 bonds"]}}} +{"timestamp": "2025-12-23T14:42:03", "job_id": "checker_20251223_144111_2996", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": false, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -100 points", "Atom count inconsistency: -30 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 0, Product has 38", "Atom count mismatch for O: Reactant has 0, Product has 6", "Atom count mismatch for Cl: Reactant has 0, Product has 2", "Atom count mismatch for N: Reactant has 0, Product has 2", "Ring size change detected: Reactant rings [], Product rings [3, 6, 6, 6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 18", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 52 bonds"]}}} +{"timestamp": "2025-12-23T16:18:48", "job_id": "checker_20251223_161848_19096", "target_smiles_raw": "Cn1nccc1[C@]1(O)CCCC[C@H]1O", "target_smiles_canonical": "Cn1nccc1[C@]1(O)CCCC[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Cn1nccc1[C@]1(O)CCCC[C@H]1O", "product_smiles_canonical": "Cn1nccc1[C@]1(O)CCCC[C@H]1O", "reactant_smiles": ["Cn1nccc1Br", "O=C1CCCC[C@H]1O"], "reactant_smiles_canonical": ["Cn1nccc1Br", "O=C1CCCC[C@H]1O"], "stability_raw": {"Cn1nccc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.002, "logP": 1.1826, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "O=C1CCCC[C@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 114.14399999999999, "logP": 0.4904, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:48", "job_id": "checker_20251223_161848_19096", "target_smiles_raw": "Cn1nccc1[C@]1(O)CCCC[C@H]1O", "target_smiles_canonical": "Cn1nccc1[C@]1(O)CCCC[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C1CCCC[C@H]1O", "product_smiles_canonical": "O=C1CCCC[C@H]1O", "reactant_smiles": ["COC1(OC)CCCC[C@H]1O"], "reactant_smiles_canonical": ["COC1(OC)CCCC[C@H]1O"], "stability_raw": {"COC1(OC)CCCC[C@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 160.21300000000002, "logP": 0.9103999999999999, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 7, 6, 5]], "bond_rings": [[10, 8, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 8, Product has 6"]}}} +{"timestamp": "2025-12-23T16:18:48", "job_id": "checker_20251223_161848_19096", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "product_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "reactant_smiles": ["CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "N#Cc1cc(Cl)cc(B(O)O)c1"], "reactant_smiles_canonical": ["CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "N#Cc1cc(Cl)cc(B(O)O)c1"], "stability_raw": {"CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 318.2180000000002, "logP": 3.160000000000002, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 11, 12, 13, 7], [14, 15, 16, 3, 7, 13], [17, 16, 18]], "bond_rings": [[1, 2, 3, 4, 18], [8, 10, 11, 12, 19, 7], [14, 15, 21, 6, 19, 13], [16, 20, 17]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 22, "num_heavy_atoms": 19, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "N#Cc1cc(Cl)cc(B(O)O)c1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 181.387, "logP": -0.10852000000000017, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 11, 7, 6, 4, 3]], "bond_rings": [[11, 10, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:48", "job_id": "checker_20251223_161848_19096", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "product_smiles_canonical": "CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "reactant_smiles": ["CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "NBS"], "reactant_smiles_canonical": ["CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "NBS"], "stability_raw": {"CC1=NC2(N=C1N)c1ccccc1CCC21CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.32199999999995, "logP": 2.397500000000001, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 10, 11, 12, 7], [13, 14, 15, 3, 7, 12], [16, 15, 17]], "bond_rings": [[1, 2, 3, 4, 17], [8, 9, 10, 11, 18, 7], [13, 14, 20, 6, 18, 12], [15, 19, 16]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 21, "num_heavy_atoms": 18, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "NBS": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.918, "logP": -0.8585999999999998, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 0, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:18:48", "job_id": "checker_20251223_161848_19096", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "product_smiles_canonical": "CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "reactant_smiles": ["CC1=NC2(N=C1N)c1ccccc1C=CC2"], "reactant_smiles_canonical": ["CC1=NC2(CC=Cc3ccccc32)N=C1N"], "stability_raw": {"CC1=NC2(N=C1N)c1ccccc1C=CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 211.268, "logP": 2.088, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 10, 11, 12, 7], [13, 14, 15, 3, 7, 12]], "bond_rings": [[1, 2, 3, 4, 15], [8, 9, 10, 11, 16, 7], [13, 14, 17, 6, 16, 12]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 50, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -15 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 15", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [3, 5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 18 bonds, Product has 21 bonds"]}}} +{"timestamp": "2025-12-23T16:18:48", "job_id": "checker_20251223_161848_19096", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC1=NC2(N=C1N)c1ccccc1C=CC2", "product_smiles_canonical": "CC1=NC2(CC=Cc3ccccc32)N=C1N", "reactant_smiles": ["CC1=NC(=N)N=C1N", "C=Cc1ccccc1C=O"], "reactant_smiles_canonical": ["CC1=NC(=N)N=C1N", "C=Cc1ccccc1C=O"], "stability_raw": {"CC1=NC(=N)N=C1N": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 110.12, "logP": -0.24712999999999996, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 5, 6]], "bond_rings": [[1, 2, 4, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "C=Cc1ccccc1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.16199999999998, "logP": 2.1421, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [5, 6], Product rings [5, 6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:48", "job_id": "checker_20251223_161848_19096", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C=Cc1ccccc1C=O", "product_smiles_canonical": "C=Cc1ccccc1C=O", "reactant_smiles": ["C=Cc1ccccc1CO"], "reactant_smiles_canonical": ["C=Cc1ccccc1CO"], "stability_raw": {"C=Cc1ccccc1CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 1.8218999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:48", "job_id": "checker_20251223_161848_19096", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 0, "depth": 1, "product_smiles": "N#Cc1cc(Cl)cc(B(O)O)c1", "product_smiles_canonical": "N#Cc1cc(Cl)cc(B(O)O)c1", "reactant_smiles": ["NC(=O)c1cc(Cl)cc(B(O)O)c1"], "reactant_smiles_canonical": ["NC(=O)c1cc(Cl)cc(B(O)O)c1"], "stability_raw": {"NC(=O)c1cc(Cl)cc(B(O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 199.40200000000002, "logP": -0.8813000000000004, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 12, 8, 7, 5, 4]], "bond_rings": [[12, 11, 7, 6, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "product_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "reactant_smiles": ["CCC/C=C/[C@H]1CC[C@H](C=O)CC1"], "reactant_smiles_canonical": ["CCC/C=C/[C@H]1CC[C@H](C=O)CC1"], "stability_raw": {"CCC/C=C/[C@H]1CC[C@H](C=O)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 180.29099999999997, "logP": 3.3480000000000016, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 12, 11, 8, 7, 6]], "bond_rings": [[12, 11, 10, 7, 6, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Unnecessary bond formations: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 2", "Atom count mismatch for C: Reactant has 12, Product has 14", "Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCC/C=C/[C@H]1CC[C@H](C=O)CC1", "product_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C=O)CC1", "reactant_smiles": ["CCC/C=C/[C@H]1CC[C@H](CO)CC1"], "reactant_smiles_canonical": ["CCC/C=C/[C@H]1CC[C@H](CO)CC1"], "stability_raw": {"CCC/C=C/[C@H]1CC[C@H](CO)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 182.30699999999996, "logP": 3.1414000000000017, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 12, 11, 8, 7, 6]], "bond_rings": [[12, 11, 10, 7, 6, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CCC/C=C/[C@H]1CC[C@H](CO)CC1", "product_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](CO)CC1", "reactant_smiles": ["O=C[C@H]1CC[C@H](CO)CC1", "CCCCS(=O)(=O)c1nnnn1-c1ccccc1"], "reactant_smiles_canonical": ["O=C[C@H]1CC[C@H](CO)CC1", "CCCCS(=O)(=O)c1nnnn1-c1ccccc1"], "stability_raw": {"O=C[C@H]1CC[C@H](CO)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.19799999999998, "logP": 0.984, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "CCCCS(=O)(=O)c1nnnn1-c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 266.326, "logP": 1.2360999999999998, "h_bond_donors": 0, "h_bond_acceptors": 6, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 8, 9, 10, 11], [13, 14, 15, 16, 17, 12]], "bond_rings": [[7, 8, 9, 10, 17], [13, 14, 15, 16, 18, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Atom count inconsistency: -35 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 0", "Atom count mismatch for C: Reactant has 19, Product has 12", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 11 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CCCCS(=O)(=O)c1nnnn1-c1ccccc1", "product_smiles_canonical": "CCCCS(=O)(=O)c1nnnn1-c1ccccc1", "reactant_smiles": ["O=C(OO)c1cccc(Cl)c1", "CCCCSc1nnnn1-c1ccccc1"], "reactant_smiles_canonical": ["O=C(OO)c1cccc(Cl)c1", "CCCCSc1nnnn1-c1ccccc1"], "stability_raw": {"O=C(OO)c1cccc(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.56699999999998, "logP": 1.9698, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 8, 7, 6, 5]], "bond_rings": [[10, 9, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CCCCSc1nnnn1-c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 234.32800000000003, "logP": 2.554500000000001, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 8, 9], [11, 12, 13, 14, 15, 10]], "bond_rings": [[5, 6, 7, 8, 15], [11, 12, 13, 14, 16, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -35 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for Cl: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 18, Product has 11", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 17 aromatic atoms, Product has 11"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CCCCSc1nnnn1-c1ccccc1", "product_smiles_canonical": "CCCCSc1nnnn1-c1ccccc1", "reactant_smiles": ["CCCCO", "Sc1nnnn1-c1ccccc1"], "reactant_smiles_canonical": ["CCCCO", "Sc1nnnn1-c1ccccc1"], "stability_raw": {"CCCCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.12299999999999, "logP": 0.7787999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Sc1nnnn1-c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 178.22000000000003, "logP": 0.9510000000000001, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 4, 5], [7, 8, 9, 10, 11, 6]], "bond_rings": [[1, 2, 3, 4, 11], [7, 8, 9, 10, 12, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "reactant_smiles": ["C(C)(C)(C)OC(=O)N1CC[C@@H]([C@H](C(=O)O)C1)c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2", "COCCCc1cc(CNC2CC2)cc(OCC(C)(C)O)c1"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1", "COCCCc1cc(CNC2CC2)cc(OCC(C)(C)O)c1"], "stability_raw": {"C(C)(C)(C)OC(=O)N1CC[C@@H]([C@H](C(=O)O)C1)c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000003, "logP": 6.184820000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[7, 15, 11, 10, 9, 8], [17, 18, 19, 33, 34, 16], [25, 27, 28, 30, 31, 24]], "bond_rings": [[34, 14, 10, 9, 8, 7], [17, 18, 32, 33, 35, 16], [26, 27, 29, 30, 36, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}, "COCCCc1cc(CNC2CC2)cc(OCC(C)(C)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 307.434, "logP": 2.667300000000001, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 10}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 21, 14, 13, 7, 6], [11, 10, 12]], "bond_rings": [[21, 20, 13, 12, 6, 5], [10, 22, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C(C)(C)(C)OC(=O)N1CC[C@@H]([C@H](C(=O)O)C1)c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["C(C)(C)(C)OC(=O)N1CC[C@@H]([C@H](C(=O)O)C1)c2ccc(O)cc2", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"C(C)(C)(C)OC(=O)N1CC[C@@H]([C@H](C(=O)O)C1)c2ccc(O)cc2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 321.373, "logP": 2.817400000000001, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 15, 11, 10, 9, 8], [17, 18, 19, 21, 22, 16]], "bond_rings": [[22, 14, 10, 9, 8, 7], [17, 18, 20, 21, 23, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C(C)(C)(C)OC(=O)N1CC[C@@H]([C@H](C(=O)O)C1)c2ccc(O)cc2", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "reactant_smiles": ["O=C(O)[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"O=C(O)[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 5", "Atom count mismatch for C: Reactant has 22, Product has 17"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)", "product_smiles_canonical": "O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1", "reactant_smiles": ["N#C[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)"], "reactant_smiles_canonical": ["N#C[C@@H]1CNCC[C@H]1c1ccc(O)cc1"], "stability_raw": {"N#C[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 202.257, "logP": 1.6088799999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 3", "Atom count mismatch for N: Reactant has 2, Product has 1", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "N#C[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)", "product_smiles_canonical": "N#C[C@@H]1CNCC[C@H]1c1ccc(O)cc1", "reactant_smiles": ["Br[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)", "C#N"], "reactant_smiles_canonical": ["Oc1ccc([C@@H]2CCNC[C@H]2Br)cc1", "C#N"], "stability_raw": {"Br[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 256.143, "logP": 2.2326000000000006, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 6, 5, 4, 3, 2], [8, 9, 10, 12, 13, 7]], "bond_rings": [[13, 5, 4, 3, 2, 1], [8, 9, 11, 12, 14, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "C#N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 27.025999999999996, "logP": 0.13978, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "Br[C@@H]1CN(CC[C@H]1c2ccc(O)cc2)", "product_smiles_canonical": "Oc1ccc([C@@H]2CCNC[C@H]2Br)cc1", "reactant_smiles": ["Oc1ccc([C@H]2CCCNC2)cc1"], "reactant_smiles_canonical": ["Oc1ccc([C@H]2CCCNC2)cc1"], "stability_raw": {"Oc1ccc([C@H]2CCCNC2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.247, "logP": 1.8592, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "Oc1ccc([C@H]2CCCNC2)cc1", "product_smiles_canonical": "Oc1ccc([C@H]2CCCNC2)cc1", "reactant_smiles": ["COc1ccc([C@H]2CCCNC2)cc1"], "reactant_smiles_canonical": ["COc1ccc([C@H]2CCCNC2)cc1"], "stability_raw": {"COc1ccc([C@H]2CCCNC2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 191.274, "logP": 2.1622000000000003, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 12, 11, 4, 3, 2], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 11"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 4, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 1, "depth": 2, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(CNC2CC2)cc(OCC(C)(C)O)c1", "product_smiles_canonical": "COCCCc1cc(CNC2CC2)cc(OCC(C)(C)O)c1", "reactant_smiles": ["COC/C=C/c1cc(CNC2CC2)cc(OCC(C)(C)O)c1"], "reactant_smiles_canonical": ["COC/C=C/c1cc(CNC2CC2)cc(OCC(C)(C)O)c1"], "stability_raw": {"COC/C=C/c1cc(CNC2CC2)cc(OCC(C)(C)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 305.418, "logP": 2.7479000000000013, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 9}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 21, 14, 13, 7, 6], [11, 10, 12]], "bond_rings": [[21, 20, 13, 12, 6, 5], [10, 22, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 2, "product_smiles": "COC/C=C/c1cc(CNC2CC2)cc(OCC(C)(C)O)c1", "product_smiles_canonical": "COC/C=C/c1cc(CNC2CC2)cc(OCC(C)(C)O)c1", "reactant_smiles": ["NC1CC1", "COC/C=C/c1cc(C=O)cc(OCC(C)(C)O)c1"], "reactant_smiles_canonical": ["NC1CC1", "COC/C=C/c1cc(C=O)cc(OCC(C)(C)O)c1"], "stability_raw": {"NC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10749999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COC/C=C/c1cc(C=O)cc(OCC(C)(C)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 264.32099999999997, "logP": 2.3084000000000007, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 18, 11, 10, 7, 6]], "bond_rings": [[18, 17, 10, 9, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 11, "depth": 3, "product_smiles": "COC/C=C/c1cc(C=O)cc(OCC(C)(C)O)c1", "product_smiles_canonical": "COC/C=C/c1cc(C=O)cc(OCC(C)(C)O)c1", "reactant_smiles": ["COC/C=C/c1cc(CO)cc(OCC(C)(C)O)c1"], "reactant_smiles_canonical": ["COC/C=C/c1cc(CO)cc(OCC(C)(C)O)c1"], "stability_raw": {"COC/C=C/c1cc(CO)cc(OCC(C)(C)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 266.337, "logP": 1.9882000000000002, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 18, 11, 10, 7, 6]], "bond_rings": [[18, 17, 10, 9, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 12, "depth": 4, "product_smiles": "COC/C=C/c1cc(CO)cc(OCC(C)(C)O)c1", "product_smiles_canonical": "COC/C=C/c1cc(CO)cc(OCC(C)(C)O)c1", "reactant_smiles": ["COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1"], "reactant_smiles_canonical": ["COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1"], "stability_raw": {"COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 294.347, "logP": 2.2825000000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 20, 15, 14, 7, 6]], "bond_rings": [[20, 19, 14, 13, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 21, "num_heavy_atoms": 21, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for C: Reactant has 16, Product has 15"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 13, "depth": 5, "product_smiles": "COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1", "product_smiles_canonical": "COC/C=C/c1cc(OCC(C)(C)O)cc(C(=O)OC)c1", "reactant_smiles": ["COC/C=C/B1OC(C)(C)C(C)(C)O1", "COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1"], "reactant_smiles_canonical": ["COC/C=C/B1OC(C)(C)C(C)(C)O1", "COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1"], "stability_raw": {"COC/C=C/B1OC(C)(C)C(C)(C)O1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 198.07099999999997, "logP": 1.8204, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 10, 13]], "bond_rings": [[5, 6, 9, 12, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 303.152, "logP": 2.3854000000000006, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 16, 9, 8, 6, 5]], "bond_rings": [[16, 15, 8, 7, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -30 points", "Ring structure changes: -25 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 7, Product has 5", "Atom count mismatch for C: Reactant has 22, Product has 16", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:18:49", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 15, "parent_step_id": 14, "depth": 6, "product_smiles": "COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1", "product_smiles_canonical": "COC(=O)c1cc(Br)cc(OCC(C)(C)O)c1", "reactant_smiles": ["CC(C)(O)CO", "COC(=O)c1cc(O)cc(Br)c1"], "reactant_smiles_canonical": ["CC(C)(O)CO", "COC(=O)c1cc(O)cc(Br)c1"], "stability_raw": {"CC(C)(O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 90.122, "logP": -0.25039999999999996, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "COC(=O)c1cc(O)cc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 231.045, "logP": 1.9412999999999998, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 11, 9, 8, 6, 5]], "bond_rings": [[11, 10, 8, 7, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, 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6, 8, 9, 11, 12, 13, 14, 16, 18, 23, 24, 26, 27, 39, 41, 42, 43], [12, 13, 45, 47, 48, 11], [19, 20, 21, 22, 23, 18], [32, 33, 34, 36, 38, 31]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 11, 12, 13, 15, 17, 51, 23, 25, 26, 38, 40, 41, 42, 49], [12, 44, 46, 47, 50, 11], [19, 20, 21, 22, 51, 18], [32, 33, 35, 37, 52, 31]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 3, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 50, "num_bonds": 53, "num_heavy_atoms": 50, "num_heavy_bonds": 53, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 50}, "assessment": "Moderately stable"}, "CI": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 141.939, "logP": 1.0512000000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(O)C3)C(C)C=CC1O)C(C)CC2O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O)C(C)CC2O"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O)C(C)CC2O": {"valid_structure": true, "stability_score": 50, "issues": ["Large (21-membered) heterocycle with O, N (potentially unstable)", "Very large heterocycle with multiple heteroatoms (significant stability concern)"], "metrics": {"molecular_weight": 703.9140000000004, "logP": 3.3975000000000013, "h_bond_donors": 5, "h_bond_acceptors": 10, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 12, 13, 14, 16, 18, 23, 24, 26, 27, 39, 41, 42, 43], [12, 13, 45, 47, 48, 11], [19, 20, 21, 22, 23, 18], [32, 33, 34, 36, 38, 31]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 11, 12, 13, 15, 17, 51, 23, 25, 26, 38, 40, 41, 42, 49], [12, 44, 46, 47, 50, 11], [19, 20, 21, 22, 51, 18], [32, 33, 35, 37, 52, 31]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 3, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 50, "num_bonds": 53, "num_heavy_atoms": 50, "num_heavy_bonds": 53, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 50}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O)C(C)CC2O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC(=O)C2CCCCN2C(=O)C(O)C2OC(C(O)CC(C)C1)C(O)CC2C", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)O)C(C)CC2OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O", "COC(=O)C1CCCCN1"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)C(=O)O)OC2C(O)CC(C)C1", "COC(=O)C1CCCCN1"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)O)C(C)CC2OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O": {"valid_structure": true, "stability_score": 65, "issues": ["Large (15-membered) heterocycle with O (potentially unstable)"], "metrics": {"molecular_weight": 592.7700000000004, "logP": 3.5821000000000027, "h_bond_donors": 5, "h_bond_acceptors": 8, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 22, 23, 24, 36, 38, 39, 40], [12, 13, 19, 21, 22, 11], [29, 30, 31, 33, 35, 28]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 42, 22, 23, 35, 37, 38, 39, 41], [12, 18, 20, 21, 42, 11], [29, 30, 32, 34, 43, 28]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 42, "num_bonds": 44, "num_heavy_atoms": 42, "num_heavy_bonds": 44, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 42}, "assessment": "Moderately stable"}, "COC(=O)C1CCCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 143.186, "logP": 0.30149999999999993, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 9, 8, 7, 6, 5]], "bond_rings": [[9, 8, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["15-membered ring removed", "21-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 11, Product has 10", "Atom count mismatch for C: Reactant has 40, Product has 39", "Ring size change detected: Reactant rings [6, 6, 6, 15], Product rings [6, 6, 6, 21]"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(C(O)C(=O)O)C(C)CC2OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)C(=O)O)OC2C(O)CC(C)C1", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(C(O)CO)C(C)CC2OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(C(O)CO)C(C)CC2OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O": {"valid_structure": true, "stability_score": 65, "issues": ["Large (15-membered) heterocycle with O (potentially unstable)"], "metrics": {"molecular_weight": 578.7870000000005, "logP": 3.489800000000002, "h_bond_donors": 5, "h_bond_acceptors": 8, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 21, 22, 23, 35, 37, 38, 39], [12, 13, 18, 20, 21, 11], [28, 29, 30, 32, 34, 27]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 41, 21, 22, 34, 36, 37, 38, 40], [12, 17, 19, 20, 41, 11], [28, 29, 31, 33, 42, 27]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 41, "num_bonds": 43, "num_heavy_atoms": 41, "num_heavy_bonds": 43, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 41}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 9", "Possible unnecessary bonds formed: Reactant has 43 bonds, Product has 44 bonds"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 9, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(C(O)CO)C(C)CC2OC(C(C)=CC3CCC(O)C(=O)C3)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)C(=O)C2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(C(O)CO)C(C)CC2OC(C(C)=CC3CCC(O)CC3)C(C)C=CC1O", "O=C=O"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1", "O=C=O"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(C(O)CO)C(C)CC2OC(C(C)=CC3CCC(O)CC3)C(C)C=CC1O": {"valid_structure": true, "stability_score": 65, "issues": ["Large (15-membered) heterocycle with O (potentially unstable)"], "metrics": {"molecular_weight": 564.8040000000005, "logP": 4.310800000000005, "h_bond_donors": 5, "h_bond_acceptors": 7, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 21, 22, 23, 34, 36, 37, 38], [12, 13, 18, 20, 21, 11], [28, 29, 30, 32, 33, 27]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 40, 21, 22, 33, 35, 36, 37, 39], [12, 17, 19, 20, 40, 11], [28, 29, 31, 32, 41, 27]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 40, "num_bonds": 42, "num_heavy_atoms": 40, "num_heavy_bonds": 42, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 40}, "assessment": "Moderately stable"}, "O=C=O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 44.009, "logP": -0.5835, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 8", "Atom count mismatch for C: Reactant has 34, Product has 33"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 10, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(C(O)CO)C(C)CC2OC(C(C)=CC3CCC(O)CC3)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(C(O)CO)OC2C(O)CC(C)C1", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(O)C(C)CC2OC(C(C)=CC3CCC(O)CC3)C(C)C=CC1O", "OCC(O)CO"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(O)OC2C(O)CC(C)C1", "OCC(O)CO"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(O)C(C)CC2OC(C(C)=CC3CCC(O)CC3)C(C)C=CC1O": {"valid_structure": true, "stability_score": 65, "issues": ["Large (15-membered) heterocycle with O (potentially unstable)"], "metrics": {"molecular_weight": 520.7510000000003, "logP": 4.907400000000005, "h_bond_donors": 4, "h_bond_acceptors": 6, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 18, 19, 20, 31, 33, 34, 35], [12, 13, 15, 17, 18, 11], [25, 26, 27, 29, 30, 24]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 37, 18, 19, 30, 32, 33, 34, 36], [12, 14, 16, 17, 37, 11], [25, 26, 28, 29, 38, 24]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 37, "num_bonds": 39, "num_heavy_atoms": 37, "num_heavy_bonds": 39, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 37}, "assessment": "Moderately stable"}, "OCC(O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 92.09400000000001, "logP": -1.6681000000000001, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 7", "Atom count mismatch for C: Reactant has 34, Product has 33"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 11, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(O)C(C)CC2OC(C(C)=CC3CCC(O)CC3)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(C(C)=CC2CCC(O)CC2)OC2CC(C)C(O)OC2C(O)CC(C)C1", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C2OC(O)C(C)CC2OC(O)C(C)C=CC1O", "CC(C)=CC1CCC(Br)CC1"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(O)OC2CC(C)C(O)OC2C(O)CC(C)C1", "CC(C)=CC1CCC(Br)CC1"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C2OC(O)C(C)CC2OC(O)C(C)C=CC1O": {"valid_structure": true, "stability_score": 65, "issues": ["Large (15-membered) heterocycle with O (potentially unstable)"], "metrics": {"molecular_weight": 398.5400000000001, "logP": 2.3598000000000003, "h_bond_donors": 4, "h_bond_acceptors": 6, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 18, 19, 20, 22, 24, 25, 26], [12, 13, 15, 17, 18, 11]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 28, 18, 19, 21, 23, 24, 25, 27], [12, 14, 16, 17, 28, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 29, "num_heavy_atoms": 28, "num_heavy_bonds": 29, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 28}, "assessment": "Moderately stable"}, "CC(C)=CC1CCC(Br)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 217.14999999999998, "logP": 3.9063000000000025, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[10, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 32, Product has 31"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 11, "depth": 12, "product_smiles": "CC1C=C(C)CC(C)CC(O)C2OC(O)C(C)CC2OC(O)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(O)OC2CC(C)C(O)OC2C(O)CC(C)C1", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C(O)C(C)CC(O)C(C)C=CC1O", "CC(=O)O"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(O)C(O)CC(C)C1", "CC(=O)O"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C(O)C(C)CC(O)C(C)C=CC1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 340.5040000000001, "logP": 2.6608000000000014, "h_bond_donors": 4, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 13, 15, 16, 18, 20, 21, 22]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 12, 14, 15, 17, 19, 20, 21, 23]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 24, "num_heavy_atoms": 24, "num_heavy_bonds": 24, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 24}, "assessment": "Likely stable"}, "CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.05200000000001, "logP": 0.09089999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [15], Product rings [6, 15]", "Possible unnecessary bonds formed: Reactant has 27 bonds, Product has 29 bonds"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 12, "depth": 13, "product_smiles": "CC1C=C(C)CC(C)CC(O)C(O)C(C)CC(O)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(O)C(O)CC(C)C1", "reactant_smiles": ["CC1C=C(C)CC(C)CC(O)C(=O)C(C)CC(O)C(C)C=CC1O", "C[C@H](O)C"], "reactant_smiles_canonical": ["CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(=O)C(O)CC(C)C1", "CC(C)O"], "stability_raw": {"CC1C=C(C)CC(C)CC(O)C(=O)C(C)CC(O)C(C)C=CC1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 338.48800000000006, "logP": 2.869000000000001, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 5, 6, 8, 9, 11, 13, 15, 16, 18, 20, 21, 22]], "bond_rings": [[1, 2, 4, 5, 7, 8, 10, 12, 14, 15, 17, 19, 20, 21, 23]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 24, "num_heavy_atoms": 24, "num_heavy_bonds": 24, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 24}, "assessment": "Likely stable"}, "C[C@H](O)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.096000000000004, "logP": 0.3871, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for C: Reactant has 23, Product has 20"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 13, "depth": 14, "product_smiles": "CC1C=C(C)CC(C)CC(O)C(=O)C(C)CC(O)C(C)C=CC1O", "product_smiles_canonical": "CC1=CC(C)C(O)C=CC(C)C(O)CC(C)C(=O)C(O)CC(C)C1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -100 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["15-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 4", "Atom count mismatch for C: Reactant has 0, Product has 20", "Ring size change detected: Reactant rings [], Product rings [15]", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 24 bonds"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 15, "parent_step_id": 11, "depth": 12, "product_smiles": "CC(C)=CC1CCC(Br)CC1", "product_smiles_canonical": "CC(C)=CC1CCC(Br)CC1", "reactant_smiles": ["CC(C)Br", "O=C1CCC(Br)CC1"], "reactant_smiles_canonical": ["CC(C)Br", "O=C1CCC(Br)CC1"], "stability_raw": {"CC(C)Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.993, "logP": 1.7897, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C1CCC(Br)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.04099999999997, "logP": 1.893, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1", "Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 9, Product has 10"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 16, "parent_step_id": 15, "depth": 13, "product_smiles": "O=C1CCC(Br)CC1", "product_smiles_canonical": "O=C1CCC(Br)CC1", "reactant_smiles": ["OC1CCC(Br)CC1"], "reactant_smiles_canonical": ["OC1CCC(Br)CC1"], "stability_raw": {"OC1CCC(Br)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 179.05699999999996, "logP": 1.6848, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161849_19096", "target_smiles_raw": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_smiles_canonical": "C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 17, "parent_step_id": 7, "depth": 8, "product_smiles": "COC(=O)C1CCCCN1", "product_smiles_canonical": "COC(=O)C1CCCCN1", "reactant_smiles": ["COC(=O)c1ccccn1"], "reactant_smiles_canonical": ["COC(=O)c1ccccn1"], "stability_raw": {"COC(=O)c1ccccn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 137.13799999999998, "logP": 0.8681999999999999, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 9, 8, 7, 6, 5]], "bond_rings": [[9, 8, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Significant aromaticity changes: -40 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161850_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "product_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "reactant_smiles": ["CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1", "Nc1cccc(OC(F)(F)F)c1"], "reactant_smiles_canonical": ["CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1", "Nc1cccc(OC(F)(F)F)c1"], "stability_raw": {"CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 186.211, "logP": -0.6722999999999997, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 8, 12]], "bond_rings": [[5, 6, 7, 11, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "Nc1cccc(OC(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.125, "logP": 2.1673999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 11, 5, 4, 3, 2]], "bond_rings": [[11, 10, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161850_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1", "product_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1", "reactant_smiles": ["CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1"], "reactant_smiles_canonical": ["CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1"], "stability_raw": {"CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 200.19400000000002, "logP": -1.1456999999999995, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 8, 9, 13]], "bond_rings": [[6, 7, 8, 12, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161850_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1", "product_smiles_canonical": "CC(=O)NC(=O)[C@H]1CC[C@@H](C(=O)O)N1", "reactant_smiles": ["CC(N)=O", "O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1"], "reactant_smiles_canonical": ["CC(N)=O", "O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1"], "stability_raw": {"CC(N)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 59.068, "logP": -0.5084000000000002, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.58700000000002, "logP": -0.043000000000000094, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 10]], "bond_rings": [[3, 4, 5, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161850_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1", "product_smiles_canonical": "O=C(O)[C@@H]1CC[C@H](C(=O)Cl)N1", "reactant_smiles": ["O=S(Cl)Cl", "O=C(O)[C@@H]1CC[C@H](C(=O)O)N1"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "O=C(O)[C@@H]1CC[C@H](C(=O)O)N1"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)[C@@H]1CC[C@H](C(=O)O)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 159.14100000000002, "logP": -0.7238000000000002, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 10]], "bond_rings": [[3, 4, 5, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161850_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "Nc1cccc(OC(F)(F)F)c1", "product_smiles_canonical": "Nc1cccc(OC(F)(F)F)c1", "reactant_smiles": ["O=[N+]([O-])c1cccc(OC(F)(F)F)c1"], "reactant_smiles_canonical": ["O=[N+]([O-])c1cccc(OC(F)(F)F)c1"], "stability_raw": {"O=[N+]([O-])c1cccc(OC(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.10699999999994, "logP": 2.4934000000000003, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 13, 7, 6, 5, 4]], "bond_rings": [[13, 12, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161850_19096", "target_smiles_raw": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "target_smiles_canonical": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "product_smiles_canonical": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "reactant_smiles": ["COC(=O)c1ccc2c(c1)C=CC(=O)CO2"], "reactant_smiles_canonical": ["COC(=O)c1ccc2c(c1)C=CC(=O)CO2"], "stability_raw": {"COC(=O)c1ccc2c(c1)C=CC(=O)CO2": {"valid_structure": true, "stability_score": 75, "issues": ["Large (7-membered) heterocycle with O (potentially unstable)"], "metrics": {"molecular_weight": 218.20799999999997, "logP": 1.4479, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 9, 8, 7, 6, 5], [10, 8, 7, 15, 14, 12, 11]], "bond_rings": [[15, 8, 7, 6, 5, 4], [9, 7, 16, 14, 13, 11, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for Cl: Reactant has 0, Product has 2", "Atom count mismatch for C: Reactant has 12, Product has 13", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 19 bonds"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161850_19096", "target_smiles_raw": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "target_smiles_canonical": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)c1ccc2c(c1)C=CC(=O)CO2", "product_smiles_canonical": "COC(=O)c1ccc2c(c1)C=CC(=O)CO2", "reactant_smiles": ["COC(=O)c1ccc(O)c(C=CC(=O)CO)c1"], "reactant_smiles_canonical": ["COC(=O)c1ccc(O)c(C=CC(=O)CO)c1"], "stability_raw": {"COC(=O)c1ccc(O)c(C=CC(=O)CO)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.22299999999998, "logP": 0.7533999999999998, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 16, 9, 7, 6, 5]], "bond_rings": [[16, 15, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Ring size change detected: Reactant rings [6], Product rings [6, 7]"]}}} +{"timestamp": "2025-12-23T16:18:50", "job_id": "checker_20251223_161850_19096", "target_smiles_raw": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "target_smiles_canonical": "COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COC(=O)c1ccc(O)c(C=CC(=O)CO)c1", "product_smiles_canonical": "COC(=O)c1ccc(O)c(C=CC(=O)CO)c1", "reactant_smiles": ["CC(=O)CO", "COC(=O)c1ccc(O)c(C=O)c1"], "reactant_smiles_canonical": ["CC(=O)CO", "COC(=O)c1ccc(O)c(C=O)c1"], "stability_raw": {"CC(=O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.079, "logP": -0.43229999999999996, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "COC(=O)c1ccc(O)c(C=O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 180.159, "logP": 0.9912999999999998, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 12, 9, 7, 6, 5]], "bond_rings": [[12, 11, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O", "target_smiles_canonical": "Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O", "product_smiles_canonical": "Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O", "reactant_smiles": ["Cc1ccc(C(C)(C)C)cc1F", "OC[C@H]1O[C@@H](S)[C@H](O)[C@@H](O)[C@@H]1O"], "reactant_smiles_canonical": ["Cc1ccc(C(C)(C)C)cc1F", "OC[C@H]1O[C@@H](S)[C@H](O)[C@@H](O)[C@@H]1O"], "stability_raw": {"Cc1ccc(C(C)(C)C)cc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.239, "logP": 3.4316200000000023, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 4, 3, 2]], "bond_rings": [[11, 9, 8, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "OC[C@H]1O[C@@H](S)[C@H](O)[C@@H](O)[C@@H]1O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 196.22400000000002, "logP": -2.2839000000000005, "h_bond_donors": 5, "h_bond_acceptors": 6, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 8, 6, 4, 3]], "bond_rings": [[11, 9, 7, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O", "target_smiles_canonical": "Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Cc1ccc(C(C)(C)C)cc1F", "product_smiles_canonical": "Cc1ccc(C(C)(C)C)cc1F", "reactant_smiles": ["CC(C)(C)Cl", "Cc1ccccc1F"], "reactant_smiles_canonical": ["CC(C)(C)Cl", "Cc1ccccc1F"], "stability_raw": {"CC(C)(C)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 92.569, "logP": 2.0237, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Cc1ccccc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 110.131, "logP": 2.1341200000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_smiles_canonical": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "product_smiles_canonical": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "reactant_smiles": ["O=C(O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "CO"], "reactant_smiles_canonical": ["O=C(O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "CO"], "stability_raw": {"O=C(O)[C@@H]1CCCC2(CCCCC2)[C@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 212.289, "logP": 2.1825000000000006, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 13, 7, 6, 5, 4], [8, 9, 10, 11, 12, 7]], "bond_rings": [[14, 12, 6, 5, 4, 3], [8, 9, 10, 11, 15, 7]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}, "CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 32.042, "logP": -0.3915, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_smiles_canonical": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "product_smiles_canonical": "O=C(O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "reactant_smiles": ["O=C[C@@H]1CCCC2(CCCCC2)[C@H]1O"], "reactant_smiles_canonical": ["O=C[C@@H]1CCCC2(CCCCC2)[C@H]1O"], "stability_raw": {"O=C[C@@H]1CCCC2(CCCCC2)[C@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.29, "logP": 2.2968000000000006, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 12, 6, 5, 4, 3], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 11, 5, 4, 3, 2], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_smiles_canonical": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C[C@@H]1CCCC2(CCCCC2)[C@H]1O", "product_smiles_canonical": "O=C[C@@H]1CCCC2(CCCCC2)[C@H]1O", "reactant_smiles": ["OC[C@@H]1CCCC2(CCCCC2)[C@H]1O"], "reactant_smiles_canonical": ["OC[C@@H]1CCCC2(CCCCC2)[C@H]1O"], "stability_raw": {"OC[C@@H]1CCCC2(CCCCC2)[C@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 198.30599999999998, "logP": 2.0902000000000007, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 12, 6, 5, 4, 3], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 11, 5, 4, 3, 2], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_smiles_canonical": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "OC[C@@H]1CCCC2(CCCCC2)[C@H]1O", "product_smiles_canonical": "OC[C@@H]1CCCC2(CCCCC2)[C@H]1O", "reactant_smiles": ["C=C[C@@H]1CCCC2(CCCCC2)C1"], "reactant_smiles_canonical": ["C=C[C@@H]1CCCC2(CCCCC2)C1"], "stability_raw": {"C=C[C@@H]1CCCC2(CCCCC2)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 178.31899999999996, "logP": 4.313100000000003, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 12, 6, 5, 4, 3], [7, 8, 9, 10, 11, 6]], "bond_rings": [[12, 11, 5, 4, 3, 2], [7, 8, 9, 10, 13, 6]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for C: Reactant has 13, Product has 12", "Possible unnecessary bonds formed: Reactant has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_smiles_canonical": "COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C=C[C@@H]1CCCC2(CCCCC2)C1", "product_smiles_canonical": "C=C[C@@H]1CCCC2(CCCCC2)C1", "reactant_smiles": ["C=CC1CCCCC1", "BrCCCCCBr"], "reactant_smiles_canonical": ["C=CC1CCCCC1", "BrCCCCCBr"], "stability_raw": {"C=CC1CCCCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 110.2, "logP": 2.752700000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "BrCCCCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 229.94299999999998, "logP": 2.9465000000000012, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 0", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "CC(C)S(=O)(=O)Cl"], "reactant_smiles_canonical": ["N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "CC(C)S(=O)(=O)Cl"], "stability_raw": {"N[C@H]1CCOC[C@H]1c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 303.14300000000003, "logP": 2.1224, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 6, 5, 4, 3, 2], [8, 9, 10, 12, 13, 7]], "bond_rings": [[13, 5, 4, 3, 2, 1], [8, 9, 11, 12, 14, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(C)S(=O)(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.607, "logP": 0.9634, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["O=C1CCOC[C@H]1c1ccc(I)cc1", "N"], "reactant_smiles_canonical": ["O=C1CCOC[C@H]1c1ccc(I)cc1", "N"], "stability_raw": {"O=C1CCOC[C@H]1c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 302.111, "logP": 2.3642000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 6, 5, 4, 3, 2], [8, 9, 10, 12, 13, 7]], "bond_rings": [[13, 5, 4, 3, 2, 1], [8, 9, 11, 12, 14, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "O=C1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["O=C(O)CCC[C@H](O)c1ccc(I)cc1"], "reactant_smiles_canonical": ["O=C(O)CCC[C@H](O)c1ccc(I)cc1"], "stability_raw": {"O=C(O)CCC[C@H](O)c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 320.126, "logP": 2.5795000000000003, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 14, 13, 11, 10, 9]], "bond_rings": [[14, 13, 12, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)CCC[C@H](O)c1ccc(I)cc1", "product_smiles_canonical": "O=C(O)CCC[C@H](O)c1ccc(I)cc1", "reactant_smiles": ["O=C(O)CCCC(=O)c1ccc(I)cc1"], "reactant_smiles_canonical": ["O=C(O)CCCC(=O)c1ccc(I)cc1"], "stability_raw": {"O=C(O)CCCC(=O)c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 318.11, "logP": 2.7288000000000006, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 14, 13, 11, 10, 9]], "bond_rings": [[14, 13, 12, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C(O)CCCC(=O)c1ccc(I)cc1", "product_smiles_canonical": "O=C(O)CCCC(=O)c1ccc(I)cc1", "reactant_smiles": ["O=C(O)CCCC(=O)O", "Ic1ccccc1"], "reactant_smiles_canonical": ["O=C(O)CCCC(=O)O", "Ic1ccccc1"], "stability_raw": {"O=C(O)CCCC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.115, "logP": 0.32590000000000025, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "Ic1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 204.01000000000002, "logP": 2.2912, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Iodo", "from_positions": ["position 1"], "to_positions": ["para"]}], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Substituent position change detected: Iodo moved from position 1 to para position(s)"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "product_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "reactant_smiles": ["O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12", "CN1CC[C@@H](B(O)O)[C@@H]1CO"], "reactant_smiles_canonical": ["O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12", "CN1CC[C@@H](B(O)O)[C@@H]1CO"], "stability_raw": {"O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 401.13400000000007, "logP": 4.6525000000000025, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 23, 15, 14, 3, 2], [5, 6, 7, 12, 13, 4], [16, 18, 20, 21, 23, 15]], "bond_rings": [[23, 25, 14, 13, 2, 1], [5, 6, 11, 12, 24, 4], [17, 19, 20, 22, 25, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 26, "num_heavy_atoms": 24, "num_heavy_bonds": 26, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CN1CC[C@@H](B(O)O)[C@@H]1CO": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 158.99399999999997, "logP": -1.4742000000000004, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 8]], "bond_rings": [[1, 2, 3, 7, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Hydroxy", "from_positions": ["ortho"], "to_positions": ["ortho", "ortho"]}], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 7, Product has 5", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Substituent position change detected: Hydroxy moved from ortho to ortho, ortho position(s)"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12", "product_smiles_canonical": "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2c(Br)c(O)cc(O)c12", "reactant_smiles": ["O=C1CCC(=O)N1Br", "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 322.238, "logP": 3.890000000000002, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 22, 15, 14, 3, 2], [5, 6, 7, 12, 13, 4], [16, 17, 19, 20, 22, 15]], "bond_rings": [[22, 24, 14, 13, 2, 1], [5, 6, 11, 12, 23, 4], [16, 18, 19, 21, 24, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 25, "num_heavy_atoms": 23, "num_heavy_bonds": 25, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 20, Product has 16", "Ring size change detected: Reactant rings [5, 6, 6, 6], Product rings [6, 6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12", "product_smiles_canonical": "O=c1cc(-c2ccc(C(F)(F)F)cc2)oc2cc(O)cc(O)c12", "reactant_smiles": ["CC(=O)c1c(O)cc(O)cc1O", "O=C(Cl)c1ccc(C(F)(F)F)cc1"], "reactant_smiles_canonical": ["CC(=O)c1c(O)cc(O)cc1O", "O=C(Cl)c1ccc(C(F)(F)F)cc1"], "stability_raw": {"CC(=O)c1c(O)cc(O)cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 168.14799999999997, "logP": 1.006, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 9, 7, 6, 4]], "bond_rings": [[11, 9, 8, 6, 5, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C(Cl)c1ccc(C(F)(F)F)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 208.56599999999997, "logP": 3.0844000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 12, 11, 6, 5, 4]], "bond_rings": [[12, 11, 10, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 5, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for Cl: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [6, 6], Product rings [6, 6, 6]", "Significant change in aromaticity: Reactant has 12 aromatic atoms, Product has 16"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "CN1CC[C@@H](B(O)O)[C@@H]1CO", "product_smiles_canonical": "CN1CC[C@@H](B(O)O)[C@@H]1CO", "reactant_smiles": ["CN1CC[C@@H](Br)[C@@H]1CO"], "reactant_smiles_canonical": ["CN1CC[C@@H](Br)[C@@H]1CO"], "stability_raw": {"CN1CC[C@@H](Br)[C@@H]1CO": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 194.072, "logP": 0.4463000000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 0, Product has 1", "Atom count mismatch for O: Reactant has 1, Product has 3", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 11 bonds"]}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 2, "product_smiles": "CN1CC[C@@H](Br)[C@@H]1CO", "product_smiles_canonical": "CN1CC[C@@H](Br)[C@@H]1CO", "reactant_smiles": ["CN1CC[C@@H](Br)[C@@H]1C=O"], "reactant_smiles_canonical": ["CN1CC[C@@H](Br)[C@@H]1C=O"], "stability_raw": {"CN1CC[C@@H](Br)[C@@H]1C=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 192.056, "logP": 0.6529, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:51", "job_id": "checker_20251223_161851_19096", "target_smiles_raw": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_smiles_canonical": "CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "CN1CC[C@@H](Br)[C@@H]1C=O", "product_smiles_canonical": "CN1CC[C@@H](Br)[C@@H]1C=O", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 15, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -30 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Atom count mismatch for O: Reactant has 0, Product has 1", "Atom count mismatch for N: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 6", "Ring size change detected: Reactant rings [], Product rings [5]", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 9 bonds"]}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "CC#CCn1c(Br)nc(C=O)c1C(=O)OC", "target_smiles_canonical": "CC#CCn1c(Br)nc(C=O)c1C(=O)OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC#CCn1c(Br)nc(C=O)c1C(=O)OC", "product_smiles_canonical": "CC#CCn1c(Br)nc(C=O)c1C(=O)OC", "reactant_smiles": ["CC#CCBr", "COC(=O)c1[nH]c(Br)nc1C=O"], "reactant_smiles_canonical": ["CC#CCBr", "COC(=O)c1[nH]c(Br)nc1C=O"], "stability_raw": {"CC#CCBr": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 132.988, "logP": 1.4046, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Moderately stable"}, "COC(=O)c1[nH]c(Br)nc1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 233.02100000000002, "logP": 0.7713000000000001, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 8, 9]], "bond_rings": [[4, 5, 7, 8, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "CC#CCn1c(Br)nc(C=O)c1C(=O)OC", "target_smiles_canonical": "CC#CCn1c(Br)nc(C=O)c1C(=O)OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)c1[nH]c(Br)nc1C=O", "product_smiles_canonical": "COC(=O)c1[nH]c(Br)nc1C=O", "reactant_smiles": ["COC(=O)c1[nH]cnc1C=O", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["COC(=O)c1[nH]cnc1C=O", "O=C1CCC(=O)N1Br"], "stability_raw": {"COC(=O)c1[nH]cnc1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 154.125, "logP": 0.008800000000000086, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for N: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 10, Product has 6", "Ring size change detected: Reactant rings [5, 5], Product rings [5]"]}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12", "target_smiles_canonical": "Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12", "product_smiles_canonical": "Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12", "reactant_smiles": ["Cc1ccn2cc(C=O)n(-c3ccccc3)c(=O)c12"], "reactant_smiles_canonical": ["Cc1ccn2cc(C=O)n(-c3ccccc3)c(=O)c12"], "stability_raw": {"Cc1ccn2cc(C=O)n(-c3ccccc3)c(=O)c12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 252.273, "logP": 2.21112, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 4, 18], [5, 6, 9, 16, 18, 4], [11, 12, 13, 14, 15, 10]], "bond_rings": [[1, 2, 3, 19, 18], [5, 8, 15, 17, 19, 4], [11, 12, 13, 14, 20, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 15, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12", "target_smiles_canonical": "Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Cc1ccn2cc(C=O)n(-c3ccccc3)c(=O)c12", "product_smiles_canonical": "Cc1ccn2cc(C=O)n(-c3ccccc3)c(=O)c12", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -75 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for N: Reactant has 0, Product has 2", "Atom count mismatch for C: Reactant has 0, Product has 15", "Ring size change detected: Reactant rings [], Product rings [5, 6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 15", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 21 bonds"]}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "product_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "reactant_smiles": ["O=C(O)CO", "CC(C)(CO)Nc1cc(Br)ncc1N"], "reactant_smiles_canonical": ["O=C(O)CO", "CC(C)(CO)Nc1cc(Br)ncc1N"], "stability_raw": {"O=C(O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.051, "logP": -0.9367000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(CO)Nc1cc(Br)ncc1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 260.135, "logP": 1.6091, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 10, 8, 7]], "bond_rings": [[13, 11, 10, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 25, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 9"]}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(CO)Nc1cc(Br)ncc1N", "product_smiles_canonical": "CC(C)(CO)Nc1cc(Br)ncc1N", "reactant_smiles": ["CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1"], "reactant_smiles_canonical": ["CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1"], "stability_raw": {"CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.3420000000001, "logP": 5.196000000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 6}, "ring_data": {"num_rings": 3, "atom_rings": [[6, 12, 11, 10, 8, 7], [16, 17, 18, 19, 20, 15], [22, 23, 24, 25, 26, 21]], "bond_rings": [[26, 11, 10, 9, 7, 6], [16, 17, 18, 19, 27, 15], [22, 23, 24, 25, 28, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 27, "num_bonds": 29, "num_heavy_atoms": 27, "num_heavy_bonds": 29, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -65 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 22, Product has 9", "Ring size change detected: Reactant rings [6, 6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 18 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1", "product_smiles_canonical": "CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1", "reactant_smiles": ["N=C(c1ccccc1)c1ccccc1", "CC(C)(CO)Nc1cc(Br)ncc1Br"], "reactant_smiles_canonical": ["N=C(c1ccccc1)c1ccccc1", "CC(C)(CO)Nc1cc(Br)ncc1Br"], "stability_raw": {"N=C(c1ccccc1)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 181.238, "logP": 3.1027700000000014, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 7, 2], [9, 10, 11, 12, 13, 8]], "bond_rings": [[3, 4, 5, 6, 13, 2], [9, 10, 11, 12, 14, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CC(C)(CO)Nc1cc(Br)ncc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 324.01599999999996, "logP": 2.7894000000000005, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 10, 8, 7]], "bond_rings": [[13, 11, 10, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(CO)Nc1cc(Br)ncc1Br", "product_smiles_canonical": "CC(C)(CO)Nc1cc(Br)ncc1Br", "reactant_smiles": ["CC(C)(N)CO", "Brc1cc(Br)c(Br)cn1"], "reactant_smiles_canonical": ["CC(C)(N)CO", "Brc1cc(Br)c(Br)cn1"], "stability_raw": {"CC(C)(N)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.13799999999999, "logP": -0.2840000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Brc1cc(Br)c(Br)cn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 315.79, "logP": 3.3691000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 7, 5, 3, 2]], "bond_rings": [[8, 7, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Bromo", "from_positions": ["meta", "ortho", "ortho"], "to_positions": ["meta", "ortho"]}], "detected_issues": ["Atom count mismatch for Br: Reactant has 3, Product has 2", "Substituent position change detected: Bromo moved from meta, ortho, ortho to meta, ortho position(s)"]}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "Brc1cc(Br)c(Br)cn1", "product_smiles_canonical": "Brc1cc(Br)c(Br)cn1", "reactant_smiles": ["O=C1CCC(=O)N1Br", "Brc1ccnc(Br)c1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "Brc1ccnc(Br)c1"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "Brc1ccnc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.89399999999998, "logP": 2.6066000000000003, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 9, Product has 5", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S", "target_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S", "product_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S", "reactant_smiles": ["C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O"], "reactant_smiles_canonical": ["C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O"], "stability_raw": {"C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 327.42400000000004, "logP": 3.4940000000000024, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 4, 5, 6, 7, 2], [9, 8, 22, 21, 10], [18, 10, 21, 20, 19]], "bond_rings": [[3, 4, 5, 6, 23, 2], [8, 24, 21, 25, 9], [17, 25, 20, 19, 18]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 26, "num_heavy_atoms": 24, "num_heavy_bonds": 26, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for S: Reactant has 0, Product has 1", "Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S", "target_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "product_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "reactant_smiles": ["O=C1[C@@H]2CC=C[C@]2(C(=O)OC(C)(C)C)CN1", "C[C@H](Br)c1ccccc1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)[C@]12C=CC[C@H]1C(=O)NC2", "C[C@H](Br)c1ccccc1"], "stability_raw": {"O=C1[C@@H]2CC=C[C@]2(C(=O)OC(C)(C)C)CN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 223.27199999999996, "logP": 1.0204, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 6, 14, 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0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S", "target_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, 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"product_smiles": "C=CCC(C(=O)O)C(=O)O", "product_smiles_canonical": "C=CCC(C(=O)O)C(=O)O", "reactant_smiles": ["C=CCC(C(=O)OCC)C(=O)OCC"], "reactant_smiles_canonical": ["C=CCC(C(=O)OCC)C(=O)OCC"], "stability_raw": {"C=CCC(C(=O)OCC)C(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 200.23399999999995, "logP": 1.3049, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 6}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 13, "num_heavy_atoms": 14, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -20 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"issues": [], "metrics": {"molecular_weight": 200.079, "logP": 2.7247000000000003, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[9, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (Br1.C2)", "from_positions": ["ortho"], "to_positions": ["position 1"]}], "detected_issues": ["Atom count mismatch for N: Reactant has 1, Product has 0", "Substituent position change detected: Group (Br1.C2) moved from ortho to position 1 position(s)"]}}} +{"timestamp": "2025-12-23T16:18:52", "job_id": "checker_20251223_161852_19096", "target_smiles_raw": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S", "target_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 3, "product_smiles": "C[C@H](Br)c1ccccc1N", "product_smiles_canonical": "C[C@H](Br)c1ccccc1N", "reactant_smiles": ["C[C@H](Br)c1ccccc1[N+](=O)[O-]"], "reactant_smiles_canonical": ["C[C@H](Br)c1ccccc1[N+](=O)[O-]"], "stability_raw": {"C[C@H](Br)c1ccccc1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 230.061, "logP": 3.0507000000000017, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[11, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_smiles_canonical": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "product_smiles_canonical": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "reactant_smiles": ["CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C", "O=C(O)c1nc(C(F)(F)F)c(CC)[nH]1"], "reactant_smiles_canonical": ["CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C", "CCc1[nH]c(C(=O)O)nc1C(F)(F)F"], "stability_raw": {"CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 299.396, "logP": 1.18062, "h_bond_donors": 1, "h_bond_acceptors": 7, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 17, 18], [9, 10, 11, 13, 16, 8]], "bond_rings": [[5, 6, 16, 17, 19], [9, 10, 12, 15, 20, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}, "O=C(O)c1nc(C(F)(F)F)c(CC)[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 208.13899999999998, "logP": 1.6891, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 10, 13]], "bond_rings": [[3, 4, 9, 12, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_smiles_canonical": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C", "product_smiles_canonical": "CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C", "reactant_smiles": ["CO[C@@H]1CNCC[C@@H]1N", "CCOC(=O)c1nc(Cl)sc1C"], "reactant_smiles_canonical": ["CO[C@@H]1CNCC[C@@H]1N", "CCOC(=O)c1nc(Cl)sc1C"], "stability_raw": {"CO[C@@H]1CNCC[C@@H]1N": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 130.19099999999997, "logP": -0.6779999999999995, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CCOC(=O)c1nc(Cl)sc1C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 205.666, "logP": 2.28162, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 9, 10]], "bond_rings": [[5, 6, 8, 9, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_smiles_canonical": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)c1nc(C(F)(F)F)c(CC)[nH]1", "product_smiles_canonical": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "reactant_smiles": ["CCc1cnc(C(F)(F)F)[nH]1", "O=C=O"], "reactant_smiles_canonical": ["CCc1cnc(C(F)(F)F)[nH]1", "O=C=O"], "stability_raw": {"CCc1cnc(C(F)(F)F)[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 164.13, "logP": 1.9909, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 10]], "bond_rings": [[2, 3, 4, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C=O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 44.009, "logP": -0.5835, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_smiles_canonical": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "CCc1cnc(C(F)(F)F)[nH]1", "product_smiles_canonical": "CCc1cnc(C(F)(F)F)[nH]1", "reactant_smiles": ["CC(=O)c1cnc(C(F)(F)F)[nH]1"], "reactant_smiles_canonical": ["CC(=O)c1cnc(C(F)(F)F)[nH]1"], "stability_raw": {"CC(=O)c1cnc(C(F)(F)F)[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 178.113, "logP": 1.6311, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 11]], "bond_rings": [[3, 4, 5, 10, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_smiles_canonical": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "CC(=O)c1cnc(C(F)(F)F)[nH]1", "product_smiles_canonical": "CC(=O)c1cnc(C(F)(F)F)[nH]1", "reactant_smiles": ["CC(=O)Cl", "FC(F)(F)c1ncc[nH]1"], "reactant_smiles_canonical": ["CC(=O)Cl", "FC(F)(F)c1ncc[nH]1"], "stability_raw": {"CC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.498, "logP": 0.7717, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "FC(F)(F)c1ncc[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.076, "logP": 1.4284999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "product_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "reactant_smiles": ["COC[C@H](C)CO", "BrCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1"], "reactant_smiles_canonical": ["COC[C@H](C)CO", "CC(=O)NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br"], "stability_raw": {"COC[C@H](C)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 104.149, "logP": 0.26120000000000004, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "BrCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 577.3170000000002, "logP": 4.642300000000003, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 32, 31, 5, 4, 3], [8, 9, 10, 11, 12, 6], [14, 13, 29, 16, 15], [18, 19, 20, 21, 22, 17]], "bond_rings": [[32, 31, 30, 4, 3, 2], [8, 9, 10, 11, 33, 7], [13, 34, 28, 15, 14], [18, 19, 20, 21, 35, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 33, "num_bonds": 36, "num_heavy_atoms": 33, "num_heavy_bonds": 36, "num_aromatic_atoms": 17, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC[C@H](C)CO", "product_smiles_canonical": "COC[C@H](C)CO", "reactant_smiles": ["COC[C@H](C)C(=O)O"], "reactant_smiles_canonical": ["COC[C@H](C)C(=O)O"], "stability_raw": {"COC[C@H](C)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.13199999999999, "logP": 0.3535000000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "BrCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "product_smiles_canonical": "CC(=O)NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br", "reactant_smiles": ["BrCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCN)c2Br)cc1", "CC(=O)Cl"], "reactant_smiles_canonical": ["NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br", "CC(=O)Cl"], "stability_raw": {"BrCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCN)c2Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 535.2800000000002, "logP": 4.464900000000003, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 6}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 29, 28, 5, 4, 3], [8, 9, 10, 11, 12, 6], [14, 13, 26, 16, 15], [18, 19, 20, 21, 22, 17]], "bond_rings": [[29, 28, 27, 4, 3, 2], [8, 9, 10, 11, 30, 7], [13, 31, 25, 15, 14], [18, 19, 20, 21, 32, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 33, "num_heavy_atoms": 30, "num_heavy_bonds": 33, "num_aromatic_atoms": 17, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "CC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.498, "logP": 0.7717, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "BrCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCN)c2Br)cc1", "product_smiles_canonical": "NCCc1ccccc1-c1onc([C@H]2CNCC[C@]2(O)c2ccc(CBr)cc2)c1Br", "reactant_smiles": ["BrCc1ccc(C(=O)CCNCCc2noc(-c3ccccc3CCN)c2Br)cc1"], "reactant_smiles_canonical": ["NCCc1ccccc1-c1onc(CCNCCC(=O)c2ccc(CBr)cc2)c1Br"], "stability_raw": {"BrCc1ccc(C(=O)CCNCCc2noc(-c3ccccc3CCN)c2Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 535.2800000000002, "logP": 4.905300000000003, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 11}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 29, 28, 5, 4, 3], [14, 13, 26, 16, 15], [18, 19, 20, 21, 22, 17]], "bond_rings": [[29, 28, 27, 4, 3, 2], [13, 30, 25, 15, 14], [18, 19, 20, 21, 31, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 32, "num_heavy_atoms": 30, "num_heavy_bonds": 32, "num_aromatic_atoms": 17, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 6, 6, 6]", "Possible unnecessary bonds formed: Reactant has 32 bonds, Product has 33 bonds"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "BrCc1ccc(C(=O)CCNCCc2noc(-c3ccccc3CCN)c2Br)cc1", "product_smiles_canonical": "NCCc1ccccc1-c1onc(CCNCCC(=O)c2ccc(CBr)cc2)c1Br", "reactant_smiles": ["O=CCC(=O)c1ccc(CBr)cc1", "NCCc1noc(-c2ccccc2CCN)c1Br"], "reactant_smiles_canonical": ["O=CCC(=O)c1ccc(CBr)cc1", "NCCc1ccccc1-c1onc(CCN)c1Br"], "stability_raw": {"O=CCC(=O)c1ccc(CBr)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 241.08399999999997, "logP": 2.3532, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 12, 11, 8, 7, 6]], "bond_rings": [[12, 11, 10, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "NCCc1noc(-c2ccccc2CCN)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 310.19499999999994, "logP": 2.1064999999999996, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 16], [8, 9, 10, 11, 12, 7]], "bond_rings": [[3, 4, 5, 15, 17], [8, 9, 10, 11, 18, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "O=CCC(=O)c1ccc(CBr)cc1", "product_smiles_canonical": "O=CCC(=O)c1ccc(CBr)cc1", "reactant_smiles": ["Cc1ccc(C(=O)CC=O)cc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Cc1ccc(C(=O)CC=O)cc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"Cc1ccc(C(=O)CC=O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.18800000000002, "logP": 1.7667199999999998, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 11, 10, 4, 3, 2]], "bond_rings": [[11, 10, 9, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 14, Product has 10", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "Cc1ccc(C(=O)CC=O)cc1", "product_smiles_canonical": "Cc1ccc(C(=O)CC=O)cc1", "reactant_smiles": ["CCOC=O", "CC(=O)c1ccc(C)cc1"], "reactant_smiles_canonical": ["CCOC=O", "CC(=O)c1ccc(C)cc1"], "stability_raw": {"CCOC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.07900000000001, "logP": 0.17930000000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(=O)c1ccc(C)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.17799999999997, "logP": 2.1976200000000006, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 12, Product has 10"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 4, "depth": 4, "product_smiles": "NCCc1noc(-c2ccccc2CCN)c1Br", "product_smiles_canonical": "NCCc1ccccc1-c1onc(CCN)c1Br", "reactant_smiles": ["BrCCc1noc(-c2ccccc2CCBr)c1Br"], "reactant_smiles_canonical": ["BrCCc1ccccc1-c1onc(CCBr)c1Br"], "stability_raw": {"BrCCc1noc(-c2ccccc2CCBr)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 437.95700000000005, "logP": 4.978900000000002, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 16], [8, 9, 10, 11, 12, 7]], "bond_rings": [[3, 4, 5, 15, 17], [8, 9, 10, 11, 18, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 1, Product has 3"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 5, "product_smiles": "BrCCc1noc(-c2ccccc2CCBr)c1Br", "product_smiles_canonical": "BrCCc1ccccc1-c1onc(CCBr)c1Br", "reactant_smiles": ["CCc1ccccc1-c1onc(CC)c1Br"], "reactant_smiles_canonical": ["CCc1ccccc1-c1onc(CC)c1Br"], "stability_raw": {"CCc1ccccc1-c1onc(CC)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 280.16499999999996, "logP": 4.228900000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 8, 14, 11, 10]], "bond_rings": [[15, 6, 5, 4, 3, 2], [8, 16, 13, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 3", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 19 bonds"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 6, "product_smiles": "CCc1ccccc1-c1onc(CC)c1Br", "product_smiles_canonical": "CCc1ccccc1-c1onc(CC)c1Br", "reactant_smiles": ["C=Cc1noc(-c2ccccc2CC)c1Br"], "reactant_smiles_canonical": ["C=Cc1noc(-c2ccccc2CC)c1Br"], "stability_raw": {"C=Cc1noc(-c2ccccc2CC)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 278.14899999999994, "logP": 4.309500000000002, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 14], [7, 8, 9, 10, 11, 6]], "bond_rings": [[2, 3, 4, 13, 15], [7, 8, 9, 10, 16, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 7, "product_smiles": "C=Cc1noc(-c2ccccc2CC)c1Br", "product_smiles_canonical": "C=Cc1noc(-c2ccccc2CC)c1Br", "reactant_smiles": ["C=CB1OC(C)(C)C(C)(C)O1", "CCc1ccccc1-c1onc(Cl)c1Br"], "reactant_smiles_canonical": ["C=CB1OC(C)(C)C(C)(C)O1", "CCc1ccccc1-c1onc(Cl)c1Br"], "stability_raw": {"C=CB1OC(C)(C)C(C)(C)O1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 154.01799999999997, "logP": 1.8037999999999998, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 7, 10]], "bond_rings": [[2, 3, 6, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "CCc1ccccc1-c1onc(Cl)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 286.5559999999999, "logP": 4.319900000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 8, 13, 11, 10]], "bond_rings": [[14, 6, 5, 4, 3, 2], [8, 15, 12, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 20, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Ring structure changes: -50 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Cl: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 19, Product has 13", "Ring size change detected: Reactant rings [5, 5, 6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 8, "product_smiles": "CCc1ccccc1-c1onc(Cl)c1Br", "product_smiles_canonical": "CCc1ccccc1-c1onc(Cl)c1Br", "reactant_smiles": ["O=C1CCC(=O)N1Br", "CCc1ccccc1-c1cc(Cl)no1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "CCc1ccccc1-c1cc(Cl)no1"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CCc1ccccc1-c1cc(Cl)no1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.65999999999997, "logP": 3.557400000000002, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 8, 13, 12, 10]], "bond_rings": [[13, 6, 5, 4, 3, 2], [8, 14, 12, 11, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 15, Product has 11", "Ring size change detected: Reactant rings [5, 5, 6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T16:18:53", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 11, "depth": 9, "product_smiles": "CCc1ccccc1-c1cc(Cl)no1", "product_smiles_canonical": "CCc1ccccc1-c1cc(Cl)no1", "reactant_smiles": ["O=[N+]([O-])CCl", "C#Cc1ccccc1CC"], "reactant_smiles_canonical": ["O=[N+]([O-])CCl", "C#Cc1ccccc1CC"], "stability_raw": {"O=[N+]([O-])CCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 95.48500000000001, "logP": 0.4593999999999999, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "C#Cc1ccccc1CC": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 130.18999999999997, "logP": 2.2303000000000006, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 25, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -5 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 11", "Possible unnecessary bonds formed: Reactant has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "reactant_smiles": ["COCCCc1cc(C=O)cc(OCCCC#N)c1", "NC1CC1", "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1"], "reactant_smiles_canonical": ["COCCCc1cc(C=O)cc(OCCCC#N)c1", "NC1CC1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1"], "stability_raw": {"COCCCc1cc(C=O)cc(OCCCC#N)c1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 261.3209999999999, "logP": 2.7606800000000016, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 18, 11, 10, 7, 6]], "bond_rings": [[18, 17, 10, 9, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Moderately stable"}, "NC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10749999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000003, "logP": 6.184820000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 15, 14, 13, 5, 4], [17, 18, 19, 33, 34, 16], [25, 27, 28, 30, 31, 24]], "bond_rings": [[34, 14, 13, 12, 4, 3], [17, 18, 32, 33, 35, 16], [26, 27, 29, 30, 36, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 7"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(C=O)cc(OCCCC#N)c1", "product_smiles_canonical": "COCCCc1cc(C=O)cc(OCCCC#N)c1", "reactant_smiles": ["C=CCOC", "N#CCCCOc1cc(Br)cc(C=O)c1"], "reactant_smiles_canonical": ["C=CCOC", "N#CCCCOc1cc(Br)cc(C=O)c1"], "stability_raw": {"C=CCOC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 72.107, "logP": 0.8188, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "N#CCCCOc1cc(Br)cc(C=O)c1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 268.10999999999996, "logP": 2.944180000000001, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 14, 11, 10, 8, 7]], "bond_rings": [[14, 13, 10, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "N#CCCCOc1cc(Br)cc(C=O)c1", "product_smiles_canonical": "N#CCCCOc1cc(Br)cc(C=O)c1", "reactant_smiles": ["N#CCCCBr", "O=Cc1cc(O)cc(Br)c1"], "reactant_smiles_canonical": ["N#CCCCBr", "O=Cc1cc(O)cc(Br)c1"], "stability_raw": {"N#CCCCBr": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 148.003, "logP": 1.68508, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}, "O=Cc1cc(O)cc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 201.01899999999998, "logP": 1.9671999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 7, 6, 4, 3]], "bond_rings": [[9, 8, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.32400000000007, "logP": 4.537320000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 26, 27, 9], [18, 20, 21, 23, 24, 17]], "bond_rings": [[27, 7, 6, 5, 4, 3], [10, 11, 25, 26, 28, 9], [19, 20, 22, 23, 29, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 6", "Atom count mismatch for C: Reactant has 31, Product has 26"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 2, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "stability_raw": {"OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27300000000002, "logP": 1.0776, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 265.30899999999997, "logP": 0.6042999999999998, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[18, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 14, Product has 12", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 5, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O", "product_smiles_canonical": "O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CC=O", "NC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CCC(CC=O)c1ccc(O)cc1", "NC[C@H](O)C=O"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.21399999999997, "logP": 1.6538, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "NC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.094, "logP": -1.4950999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 6, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CC=O", "product_smiles_canonical": "O=CCC(CC=O)c1ccc(O)cc1", "reactant_smiles": ["OCC[C@@H](c1ccc(O)cc1)CCO"], "reactant_smiles_canonical": ["OCCC(CCO)c1ccc(O)cc1"], "stability_raw": {"OCC[C@@H](c1ccc(O)cc1)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.24599999999998, "logP": 1.2406, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 7, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Atom count mismatch for C: Reactant has 10, Product has 11", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 8, "product_smiles": "C=Cc1ccc(O)cc1", "product_smiles_canonical": "C=Cc1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(OC)cc1"], "reactant_smiles_canonical": ["C=Cc1ccc(OC)cc1"], "stability_raw": {"C=Cc1ccc(OC)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 2.3382000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 4, "depth": 3, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 3, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161853_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 12, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_smiles_canonical": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "product_smiles_canonical": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "reactant_smiles": ["COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1"], "reactant_smiles_canonical": ["COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1"], "stability_raw": {"COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 359.45100000000014, "logP": 3.603600000000003, "h_bond_donors": 1, "h_bond_acceptors": 7, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[4, 24, 23, 7, 6, 5], [9, 8, 22, 14, 13], [15, 16, 17, 21, 22, 14], [18, 17, 21, 20, 19]], "bond_rings": [[24, 23, 22, 6, 5, 4], [8, 25, 26, 13, 12], [15, 16, 27, 21, 26, 14], [17, 27, 20, 19, 18]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 18, Product has 17"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_smiles_canonical": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1", "product_smiles_canonical": "COC(=O)[C@H]1CC[C@H](n2c([C@@H](C)O)nc3cnc4ccsc4c32)CC1", "reactant_smiles": ["C[C@@H](O)C(N)=O", "COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1"], "reactant_smiles_canonical": ["C[C@@H](O)C(N)=O", "COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1"], "stability_raw": {"C[C@@H](O)C(N)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.09400000000001, "logP": -1.1475000000000002, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 305.40300000000013, "logP": 3.0222000000000016, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[4, 20, 19, 7, 6, 5], [10, 12, 13, 14, 18, 9], [15, 14, 18, 17, 16]], "bond_rings": [[20, 19, 18, 6, 5, 4], [11, 12, 13, 22, 21, 9], [14, 22, 17, 16, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 23, "num_heavy_atoms": 21, "num_heavy_bonds": 23, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 5, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for N: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 5, 6, 6]", "Significant change in aromaticity: Reactant has 9 aromatic atoms, Product has 12"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_smiles_canonical": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1", "product_smiles_canonical": "COC(=O)[C@H]1CC[C@H](Nc2c(N)cnc3ccsc23)CC1", "reactant_smiles": ["COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1"], "reactant_smiles_canonical": ["COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1"], "stability_raw": {"COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 335.3850000000001, "logP": 3.348200000000002, "h_bond_donors": 1, "h_bond_acceptors": 7, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[4, 22, 21, 7, 6, 5], [10, 14, 15, 16, 20, 9], [17, 16, 20, 19, 18]], "bond_rings": [[22, 21, 20, 6, 5, 4], [13, 14, 15, 24, 23, 9], [16, 24, 19, 18, 17]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 25, "num_heavy_atoms": 23, "num_heavy_bonds": 25, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_smiles_canonical": "C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1", "product_smiles_canonical": "COC(=O)[C@H]1CC[C@H](Nc2c([N+](=O)[O-])cnc3ccsc23)CC1", "reactant_smiles": ["COC(=O)[C@H]1CC[C@H](N)CC1", "O=[N+]([O-])c1cnc2ccsc2c1Cl"], "reactant_smiles_canonical": ["COC(=O)[C@H]1CC[C@H](N)CC1", "O=[N+]([O-])c1cnc2ccsc2c1Cl"], "stability_raw": {"COC(=O)[C@H]1CC[C@H](N)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 157.21299999999997, "logP": 0.6768999999999997, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[10, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "O=[N+]([O-])c1cnc2ccsc2c1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 214.63299999999998, "logP": 2.8579000000000008, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 11, 10, 6, 5, 4], [7, 6, 10, 9, 8]], "bond_rings": [[12, 10, 13, 5, 4, 3], [6, 13, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_smiles_canonical": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "product_smiles_canonical": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "reactant_smiles": ["C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F", "CC(O)C(C)O"], "reactant_smiles_canonical": ["C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F", "CC(O)C(C)O"], "stability_raw": {"C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 232.20099999999994, "logP": 1.8384, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 9, 7, 6, 4]], "bond_rings": [[15, 9, 8, 6, 5, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 16, "num_heavy_atoms": 16, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 16}, "assessment": "Moderately stable"}, "CC(O)C(C)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 90.122, "logP": -0.252, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Possible unnecessary bonds formed: Reactant has 21 bonds, Product has 22 bonds"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_smiles_canonical": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F", "product_smiles_canonical": "C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F", "reactant_smiles": ["CC1=CC(=O)CC(C)(C(F)(F)F)C1=O", "C#C"], "reactant_smiles_canonical": ["CC1=CC(=O)CC(C)(C(F)(F)F)C1=O", "C#C"], "stability_raw": {"CC1=CC(=O)CC(C)(C(F)(F)F)C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 206.16299999999995, "logP": 2.0432, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 6, 5, 3, 2]], "bond_rings": [[13, 11, 5, 4, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "C#C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 26.037999999999997, "logP": 0.24939999999999998, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_smiles_canonical": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC1=CC(=O)CC(C)(C(F)(F)F)C1=O", "product_smiles_canonical": "CC1=CC(=O)CC(C)(C(F)(F)F)C1=O", "reactant_smiles": ["CC1=CC(=O)CCC1", "CC(=O)C(F)(F)F"], "reactant_smiles_canonical": ["CC1=CC(=O)CCC1", "CC(=O)C(F)(F)F"], "stability_raw": {"CC1=CC(=O)CCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 110.156, "logP": 1.6857, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 5, 3, 2]], "bond_rings": [[7, 6, 5, 4, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(=O)C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 112.05000000000001, "logP": 1.1377, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_smiles_canonical": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC1=CC(=O)CCC1", "product_smiles_canonical": "CC1=CC(=O)CCC1", "reactant_smiles": ["CC(=O)O", "CC1=CCCCC1"], "reactant_smiles_canonical": ["CC(=O)O", "CC1=CCCCC1"], "stability_raw": {"CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.05200000000001, "logP": 0.09089999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC1=CCCCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 96.17300000000002, "logP": 2.5067000000000004, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 9, Product has 7"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "reactant_smiles": ["CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F"], "stability_raw": {"CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 469.32600000000014, "logP": 5.306900000000004, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[10, 11, 12, 13, 14, 9], [22, 23, 24, 25, 27, 21]], "bond_rings": [[10, 11, 12, 13, 28, 9], [22, 23, 24, 26, 29, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 30, "num_heavy_atoms": 29, "num_heavy_bonds": 30, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [6, 6], Product rings [6, 6, 7]"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H](c1cccnc1C=O)[C@H](CCBr)c1cccc(F)c1F", "reactant_smiles": ["CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O", "N[C@H](CCBr)c1cccc(F)c1F"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O", "N[C@H](CCBr)c1cccc(F)c1F"], "stability_raw": {"CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 264.281, "logP": 1.6588, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[11, 16, 15, 14, 13, 12]], "bond_rings": [[18, 15, 14, 13, 12, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "N[C@H](CCBr)c1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 250.08599999999998, "logP": 2.749600000000001, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 9, 8, 7, 6]], "bond_rings": [[12, 10, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for N: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 22, Product has 21"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1C=O", "reactant_smiles": ["CN(C)C=O", "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1"], "reactant_smiles_canonical": ["CN(C)C=O", "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1"], "stability_raw": {"CN(C)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 73.095, "logP": -0.2956000000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.27100000000002, "logP": 1.8463, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[11, 16, 15, 14, 13, 12]], "bond_rings": [[16, 15, 14, 13, 12, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (C7.N1.O3)", "from_positions": ["position 1"], "to_positions": ["ortho"]}], "detected_issues": ["Atom count mismatch for N: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 15, Product has 13", "Substituent position change detected: Group (C7.N1.O3) moved from position 1 to ortho position(s)"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@H](C=O)c1cccnc1", "reactant_smiles": ["CC(C)(C)OC(=O)N[C@H](CO)c1cccnc1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@H](CO)c1cccnc1"], "stability_raw": {"CC(C)(C)OC(=O)N[C@H](CO)c1cccnc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 238.287, "logP": 1.6397, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[11, 16, 15, 14, 13, 12]], "bond_rings": [[16, 15, 14, 13, 12, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "N[C@H](CCBr)c1cccc(F)c1F", "product_smiles_canonical": "N[C@H](CCBr)c1cccc(F)c1F", "reactant_smiles": ["O=C1CCC(=O)N1Br", "N[C@H](CCO)c1cccc(F)c1F"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "N[C@H](CCO)c1cccc(F)c1F"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N[C@H](CCO)c1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.18899999999994, "logP": 1.347, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 9, 8, 7, 6]], "bond_rings": [[12, 10, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 0", "Atom count mismatch for N: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 13, Product has 9", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:18:54", "job_id": "checker_20251223_161854_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2C(=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "N[C@H](CCO)c1cccc(F)c1F", "product_smiles_canonical": "N[C@H](CCO)c1cccc(F)c1F", "reactant_smiles": ["N[C@H](CC(=O)O)c1cccc(F)c1F"], "reactant_smiles_canonical": ["N[C@H](CC(=O)O)c1cccc(F)c1F"], "stability_raw": {"N[C@H](CC(=O)O)c1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 201.17199999999994, "logP": 1.4393, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 10, 9, 8, 7]], "bond_rings": [[13, 11, 9, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "product_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "reactant_smiles": ["CS(=O)(=O)CCN1CCC(c2ccc(O)c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCBr)CC1"], "reactant_smiles_canonical": ["CS(=O)(=O)CCN1CCC(c2ccc(O)c(-n3nc(-c4ncnn4CC(F)(F)F)cc3CCBr)c2)CC1"], "stability_raw": {"CS(=O)(=O)CCN1CCC(c2ccc(O)c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCBr)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 605.4810000000001, "logP": 3.560100000000002, "h_bond_donors": 1, "h_bond_acceptors": 9, "rotatable_bonds": 9}, "ring_data": {"num_rings": 4, "atom_rings": [[6, 36, 35, 9, 8, 7], [11, 12, 13, 15, 16, 10], [18, 17, 31, 30, 19], [21, 20, 24, 23, 22]], "bond_rings": [[36, 35, 34, 8, 7, 6], [11, 12, 14, 15, 37, 10], [17, 38, 30, 29, 18], [20, 39, 23, 22, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 37, "num_bonds": 40, "num_heavy_atoms": 37, "num_heavy_bonds": 40, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 21}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 5, 6, 6], Product rings [5, 5, 6, 6, 7]"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CS(=O)(=O)CCN1CCC(c2ccc(O)c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCBr)CC1", "product_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc(O)c(-n3nc(-c4ncnn4CC(F)(F)F)cc3CCBr)c2)CC1", "reactant_smiles": ["CS(=O)(=O)CCN1CCC(c2ccc(O)c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CC)CC1"], "reactant_smiles_canonical": ["CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCN(CCS(C)(=O)=O)CC2)ccc1O"], "stability_raw": {"CS(=O)(=O)CCN1CCC(c2ccc(O)c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CC)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 526.5850000000002, "logP": 3.185100000000001, "h_bond_donors": 1, "h_bond_acceptors": 9, "rotatable_bonds": 8}, "ring_data": {"num_rings": 4, "atom_rings": [[6, 35, 34, 9, 8, 7], [11, 12, 13, 15, 16, 10], [18, 17, 31, 30, 19], [21, 20, 24, 23, 22]], "bond_rings": [[35, 34, 33, 8, 7, 6], [11, 12, 14, 15, 36, 10], [17, 37, 30, 29, 18], [20, 38, 23, 22, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 36, "num_bonds": 39, "num_heavy_atoms": 36, "num_heavy_bonds": 39, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 20}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 39 bonds, Product has 40 bonds"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CS(=O)(=O)CCN1CCC(c2ccc(O)c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CC)CC1", "product_smiles_canonical": "CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCN(CCS(C)(=O)=O)CC2)ccc1O", "reactant_smiles": ["Oc1ccc(cc1-n1nc(-c2ncnn2CC(F)(F)F)cc1CC)C1CCNCC1", "CS(=O)(=O)CCBr"], "reactant_smiles_canonical": ["CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCNCC2)ccc1O", "CS(=O)(=O)CCBr"], "stability_raw": {"Oc1ccc(cc1-n1nc(-c2ncnn2CC(F)(F)F)cc1CC)C1CCNCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 420.43900000000025, "logP": 3.4281000000000015, "h_bond_donors": 2, "h_bond_acceptors": 7, "rotatable_bonds": 5}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 6, 5, 4, 3, 2], [8, 7, 21, 20, 9], [11, 10, 14, 13, 12], [25, 26, 27, 28, 29, 24]], "bond_rings": [[29, 5, 4, 3, 2, 1], [7, 30, 20, 19, 8], [10, 32, 13, 12, 11], [25, 26, 27, 28, 31, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 33, "num_heavy_atoms": 30, "num_heavy_bonds": 33, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "CS(=O)(=O)CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.058, "logP": 0.42590000000000006, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "Oc1ccc(cc1-n1nc(-c2ncnn2CC(F)(F)F)cc1CC)C1CCNCC1", "product_smiles_canonical": "CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1cc(C2CCNCC2)ccc1O", "reactant_smiles": ["Oc1ccc(C2CCNCC2)cc1Br", "CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1"], "reactant_smiles_canonical": ["Oc1ccc(C2CCNCC2)cc1Br", "CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1"], "stability_raw": {"Oc1ccc(C2CCNCC2)cc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 256.143, "logP": 2.6217000000000006, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[13, 11, 10, 3, 2, 1], [6, 7, 8, 9, 14, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 245.20799999999997, "logP": 1.7928999999999997, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 15, 16], [6, 5, 9, 8, 7]], "bond_rings": [[2, 3, 14, 15, 16], [5, 17, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "Oc1ccc(C2CCNCC2)cc1Br", "product_smiles_canonical": "Oc1ccc(C2CCNCC2)cc1Br", "reactant_smiles": ["O=C1CCC(=O)N1Br", "Oc1ccc(C2CCNCC2)cc1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "Oc1ccc(C2CCNCC2)cc1"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "Oc1ccc(C2CCNCC2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.24699999999999, "logP": 1.8592, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 15, Product has 11", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 3, "depth": 4, "product_smiles": "CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1", "product_smiles_canonical": "CCc1cc(-c2ncnn2CC(F)(F)F)n[nH]1", "reactant_smiles": ["FC(F)(F)CBr", "CCc1cc(-c2ncn[nH]2)n[nH]1"], "reactant_smiles_canonical": ["FC(F)(F)CBr", "CCc1cc(-c2ncn[nH]2)n[nH]1"], "stability_raw": {"FC(F)(F)CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.936, "logP": 1.9436, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "CCc1cc(-c2ncn[nH]2)n[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 163.18400000000003, "logP": 0.7571999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 10, 11], [6, 5, 9, 8, 7]], "bond_rings": [[2, 3, 9, 10, 11], [5, 12, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "CCc1cc(-c2ncn[nH]2)n[nH]1", "product_smiles_canonical": "CCc1cc(-c2ncn[nH]2)n[nH]1", "reactant_smiles": ["NN", "CCC(=O)Cl", "CC(=O)c1ncn[nH]1"], "reactant_smiles_canonical": ["NN", "CCC(=O)Cl", "CC(=O)c1ncn[nH]1"], "stability_raw": {"NN": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 32.046, "logP": -1.1812, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CCC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 92.525, "logP": 1.1618, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(=O)c1ncn[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 111.104, "logP": 0.007299999999999918, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 7]], "bond_rings": [[3, 4, 5, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Cl: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5], Product rings [5, 5]", "Significant change in aromaticity: Reactant has 5 aromatic atoms, Product has 10"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "NN", "product_smiles_canonical": "NN", "reactant_smiles": ["NN=O"], "reactant_smiles_canonical": ["NN=O"], "stability_raw": {"NN=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 46.029, "logP": -0.3734999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CS(=O)(=O)CCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 7, "product_smiles": "NN=O", "product_smiles_canonical": "NN=O", "reactant_smiles": ["O=N[N+](=O)[O-]"], "reactant_smiles_canonical": ["O=N[N+](=O)[O-]"], "stability_raw": {"O=N[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.011, "logP": -0.055499999999999994, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "product_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "reactant_smiles": ["C[C@@H]1CCCN1", "BrCCc1nnc2cc(Br)ccc2c1O"], "reactant_smiles_canonical": ["C[C@@H]1CCCN1", "Oc1c(CCBr)nnc2cc(Br)ccc12"], "stability_raw": {"C[C@@H]1CCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 85.15, "logP": 0.7583, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "BrCCc1nnc2cc(Br)ccc2c1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 331.99500000000006, "logP": 3.0353000000000008, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 13, 12, 6, 5, 4], [7, 8, 10, 11, 12, 6]], "bond_rings": [[14, 12, 15, 5, 4, 3], [7, 9, 10, 11, 15, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@@H]1CCCN1", "product_smiles_canonical": "C[C@@H]1CCCN1", "reactant_smiles": ["C[C@@H]1CCCN1Cc1ccccc1"], "reactant_smiles_canonical": ["C[C@@H]1CCCN1Cc1ccccc1"], "stability_raw": {"C[C@@H]1CCCN1Cc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 175.27500000000003, "logP": 2.6709000000000014, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 10, 11, 12, 7]], "bond_rings": [[1, 2, 3, 4, 12], [8, 9, 10, 11, 13, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [5, 6], Product rings [5]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "BrCCc1nnc2cc(Br)ccc2c1O", "product_smiles_canonical": "Oc1c(CCBr)nnc2cc(Br)ccc12", "reactant_smiles": ["Oc1cnnc2cc(Br)ccc12", "BrCCBr"], "reactant_smiles_canonical": ["Oc1cnnc2cc(Br)ccc12", "BrCCBr"], "stability_raw": {"Oc1cnnc2cc(Br)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 225.045, "logP": 2.0978999999999997, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 11, 5, 4, 3, 2], [6, 7, 9, 10, 11, 5]], "bond_rings": [[11, 12, 4, 3, 2, 1], [6, 8, 9, 10, 12, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "BrCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.862, "logP": 1.7762, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "Oc1cnnc2cc(Br)ccc12", "product_smiles_canonical": "Oc1cnnc2cc(Br)ccc12", "reactant_smiles": ["CC(=O)Oc1cnnc2cc(Br)ccc12"], "reactant_smiles_canonical": ["CC(=O)Oc1cnnc2cc(Br)ccc12"], "stability_raw": {"CC(=O)Oc1cnnc2cc(Br)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 267.08200000000005, "logP": 2.3176000000000005, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 14, 8, 7, 6, 5], [9, 10, 12, 13, 14, 8]], "bond_rings": [[14, 15, 7, 6, 5, 4], [9, 11, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 10, Product has 8"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "CC(=O)Oc1cnnc2cc(Br)ccc12", "product_smiles_canonical": "CC(=O)Oc1cnnc2cc(Br)ccc12", "reactant_smiles": ["O=C1CCC(=O)N1Br", "CC(=O)Oc1cnnc2ccccc12"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "CC(=O)Oc1cnnc2ccccc12"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(=O)Oc1cnnc2ccccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 188.18600000000004, "logP": 1.5551, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 13, 8, 7, 6, 5], [9, 10, 11, 12, 13, 8]], "bond_rings": [[13, 14, 7, 6, 5, 4], [9, 10, 11, 12, 14, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for N: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 14, Product has 10", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_smiles_canonical": "C[C@@H]1CCCN1CCc1nnc2cc(Br)ccc2c1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "CC(=O)Oc1cnnc2ccccc12", "product_smiles_canonical": "CC(=O)Oc1cnnc2ccccc12", "reactant_smiles": ["CC(=O)OC(C)=O", "Oc1cnnc2ccccc12"], "reactant_smiles_canonical": ["CC(=O)OC(C)=O", "Oc1cnnc2ccccc12"], "stability_raw": {"CC(=O)OC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 102.089, "logP": 0.09600000000000009, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "Oc1cnnc2ccccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 146.14899999999997, "logP": 1.3354, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 5, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[10, 11, 4, 3, 2, 1], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 12, Product has 10"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "product_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "reactant_smiles": ["O=C(O)C1N2C(=O)C(N)C2SC=C1CBr", "O=C(Cl)Cc1cccs1"], "reactant_smiles_canonical": ["NC1C(=O)N2C(C(=O)O)C(CBr)=CSC12", "O=C(Cl)Cc1cccs1"], "stability_raw": {"O=C(O)C1N2C(=O)C(N)C2SC=C1CBr": {"valid_structure": true, "stability_score": 75, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 293.142, "logP": -0.03919999999999968, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 12, 11, 10, 9, 4], [5, 7, 9, 4]], "bond_rings": [[14, 11, 10, 9, 15, 3], [6, 8, 15, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Moderately stable"}, "O=C(Cl)Cc1cccs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 160.625, "logP": 2.056, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)C1N2C(=O)C(N)C2SC=C1CBr", "product_smiles_canonical": "NC1C(=O)N2C(C(=O)O)C(CBr)=CSC12", "reactant_smiles": ["O=C(O)C1N2C(=O)C(N)C2SC=C1C"], "reactant_smiles_canonical": ["CC1=CSC2C(N)C(=O)N2C1C(=O)O"], "stability_raw": {"O=C(O)C1N2C(=O)C(N)C2SC=C1C": {"valid_structure": true, "stability_score": 75, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 214.246, "logP": -0.4141999999999999, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 12, 11, 10, 9, 4], [5, 7, 9, 4]], "bond_rings": [[13, 11, 10, 9, 14, 3], [6, 8, 14, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(O)C1N2C(=O)C(N)C2SC=C1C", "product_smiles_canonical": "CC1=CSC2C(N)C(=O)N2C1C(=O)O", "reactant_smiles": ["O=C(O)C(NC(=O)C(N)SC=CC)C(=O)O"], "reactant_smiles_canonical": ["CC=CSC(N)C(=O)NC(C(=O)O)C(=O)O"], "stability_raw": {"O=C(O)C(NC(=O)C(N)SC=CC)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 248.26, "logP": -0.8079999999999992, "h_bond_donors": 4, "h_bond_acceptors": 5, "rotatable_bonds": 6}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 15, "num_heavy_atoms": 16, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["4-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Ring size change detected: Reactant rings [], Product rings [4, 6]"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)C(NC(=O)C(N)SC=CC)C(=O)O", "product_smiles_canonical": "CC=CSC(N)C(=O)NC(C(=O)O)C(=O)O", "reactant_smiles": ["O=C(O)C(N)C(=O)O", "ClC(=O)C(N)SC=CC"], "reactant_smiles_canonical": ["NC(C(=O)O)C(=O)O", "CC=CSC(N)C(=O)Cl"], "stability_raw": {"O=C(O)C(N)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 119.076, "logP": -1.5171000000000001, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "ClC(=O)C(N)SC=CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 165.645, "logP": 1.3034000000000001, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "ClC(=O)C(N)SC=CC", "product_smiles_canonical": "CC=CSC(N)C(=O)Cl", "reactant_smiles": ["O=C(O)C(N)SC=CC"], "reactant_smiles_canonical": ["CC=CSC(N)C(=O)O"], "stability_raw": {"O=C(O)C(N)SC=CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 147.199, "logP": 0.6225999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for Cl: Reactant has 0, Product has 1"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "O=C(O)C(N)SC=CC", "product_smiles_canonical": "CC=CSC(N)C(=O)O", "reactant_smiles": ["C(C(C(=O)O)N)S", "C=CCBr"], "reactant_smiles_canonical": ["NC(CS)C(=O)O", "C=CCBr"], "stability_raw": {"C(C(C(=O)O)N)S": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 121.16099999999999, "logP": -0.6719, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "C=CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.97699999999999, "logP": 1.5673, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T16:18:55", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CBr)=CS[C@H]12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(Cl)Cc1cccs1", "product_smiles_canonical": "O=C(Cl)Cc1cccs1", "reactant_smiles": ["O=C(Cl)C(=O)Cl", "O=C(O)Cc1cccs1"], "reactant_smiles_canonical": ["O=C(Cl)C(=O)Cl", "O=C(O)Cc1cccs1"], "stability_raw": {"O=C(Cl)C(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 126.926, "logP": 0.5172, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C(O)Cc1cccs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.17899999999997, "logP": 1.3752000000000002, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 1", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 8, Product has 6"]}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "product_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "reactant_smiles": ["CN1CCNCC1", "Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(-c3cnn(C)c3)nc12"], "reactant_smiles_canonical": ["CN1CCNCC1", "Cn1cc(-c2cc(C(N)=O)c3[nH]c4cc(Cl)ccc4c3n2)cn1"], "stability_raw": {"CN1CCNCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 100.16499999999999, "logP": -0.4785999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(-c3cnn(C)c3)nc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 325.759, "logP": 2.868900000000001, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 6, 5, 4, 3, 2], [7, 5, 4, 22, 8], [9, 13, 14, 21, 22, 8], [16, 15, 20, 18, 17]], "bond_rings": [[22, 5, 4, 3, 2, 1], [6, 4, 24, 23, 7], [12, 13, 20, 21, 23, 8], [15, 25, 19, 17, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 26, "num_heavy_atoms": 23, "num_heavy_bonds": 26, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CN1CCNCC1", "product_smiles_canonical": "CN1CCNCC1", "reactant_smiles": ["CN1CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["CN1CCN(Cc2ccccc2)CC1"], "stability_raw": {"CN1CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 190.28999999999996, "logP": 1.434, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 4, 3, 2], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 12, 11, 3, 2, 1], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(-c3cnn(C)c3)nc12", "product_smiles_canonical": "Cn1cc(-c2cc(C(N)=O)c3[nH]c4cc(Cl)ccc4c3n2)cn1", "reactant_smiles": ["Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1"], "reactant_smiles_canonical": ["Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1"], "stability_raw": {"Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 326.74300000000005, "logP": 3.4682000000000013, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 21, 22], [5, 6, 10, 19, 20, 4], [11, 10, 19, 18, 12], [13, 14, 16, 17, 18, 12]], "bond_rings": [[1, 2, 20, 21, 22], [5, 9, 24, 19, 23, 4], [10, 24, 18, 25, 11], [13, 15, 16, 17, 25, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 26, "num_heavy_atoms": 23, "num_heavy_bonds": 26, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for N: Reactant has 4, Product has 5"]}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1", "product_smiles_canonical": "Cn1cc(-c2cc(C(=O)O)c3[nH]c4cc(Cl)ccc4c3n2)cn1", "reactant_smiles": ["Cn1cc(B2OC(C)(C)C(C)(C)O2)cn1", "O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12"], "reactant_smiles_canonical": ["Cn1cc(B2OC(C)(C)C(C)(C)O2)cn1", "O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12"], "stability_raw": {"Cn1cc(B2OC(C)(C)C(C)(C)O2)cn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 208.07, "logP": 0.7192999999999996, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 13, 14], [5, 4, 12, 9, 6]], "bond_rings": [[1, 2, 12, 13, 14], [4, 15, 11, 8, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 281.098, "logP": 3.7211000000000007, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 9, 8, 7, 5, 4], [10, 9, 8, 17, 11], [12, 13, 15, 16, 17, 11]], "bond_rings": [[17, 8, 7, 6, 4, 3], [9, 8, 19, 18, 10], [12, 14, 15, 16, 18, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 20, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Ring structure changes: -50 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 22, Product has 16", "Ring size change detected: Reactant rings [5, 5, 5, 6, 6], Product rings [5, 5, 6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12", "product_smiles_canonical": "O=C(O)c1cc(Cl)nc2c1[nH]c1cc(Cl)ccc12", "reactant_smiles": ["O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1"], "stability_raw": {"O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 283.11400000000003, "logP": 3.8302000000000005, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 9, 8, 7, 5, 4], [12, 13, 14, 15, 17, 11]], "bond_rings": [[17, 8, 7, 6, 4, 3], [12, 13, 14, 16, 18, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [6, 6], Product rings [5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 19 bonds, Product has 20 bonds"]}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1", "product_smiles_canonical": "O=C(O)c1cc(Cl)ncc1Nc1cccc(Cl)c1", "reactant_smiles": ["CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1"], "stability_raw": {"CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 339.222, "logP": 5.087300000000003, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 13, 12, 11, 9, 8], [16, 17, 18, 19, 21, 15]], "bond_rings": [[21, 12, 11, 10, 8, 7], [16, 17, 18, 20, 22, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -20 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 16, Product has 12"]}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1", "product_smiles_canonical": "CC(C)(C)OC(=O)c1cc(Cl)ncc1Nc1cccc(Cl)c1", "reactant_smiles": ["Nc1cccc(Cl)c1", "CC(C)(C)OC(=O)c1cc(Cl)ncc1Br"], "reactant_smiles_canonical": ["Nc1cccc(Cl)c1", "CC(C)(C)OC(=O)c1cc(Cl)ncc1Br"], "stability_raw": {"Nc1cccc(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 127.574, "logP": 1.9222, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)c1cc(Cl)ncc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 292.55999999999995, "logP": 3.4528000000000016, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 13, 12, 11, 9, 8]], "bond_rings": [[14, 12, 11, 10, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161855_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4cnn(C)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "CC(C)(C)OC(=O)c1cc(Cl)ncc1Br", "product_smiles_canonical": "CC(C)(C)OC(=O)c1cc(Cl)ncc1Br", "reactant_smiles": ["CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "O=C(O)c1cc(Cl)ncc1Br"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "O=C(O)c1cc(Cl)ncc1Br"], "stability_raw": {"CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}, "O=C(O)c1cc(Cl)ncc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.452, "logP": 2.1957000000000004, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 7, 5, 4]], "bond_rings": [[10, 8, 7, 6, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -30 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 2", "Atom count mismatch for C: Reactant has 16, Product has 10"]}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "product_smiles_canonical": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "reactant_smiles": ["CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O"], "reactant_smiles_canonical": ["CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O"], "stability_raw": {"CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 263.33700000000005, "logP": 1.575, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 17, 9, 5, 4, 3], [12, 13, 14, 15, 16, 11]], "bond_rings": [[18, 16, 8, 4, 3, 2], [12, 13, 14, 15, 19, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 20, "num_heavy_atoms": 19, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "product_smiles_canonical": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "reactant_smiles": ["CC1(C)OCC(C)(CO)NC1=O", "BrCc1ccccc1"], "reactant_smiles_canonical": ["CC1(CO)COC(C)(C)C(=O)N1", "BrCc1ccccc1"], "stability_raw": {"CC1(C)OCC(C)(CO)NC1=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 173.21200000000002, "logP": -0.33760000000000007, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 5, 4, 3]], "bond_rings": [[11, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "BrCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 171.037, "logP": 2.5815, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC1(C)OCC(C)(CO)NC1=O", "product_smiles_canonical": "CC1(CO)COC(C)(C)C(=O)N1", "reactant_smiles": ["CC(C)(O)CNC(C)(C)CO", "O=C=O"], "reactant_smiles_canonical": ["CC(C)(O)CNC(C)(C)CO", "O=C=O"], "stability_raw": {"CC(C)(O)CNC(C)(C)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.24499999999998, "logP": 0.11779999999999996, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "O=C=O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 44.009, "logP": -0.5835, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 9, Product has 8", "Ring size change detected: Reactant rings [], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(O)CNC(C)(C)CO", "product_smiles_canonical": "CC(C)(O)CNC(C)(C)CO", "reactant_smiles": ["CC1(C)CO1", "CC(C)(N)CO"], "reactant_smiles_canonical": ["CC1(C)CO1", "CC(C)(N)CO"], "stability_raw": {"CC1(C)CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 72.107, "logP": 0.7952, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 3, 4]], "bond_rings": [[2, 3, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(N)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.13799999999999, "logP": -0.2840000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [3], Product rings []"]}}} +{"timestamp": "2025-12-23T16:18:56", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(C=O)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "BrCc1ccccc1", "product_smiles_canonical": "BrCc1ccccc1", "reactant_smiles": ["Cc1ccccc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Cc1ccccc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"Cc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 92.14099999999999, "logP": 1.99502, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 7", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "reactant_smiles": ["COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1"], "reactant_smiles_canonical": ["COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1"], "stability_raw": {"COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 367.389, "logP": 2.7460000000000013, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 23, 14, 13, 7, 6], [11, 10, 12]], "bond_rings": [[23, 22, 13, 12, 6, 5], [10, 24, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 25, "num_heavy_atoms": 24, "num_heavy_bonds": 25, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}, "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000003, "logP": 6.184820000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 15, 14, 13, 5, 4], [17, 18, 19, 33, 34, 16], [25, 27, 28, 30, 31, 24]], "bond_rings": [[34, 14, 13, 12, 4, 3], [17, 18, 32, 33, 35, 16], [26, 27, 29, 30, 36, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "product_smiles_canonical": "COCCCc1cc(CNC2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "reactant_smiles": ["COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1", "CNC1CC1"], "reactant_smiles_canonical": ["COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1", "CNC1CC1"], "stability_raw": {"COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 326.292, "logP": 2.3065000000000007, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 20, 11, 10, 7, 6]], "bond_rings": [[20, 19, 10, 9, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 21, "num_heavy_atoms": 21, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}, "CNC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 71.123, "logP": 0.3681999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4]], "bond_rings": [[2, 3, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for C: Reactant has 16, Product has 15"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1", "product_smiles_canonical": "COCCCc1cc(C=O)cc(OS(=O)(=O)C(F)(F)F)c1", "reactant_smiles": ["COCCCc1cc(O)cc(C=O)c1", "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F"], "reactant_smiles_canonical": ["COCCCc1cc(O)cc(C=O)c1", "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F"], "stability_raw": {"COCCCc1cc(O)cc(C=O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 194.23, "logP": 1.7837, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 13, 10, 9, 7, 6]], "bond_rings": [[13, 12, 9, 8, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 282.13899999999995, "logP": 0.7022000000000003, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 5", "Atom count mismatch for S: Reactant has 2, Product has 1", "Atom count mismatch for F: Reactant has 6, Product has 3", "Atom count mismatch for C: Reactant has 13, Product has 12"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COCCCc1cc(O)cc(C=O)c1", "product_smiles_canonical": "COCCCc1cc(O)cc(C=O)c1", "reactant_smiles": ["C=CCOC", "O=Cc1cc(O)cc(Br)c1"], "reactant_smiles_canonical": ["C=CCOC", "O=Cc1cc(O)cc(Br)c1"], "stability_raw": {"C=CCOC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 72.107, "logP": 0.8188, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=Cc1cc(O)cc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 201.01899999999998, "logP": 1.9671999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 7, 6, 4, 3]], "bond_rings": [[9, 8, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.32400000000007, "logP": 4.537320000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 26, 27, 9], [18, 20, 21, 23, 24, 17]], "bond_rings": [[27, 7, 6, 5, 4, 3], [10, 11, 25, 26, 28, 9], [19, 20, 22, 23, 29, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 6", "Atom count mismatch for C: Reactant has 31, Product has 26"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 3, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "stability_raw": {"OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27300000000002, "logP": 1.0776, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 4, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 265.30899999999997, "logP": 0.6042999999999998, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[18, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 14, Product has 12", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 5, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O", "product_smiles_canonical": "O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CC=O", "NC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CCC(CC=O)c1ccc(O)cc1", "NC[C@H](O)C=O"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.21399999999997, "logP": 1.6538, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "NC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.094, "logP": -1.4950999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 6, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CC=O", "product_smiles_canonical": "O=CCC(CC=O)c1ccc(O)cc1", "reactant_smiles": ["OCC[C@@H](c1ccc(O)cc1)CCO"], "reactant_smiles_canonical": ["OCCC(CCO)c1ccc(O)cc1"], "stability_raw": {"OCC[C@@H](c1ccc(O)cc1)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.24599999999998, "logP": 1.2406, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 7, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Atom count mismatch for C: Reactant has 10, Product has 11", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 8, "product_smiles": "C=Cc1ccc(O)cc1", "product_smiles_canonical": "C=Cc1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(OC)cc1"], "reactant_smiles_canonical": ["C=Cc1ccc(OC)cc1"], "stability_raw": {"C=Cc1ccc(OC)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 2.3382000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 5, "depth": 3, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 4, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161856_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OS(=O)(=O)C(F)(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 13, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_smiles_canonical": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "product_smiles_canonical": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "reactant_smiles": ["O=C1CCCc2sc(-c3ccncc3)cc2C1", "Clc1ccc(Br)cc1"], "reactant_smiles_canonical": ["O=C1CCCc2sc(-c3ccncc3)cc2C1", "Clc1ccc(Br)cc1"], "stability_raw": {"O=C1CCCc2sc(-c3ccncc3)cc2C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 243.33100000000002, "logP": 3.258000000000002, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 4, 5, 15, 16], [6, 5, 15, 14, 7], [9, 10, 11, 12, 13, 8]], "bond_rings": [[1, 2, 3, 4, 17, 15, 16], [5, 17, 14, 13, 6], [9, 10, 11, 12, 18, 8]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 19, "num_heavy_atoms": 17, "num_heavy_bonds": 19, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Clc1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 191.45499999999998, "logP": 3.102500000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_smiles_canonical": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C1CCCc2sc(-c3ccncc3)cc2C1", "product_smiles_canonical": "O=C1CCCc2sc(-c3ccncc3)cc2C1", "reactant_smiles": ["OB(O)c1ccncc1", "O=C1CCCc2sc(Br)cc2C1"], "reactant_smiles_canonical": ["OB(O)c1ccncc1", "O=C1CCCc2sc(Br)cc2C1"], "stability_raw": {"OB(O)c1ccncc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.91999999999997, "logP": -1.2386000000000006, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCCc2sc(Br)cc2C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 245.141, "logP": 2.958500000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 4, 5, 10, 11], [6, 5, 10, 9, 7]], "bond_rings": [[1, 2, 3, 4, 12, 10, 11], [5, 12, 9, 8, 6]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_smiles_canonical": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C1CCCc2sc(Br)cc2C1", "product_smiles_canonical": "O=C1CCCc2sc(Br)cc2C1", "reactant_smiles": ["O=C1CCCc2sccc2C1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["O=C1CCCc2sccc2C1", "O=C1CCC(=O)N1Br"], "stability_raw": {"O=C1CCCc2sccc2C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.245, "logP": 2.1959999999999997, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 4, 5, 9, 10], [6, 5, 9, 8, 7]], "bond_rings": [[1, 2, 3, 4, 11, 9, 10], [5, 11, 8, 7, 6]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 9", "Ring size change detected: Reactant rings [5, 5, 7], Product rings [5, 7]"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_smiles_canonical": "OC1CCCc2sc(-c3ccncc3)cc2C1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "Clc1ccc(Br)cc1", "product_smiles_canonical": "Clc1ccc(Br)cc1", "reactant_smiles": ["Clc1ccccc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Clc1ccccc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"Clc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 112.55899999999997, "logP": 2.34, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 6", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "target_smiles_canonical": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "product_smiles_canonical": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "reactant_smiles": ["CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1"], "stability_raw": {"CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 281.78299999999996, "logP": 4.110700000000003, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[8, 11, 10, 9], [13, 14, 15, 17, 18, 12]], "bond_rings": [[18, 10, 9, 8], [13, 14, 16, 17, 19, 12]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 20, "num_heavy_atoms": 19, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for C: Reactant has 15, Product has 10"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "target_smiles_canonical": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "reactant_smiles": ["O=C1CCC(=O)N1Cl", "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Cl", "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1"], "stability_raw": {"O=C1CCC(=O)N1Cl": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 133.534, "logP": 0.2892, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 247.338, "logP": 3.4573000000000027, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[8, 11, 10, 9], [13, 14, 15, 16, 17, 12]], "bond_rings": [[17, 10, 9, 8], [13, 14, 15, 16, 18, 12]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for N: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 19, Product has 15", "Ring size change detected: Reactant rings [4, 5, 6], Product rings [4, 6]"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "target_smiles_canonical": "N[C@H]1CC[C@H]1c1ccc(Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@H]1CC[C@H]1c1ccccc1", "reactant_smiles": ["N[C@H]1CC[C@H]1c1ccccc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["N[C@H]1CC[C@H]1c1ccccc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"N[C@H]1CC[C@H]1c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 147.22099999999998, "logP": 1.8913, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[10, 3, 2, 1], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 2", "Atom count mismatch for C: Reactant has 20, Product has 15"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_smiles_canonical": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "product_smiles_canonical": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "reactant_smiles": ["CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1"], "reactant_smiles_canonical": ["CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1"], "stability_raw": {"CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 369.9690000000001, "logP": 3.597000000000002, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 8}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 23, 11, 10, 8, 7], [12, 11, 23, 22, 13]], "bond_rings": [[23, 24, 10, 9, 7, 6], [11, 24, 22, 21, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 25, "num_heavy_atoms": 24, "num_heavy_bonds": 25, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 372.2780000000001, "logP": 4.4893000000000045, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 21, 20, 10, 9, 8], [14, 15, 16, 18, 19, 13]], "bond_rings": [[21, 20, 19, 9, 8, 7], [14, 15, 17, 18, 22, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_smiles_canonical": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "product_smiles_canonical": "CN(C)CC(O)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "reactant_smiles": ["C[Si](C)(C)CCOCCl", "CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12"], "reactant_smiles_canonical": ["C[Si](C)(C)CCOCCl", "CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12"], "stability_raw": {"C[Si](C)(C)CCOCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.724, "logP": 2.5375000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.706, "logP": 1.8112999999999997, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 15, 11, 10, 8, 7], [12, 11, 15, 14, 13]], "bond_rings": [[15, 16, 10, 9, 7, 6], [11, 16, 14, 13, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_smiles_canonical": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12", "product_smiles_canonical": "CN(C)CC(O)c1cc(Cl)cc2c[nH]nc12", "reactant_smiles": ["CN(C)CC=O", "Clc1cc(Br)c2n[nH]cc2c1"], "reactant_smiles_canonical": ["CN(C)CC=O", "Clc1cc(Br)c2n[nH]cc2c1"], "stability_raw": {"CN(C)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 87.12199999999999, "logP": -0.2531000000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Clc1cc(Br)c2n[nH]cc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 231.48000000000002, "logP": 2.9788000000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 9, 5, 3, 2], [6, 5, 9, 8, 7]], "bond_rings": [[10, 9, 11, 4, 2, 1], [5, 11, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:57", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_smiles_canonical": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CCC(CBr)(c2ccc(F)cc2)CC1", "reactant_smiles": ["Fc1ccc(CCBr)cc1", "CC(C)(C)OC(=O)N(CCCl)CCCl"], "reactant_smiles_canonical": ["Fc1ccc(CCBr)cc1", "CC(C)(C)OC(=O)N(CCCl)CCCl"], "stability_raw": {"Fc1ccc(CCBr)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 203.05400000000003, "logP": 2.7631000000000014, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 8, 4, 3, 2]], "bond_rings": [[9, 8, 7, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N(CCCl)CCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 242.14599999999996, "logP": 2.701100000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 13, "num_heavy_atoms": 14, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 0", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "product_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "reactant_smiles": ["CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1", "CCOC(=O)C(=P(=O)(OCC)OCC)C(=O)OCC"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1", "CCOC(=O)C(C(=O)OCC)=[PH](=O)(OCC)OCC"], "stability_raw": {"CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 339.435, "logP": 4.378400000000004, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[13, 24, 23, 16, 15, 14], [18, 19, 20, 21, 22, 17]], "bond_rings": [[24, 23, 22, 15, 14, 13], [18, 19, 20, 21, 25, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 26, "num_heavy_atoms": 25, "num_heavy_bonds": 26, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "CCOC(=O)C(=P(=O)(OCC)OCC)C(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 296.25600000000003, "logP": 1.2834, "h_bond_donors": 0, "h_bond_acceptors": 7, "rotatable_bonds": 8}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 18, "num_heavy_atoms": 19, "num_heavy_bonds": 18, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 19}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Atom count inconsistency: -45 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for P: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 10, Product has 4", "Atom count mismatch for C: Reactant has 32, Product has 23"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H](CC=O)Cc1ccc(-c2ccccc2)cc1", "reactant_smiles": ["Brc1ccccc1", "Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1"], "reactant_smiles_canonical": ["Brc1ccccc1", "Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1"], "stability_raw": {"Brc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 157.01, "logP": 2.4491000000000005, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 277.364, "logP": 3.019820000000001, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 19, 18, 4, 3, 2]], "bond_rings": [[19, 18, 17, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 20, "num_heavy_atoms": 20, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 22, Product has 21"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1", "product_smiles_canonical": "Cc1ccc(C[C@H](CC=O)NC(=O)OC(C)(C)C)cc1", "reactant_smiles": ["Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1"], "reactant_smiles_canonical": ["Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1"], "stability_raw": {"Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 293.363, "logP": 2.905520000000001, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 20, 19, 4, 3, 2]], "bond_rings": [[20, 19, 18, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 21, "num_heavy_atoms": 21, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1", "product_smiles_canonical": "Cc1ccc(C[C@H](CC(=O)O)NC(=O)OC(C)(C)C)cc1", "reactant_smiles": ["Cc1ccc(C[C@@H](N)CC(=O)O)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Cc1ccc(C[C@@H](N)CC(=O)O)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"Cc1ccc(C[C@@H](N)CC(=O)O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 193.24600000000004, "logP": 1.33952, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 13, 12, 4, 3, 2]], "bond_rings": [[13, 12, 11, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 4", "Atom count mismatch for C: Reactant has 21, Product has 16"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "CCOC(=O)C(=P(=O)(OCC)OCC)C(=O)OCC", "product_smiles_canonical": "CCOC(=O)C(C(=O)OCC)=[PH](=O)(OCC)OCC", "reactant_smiles": ["P(OCC)(OCC)OCC", "CCOC(=O)C(Br)C(=O)OCC"], "reactant_smiles_canonical": ["CCOP(OCC)OCC", "CCOC(=O)C(Br)C(=O)OCC"], "stability_raw": {"P(OCC)(OCC)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.15699999999998, "logP": 2.3228, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 9, "num_heavy_atoms": 10, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "CCOC(=O)C(Br)C(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.06499999999994, "logP": 0.8761, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 11, "num_heavy_atoms": 12, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 11"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "P(OCC)(OCC)OCC", "product_smiles_canonical": "CCOP(OCC)OCC", "reactant_smiles": ["ClP(Cl)Cl", "CCO"], "reactant_smiles_canonical": ["ClP(Cl)Cl", "CCO"], "stability_raw": {"ClP(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 137.33300000000003, "logP": 2.9296999999999995, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 46.069, "logP": -0.0014000000000000123, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -20 points", "Unnecessary bond formations: -20 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 0", "Atom count mismatch for O: Reactant has 1, Product has 3", "Atom count mismatch for C: Reactant has 2, Product has 6", "Possible unnecessary bonds formed: Reactant has 5 bonds, Product has 9 bonds"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161857_19096", "target_smiles_raw": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "C=C(C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 4, "depth": 2, "product_smiles": "CCOC(=O)C(Br)C(=O)OCC", "product_smiles_canonical": "CCOC(=O)C(Br)C(=O)OCC", "reactant_smiles": ["CCOC(=O)CC(=O)OCC", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["CCOC(=O)CC(=O)OCC", "O=C1CCC(=O)N1Br"], "stability_raw": {"CCOC(=O)CC(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 160.16899999999998, "logP": 0.5027, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 7", "Ring size change detected: Reactant rings [5], Product rings []"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161858_19096", "target_smiles_raw": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "product_smiles_canonical": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "reactant_smiles": ["Nc1ccc(F)nc1Cl", "OC1(S(=O)(=O)c2ccccc2)CC1"], "reactant_smiles_canonical": ["Nc1ccc(F)nc1Cl", "O=S(=O)(c1ccccc1)C1(O)CC1"], "stability_raw": {"Nc1ccc(F)nc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 146.55200000000002, "logP": 1.4563, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[8, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "OC1(S(=O)(=O)c2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 198.243, "logP": 0.9427, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 7, 8, 9, 10, 5], [11, 1, 12]], "bond_rings": [[6, 7, 8, 9, 13, 5], [10, 12, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161858_19096", "target_smiles_raw": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Nc1ccc(F)nc1Cl", "product_smiles_canonical": "Nc1ccc(F)nc1Cl", "reactant_smiles": ["O=[N+]([O-])c1ccc(F)nc1Cl"], "reactant_smiles_canonical": ["O=[N+]([O-])c1ccc(F)nc1Cl"], "stability_raw": {"O=[N+]([O-])c1ccc(F)nc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 176.534, "logP": 1.7822999999999998, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[10, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161858_19096", "target_smiles_raw": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "OC1(S(=O)(=O)c2ccccc2)CC1", "product_smiles_canonical": "O=S(=O)(c1ccccc1)C1(O)CC1", "reactant_smiles": ["O=C1CC1", "O=[SH](=O)c1ccccc1"], "reactant_smiles_canonical": ["O=C1CC1", "O=[SH](=O)c1ccccc1"], "stability_raw": {"O=C1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.064, "logP": 0.3493, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=[SH](=O)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.179, "logP": 0.6569, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161858_19096", "target_smiles_raw": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "Nc1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "O=[SH](=O)c1ccccc1", "product_smiles_canonical": "O=[SH](=O)c1ccccc1", "reactant_smiles": ["Nc1ccc([SH](=O)=O)cc1"], "reactant_smiles_canonical": ["Nc1ccc([SH](=O)=O)cc1"], "stability_raw": {"Nc1ccc([SH](=O)=O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 157.19400000000002, "logP": 0.23910000000000015, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 8, 4, 3, 2]], "bond_rings": [[9, 8, 7, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (O2.S1)", "from_positions": ["para"], "to_positions": ["position 1"]}], "detected_issues": ["Atom count mismatch for N: Reactant has 1, Product has 0", "Substituent position change detected: Group (O2.S1) moved from para to position 1 position(s)"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161858_19096", "target_smiles_raw": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "product_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "reactant_smiles": ["C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O"], "reactant_smiles_canonical": ["C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O"], "stability_raw": {"C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 290.26, "logP": 2.5065, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 18, 17, 7, 4, 3], [10, 11, 13, 14, 15, 9]], "bond_rings": [[19, 17, 16, 6, 3, 2], [10, 12, 13, 14, 20, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 2, Product has 3"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161858_19096", "target_smiles_raw": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O", "product_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)NC1=O", "reactant_smiles": ["C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O"], "reactant_smiles_canonical": ["C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O"], "stability_raw": {"C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 308.27500000000003, "logP": 2.4200000000000004, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[10, 16, 15, 14, 12, 11]], "bond_rings": [[20, 15, 14, 13, 11, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 21, "num_heavy_atoms": 21, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161858_19096", "target_smiles_raw": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O", "product_smiles_canonical": "C[C@](F)(CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F)C(=O)O", "reactant_smiles": ["C[C@](F)(Br)C(=O)O", "CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F"], "reactant_smiles_canonical": ["C[C@](F)(Br)C(=O)O", "CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F"], "stability_raw": {"C[C@](F)(Br)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 170.965, "logP": 1.1516, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.222, "logP": 2.237, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 13, 12, 11, 9, 8]], "bond_rings": [[14, 12, 11, 10, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161858_19096", "target_smiles_raw": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F", "product_smiles_canonical": "CC(F)(F)[C@@](C)(N)c1cc(N)ccc1F", "reactant_smiles": ["CC(F)(F)C(=O)c1cc(N)ccc1F", "N"], "reactant_smiles_canonical": ["CC(F)(F)C(=O)c1cc(N)ccc1F", "N"], "stability_raw": {"CC(F)(F)C(=O)c1cc(N)ccc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 203.16299999999998, "logP": 2.2458, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 10, 8, 7]], "bond_rings": [[13, 11, 10, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 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{"num_rings": 1, "atom_rings": [[1, 8, 6, 4, 3, 2]], "bond_rings": [[8, 7, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 9"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161858_19096", "target_smiles_raw": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["O=C1CCOC[C@H]1c1ccc(I)cc1", "N"], "reactant_smiles_canonical": ["O=C1CCOC[C@H]1c1ccc(I)cc1", "N"], "stability_raw": {"O=C1CCOC[C@H]1c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 302.111, "logP": 2.3642000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 6, 5, 4, 3, 2], [8, 9, 10, 12, 13, 7]], "bond_rings": [[13, 5, 4, 3, 2, 1], [8, 9, 11, 12, 14, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161858_19096", "target_smiles_raw": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "O=C1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["O=C(O)CCC[C@H](O)c1ccc(I)cc1"], "reactant_smiles_canonical": ["O=C(O)CCC[C@H](O)c1ccc(I)cc1"], "stability_raw": {"O=C(O)CCC[C@H](O)c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 320.126, "logP": 2.5795000000000003, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 14, 13, 11, 10, 9]], "bond_rings": [[14, 13, 12, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161858_19096", "target_smiles_raw": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(O)CCC[C@H](O)c1ccc(I)cc1", "product_smiles_canonical": "O=C(O)CCC[C@H](O)c1ccc(I)cc1", "reactant_smiles": ["O=C(O)CCCC(=O)c1ccc(I)cc1"], "reactant_smiles_canonical": ["O=C(O)CCCC(=O)c1ccc(I)cc1"], "stability_raw": {"O=C(O)CCCC(=O)c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 318.11, "logP": 2.7288000000000006, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 14, 13, 11, 10, 9]], "bond_rings": [[14, 13, 12, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:18:58", "job_id": "checker_20251223_161858_19096", "target_smiles_raw": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "N[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)CCCC(=O)c1ccc(I)cc1", "product_smiles_canonical": "O=C(O)CCCC(=O)c1ccc(I)cc1", "reactant_smiles": ["O=C(O)CCCC(=O)O", "Ic1ccccc1"], "reactant_smiles_canonical": ["O=C(O)CCCC(=O)O", "Ic1ccccc1"], "stability_raw": {"O=C(O)CCCC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.115, "logP": 0.32590000000000025, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "Ic1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 204.01000000000002, "logP": 2.2912, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Iodo", "from_positions": ["position 1"], "to_positions": ["para"]}], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Substituent position change detected: Iodo moved from position 1 to para position(s)"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "product_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "reactant_smiles": ["COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "Clc1cncc(Cl)c1Cl"], "reactant_smiles_canonical": ["COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "Clc1cncc(Cl)c1Cl"], "stability_raw": {"COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1": {"valid_structure": true, "stability_score": 80, "issues": ["Large (7-membered) heterocycle with N (potentially unstable)"], "metrics": {"molecular_weight": 388.5120000000003, "logP": 2.3533999999999997, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 9}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 13, 12, 5, 4, 3], [6, 8, 9, 11, 12, 5], [22, 21, 27, 26, 25, 24, 23]], "bond_rings": [[27, 12, 29, 4, 3, 2], [7, 8, 10, 11, 29, 5], [21, 28, 26, 25, 24, 23, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}, "Clc1cncc(Cl)c1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 182.43699999999998, "logP": 3.0418000000000003, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[8, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "product_smiles_canonical": "COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "reactant_smiles": ["COc1ccc2c(N)cc(=O)[nH]c2c1O", "BrCCCCCCN1CCCNCC1"], "reactant_smiles_canonical": ["COc1ccc2c(N)cc(=O)[nH]c2c1O", "BrCCCCCCN1CCCNCC1"], "stability_raw": {"COc1ccc2c(N)cc(=O)[nH]c2c1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 206.201, "logP": 0.8244999999999998, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [6, 8, 9, 11, 12, 5]], "bond_rings": [[14, 12, 15, 4, 3, 2], [7, 8, 10, 11, 15, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "BrCCCCCCN1CCCNCC1": {"valid_structure": true, "stability_score": 70, "issues": ["Large (7-membered) heterocycle with N (potentially unstable)"], "metrics": {"molecular_weight": 263.22299999999996, "logP": 2.237, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 8, 9, 10, 11, 12, 13]], "bond_rings": [[7, 8, 9, 10, 11, 12, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1ccc2c(N)cc(=O)[nH]c2c1O", "product_smiles_canonical": "COc1ccc2c(N)cc(=O)[nH]c2c1O", "reactant_smiles": ["COc1ccc2c(Br)cc(=O)[nH]c2c1O", "N"], "reactant_smiles_canonical": ["COc1ccc2c(Br)cc(=O)[nH]c2c1O", "N"], "stability_raw": {"COc1ccc2c(Br)cc(=O)[nH]c2c1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 270.082, "logP": 2.0048, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [6, 8, 9, 11, 12, 5]], "bond_rings": [[14, 12, 15, 4, 3, 2], [7, 8, 10, 11, 15, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COc1ccc2c(Br)cc(=O)[nH]c2c1O", "product_smiles_canonical": "COc1ccc2c(Br)cc(=O)[nH]c2c1O", "reactant_smiles": ["COc1ccc2c(Br)cc(=O)[nH]c2c1OC"], "reactant_smiles_canonical": ["COc1ccc2c(Br)cc(=O)[nH]c2c1OC"], "stability_raw": {"COc1ccc2c(Br)cc(=O)[nH]c2c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 284.10900000000004, "logP": 2.3078000000000003, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [6, 8, 9, 11, 12, 5]], "bond_rings": [[15, 12, 16, 4, 3, 2], [7, 8, 10, 11, 16, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Hydroxy methyl", "from_positions": ["ortho", "ortho"], "to_positions": ["ortho"]}], "detected_issues": ["Atom count mismatch for C: Reactant has 11, Product has 10", "Substituent position change detected: Hydroxy methyl moved from ortho, ortho to ortho position(s)"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "COc1ccc2c(Br)cc(=O)[nH]c2c1OC", "product_smiles_canonical": "COc1ccc2c(Br)cc(=O)[nH]c2c1OC", "reactant_smiles": ["COc1cccc(NC(=O)CC(=O)Br)c1OC"], "reactant_smiles_canonical": ["COc1cccc(NC(=O)CC(=O)Br)c1OC"], "stability_raw": {"COc1cccc(NC(=O)CC(=O)Br)c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 302.124, "logP": 1.9538999999999997, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 14, 6, 5, 4, 3]], "bond_rings": [[16, 13, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 5, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [6], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 10"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "COc1cccc(NC(=O)CC(=O)Br)c1OC", "product_smiles_canonical": "COc1cccc(NC(=O)CC(=O)Br)c1OC", "reactant_smiles": ["COc1cccc(N)c1OC", "CCOC(=O)CC(=O)Br"], "reactant_smiles_canonical": ["COc1cccc(N)c1OC", "CCOC(=O)CC(=O)Br"], "stability_raw": {"COc1cccc(N)c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.18099999999998, "logP": 1.2859999999999998, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 6, 5, 4, 3]], "bond_rings": [[10, 7, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CCOC(=O)CC(=O)Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 195.012, "logP": 0.8611000000000001, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for C: Reactant has 13, Product has 11"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CCOC(=O)CC(=O)Br", "product_smiles_canonical": "CCOC(=O)CC(=O)Br", "reactant_smiles": ["CCOC(=O)OCC", "CC(=O)Br"], "reactant_smiles_canonical": ["CCOC(=O)OCC", "CC(=O)Br"], "stability_raw": {"CCOC(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.13199999999999, "logP": 1.1794, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(=O)Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.949, "logP": 0.9278, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 7, Product has 5"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 1, "depth": 2, "product_smiles": "BrCCCCCCN1CCCNCC1", "product_smiles_canonical": "BrCCCCCCN1CCCNCC1", "reactant_smiles": ["C1CNCCNC1", "ClCCCCCCBr"], "reactant_smiles_canonical": ["C1CNCCNC1", "ClCCCCCCBr"], "stability_raw": {"C1CNCCNC1": {"valid_structure": true, "stability_score": 70, "issues": ["Large (7-membered) heterocycle with N (potentially unstable)"], "metrics": {"molecular_weight": 100.165, "logP": -0.43069999999999986, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 3, 4, 5, 6]], "bond_rings": [[0, 1, 2, 3, 4, 5, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Moderately stable"}, "ClCCCCCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 199.519, "logP": 3.180500000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 5}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 0, "depth": 1, "product_smiles": "Clc1cncc(Cl)c1Cl", "product_smiles_canonical": "Clc1cncc(Cl)c1Cl", "reactant_smiles": ["O=P(Cl)(Cl)Cl", "Oc1c(Cl)cncc1Cl"], "reactant_smiles_canonical": ["O=P(Cl)(Cl)Cl", "Oc1c(Cl)cncc1Cl"], "stability_raw": {"O=P(Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.332, "logP": 2.8109, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Oc1c(Cl)cncc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 163.99099999999999, "logP": 2.0939999999999994, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 5, 4, 2]], "bond_rings": [[8, 6, 5, 4, 3, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Chloro", "from_positions": ["ortho", "ortho"], "to_positions": ["ortho", "ortho", "ortho"]}], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Cl: Reactant has 5, Product has 3", "Atom count mismatch for P: Reactant has 1, Product has 0", "Substituent position change detected: Chloro moved from ortho, ortho to ortho, ortho, ortho position(s)"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "product_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "reactant_smiles": ["COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC", "OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1"], "reactant_smiles_canonical": ["COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC", "OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1"], "stability_raw": {"COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 334.1730000000001, "logP": 3.1449000000000007, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 17, 16, 15, 4, 3], [5, 6, 7, 14, 15, 4], [8, 10, 11, 13, 14, 7]], "bond_rings": [[19, 16, 15, 20, 3, 2], [5, 6, 21, 14, 20, 4], [9, 10, 12, 13, 21, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 290.10299999999995, "logP": 0.06909999999999927, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 20, 7, 6, 5, 4], [14, 15, 16, 18, 19, 13]], "bond_rings": [[20, 19, 6, 5, 4, 3], [14, 15, 17, 18, 21, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 22, "num_heavy_atoms": 21, "num_heavy_bonds": 22, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC", "product_smiles_canonical": "COc1cc2ncc3c(N)nc(Br)cc3c2cc1OC", "reactant_smiles": ["COc1cc2ncc3c(N)nccc3c2cc1OC"], "reactant_smiles_canonical": ["COc1cc2ncc3c(N)nccc3c2cc1OC"], "stability_raw": {"COc1cc2ncc3c(N)nccc3c2cc1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 255.277, "logP": 2.3824000000000005, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 16, 15, 14, 4, 3], [5, 6, 7, 13, 14, 4], [8, 10, 11, 12, 13, 7]], "bond_rings": [[18, 15, 14, 19, 3, 2], [5, 6, 20, 13, 19, 4], [9, 10, 11, 12, 20, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 21 bonds, Product has 22 bonds"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1cc2ncc3c(N)nccc3c2cc1OC", "product_smiles_canonical": "COc1cc2ncc3c(N)nccc3c2cc1OC", "reactant_smiles": ["COc1cc2ncc3c(Cl)nccc3c2cc1OC"], "reactant_smiles_canonical": ["COc1cc2ncc3c(Cl)nccc3c2cc1OC"], "stability_raw": {"COc1cc2ncc3c(Cl)nccc3c2cc1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 274.70700000000005, "logP": 3.4536000000000024, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 16, 15, 14, 4, 3], [5, 6, 7, 13, 14, 4], [8, 10, 11, 12, 13, 7]], "bond_rings": [[18, 15, 14, 19, 3, 2], [5, 6, 20, 13, 19, 4], [9, 10, 11, 12, 20, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 2, Product has 3"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COc1cc2ncc3c(Cl)nccc3c2cc1OC", "product_smiles_canonical": "COc1cc2ncc3c(Cl)nccc3c2cc1OC", "reactant_smiles": ["Oc1cc2ncc3c(Cl)nccc3c2cc1O", "CI"], "reactant_smiles_canonical": ["Oc1cc2ncc3c(Cl)nccc3c2cc1O", "CI"], "stability_raw": {"Oc1cc2ncc3c(Cl)nccc3c2cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 246.653, "logP": 2.8476000000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 15, 14, 13, 3, 2], [4, 5, 6, 12, 13, 3], [7, 9, 10, 11, 12, 6]], "bond_rings": [[16, 14, 13, 17, 2, 1], [4, 5, 18, 12, 17, 3], [8, 9, 10, 11, 18, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 19, "num_heavy_atoms": 17, "num_heavy_bonds": 19, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "CI": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 141.939, "logP": 1.0512000000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 14", "Possible unnecessary bonds formed: Reactant has 20 bonds, Product has 21 bonds"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "Oc1cc2ncc3c(Cl)nccc3c2cc1O", "product_smiles_canonical": "Oc1cc2ncc3c(Cl)nccc3c2cc1O", "reactant_smiles": ["Oc1cc2ncc3cnccc3c2cc1O"], "reactant_smiles_canonical": ["Oc1cc2ncc3cnccc3c2cc1O"], "stability_raw": {"Oc1cc2ncc3cnccc3c2cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 212.208, "logP": 2.194200000000001, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 14, 13, 12, 3, 2], [4, 5, 6, 11, 12, 3], [7, 8, 9, 10, 11, 6]], "bond_rings": [[15, 13, 12, 16, 2, 1], [4, 5, 17, 11, 16, 3], [7, 8, 9, 10, 17, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 18 bonds, Product has 19 bonds"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "Oc1cc2ncc3cnccc3c2cc1O", "product_smiles_canonical": "Oc1cc2ncc3cnccc3c2cc1O", "reactant_smiles": ["c1ccc2c(c1)ncc1cnccc12"], "reactant_smiles_canonical": ["c1ccc2c(c1)ncc1cnccc12"], "stability_raw": {"c1ccc2c(c1)ncc1cnccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 180.20999999999998, "logP": 2.7830000000000004, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[0, 5, 4, 3, 2, 1], [6, 7, 8, 13, 3, 4], [9, 10, 11, 12, 13, 8]], "bond_rings": [[13, 4, 3, 2, 1, 0], [6, 7, 14, 15, 3, 5], [9, 10, 11, 12, 14, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 16, "num_heavy_atoms": 14, "num_heavy_bonds": 16, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 0}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 18 bonds"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "c1ccc2c(c1)ncc1cnccc12", "product_smiles_canonical": "c1ccc2c(c1)ncc1cnccc12", "reactant_smiles": ["Clc1nc2ccccc2c2ccncc12"], "reactant_smiles_canonical": ["Clc1nc2ccccc2c2ccncc12"], "stability_raw": {"Clc1nc2ccccc2c2ccncc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 214.65499999999997, "logP": 3.4364000000000017, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 14, 9, 8, 3, 2], [4, 5, 6, 7, 8, 3], [10, 11, 12, 13, 14, 9]], "bond_rings": [[14, 16, 8, 15, 2, 1], [4, 5, 6, 7, 15, 3], [10, 11, 12, 13, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 17, "num_heavy_atoms": 15, "num_heavy_bonds": 17, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "Clc1nc2ccccc2c2ccncc12", "product_smiles_canonical": "Clc1nc2ccccc2c2ccncc12", "reactant_smiles": ["O=P(Cl)(Cl)Cl", "O=c1[nH]c2ccccc2c2ccncc12"], "reactant_smiles_canonical": ["O=P(Cl)(Cl)Cl", "O=c1[nH]c2ccccc2c2ccncc12"], "stability_raw": {"O=P(Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.332, "logP": 2.8109, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=c1[nH]c2ccccc2c2ccncc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.20899999999997, "logP": 2.0763, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 14, 9, 8, 3, 2], [4, 5, 6, 7, 8, 3], [10, 11, 12, 13, 14, 9]], "bond_rings": [[14, 16, 8, 15, 2, 1], [4, 5, 6, 7, 15, 3], [10, 11, 12, 13, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 17, "num_heavy_atoms": 15, "num_heavy_bonds": 17, "num_aromatic_atoms": 14, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Cl: Reactant has 3, Product has 1", "Atom count mismatch for P: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "O=c1[nH]c2ccccc2c2ccncc12", "product_smiles_canonical": "O=c1[nH]c2ccccc2c2ccncc12", "reactant_smiles": ["Nc1ccccc1B(O)O", "COC(=O)c1cnccc1Br"], "reactant_smiles_canonical": ["Nc1ccccc1B(O)O", "COC(=O)c1cnccc1Br"], "stability_raw": {"Nc1ccccc1B(O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.947, "logP": -1.0514000000000001, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[9, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COC(=O)c1cnccc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 216.034, "logP": 1.6306999999999998, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 9, 8, 7, 6, 5]], "bond_rings": [[10, 8, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 4, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 12", "Ring size change detected: Reactant rings [6, 6], Product rings [6, 6, 6]"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 0, "depth": 1, "product_smiles": "OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1", "product_smiles_canonical": "OB(O)c1cncc(OCCNCc2ccc(F)cc2)c1", "reactant_smiles": ["NCc1ccc(F)cc1", "OB(O)c1cncc(OCCBr)c1"], "reactant_smiles_canonical": ["NCc1ccc(F)cc1", "OB(O)c1cncc(OCCBr)c1"], "stability_raw": {"NCc1ccc(F)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 125.14599999999997, "logP": 1.2844, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "OB(O)c1cncc(OCCBr)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 245.86899999999997, "logP": -0.46490000000000054, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 12, 7, 6, 5, 4]], "bond_rings": [[12, 11, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:18:59", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_smiles_canonical": "COc1cc2ncc3c(N)nc(-c4cncc(OCCNCc5ccc(F)cc5)c4)cc3c2cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 2, "product_smiles": "OB(O)c1cncc(OCCBr)c1", "product_smiles_canonical": "OB(O)c1cncc(OCCBr)c1", "reactant_smiles": ["OB(O)c1cncc(O)c1", "BrCCBr"], "reactant_smiles_canonical": ["OB(O)c1cncc(O)c1", "BrCCBr"], "stability_raw": {"OB(O)c1cncc(O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 138.91899999999998, "logP": -1.5330000000000006, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 7, 6, 5, 4]], "bond_rings": [[9, 8, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "BrCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.862, "logP": 1.7762, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "product_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "reactant_smiles": ["CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N", "O=C(O)c1cc(-c2ccccc2)n[nH]1"], "reactant_smiles_canonical": ["CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N", "O=C(O)c1cc(-c2ccccc2)n[nH]1"], "stability_raw": {"CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 295.338, "logP": 2.3979999999999997, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 8, 7, 6, 5, 4], [9, 7, 6, 20, 10], [13, 14, 15, 16, 17, 12], [18, 17, 12, 10, 20]], "bond_rings": [[21, 7, 6, 5, 4, 3], [8, 6, 23, 22, 9], [13, 14, 15, 16, 24, 12], [17, 24, 11, 22, 19]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 25, "num_heavy_atoms": 22, "num_heavy_bonds": 25, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "O=C(O)c1cc(-c2ccccc2)n[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 188.186, "logP": 1.7748999999999997, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 12, 13], [7, 8, 9, 10, 11, 6]], "bond_rings": [[3, 4, 11, 12, 13], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N", "product_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21N", "reactant_smiles": ["CC(C)c1ccc(O)c(c1)C1(O)c2ccccc2C(=O)C1N"], "reactant_smiles_canonical": ["CC(C)c1ccc(O)c(C2(O)c3ccccc3C(=O)C2N)c1"], "stability_raw": {"CC(C)c1ccc(O)c(c1)C1(O)c2ccccc2C(=O)C1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 297.35400000000004, "logP": 2.2751, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 9, 8, 6, 5, 4], [13, 14, 15, 16, 17, 12], [18, 17, 12, 10, 20]], "bond_rings": [[21, 8, 7, 5, 4, 3], [13, 14, 15, 16, 23, 12], [17, 23, 11, 22, 19]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 24, "num_heavy_atoms": 22, "num_heavy_bonds": 24, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["5-membered ring added", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 24 bonds, Product has 25 bonds"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)c1ccc(O)c(c1)C1(O)c2ccccc2C(=O)C1N", "product_smiles_canonical": "CC(C)c1ccc(O)c(C2(O)c3ccccc3C(=O)C2N)c1", "reactant_smiles": ["CC(C)c1ccc(O)c(Br)c1", "NC1C(=O)c2ccccc2C1=O"], "reactant_smiles_canonical": ["CC(C)c1ccc(O)c(Br)c1", "NC1C(=O)c2ccccc2C1=O"], "stability_raw": {"CC(C)c1ccc(O)c(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 215.08999999999997, "logP": 3.278100000000002, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 8, 6, 5, 4]], "bond_rings": [[10, 9, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "NC1C(=O)c2ccccc2C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.15999999999997, "logP": 0.39290000000000014, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 4, 9, 10], [5, 6, 7, 8, 9, 4]], "bond_rings": [[1, 3, 12, 9, 11], [5, 6, 7, 8, 12, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)c1ccc(O)c(Br)c1", "product_smiles_canonical": "CC(C)c1ccc(O)c(Br)c1", "reactant_smiles": ["CC(C)c1ccc(O)cc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["CC(C)c1ccc(O)cc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"CC(C)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.19399999999996, "logP": 2.515600000000001, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 9", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 2, "depth": 3, "product_smiles": "NC1C(=O)c2ccccc2C1=O", "product_smiles_canonical": "NC1C(=O)c2ccccc2C1=O", "reactant_smiles": ["O=C1c2ccccc2C(=O)C1[N+](=O)[O-]"], "reactant_smiles_canonical": ["O=C1c2ccccc2C(=O)C1[N+](=O)[O-]"], "stability_raw": {"O=C1c2ccccc2C(=O)C1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 191.14199999999997, "logP": 0.7109, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 7, 8, 10], [3, 4, 5, 6, 7, 2]], "bond_rings": [[1, 14, 7, 9, 13], [3, 4, 5, 6, 14, 2]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161859_19096", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)c1cc(-c2ccccc2)n[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)c1cc(-c2ccccc2)n[nH]1", "product_smiles_canonical": "O=C(O)c1cc(-c2ccccc2)n[nH]1", "reactant_smiles": ["CCOC(=O)c1cc(-c2ccccc2)n[nH]1"], "reactant_smiles_canonical": ["CCOC(=O)c1cc(-c2ccccc2)n[nH]1"], "stability_raw": {"CCOC(=O)c1cc(-c2ccccc2)n[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 216.24000000000004, "logP": 2.2533999999999996, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 14, 15], [9, 10, 11, 12, 13, 8]], "bond_rings": [[5, 6, 13, 14, 15], [9, 10, 11, 12, 16, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 10"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_smiles_canonical": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "product_smiles_canonical": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "reactant_smiles": ["N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1", "NC(=O)c1cnn2ccc(Br)cc12"], "reactant_smiles_canonical": ["N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1", "NC(=O)c1cnn2ccc(Br)cc12"], "stability_raw": {"N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 208.21099999999998, "logP": 2.06988, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 14, 7, 6, 4, 3], [9, 8, 13, 12, 10]], "bond_rings": [[14, 13, 6, 5, 3, 2], [8, 15, 12, 11, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Moderately stable"}, "NC(=O)c1cnn2ccc(Br)cc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 240.05999999999997, "logP": 1.1956999999999998, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 12], [7, 8, 9, 11, 12, 6]], "bond_rings": [[3, 4, 5, 13, 12], [7, 8, 10, 11, 13, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_smiles_canonical": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1", "product_smiles_canonical": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1", "reactant_smiles": ["N#Cc1cc(F)cc(Br)c1", "[C@H]1C[C@H](F)CN1"], "reactant_smiles_canonical": ["N#Cc1cc(F)cc(Br)c1", "F[C@H]1C[CH]NC1"], "stability_raw": {"N#Cc1cc(F)cc(Br)c1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 200.01, "logP": 2.459880000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 7, 6, 4, 3]], "bond_rings": [[9, 8, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Moderately stable"}, "[C@H]1C[C@H](F)CN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 88.105, "logP": 0.47959, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 4, 5]], "bond_rings": [[0, 1, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_smiles_canonical": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "N#Cc1cc(F)cc(Br)c1", "product_smiles_canonical": "N#Cc1cc(F)cc(Br)c1", "reactant_smiles": ["NC(=O)c1cc(F)cc(Br)c1"], "reactant_smiles_canonical": ["NC(=O)c1cc(F)cc(Br)c1"], "stability_raw": {"NC(=O)c1cc(F)cc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.02499999999998, "logP": 1.6871, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 8, 7, 5, 4]], "bond_rings": [[10, 9, 7, 6, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_smiles_canonical": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "NC(=O)c1cnn2ccc(Br)cc12", "product_smiles_canonical": "NC(=O)c1cnn2ccc(Br)cc12", "reactant_smiles": ["NC(=O)c1cnn2ccccc12", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["NC(=O)c1cnn2ccccc12", "O=C1CCC(=O)N1Br"], "stability_raw": {"NC(=O)c1cnn2ccccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.164, "logP": 0.4331999999999997, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 11], [7, 8, 9, 10, 11, 6]], "bond_rings": [[3, 4, 5, 12, 11], [7, 8, 9, 10, 12, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 12, Product has 8", "Ring size change detected: Reactant rings [5, 5, 6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "product_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "reactant_smiles": ["O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "N"], "reactant_smiles_canonical": ["O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "N"], "stability_raw": {"O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 526.5970000000003, "logP": 3.599800000000002, "h_bond_donors": 2, "h_bond_acceptors": 8, "rotatable_bonds": 6}, "ring_data": {"num_rings": 7, "atom_rings": [[3, 25, 24, 23, 5, 4], [7, 8, 9, 10, 22, 6], [11, 10, 9, 13, 12], [17, 18, 19, 20, 21, 16], [26, 25, 24, 38, 27], [28, 29, 36, 37, 38, 27], [31, 32, 33, 34, 35, 30]], "bond_rings": [[38, 24, 23, 22, 4, 3], [7, 8, 9, 21, 40, 6], [10, 9, 42, 12, 11], [17, 18, 19, 20, 43, 16], [25, 24, 41, 39, 26], [28, 35, 36, 37, 39, 27], [31, 32, 33, 34, 44, 30]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 5, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 39, "num_bonds": 45, "num_heavy_atoms": 39, "num_heavy_bonds": 45, "num_aromatic_atoms": 22, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "product_smiles_canonical": "O=C(O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "reactant_smiles": ["O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1"], "reactant_smiles_canonical": ["O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1"], "stability_raw": {"O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 376.2100000000002, "logP": 3.0134000000000007, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 9, 8, 7, 5, 4], [10, 9, 8, 22, 11], [12, 13, 20, 21, 22, 11], [15, 16, 17, 18, 19, 14]], "bond_rings": [[22, 8, 7, 6, 4, 3], [9, 8, 24, 23, 10], [12, 19, 20, 21, 23, 11], [15, 16, 17, 18, 25, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 26, "num_heavy_atoms": 23, "num_heavy_bonds": 26, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 275.11699999999996, "logP": -0.9516999999999991, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 19, 7, 6, 5, 4], [8, 7, 6, 10, 9], [14, 15, 16, 17, 18, 13]], "bond_rings": [[19, 18, 6, 5, 4, 3], [7, 6, 20, 9, 8], [14, 15, 16, 17, 21, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "product_smiles_canonical": "O=C(O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "reactant_smiles": ["O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12"], "reactant_smiles_canonical": ["O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12"], "stability_raw": {"O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 297.314, "logP": 2.2509000000000006, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 8, 7, 6, 5, 4], [9, 8, 7, 21, 10], [11, 12, 19, 20, 21, 10], [14, 15, 16, 17, 18, 13]], "bond_rings": [[21, 7, 6, 5, 4, 3], [8, 7, 23, 22, 9], [11, 18, 19, 20, 22, 10], [14, 15, 16, 17, 24, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 25, "num_heavy_atoms": 22, "num_heavy_bonds": 25, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 25 bonds, Product has 26 bonds"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12", "product_smiles_canonical": "O=C(O)c1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12", "reactant_smiles": ["CC(=O)O", "N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12"], "reactant_smiles_canonical": ["CC(=O)O", "N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12"], "stability_raw": {"CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.05200000000001, "logP": 0.09089999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12": {"valid_structure": true, "stability_score": 75, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 278.31499999999994, "logP": 2.42438, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 7, 6, 5, 4, 3], [8, 7, 6, 20, 9], [10, 11, 18, 19, 20, 9], [13, 14, 15, 16, 17, 12]], "bond_rings": [[20, 6, 5, 4, 3, 2], [7, 6, 22, 21, 8], [10, 17, 18, 19, 21, 9], [13, 14, 15, 16, 23, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 24, "num_heavy_atoms": 21, "num_heavy_bonds": 24, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 8}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for N: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 18, Product has 16"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12", "product_smiles_canonical": "N#Cc1ccnc2c1[nH]c1cc(N3CCOCC3)ccc12", "reactant_smiles": ["C1COCCN1", "N#Cc1ccnc2c1[nH]c1cc(Br)ccc12"], "reactant_smiles_canonical": ["C1COCCN1", "N#Cc1ccnc2c1[nH]c1cc(Br)ccc12"], "stability_raw": {"C1COCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 87.122, "logP": -0.3938000000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[5, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "N#Cc1ccnc2c1[nH]c1cc(Br)ccc12": {"valid_structure": true, "stability_score": 80, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 272.105, "logP": 3.3502800000000015, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 7, 6, 5, 4, 3], [8, 7, 6, 15, 9], [10, 11, 13, 14, 15, 9]], "bond_rings": [[15, 6, 5, 4, 3, 2], [7, 6, 17, 16, 8], [10, 12, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "N#Cc1ccnc2c1[nH]c1cc(Br)ccc12", "product_smiles_canonical": "N#Cc1ccnc2c1[nH]c1cc(Br)ccc12", "reactant_smiles": ["N#Cc1ccncc1Nc1cccc(Br)c1"], "reactant_smiles_canonical": ["N#Cc1ccncc1Nc1cccc(Br)c1"], "stability_raw": {"N#Cc1ccncc1Nc1cccc(Br)c1": {"valid_structure": true, "stability_score": 75, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 274.121, "logP": 3.4593800000000012, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [10, 11, 12, 13, 15, 9]], "bond_rings": [[15, 6, 5, 4, 3, 2], [10, 11, 12, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 4}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [6, 6], Product rings [5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 18 bonds"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "N#Cc1ccncc1Nc1cccc(Br)c1", "product_smiles_canonical": "N#Cc1ccncc1Nc1cccc(Br)c1", "reactant_smiles": ["Nc1cccc(Br)c1", "N#Cc1ccncc1Br"], "reactant_smiles_canonical": ["Nc1cccc(Br)c1", "N#Cc1ccncc1Br"], "stability_raw": {"Nc1cccc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.025, "logP": 2.0313, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "N#Cc1ccncc1Br": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 183.00799999999998, "logP": 1.7157799999999999, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Bromo", "from_positions": ["ortho"], "to_positions": ["meta"]}], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1", "Substituent position change detected: Bromo moved from ortho to meta position(s)"]}}} +{"timestamp": "2025-12-23T16:19:00", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_smiles_canonical": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 1, "depth": 2, "product_smiles": "OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1", "product_smiles_canonical": "OB(O)c1ccc2c(cnn2CCN2CCOCC2)c1", "reactant_smiles": ["ClCCN1CCOCC1", "OB(O)c1ccc2[nH]ncc2c1"], "reactant_smiles_canonical": ["ClCCN1CCOCC1", "OB(O)c1ccc2[nH]ncc2c1"], "stability_raw": {"ClCCN1CCOCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 149.62099999999998, "logP": 0.5574, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "OB(O)c1ccc2[nH]ncc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.957, "logP": -0.7573000000000003, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 11, 10, 6, 5, 4], [7, 6, 10, 9, 8]], "bond_rings": [[11, 10, 12, 5, 4, 3], [6, 12, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "product_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "reactant_smiles": ["Cn1oc(=O)nc1C(=O)c1ccccc1", "NOCc1cccc(N)n1"], "reactant_smiles_canonical": ["Cn1oc(=O)nc1C(=O)c1ccccc1", "NOCc1cccc(N)n1"], "stability_raw": {"Cn1oc(=O)nc1C(=O)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 204.18500000000003, "logP": 0.6043000000000001, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 5, 6], [10, 11, 12, 13, 14, 9]], "bond_rings": [[1, 2, 4, 5, 14], [10, 11, 12, 13, 15, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "NOCc1cccc(N)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 139.158, "logP": 0.054099999999999926, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 7, 6, 5, 4]], "bond_rings": [[9, 8, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Cn1oc(=O)nc1C(=O)c1ccccc1", "product_smiles_canonical": "Cn1oc(=O)nc1C(=O)c1ccccc1", "reactant_smiles": ["Cn1oc(=O)nc1", "O=C(Cl)c1ccccc1"], "reactant_smiles_canonical": ["Cn1cnc(=O)o1", "O=C(Cl)c1ccccc1"], "stability_raw": {"Cn1oc(=O)nc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 100.077, "logP": -0.6267, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 5, 6]], "bond_rings": [[1, 2, 4, 5, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "O=C(Cl)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 140.569, "logP": 2.0656, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(Cl)c1ccccc1", "product_smiles_canonical": "O=C(Cl)c1ccccc1", "reactant_smiles": ["O=S(Cl)Cl", "O=C(O)c1ccccc1"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "O=C(O)c1ccccc1"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.12299999999996, "logP": 1.3848, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "NOCc1cccc(N)n1", "product_smiles_canonical": "NOCc1cccc(N)n1", "reactant_smiles": ["Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1"], "reactant_smiles_canonical": ["Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1"], "stability_raw": {"Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 269.26, "logP": 1.3916, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 19, 5, 4, 3, 2], [9, 8, 17, 16, 11], [12, 13, 14, 15, 16, 11]], "bond_rings": [[19, 18, 4, 3, 2, 1], [8, 20, 16, 21, 10], [12, 13, 14, 15, 21, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -40 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for C: Reactant has 14, Product has 6", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 12 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161900_19096", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 2, "product_smiles": "Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1", "product_smiles_canonical": "Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1", "reactant_smiles": ["Nc1cccc(CO)n1", "O=C1c2ccccc2C(=O)N1O"], "reactant_smiles_canonical": ["Nc1cccc(CO)n1", "O=C1c2ccccc2C(=O)N1O"], "stability_raw": {"Nc1cccc(CO)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 124.143, "logP": 0.15610000000000007, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 5, 4, 3, 2]], "bond_rings": [[8, 7, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1c2ccccc2C(=O)N1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 163.13199999999998, "logP": 0.6718, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 7, 8, 10], [3, 4, 5, 6, 7, 2]], "bond_rings": [[1, 12, 7, 9, 11], [3, 4, 5, 6, 12, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "product_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "reactant_smiles": ["Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(-c3ccc(O)c(Cl)c3)nc12", "CN1CCNCC1"], "reactant_smiles_canonical": ["NC(=O)c1cc(-c2ccc(O)c(Cl)c2)nc2c1[nH]c1cc(Cl)ccc12", "CN1CCNCC1"], "stability_raw": {"Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(-c3ccc(O)c(Cl)c3)nc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 372.211, "logP": 4.4944000000000015, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 6, 5, 4, 3, 2], [7, 5, 4, 24, 8], [9, 13, 14, 23, 24, 8], [16, 17, 18, 20, 22, 15]], "bond_rings": [[24, 5, 4, 3, 2, 1], [6, 4, 26, 25, 7], [12, 13, 22, 23, 25, 8], [16, 17, 19, 21, 27, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 19, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "CN1CCNCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 100.16499999999999, "logP": -0.4785999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(-c3ccc(O)c(Cl)c3)nc12", "product_smiles_canonical": "NC(=O)c1cc(-c2ccc(O)c(Cl)c2)nc2c1[nH]c1cc(Cl)ccc12", "reactant_smiles": ["Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(Br)nc12", "OB(O)c1ccc(O)c(Cl)c1"], "reactant_smiles_canonical": ["NC(=O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12", "OB(O)c1ccc(O)c(Cl)c1"], "stability_raw": {"Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(Br)nc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 324.565, "logP": 3.2309, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 6, 5, 4, 3, 2], [7, 5, 4, 17, 8], [9, 13, 14, 16, 17, 8]], "bond_rings": [[17, 5, 4, 3, 2, 1], [6, 4, 19, 18, 7], [12, 13, 15, 16, 18, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "OB(O)c1ccc(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.37599999999998, "logP": -0.27460000000000023, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 8, 6, 5, 4]], "bond_rings": [[10, 9, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Clc1ccc2c(c1)[nH]c1c(C(N)=O)cc(Br)nc12", "product_smiles_canonical": "NC(=O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12", "reactant_smiles": ["O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12"], "reactant_smiles_canonical": ["O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12"], "stability_raw": {"O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 325.54900000000004, "logP": 3.8302000000000005, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 9, 8, 7, 5, 4], [10, 9, 8, 17, 11], [12, 13, 15, 16, 17, 11]], "bond_rings": [[17, 8, 7, 6, 4, 3], [9, 8, 19, 18, 10], [12, 14, 15, 16, 18, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 13, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for N: Reactant has 2, Product has 3"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12", "product_smiles_canonical": "O=C(O)c1cc(Br)nc2c1[nH]c1cc(Cl)ccc12", "reactant_smiles": ["O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1"], "stability_raw": {"O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 327.56500000000005, "logP": 3.939300000000001, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 9, 8, 7, 5, 4], [12, 13, 14, 15, 17, 11]], "bond_rings": [[17, 8, 7, 6, 4, 3], [12, 13, 14, 16, 18, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [6, 6], Product rings [5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 19 bonds, Product has 20 bonds"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1", "product_smiles_canonical": "O=C(O)c1cc(Br)ncc1Nc1cccc(Cl)c1", "reactant_smiles": ["Nc1cnc(Br)cc1C(=O)O", "Clc1cccc(I)c1"], "reactant_smiles_canonical": ["Nc1cnc(Br)cc1C(=O)O", "Clc1cccc(I)c1"], "stability_raw": {"Nc1cnc(Br)cc1C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 217.022, "logP": 1.1245, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[10, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Clc1cccc(I)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 238.45499999999998, "logP": 2.9446000000000003, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 1, "depth": 2, "product_smiles": "OB(O)c1ccc(O)c(Cl)c1", "product_smiles_canonical": "OB(O)c1ccc(O)c(Cl)c1", "reactant_smiles": ["O=C1CCC(=O)N1Cl", "OB(O)c1ccc(O)cc1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Cl", "OB(O)c1ccc(O)cc1"], "stability_raw": {"O=C1CCC(=O)N1Cl": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 133.534, "logP": 0.2892, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "OB(O)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 137.93099999999998, "logP": -0.9280000000000004, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 6", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_smiles_canonical": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 0, "depth": 1, "product_smiles": "CN1CCNCC1", "product_smiles_canonical": "CN1CCNCC1", "reactant_smiles": ["CN1CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["CN1CCN(Cc2ccccc2)CC1"], "stability_raw": {"CN1CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 190.28999999999996, "logP": 1.434, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 4, 3, 2], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 12, 11, 3, 2, 1], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "product_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "reactant_smiles": ["COC(=O)CCc1cc2cc(Br)ccc2n1C", "CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl"], "reactant_smiles_canonical": ["COC(=O)CCc1cc2cc(Br)ccc2n1C", "CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl"], "stability_raw": {"COC(=O)CCc1cc2cc(Br)ccc2n1C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 296.16400000000004, "logP": 3.046400000000001, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 7, 8, 14, 15], [9, 10, 12, 13, 14, 8]], "bond_rings": [[6, 7, 17, 14, 16], [9, 11, 12, 13, 17, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 282.49199999999996, "logP": 0.8569999999999998, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 17, 16, 7, 6, 5], [9, 8, 15, 11, 10]], "bond_rings": [[18, 16, 15, 6, 5, 4], [8, 19, 14, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 20, "num_heavy_atoms": 19, "num_heavy_bonds": 20, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)CCc1cc2cc(Br)ccc2n1C", "product_smiles_canonical": "COC(=O)CCc1cc2cc(Br)ccc2n1C", "reactant_smiles": ["Cn1c(CCC(=O)O)cc2cc(Br)ccc21", "CO"], "reactant_smiles_canonical": ["Cn1c(CCC(=O)O)cc2cc(Br)ccc21", "CO"], "stability_raw": {"Cn1c(CCC(=O)O)cc2cc(Br)ccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 282.137, "logP": 2.958000000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 8, 9, 15], [10, 11, 13, 14, 15, 9]], "bond_rings": [[1, 7, 8, 16, 15], [10, 12, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 32.042, "logP": -0.3915, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Cn1c(CCC(=O)O)cc2cc(Br)ccc21", "product_smiles_canonical": "Cn1c(CCC(=O)O)cc2cc(Br)ccc21", "reactant_smiles": ["O=C(O)CC(=O)O", "Cn1c(C=O)cc2cc(Br)ccc21"], "reactant_smiles_canonical": ["O=C(O)CC(=O)O", "Cn1c(C=O)cc2cc(Br)ccc21"], "stability_raw": {"O=C(O)CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 104.06099999999999, "logP": -0.4543, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "Cn1c(C=O)cc2cc(Br)ccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 238.08399999999997, "logP": 2.753300000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 5, 6, 12], [7, 8, 10, 11, 12, 6]], "bond_rings": [[1, 4, 5, 13, 12], [7, 9, 10, 11, 13, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 2", "Atom count mismatch for C: Reactant has 13, Product has 12"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl", "product_smiles_canonical": "CC(C)Oc1ccc(-c2noc(B(O)O)n2)cc1Cl", "reactant_smiles": ["Oc1ccc(-c2noc(B(O)O)n2)cc1Cl", "CC(C)Br"], "reactant_smiles_canonical": ["OB(O)c1nc(-c2ccc(O)c(Cl)c2)no1", "CC(C)Br"], "stability_raw": {"Oc1ccc(-c2noc(B(O)O)n2)cc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 240.41100000000003, "logP": -0.2246000000000002, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 14, 13, 4, 3, 2], [6, 5, 12, 8, 7]], "bond_rings": [[15, 13, 12, 3, 2, 1], [5, 16, 11, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.993, "logP": 1.7897, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 2, "product_smiles": "Oc1ccc(-c2noc(B(O)O)n2)cc1Cl", "product_smiles_canonical": "OB(O)c1nc(-c2ccc(O)c(Cl)c2)no1", "reactant_smiles": ["OB(O)c1ccc(O)c(Cl)c1", "Brc1noc(B(O)O)n1"], "reactant_smiles_canonical": ["OB(O)c1ccc(O)c(Cl)c1", "OB(O)c1nc(Br)no1"], "stability_raw": {"OB(O)c1ccc(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.37599999999998, "logP": -0.27460000000000023, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 8, 6, 5, 4]], "bond_rings": [[10, 9, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Brc1noc(B(O)O)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.76500000000001, "logP": -1.4881000000000002, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 8]], "bond_rings": [[1, 2, 3, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 2, Product has 1", "Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:01", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_smiles_canonical": "COC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2n1C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "OB(O)c1ccc(O)c(Cl)c1", "product_smiles_canonical": "OB(O)c1ccc(O)c(Cl)c1", "reactant_smiles": ["O=C1CCC(=O)N1Cl", "OB(O)c1ccc(O)cc1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Cl", "OB(O)c1ccc(O)cc1"], "stability_raw": {"O=C1CCC(=O)N1Cl": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 133.534, "logP": 0.2892, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "OB(O)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 137.93099999999998, "logP": -0.9280000000000004, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 6", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "product_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "reactant_smiles": ["Brc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1", "CCOP(=O)([H])OCC"], "reactant_smiles_canonical": ["COc1cc(Br)ccc1Nc1ncc(C(F)(F)F)c(Nc2ccc([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3c2C(=O)N(C)C3)n1", "CCO[PH](=O)OCC"], "stability_raw": {"Brc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 688.5930000000001, "logP": 6.612900000000008, "h_bond_donors": 2, "h_bond_acceptors": 8, "rotatable_bonds": 7}, "ring_data": {"num_rings": 6, "atom_rings": [[1, 44, 41, 4, 3, 2], [7, 8, 9, 14, 40, 6], [17, 18, 19, 33, 34, 16], [21, 22, 23, 31, 32, 20], [25, 26, 27, 29, 30, 24], [35, 34, 33, 39, 37]], "bond_rings": [[44, 43, 40, 3, 2, 1], [7, 8, 13, 39, 45, 6], [17, 18, 32, 33, 46, 16], [21, 22, 30, 31, 47, 20], [25, 26, 28, 29, 49, 24], [34, 33, 48, 38, 36]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 45, "num_bonds": 50, "num_heavy_atoms": 45, "num_heavy_bonds": 50, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 27}, "assessment": "Likely stable"}, "CCOP(=O)([H])OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 138.10299999999998, "logP": 1.4490999999999998, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 36, Product has 37", "Possible unnecessary bonds formed: Reactant has 57 bonds, Product has 58 bonds"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Brc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1", "product_smiles_canonical": "COc1cc(Br)ccc1Nc1ncc(C(F)(F)F)c(Nc2ccc([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3c2C(=O)N(C)C3)n1", "reactant_smiles": ["FC(F)(F)c1cnc(Cl)nc1Cl", "COc1cc(Br)ccc1N", "Nc1ccc([C@H]2CC[C@H](N3CCN(C)CC3)CC2)c2c1C(=O)N(C)C2"], "reactant_smiles_canonical": ["FC(F)(F)c1cnc(Cl)nc1Cl", "COc1cc(Br)ccc1N", "CN1CCN([C@H]2CC[C@H](c3ccc(N)c4c3CN(C)C4=O)CC2)CC1"], "stability_raw": {"FC(F)(F)c1cnc(Cl)nc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 216.977, "logP": 2.8022, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[11, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "COc1cc(Br)ccc1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 202.051, "logP": 2.0399, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 6, 4, 3]], "bond_rings": [[9, 7, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Nc1ccc([C@H]2CC[C@H](N3CCN(C)CC3)CC2)c2c1C(=O)N(C)C2": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 342.4870000000001, "logP": 2.128, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 19, 18, 4, 3, 2], [6, 7, 8, 16, 17, 5], [10, 11, 12, 14, 15, 9], [20, 19, 18, 24, 22]], "bond_rings": [[24, 18, 17, 3, 2, 1], [6, 7, 15, 16, 25, 5], [10, 11, 13, 14, 27, 9], [19, 18, 26, 23, 21]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 19}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "FC(F)(F)c1cnc(Cl)nc1Cl", "product_smiles_canonical": "FC(F)(F)c1cnc(Cl)nc1Cl", "reactant_smiles": ["Clc1ccnc(Cl)n1", "FC(F)(F)I"], "reactant_smiles_canonical": ["Clc1ccnc(Cl)n1", "FC(F)(F)I"], "stability_raw": {"Clc1ccnc(Cl)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 148.98000000000002, "logP": 1.7833999999999997, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "FC(F)(F)I": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 195.909, "logP": 1.9411999999999998, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Chloro", "from_positions": ["meta", "meta"], "to_positions": ["meta", "ortho"]}], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0", "Substituent position change detected: Chloro moved from meta, meta to meta, ortho position(s)"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1cc(Br)ccc1N", "product_smiles_canonical": "COc1cc(Br)ccc1N", "reactant_smiles": ["COc1cc(Br)ccc1[N+](=O)[O-]"], "reactant_smiles_canonical": ["COc1cc(Br)ccc1[N+](=O)[O-]"], "stability_raw": {"COc1cc(Br)ccc1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 232.033, "logP": 2.3659, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 6, 4, 3]], "bond_rings": [[11, 7, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "Nc1ccc([C@H]2CC[C@H](N3CCN(C)CC3)CC2)c2c1C(=O)N(C)C2", "product_smiles_canonical": "CN1CCN([C@H]2CC[C@H](c3ccc(N)c4c3CN(C)C4=O)CC2)CC1", "reactant_smiles": ["Nc1ccc([C@H]2CC[C@H](Br)CC2)c2c1C(=O)N(C)C2", "CN1CCNCC1"], "reactant_smiles_canonical": ["CN1Cc2c(c(N)ccc2[C@H]2CC[C@H](Br)CC2)C1=O", "CN1CCNCC1"], "stability_raw": {"Nc1ccc([C@H]2CC[C@H](Br)CC2)c2c1C(=O)N(C)C2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 323.2340000000001, "logP": 3.2755000000000027, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 13, 12, 4, 3, 2], [6, 7, 8, 10, 11, 5], [14, 13, 12, 18, 16]], "bond_rings": [[18, 12, 11, 3, 2, 1], [6, 7, 9, 10, 19, 5], [13, 12, 20, 17, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "CN1CCNCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 100.16499999999999, "logP": -0.4785999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "Nc1ccc([C@H]2CC[C@H](Br)CC2)c2c1C(=O)N(C)C2", "product_smiles_canonical": "CN1Cc2c(c(N)ccc2[C@H]2CC[C@H](Br)CC2)C1=O", "reactant_smiles": ["CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O"], "reactant_smiles_canonical": ["CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O"], "stability_raw": {"CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 244.33799999999997, "logP": 2.902100000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 15, 16], [6, 7, 8, 9, 10, 5], [11, 12, 13, 15, 3, 4]], "bond_rings": [[1, 2, 18, 15, 17], [6, 7, 8, 9, 19, 5], [11, 12, 14, 18, 3, 10]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 20 bonds, Product has 21 bonds"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O", "product_smiles_canonical": "CN1Cc2c(C3CCCCC3)ccc(N)c2C1=O", "reactant_smiles": ["CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O"], "reactant_smiles_canonical": ["CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O"], "stability_raw": {"CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 242.32199999999995, "logP": 2.8118000000000007, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 15, 16], [6, 7, 8, 9, 10, 5], [11, 12, 13, 15, 3, 4]], "bond_rings": [[1, 2, 18, 15, 17], [6, 7, 8, 9, 19, 5], [11, 12, 14, 18, 3, 10]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 5, "product_smiles": "CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O", "product_smiles_canonical": "CN1Cc2c(C3=CCCCC3)ccc(N)c2C1=O", "reactant_smiles": ["OB(O)C1=CCCCC1", "CN1Cc2c(Br)ccc(N)c2C1=O"], "reactant_smiles_canonical": ["OB(O)C1=CCCCC1", "CN1Cc2c(Br)ccc(N)c2C1=O"], "stability_raw": {"OB(O)C1=CCCCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 125.964, "logP": 0.4988, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CN1Cc2c(Br)ccc(N)c2C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 241.088, "logP": 1.6169, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 10, 11], [4, 6, 7, 8, 10, 3]], "bond_rings": [[1, 2, 13, 10, 12], [5, 6, 7, 9, 13, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161901_19096", "target_smiles_raw": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_smiles_canonical": "CCOP(=O)(Cc1ccc(Nc2ncc(C(F)(F)F)c(Nc3ccc([C@H]4CC[C@H](N5CCN(C)CC5)CC4)c4c3C(=O)N(C)C4)n2)c(OC)c1)OCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 4, "depth": 3, "product_smiles": "CN1CCNCC1", "product_smiles_canonical": "CN1CCNCC1", "reactant_smiles": ["CN1CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["CN1CCN(Cc2ccccc2)CC1"], "stability_raw": {"CN1CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 190.28999999999996, "logP": 1.434, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 4, 3, 2], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 12, 11, 3, 2, 1], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "product_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "reactant_smiles": ["COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)CO)c(OC)c1OC"], "reactant_smiles_canonical": ["COc1ccc(C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC"], "stability_raw": {"COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)CO)c(OC)c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 609.9210000000004, "logP": 7.50760000000001, "h_bond_donors": 2, "h_bond_acceptors": 7, "rotatable_bonds": 14}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 39, 36, 5, 4, 3], [21, 22, 23, 24, 25, 20]], "bond_rings": [[41, 38, 35, 4, 3, 2], [21, 22, 23, 24, 42, 20]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 42, "num_bonds": 43, "num_heavy_atoms": 42, "num_heavy_bonds": 43, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 36}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 8", "Possible unnecessary bonds formed: Reactant has 43 bonds, Product has 44 bonds"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)CO)c(OC)c1OC", "product_smiles_canonical": "COc1ccc(C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC", "reactant_smiles": ["COc1ccc(C[C@H](C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)CO)c(OC)c1OC", "C[Si](C)(Cl)C(C)(C)C"], "reactant_smiles_canonical": ["COc1ccc(C[C@@H](CO)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC", "CC(C)(C)[Si](C)(C)Cl"], "stability_raw": {"COc1ccc(C[C@H](C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)CO)c(OC)c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 495.6570000000003, "logP": 4.478100000000004, "h_bond_donors": 3, "h_bond_acceptors": 7, "rotatable_bonds": 12}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 32, 29, 5, 4, 3], [14, 15, 16, 17, 18, 13]], "bond_rings": [[34, 31, 28, 4, 3, 2], [14, 15, 16, 17, 35, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 36, "num_heavy_atoms": 35, "num_heavy_bonds": 36, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 29}, "assessment": "Likely stable"}, "C[Si](C)(Cl)C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.725, "logP": 3.230400000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1ccc(C[C@H](C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)CO)c(OC)c1OC", "product_smiles_canonical": "COc1ccc(C[C@@H](CO)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC", "reactant_smiles": ["COc1ccc(C[C@H](C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C=O)c(OC)c1OC"], "reactant_smiles_canonical": ["COc1ccc(C[C@@H](C=O)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC"], "stability_raw": {"COc1ccc(C[C@H](C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C=O)c(OC)c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 493.6410000000003, "logP": 4.684700000000004, "h_bond_donors": 2, "h_bond_acceptors": 7, "rotatable_bonds": 12}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 32, 29, 5, 4, 3], [14, 15, 16, 17, 18, 13]], "bond_rings": [[34, 31, 28, 4, 3, 2], [14, 15, 16, 17, 35, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 36, "num_heavy_atoms": 35, "num_heavy_bonds": 36, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 29}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COc1ccc(C[C@H](C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C=O)c(OC)c1OC", "product_smiles_canonical": "COc1ccc(C[C@@H](C=O)C[C@H](O)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)c(OC)c1OC", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -100 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 7", "Atom count mismatch for N: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 27", "Ring size change detected: Reactant rings [], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 6", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 36 bonds"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "C[Si](C)(Cl)C(C)(C)C", "product_smiles_canonical": "CC(C)(C)[Si](C)(C)Cl", "reactant_smiles": ["C[Si](C)([H])C(C)(C)C", "Cl[Cl]"], "reactant_smiles_canonical": ["C[SiH](C)C(C)(C)C", "ClCl"], "stability_raw": {"C[Si](C)([H])C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 116.27999999999999, "logP": 2.2732, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "Cl[Cl]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 70.906, "logP": 1.379, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_smiles_canonical": "COc1ccc(C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CC2CCCCC2)NC(=O)OC(C)(C)C)C(=O)O)c(OC)c1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "C[Si](C)([H])C(C)(C)C", "product_smiles_canonical": "C[SiH](C)C(C)(C)C", "reactant_smiles": ["C[Si](C)([H])[H]", "C=C(C)C"], "reactant_smiles_canonical": ["C[SiH2]C", "C=C(C)C"], "stability_raw": {"C[Si](C)([H])[H]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.172, "logP": 0.25139999999999996, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 5 bonds, Product has 6 bonds"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "CC1(C)COCc2nc3cnc(Br)cc3n21", "target_smiles_canonical": "CC1(C)COCc2nc3cnc(Br)cc3n21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC1(C)COCc2nc3cnc(Br)cc3n21", "product_smiles_canonical": "CC1(C)COCc2nc3cnc(Br)cc3n21", "reactant_smiles": ["O=C1CCC(=O)N1Br", "CC1(C)COCc2nc3cnccc3n21"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "CC1(C)COCc2nc3cnccc3n21"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC1(C)COCc2nc3cnccc3n21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 203.24500000000003, "logP": 1.6965999999999999, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 14, 6, 5, 4, 3], [7, 6, 14, 13, 8], [9, 10, 11, 12, 13, 8]], "bond_rings": [[14, 15, 5, 4, 3, 2], [6, 15, 13, 16, 7], [9, 10, 11, 12, 16, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 17, "num_heavy_atoms": 15, "num_heavy_bonds": 17, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 15, Product has 11", "Ring size change detected: Reactant rings [5, 5, 6, 6], Product rings [5, 6, 6]"]}}} +{"timestamp": "2025-12-23T16:19:02", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "CC1(C)COCc2nc3cnc(Br)cc3n21", "target_smiles_canonical": "CC1(C)COCc2nc3cnc(Br)cc3n21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1(C)COCc2nc3cnccc3n21", "product_smiles_canonical": "CC1(C)COCc2nc3cnccc3n21", "reactant_smiles": ["CC1(C)COCC(=O)N1", "O=[N+]([O-])c1cnccc1I"], "reactant_smiles_canonical": ["CC1(C)COCC(=O)N1", "O=[N+]([O-])c1cnccc1I"], "stability_raw": {"CC1(C)COCC(=O)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 129.159, "logP": -0.08859999999999996, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 6, 5, 4, 3]], "bond_rings": [[8, 7, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "O=[N+]([O-])c1cnccc1I": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 249.99499999999998, "logP": 1.5944, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[9, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 20, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 4, Product has 1", "Ring size change detected: Reactant rings [6, 6], Product rings [5, 6, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "product_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "reactant_smiles": ["N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "CC(C)S(=O)(=O)Cl"], "reactant_smiles_canonical": ["N#Cc1ccc(-c2ccc([C@@H]3COCC[C@@H]3N)cc2)s1", "CC(C)S(=O)(=O)Cl"], "stability_raw": {"N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 284.384, "logP": 3.117980000000002, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 6, 5, 4, 3, 2], [8, 9, 10, 18, 19, 7], [12, 11, 17, 14, 13]], "bond_rings": [[19, 5, 4, 3, 2, 1], [8, 9, 17, 18, 20, 7], [11, 21, 16, 13, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 9}, "assessment": "Moderately stable"}, "CC(C)S(=O)(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.607, "logP": 0.9634, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "product_smiles_canonical": "N#Cc1ccc(-c2ccc([C@@H]3COCC[C@@H]3N)cc2)s1", "reactant_smiles": ["N[C@H]1CCOC[C@H]1Br", "N#Cc1ccc(-c2ccc(B(O)O)cc2)s1"], "reactant_smiles_canonical": ["N[C@H]1CCOC[C@H]1Br", "N#Cc1ccc(-c2ccc(B(O)O)cc2)s1"], "stability_raw": {"N[C@H]1CCOC[C@H]1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 180.045, "logP": 0.4974999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N#Cc1ccc(-c2ccc(B(O)O)cc2)s1": {"valid_structure": true, "stability_score": 75, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 229.069, "logP": 0.9665799999999996, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 15], [7, 8, 9, 13, 14, 6]], "bond_rings": [[2, 3, 4, 14, 15], [7, 8, 12, 13, 16, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "N[C@H]1CCOC[C@H]1Br", "product_smiles_canonical": "N[C@H]1CCOC[C@H]1Br", "reactant_smiles": ["NC1CCOCC1"], "reactant_smiles_canonical": ["NC1CCOCC1"], "stability_raw": {"NC1CCOCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 101.149, "logP": 0.12409999999999966, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 7 bonds, Product has 8 bonds"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "NC1CCOCC1", "product_smiles_canonical": "NC1CCOCC1", "reactant_smiles": ["CC(C)(C)OC(=O)NC1CCOCC1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)NC1CCOCC1"], "stability_raw": {"CC(C)(C)OC(=O)NC1CCOCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 201.26599999999993, "logP": 1.6901, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 13, 12, 11, 10, 9]], "bond_rings": [[13, 12, 11, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for C: Reactant has 10, Product has 5"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161902_19096", "target_smiles_raw": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_smiles_canonical": "CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(-c2ccc(C#N)s2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "N#Cc1ccc(-c2ccc(B(O)O)cc2)s1", "product_smiles_canonical": "N#Cc1ccc(-c2ccc(B(O)O)cc2)s1", "reactant_smiles": ["OB(O)c1ccc(B(O)O)cc1", "N#Cc1ccc(I)s1"], "reactant_smiles_canonical": ["OB(O)c1ccc(B(O)O)cc1", "N#Cc1ccc(I)s1"], "stability_raw": {"OB(O)c1ccc(B(O)O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 165.75, "logP": -2.9537999999999993, "h_bond_donors": 4, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 11, 10, 6, 5, 4]], "bond_rings": [[11, 10, 9, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "N#Cc1ccc(I)s1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 235.04899999999998, "logP": 2.22438, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 7]], "bond_rings": [[2, 3, 4, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (B1.O2)", "from_positions": ["para", "para"], "to_positions": ["para"]}], "detected_issues": ["Atom count mismatch for B: Reactant has 2, Product has 1", "Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for I: Reactant has 1, Product has 0", "Substituent position change detected: Group (B1.O2) moved from para, para to para position(s)"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "product_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "reactant_smiles": ["O=C1[C@@H]2CC=C[C@]2(C(=O)OC(C)(C)C)CN1", "C[C@H](Br)c1ccccc1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)[C@]12C=CC[C@H]1C(=O)NC2", "C[C@H](Br)c1ccccc1"], "stability_raw": {"O=C1[C@@H]2CC=C[C@]2(C(=O)OC(C)(C)C)CN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 223.27199999999996, "logP": 1.0204, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 6, 14, 15], [3, 2, 6, 5, 4]], "bond_rings": [[1, 16, 13, 14, 15], [2, 16, 5, 4, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "C[C@H](Br)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 185.06400000000002, "logP": 3.142500000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, 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"product_smiles": "C=CCC(C(=O)O)C(=O)O", "product_smiles_canonical": "C=CCC(C(=O)O)C(=O)O", "reactant_smiles": ["C=CCC(C(=O)OCC)C(=O)OCC"], "reactant_smiles_canonical": ["C=CCC(C(=O)OCC)C(=O)OCC"], "stability_raw": {"C=CCC(C(=O)OCC)C(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 200.23399999999995, "logP": 1.3049, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 6}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 13, "num_heavy_atoms": 14, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -20 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"issues": [], "metrics": {"molecular_weight": 200.079, "logP": 2.7247000000000003, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[9, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (Br1.C2)", "from_positions": ["ortho"], "to_positions": ["position 1"]}], "detected_issues": ["Atom count mismatch for N: Reactant has 1, Product has 0", "Substituent position change detected: Group (Br1.C2) moved from ortho to position 1 position(s)"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_smiles_canonical": "C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 2, "product_smiles": "C[C@H](Br)c1ccccc1N", "product_smiles_canonical": "C[C@H](Br)c1ccccc1N", "reactant_smiles": ["C[C@H](Br)c1ccccc1[N+](=O)[O-]"], "reactant_smiles_canonical": ["C[C@H](Br)c1ccccc1[N+](=O)[O-]"], "stability_raw": {"C[C@H](Br)c1ccccc1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 230.061, "logP": 3.0507000000000017, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[11, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "product_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "reactant_smiles": ["CCc1nc(C)c(C(=O)O)o1", "Nc1ccc(-c2ccc(C34CCC(CC(=O)OC)(CC3)OC4)cc2)cc1"], "reactant_smiles_canonical": ["CCc1nc(C)c(C(=O)O)o1", "COC(=O)CC12CCC(c3ccc(-c4ccc(N)cc4)cc3)(CC1)CO2"], "stability_raw": {"CCc1nc(C)c(C(=O)O)o1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 155.153, "logP": 1.24362, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 6, 10]], "bond_rings": [[2, 3, 5, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Nc1ccc(-c2ccc(C34CCC(CC(=O)OC)(CC3)OC4)cc2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 351.446, "logP": 4.079700000000003, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 5, "atom_rings": [[1, 25, 24, 4, 3, 2], [6, 7, 8, 22, 23, 5], [10, 11, 12, 18, 19, 9], [10, 11, 12, 20, 21, 9], [18, 19, 9, 21, 20, 12]], "bond_rings": [[25, 24, 23, 3, 2, 1], [6, 7, 21, 22, 26, 5], [10, 11, 17, 18, 27, 9], [10, 11, 19, 20, 28, 9], [18, 27, 28, 20, 19, 17]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 26, "num_bonds": 29, "num_heavy_atoms": 26, "num_heavy_bonds": 29, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCc1nc(C)c(C(=O)O)o1", "product_smiles_canonical": "CCc1nc(C)c(C(=O)O)o1", "reactant_smiles": ["CCc1nc(C)c(C(=O)OC)o1"], "reactant_smiles_canonical": ["CCc1nc(C)c(C(=O)OC)o1"], "stability_raw": {"CCc1nc(C)c(C(=O)OC)o1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 169.17999999999998, "logP": 1.33202, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 6, 11]], "bond_rings": [[2, 3, 5, 10, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 8, Product has 7"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "Nc1ccc(-c2ccc(C34CCC(CC(=O)OC)(CC3)OC4)cc2)cc1", "product_smiles_canonical": "COC(=O)CC12CCC(c3ccc(-c4ccc(N)cc4)cc3)(CC1)CO2", "reactant_smiles": ["Nc1ccc(Br)cc1", "Brc1ccc(C23CCC(CC(=O)OC)(CC2)OC3)cc1"], "reactant_smiles_canonical": ["Nc1ccc(Br)cc1", "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2"], "stability_raw": {"Nc1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.02500000000003, "logP": 2.0313, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "Brc1ccc(C23CCC(CC(=O)OC)(CC2)OC3)cc1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 339.22900000000004, "logP": 3.5930000000000026, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 19, 18, 4, 3, 2], [6, 7, 8, 14, 15, 5], [6, 7, 8, 16, 17, 5], [14, 15, 5, 17, 16, 8]], "bond_rings": [[19, 18, 17, 3, 2, 1], [6, 7, 13, 14, 20, 5], [6, 7, 15, 16, 21, 5], [14, 20, 21, 16, 15, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "Nc1ccc(Br)cc1", "product_smiles_canonical": "Nc1ccc(Br)cc1", "reactant_smiles": ["O=[N+]([O-])c1ccc(Br)cc1"], "reactant_smiles_canonical": ["O=[N+]([O-])c1ccc(Br)cc1"], "stability_raw": {"O=[N+]([O-])c1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 202.007, "logP": 2.3573000000000004, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 2, "depth": 2, "product_smiles": "Brc1ccc(C23CCC(CC(=O)OC)(CC2)OC3)cc1", "product_smiles_canonical": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "reactant_smiles": ["Brc1ccc(C23CCC(CC(=O)O)(CC2)OC3)cc1", "CO"], "reactant_smiles_canonical": ["O=C(O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "CO"], "stability_raw": {"Brc1ccc(C23CCC(CC(=O)O)(CC2)OC3)cc1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 325.202, "logP": 3.5046000000000017, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 18, 17, 4, 3, 2], [6, 7, 8, 13, 14, 5], [6, 7, 8, 15, 16, 5], [13, 14, 5, 16, 15, 8]], "bond_rings": [[18, 17, 16, 3, 2, 1], [6, 7, 12, 13, 19, 5], [6, 7, 14, 15, 20, 5], [13, 19, 20, 15, 14, 12]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 32.042, "logP": -0.3915, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "Brc1ccc(C23CCC(CC(=O)O)(CC2)OC3)cc1", "product_smiles_canonical": "O=C(O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "reactant_smiles": ["O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1"], "reactant_smiles_canonical": ["O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1"], "stability_raw": {"O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 343.2170000000001, "logP": 2.4590000000000005, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 19, 18, 8, 7, 6], [12, 13, 14, 16, 17, 11]], "bond_rings": [[19, 18, 17, 7, 6, 5], [12, 13, 15, 16, 20, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [6, 6], Product rings [6, 6, 6]"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1", "product_smiles_canonical": "O=C(O)CC1(O)CCC(CO)(c2ccc(Br)cc2)CC1", "reactant_smiles": ["O=C1CCC(=O)N1Br", "O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 264.321, "logP": 1.6965000000000001, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 18, 17, 8, 7, 6], [12, 13, 14, 15, 16, 11]], "bond_rings": [[18, 17, 16, 7, 6, 5], [12, 13, 14, 15, 19, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 20, "num_heavy_atoms": 19, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 19, Product has 15", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 5, "product_smiles": "O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1", "product_smiles_canonical": "O=C(O)CC1(O)CCC(CO)(c2ccccc2)CC1", "reactant_smiles": ["CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1"], "reactant_smiles_canonical": ["CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1"], "stability_raw": {"CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 292.37500000000006, "logP": 2.175, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 20, 19, 10, 9, 8], [14, 15, 16, 17, 18, 13]], "bond_rings": [[20, 19, 18, 9, 8, 7], [14, 15, 16, 17, 21, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 22, "num_heavy_atoms": 21, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 17, Product has 15"]}}} +{"timestamp": "2025-12-23T16:19:03", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_smiles_canonical": "CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc(C45CCC(CC(=O)OC)(CC4)OC5)cc3)cc2)o1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 6, "product_smiles": "CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1", "product_smiles_canonical": "CCOC(=O)CC1(O)CCC(CO)(c2ccccc2)CC1", "reactant_smiles": ["CCOC(=O)CBr", "O=C1CCC(CO)(c2ccccc2)CC1"], "reactant_smiles_canonical": ["CCOC(=O)CBr", "O=C1CCC(CO)(c2ccccc2)CC1"], "stability_raw": {"CCOC(=O)CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 167.002, "logP": 0.9444, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "O=C1CCC(CO)(c2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 204.26899999999998, "logP": 2.0598, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 14, 13, 4, 3, 2], [8, 9, 10, 11, 12, 7]], "bond_rings": [[14, 13, 12, 3, 2, 1], [8, 9, 10, 11, 15, 7]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "product_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "reactant_smiles": ["COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O", "ClCCNCCO"], "reactant_smiles_canonical": ["COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O", "OCCNCCCl"], "stability_raw": {"COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 387.4390000000001, "logP": 5.123560000000005, "h_bond_donors": 1, "h_bond_acceptors": 6, "rotatable_bonds": 4}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 27, 26, 25, 4, 3], [8, 9, 11, 13, 14, 7], [16, 17, 18, 19, 21, 15], [22, 23, 24, 25, 4, 5]], "bond_rings": [[28, 26, 25, 29, 3, 2], [8, 10, 12, 13, 30, 7], [16, 17, 18, 20, 31, 15], [22, 23, 24, 29, 4, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 32, "num_heavy_atoms": 29, "num_heavy_bonds": 32, "num_aromatic_atoms": 22, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "ClCCNCCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 123.58299999999998, "logP": -0.19290000000000018, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O", "product_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1O", "reactant_smiles": ["COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O", "Cc1cccc(B(O)O)n1"], "reactant_smiles_canonical": ["COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O", "Cc1cccc(B(O)O)n1"], "stability_raw": {"COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 375.22200000000004, "logP": 4.515640000000003, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 21, 20, 19, 4, 3], [8, 9, 11, 13, 14, 7], [16, 17, 18, 19, 4, 5]], "bond_rings": [[22, 20, 19, 23, 3, 2], [8, 10, 12, 13, 24, 7], [16, 17, 18, 23, 4, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 25, "num_heavy_atoms": 23, "num_heavy_bonds": 25, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "Cc1cccc(B(O)O)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.94699999999997, "logP": -0.9301800000000002, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 5, 4, 3, 2]], "bond_rings": [[9, 8, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O", "product_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3Br)ccnc2cc1O", "reactant_smiles": ["Cc1cc(O)c(Br)nc1C", "COc1cc2c(Cl)ccnc2cc1O"], "reactant_smiles_canonical": ["Cc1cc(O)c(Br)nc1C", "COc1cc2c(Cl)ccnc2cc1O"], "stability_raw": {"Cc1cc(O)c(Br)nc1C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 202.051, "logP": 2.1665399999999995, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 7, 5, 3, 2]], "bond_rings": [[9, 7, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COc1cc2c(Cl)ccnc2cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 209.632, "logP": 2.6024000000000007, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 12, 11, 10, 4, 3], [5, 7, 8, 9, 10, 4]], "bond_rings": [[13, 11, 10, 14, 3, 2], [6, 7, 8, 9, 14, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "Cc1cc(O)c(Br)nc1C", "product_smiles_canonical": "Cc1cc(O)c(Br)nc1C", "reactant_smiles": ["Cc1cc(O)cnc1C", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Cc1cc(O)cnc1C", "O=C1CCC(=O)N1Br"], "stability_raw": {"Cc1cc(O)cnc1C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 123.15499999999999, "logP": 1.40404, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 5, 3, 2]], "bond_rings": [[8, 6, 5, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 11, Product has 7", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161903_19096", "target_smiles_raw": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_smiles_canonical": "COc1cc2c(Oc3cc(C)c(C)nc3-c3cccc(C)n3)ccnc2cc1OCCNCCO", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "Cc1cccc(B(O)O)n1", "product_smiles_canonical": "Cc1cccc(B(O)O)n1", "reactant_smiles": ["Cc1cccc(Br)n1", "CC(C)OB(OC(C)C)OC(C)C"], "reactant_smiles_canonical": ["Cc1cccc(Br)n1", "CC(C)OB(OC(C)C)OC(C)C"], "stability_raw": {"Cc1cccc(Br)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.025, "logP": 2.15252, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CC(C)OB(OC(C)C)OC(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 188.07599999999996, "logP": 2.2463000000000006, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 12, "num_heavy_atoms": 13, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -45 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 15, Product has 6"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "product_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "reactant_smiles": ["O=C(CO)Cl", "c1ccc2c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCO2"], "reactant_smiles_canonical": ["O=C(Cl)CO", "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1c(cccc1C1CCNCC1)OCC2"], "stability_raw": {"O=C(CO)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 94.49700000000001, "logP": -0.25589999999999996, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "c1ccc2c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCO2": {"valid_structure": true, "stability_score": 80, "issues": ["Large (7-membered) heterocycle with O, N (potentially unstable)"], "metrics": {"molecular_weight": 418.4230000000002, "logP": 3.0950000000000015, "h_bond_donors": 1, "h_bond_acceptors": 7, "rotatable_bonds": 3}, "ring_data": {"num_rings": 5, "atom_rings": [[0, 5, 4, 3, 2, 1], [7, 8, 9, 10, 11, 6], [13, 12, 26, 25, 14], [16, 15, 19, 18, 17], [27, 26, 12, 4, 3, 29, 28]], "bond_rings": [[29, 4, 3, 2, 1, 0], [7, 8, 9, 10, 30, 6], [12, 31, 25, 24, 13], [15, 33, 18, 17, 16], [26, 31, 11, 3, 32, 28, 27]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 34, "num_heavy_atoms": 30, "num_heavy_bonds": 34, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "c1ccc2c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCO2", "product_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1c(cccc1C1CCNCC1)OCC2", "reactant_smiles": ["c1ccc(O)c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCBr"], "reactant_smiles_canonical": ["Oc1cccc(C2CCNCC2)c1-n1nc(-c2ncnn2CC(F)(F)F)cc1CCBr"], "stability_raw": {"c1ccc(O)c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 499.3350000000001, "logP": 3.8031000000000015, "h_bond_donors": 2, "h_bond_acceptors": 7, "rotatable_bonds": 6}, "ring_data": {"num_rings": 4, "atom_rings": [[0, 6, 5, 3, 2, 1], [8, 9, 10, 11, 12, 7], [14, 13, 27, 26, 15], [17, 16, 20, 19, 18]], "bond_rings": [[30, 5, 4, 2, 1, 0], [8, 9, 10, 11, 31, 7], [13, 32, 26, 25, 14], [16, 33, 19, 18, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 31, "num_bonds": 34, "num_heavy_atoms": 31, "num_heavy_bonds": 34, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 5, 6, 6], Product rings [5, 5, 6, 6, 7]"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "c1ccc(O)c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCBr", "product_smiles_canonical": "Oc1cccc(C2CCNCC2)c1-n1nc(-c2ncnn2CC(F)(F)F)cc1CCBr", "reactant_smiles": ["c1ccc(O)c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CC"], "reactant_smiles_canonical": ["CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1c(O)cccc1C1CCNCC1"], "stability_raw": {"c1ccc(O)c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 420.4390000000001, "logP": 3.4281000000000015, "h_bond_donors": 2, "h_bond_acceptors": 7, "rotatable_bonds": 5}, "ring_data": {"num_rings": 4, "atom_rings": [[0, 6, 5, 3, 2, 1], [8, 9, 10, 11, 12, 7], [14, 13, 27, 26, 15], [17, 16, 20, 19, 18]], "bond_rings": [[29, 5, 4, 2, 1, 0], [8, 9, 10, 11, 30, 7], [13, 31, 26, 25, 14], [16, 32, 19, 18, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 33, "num_heavy_atoms": 30, "num_heavy_bonds": 33, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 33 bonds, Product has 34 bonds"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "c1ccc(O)c(c1C1CCNCC1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CC", "product_smiles_canonical": "CCc1cc(-c2ncnn2CC(F)(F)F)nn1-c1c(O)cccc1C1CCNCC1", "reactant_smiles": ["c1ccc(O)c(c1C1CCNCC1)-n1nc(Br)cc1CC", "c1nnn(CC(F)(F)F)c1B(O)O"], "reactant_smiles_canonical": ["CCc1cc(Br)nn1-c1c(O)cccc1C1CCNCC1", "OB(O)c1cnnn1CC(F)(F)F"], "stability_raw": {"c1ccc(O)c(c1C1CCNCC1)-n1nc(Br)cc1CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 350.26000000000005, "logP": 3.3698000000000015, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[0, 6, 5, 3, 2, 1], [8, 9, 10, 11, 12, 7], [14, 13, 18, 17, 15]], "bond_rings": [[20, 5, 4, 2, 1, 0], [8, 9, 10, 11, 21, 7], [13, 22, 17, 16, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 23, "num_heavy_atoms": 21, "num_heavy_bonds": 23, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "c1nnn(CC(F)(F)F)c1B(O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 194.90900000000002, "logP": -1.4798000000000002, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 3, 9]], "bond_rings": [[0, 1, 2, 8, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "c1ccc(O)c(c1C1CCNCC1)-n1nc(Br)cc1CC", "product_smiles_canonical": "CCc1cc(Br)nn1-c1c(O)cccc1C1CCNCC1", "reactant_smiles": ["Oc1cccc(Br)c1C1CCNCC1", "CCc1cc(Br)n[nH]1"], "reactant_smiles_canonical": ["Oc1cccc(Br)c1C1CCNCC1", "CCc1cc(Br)n[nH]1"], "stability_raw": {"Oc1cccc(Br)c1C1CCNCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 256.143, "logP": 2.6217000000000006, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 7, 5, 4, 3, 2], [9, 10, 11, 12, 13, 8]], "bond_rings": [[13, 6, 4, 3, 2, 1], [9, 10, 11, 12, 14, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CCc1cc(Br)n[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 175.02900000000002, "logP": 1.7346, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 6, 7]], "bond_rings": [[2, 3, 5, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "Oc1cccc(Br)c1C1CCNCC1", "product_smiles_canonical": "Oc1cccc(Br)c1C1CCNCC1", "reactant_smiles": ["COc1cccc(Br)c1C1CCNCC1"], "reactant_smiles_canonical": ["COc1cccc(Br)c1C1CCNCC1"], "stability_raw": {"COc1cccc(Br)c1C1CCNCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 270.17, "logP": 2.9247000000000005, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 8, 6, 5, 4, 3], [10, 11, 12, 13, 14, 9]], "bond_rings": [[14, 7, 5, 4, 3, 2], [10, 11, 12, 13, 15, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 11"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "COc1cccc(Br)c1C1CCNCC1", "product_smiles_canonical": "COc1cccc(Br)c1C1CCNCC1", "reactant_smiles": ["COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1"], "stability_raw": {"COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 358.2790000000001, "logP": 4.747000000000004, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 8, 6, 5, 4, 3], [10, 11, 12, 20, 21, 9], [15, 16, 17, 18, 19, 14]], "bond_rings": [[21, 7, 5, 4, 3, 2], [10, 11, 19, 20, 22, 9], [15, 16, 17, 18, 23, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 24, "num_heavy_atoms": 22, "num_heavy_bonds": 24, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 19, Product has 12", "Ring size change detected: Reactant rings [6, 6, 6], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 12 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1", "product_smiles_canonical": "COc1cccc(Br)c1C1=CCN(Cc2ccccc2)CC1", "reactant_smiles": ["COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1"], "stability_raw": {"COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 376.29400000000015, "logP": 3.9413000000000027, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 8, 6, 5, 4, 3], [11, 12, 13, 21, 22, 9], [16, 17, 18, 19, 20, 15]], "bond_rings": [[22, 7, 5, 4, 3, 2], [11, 12, 20, 21, 23, 10], [16, 17, 18, 19, 24, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 25, "num_heavy_atoms": 23, "num_heavy_bonds": 25, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1", "product_smiles_canonical": "COc1cccc(Br)c1C1(O)CCN(Cc2ccccc2)CC1", "reactant_smiles": ["COc1cccc(Br)c1", "O=C1CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["COc1cccc(Br)c1", "O=C1CCN(Cc2ccccc2)CC1"], "stability_raw": {"COc1cccc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.036, "logP": 2.457700000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 6, 5, 4, 3]], "bond_rings": [[8, 7, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 189.25799999999998, "logP": 1.8515000000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 4, 3, 2], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 12, 11, 3, 2, 1], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Substituent position changes: -100 points", "Unnecessary bond formations: -5 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Bromo", "from_positions": ["meta"], "to_positions": ["ortho"]}, {"substituent": "Hydroxy methyl", "from_positions": ["meta"], "to_positions": ["ortho"]}], "detected_issues": ["Substituent position change detected: Bromo moved from meta to ortho position(s)", "Substituent position change detected: Hydroxy methyl moved from meta to ortho position(s)", "Possible unnecessary bonds formed: Reactant has 24 bonds, Product has 25 bonds"]}}} +{"timestamp": "2025-12-23T16:19:04", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "O=C(CO)N1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 4, "depth": 5, "product_smiles": "CCc1cc(Br)n[nH]1", "product_smiles_canonical": "CCc1cc(Br)n[nH]1", "reactant_smiles": ["CCc1ccn[nH]1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["CCc1ccn[nH]1", "O=C1CCC(=O)N1Br"], "stability_raw": {"CCc1ccn[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 96.133, "logP": 0.9721, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 9, Product has 5", "Ring size change detected: Reactant rings [5, 5], Product rings [5]"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "product_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "reactant_smiles": ["NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1"], "reactant_smiles_canonical": ["CC1(C)OCC(N)(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)CO1"], "stability_raw": {"NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 475.6540000000003, "logP": 6.002100000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 6}, "ring_data": {"num_rings": 5, "atom_rings": [[3, 4, 5, 25, 26, 2], [6, 7, 23, 24, 25, 5], [10, 11, 12, 13, 22, 9], [17, 18, 19, 20, 21, 16], [27, 28, 29, 32, 33, 1]], "bond_rings": [[3, 4, 35, 25, 34, 2], [6, 22, 23, 24, 35, 5], [10, 11, 12, 21, 36, 9], [17, 18, 19, 20, 37, 16], [27, 28, 31, 32, 33, 26]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 3, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 34, "num_bonds": 38, "num_heavy_atoms": 34, "num_heavy_bonds": 38, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -25 points", "Unnecessary bond formations: -30 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 5", "Atom count mismatch for C: Reactant has 29, Product has 34", "Possible unnecessary bonds formed: Reactant has 38 bonds, Product has 45 bonds"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "product_smiles_canonical": "CC1(C)OCC(N)(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)CO1", "reactant_smiles": ["Sc1cccc(OCc2ccccc2)c1", "NC1(C2CCc3cc(Br)ccc3C2)COC(C)(C)OC1"], "reactant_smiles_canonical": ["Sc1cccc(OCc2ccccc2)c1", "CC1(C)OCC(N)(C2CCc3cc(Br)ccc3C2)CO1"], "stability_raw": {"Sc1cccc(OCc2ccccc2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 216.305, "logP": 3.5543000000000013, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 14, 5, 4, 3, 2], [9, 10, 11, 12, 13, 8]], "bond_rings": [[14, 13, 4, 3, 2, 1], [9, 10, 11, 12, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "NC1(C2CCc3cc(Br)ccc3C2)COC(C)(C)OC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 340.26100000000014, "logP": 3.0344000000000015, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 4, 5, 11, 12, 2], [6, 7, 9, 10, 11, 5], [13, 14, 15, 18, 19, 1]], "bond_rings": [[3, 4, 21, 11, 20, 2], [6, 8, 9, 10, 21, 5], [13, 14, 17, 18, 19, 12]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Sc1cccc(OCc2ccccc2)c1", "product_smiles_canonical": "Sc1cccc(OCc2ccccc2)c1", "reactant_smiles": ["CCOC(=S)Sc1cccc(OCc2ccccc2)c1"], "reactant_smiles_canonical": ["CCOC(=S)Sc1cccc(OCc2ccccc2)c1"], "stability_raw": {"CCOC(=S)Sc1cccc(OCc2ccccc2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 304.43600000000004, "logP": 4.679100000000004, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 19, 10, 9, 8, 7], [14, 15, 16, 17, 18, 13]], "bond_rings": [[19, 18, 9, 8, 7, 6], [14, 15, 16, 17, 20, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for S: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 16, Product has 13"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CCOC(=S)Sc1cccc(OCc2ccccc2)c1", "product_smiles_canonical": "CCOC(=S)Sc1cccc(OCc2ccccc2)c1", "reactant_smiles": ["CCOC(=S)S", "Nc1cccc(OCc2ccccc2)c1"], "reactant_smiles_canonical": ["CCOC(=S)S", "Nc1cccc(OCc2ccccc2)c1"], "stability_raw": {"CCOC(=S)S": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.21400000000001, "logP": 1.2376, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Nc1cccc(OCc2ccccc2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 199.25300000000004, "logP": 2.847800000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 14, 5, 4, 3, 2], [9, 10, 11, 12, 13, 8]], "bond_rings": [[14, 13, 4, 3, 2, 1], [9, 10, 11, 12, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for N: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "NC1(C2CCc3cc(Br)ccc3C2)COC(C)(C)OC1", "product_smiles_canonical": "CC1(C)OCC(N)(C2CCc3cc(Br)ccc3C2)CO1", "reactant_smiles": ["N#CC1(C2CCc3cc(Br)ccc3C2)COC(C)(C)OC1"], "reactant_smiles_canonical": ["CC1(C)OCC(C#N)(C2CCc3cc(Br)ccc3C2)CO1"], "stability_raw": {"N#CC1(C2CCc3cc(Br)ccc3C2)COC(C)(C)OC1": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 350.25600000000014, "logP": 3.846880000000003, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[4, 5, 6, 12, 13, 3], [7, 8, 10, 11, 12, 6], [14, 15, 16, 19, 20, 2]], "bond_rings": [[4, 5, 22, 12, 21, 3], [7, 9, 10, 11, 22, 6], [14, 15, 18, 19, 20, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 23, "num_heavy_atoms": 21, "num_heavy_bonds": 23, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 17, Product has 16"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "N#CC1(C2CCc3cc(Br)ccc3C2)COC(C)(C)OC1", "product_smiles_canonical": "CC1(C)OCC(C#N)(C2CCc3cc(Br)ccc3C2)CO1", "reactant_smiles": ["CC1(C)OCC(C#N)CO1", "BrC1CCc2cc(Br)ccc2C1"], "reactant_smiles_canonical": ["CC1(C)OCC(C#N)CO1", "Brc1ccc2c(c1)CCC(Br)C2"], "stability_raw": {"CC1(C)OCC(C#N)CO1": {"valid_structure": true, "stability_score": 60, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 141.17000000000002, "logP": 0.90908, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Moderately stable"}, "BrC1CCc2cc(Br)ccc2C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 289.99800000000005, "logP": 3.7013000000000025, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 11, 10, 4, 3, 2], [5, 6, 8, 9, 10, 4]], "bond_rings": [[11, 10, 12, 3, 2, 1], [5, 7, 8, 9, 12, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "CC1(C)OCC(C#N)CO1", "product_smiles_canonical": "CC1(C)OCC(C#N)CO1", "reactant_smiles": ["CC1(C)OCC(C(N)=O)CO1"], "reactant_smiles_canonical": ["CC1(C)OCC(C(N)=O)CO1"], "stability_raw": {"CC1(C)OCC(C(N)=O)CO1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 159.185, "logP": -0.12920000000000015, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 5, 4, 3]], "bond_rings": [[10, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 5, "product_smiles": "CC1(C)OCC(C(N)=O)CO1", "product_smiles_canonical": "CC1(C)OCC(C(N)=O)CO1", "reactant_smiles": ["CCN(CC)CC", "CC1(C)OCC(C(=O)O)CO1"], "reactant_smiles_canonical": ["CCN(CC)CC", "CC1(C)OCC(C(=O)O)CO1"], "stability_raw": {"CCN(CC)CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 101.193, "logP": 1.3481, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CC1(C)OCC(C(=O)O)CO1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 160.16899999999998, "logP": 0.47010000000000013, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 5, 4, 3]], "bond_rings": [[10, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 13, Product has 7"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 5, "depth": 4, "product_smiles": "BrC1CCc2cc(Br)ccc2C1", "product_smiles_canonical": "Brc1ccc2c(c1)CCC(Br)C2", "reactant_smiles": ["c1ccc2c(c1)CCCC2"], "reactant_smiles_canonical": ["c1ccc2c(c1)CCCC2"], "stability_raw": {"c1ccc2c(c1)CCCC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.206, "logP": 2.5654000000000003, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 5, 4, 3, 2, 1], [6, 7, 8, 9, 3, 4]], "bond_rings": [[9, 4, 3, 2, 1, 0], [6, 7, 8, 10, 3, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 11, "num_heavy_atoms": 10, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 2", "Possible unnecessary bonds formed: Reactant has 11 bonds, Product has 13 bonds"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161904_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(C2CCc3cc(Sc4cccc(OCc5ccccc5)c4)ccc3C2)COC(C)(C)OC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 5, "product_smiles": "c1ccc2c(c1)CCCC2", "product_smiles_canonical": "c1ccc2c(c1)CCCC2", "reactant_smiles": ["O=C1CCCc2ccccc21"], "reactant_smiles_canonical": ["O=C1CCCc2ccccc21"], "stability_raw": {"O=C1CCCc2ccccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 146.189, "logP": 2.2056000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 5, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[10, 11, 4, 3, 2, 1], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "product_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "reactant_smiles": ["CCC[C@H](N)CCO", "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl"], "reactant_smiles_canonical": ["CCC[C@H](N)CCO", "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl"], "stability_raw": {"CCC[C@H](N)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 117.192, "logP": 0.49620000000000014, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 390.8710000000001, "logP": 2.6690199999999997, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 6}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 16, 15, 14, 4, 3], [7, 6, 10, 9, 8], [19, 21, 22, 24, 25, 18]], "bond_rings": [[26, 15, 14, 13, 3, 2], [6, 28, 9, 8, 7], [20, 21, 23, 24, 27, 18]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 27, "num_bonds": 29, "num_heavy_atoms": 27, "num_heavy_bonds": 29, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCC[C@H](N)CCO", "product_smiles_canonical": "CCC[C@H](N)CCO", "reactant_smiles": ["CCC[C@H](N)CC(=O)O"], "reactant_smiles_canonical": ["CCC[C@H](N)CC(=O)O"], "stability_raw": {"CCC[C@H](N)CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 131.175, "logP": 0.5885000000000002, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl", "product_smiles_canonical": "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1Cl", "reactant_smiles": ["O=P(Cl)(Cl)Cl", "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O"], "reactant_smiles_canonical": ["O=P(Cl)(Cl)Cl", "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O"], "stability_raw": {"O=P(Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.332, "logP": 2.8109, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 372.4250000000001, "logP": 1.7212199999999998, "h_bond_donors": 3, "h_bond_acceptors": 7, "rotatable_bonds": 6}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 16, 15, 14, 4, 3], [7, 6, 10, 9, 8], [19, 21, 22, 24, 25, 18]], "bond_rings": [[26, 15, 14, 13, 3, 2], [6, 28, 9, 8, 7], [20, 21, 23, 24, 27, 18]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 27, "num_bonds": 29, "num_heavy_atoms": 27, "num_heavy_bonds": 29, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for Cl: Reactant has 3, Product has 1", "Atom count mismatch for P: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O", "product_smiles_canonical": "COc1cc(CN2CCC[C@@H]2C(=O)O)ccc1Cc1c(C)nc(N)nc1O", "reactant_smiles": ["Cc1nc(N)nc(O)c1CO", "COc1cccc(CN2CCC[C@@H]2C(=O)O)c1"], "reactant_smiles_canonical": ["Cc1nc(N)nc(O)c1CO", "COc1cccc(CN2CCC[C@@H]2C(=O)O)c1"], "stability_raw": {"Cc1nc(N)nc(O)c1CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 155.15699999999998, "logP": -0.43488000000000004, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 6, 5, 3, 2]], "bond_rings": [[10, 7, 5, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "COc1cccc(CN2CCC[C@@H]2C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 235.28299999999996, "logP": 1.7442, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 16, 6, 5, 4, 3], [9, 8, 12, 11, 10]], "bond_rings": [[16, 15, 5, 4, 3, 2], [8, 17, 11, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "Cc1nc(N)nc(O)c1CO", "product_smiles_canonical": "Cc1nc(N)nc(O)c1CO", "reactant_smiles": ["N=C(N)N", "CCOC(=O)C(CO)C(C)=O"], "reactant_smiles_canonical": ["N=C(N)N", "CCOC(=O)C(CO)C(C)=O"], "stability_raw": {"N=C(N)N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 59.071999999999996, "logP": -1.1614300000000002, "h_bond_donors": 3, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CCOC(=O)C(CO)C(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 160.16899999999998, "logP": -0.2529999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 25, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 8, Product has 6", "Ring size change detected: Reactant rings [], Product rings [6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "CCOC(=O)C(CO)C(C)=O", "product_smiles_canonical": "CCOC(=O)C(CO)C(C)=O", "reactant_smiles": ["CCOC(=O)C(C=O)C(C)=O"], "reactant_smiles_canonical": ["CCOC(=O)C(C=O)C(C)=O"], "stability_raw": {"CCOC(=O)C(C=O)C(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 158.15299999999996, "logP": -0.04640000000000022, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_smiles_canonical": "CCC[C@@H](CCO)Nc1nc(N)nc(C)c1Cc1ccc(CN2CCC[C@@H]2C(=O)O)cc1OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "CCOC(=O)C(C=O)C(C)=O", "product_smiles_canonical": "CCOC(=O)C(C=O)C(C)=O", "reactant_smiles": ["CCOC=O", "CCOC(=O)CC(C)=O"], "reactant_smiles_canonical": ["CCOC=O", "CCOC(=O)CC(C)=O"], "stability_raw": {"CCOC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.07900000000001, "logP": 0.17930000000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CCOC(=O)CC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 130.143, "logP": 0.5286, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for C: Reactant has 9, Product has 7"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "product_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "reactant_smiles": ["COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12", "Nc1ccon1"], "reactant_smiles_canonical": ["COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12", "Nc1ccon1"], "stability_raw": {"COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 496.8690000000001, "logP": 6.057800000000003, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 18, 17, 15, 4, 3], [6, 7, 8, 9, 14, 5], [20, 21, 22, 23, 32, 19], [24, 25, 30, 31, 32, 23]], "bond_rings": [[32, 17, 16, 14, 3, 2], [6, 7, 8, 13, 34, 5], [20, 21, 22, 35, 33, 19], [24, 29, 30, 31, 35, 23]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 3, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 33, "num_bonds": 36, "num_heavy_atoms": 33, "num_heavy_bonds": 36, "num_aromatic_atoms": 22, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "Nc1ccon1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 84.07800000000002, "logP": 0.25680000000000003, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12", "product_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Cl)ccc12", "reactant_smiles": ["COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12"], "reactant_smiles_canonical": ["COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12"], "stability_raw": {"COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 478.4230000000001, "logP": 5.377000000000003, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 18, 17, 15, 4, 3], [6, 7, 8, 9, 14, 5], [20, 21, 22, 23, 32, 19], [24, 25, 30, 31, 32, 23]], "bond_rings": [[32, 17, 16, 14, 3, 2], [6, 7, 8, 13, 34, 5], [20, 21, 22, 35, 33, 19], [24, 29, 30, 31, 35, 23]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 3, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 33, "num_bonds": 36, "num_heavy_atoms": 33, "num_heavy_bonds": 36, "num_aromatic_atoms": 22, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for Cl: Reactant has 0, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12", "product_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)O)ccc12", "reactant_smiles": ["COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br", "Oc1ccc2c(nncc2c1)B(O)O"], "reactant_smiles_canonical": ["COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br", "OB(O)c1nncc2cc(O)ccc12"], "stability_raw": {"COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 349.1209999999999, "logP": 5.282600000000002, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 18, 17, 15, 4, 3], [6, 7, 8, 9, 14, 5]], "bond_rings": [[19, 17, 16, 14, 3, 2], [6, 7, 8, 13, 20, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "Oc1ccc2c(nncc2c1)B(O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 189.96700000000004, "logP": -0.9848000000000003, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 9, 4, 3, 2], [5, 6, 7, 8, 9, 4]], "bond_rings": [[13, 9, 14, 3, 2, 1], [5, 6, 7, 8, 14, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for S: Reactant has 0, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br", "product_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1Br", "reactant_smiles": ["Nc1cccc(C(F)(F)F)c1", "COc1ccc(F)cc1Br"], "reactant_smiles_canonical": ["Nc1cccc(C(F)(F)F)c1", "COc1ccc(F)cc1Br"], "stability_raw": {"Nc1cccc(C(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.126, "logP": 2.2876000000000003, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 5, 4, 3, 2]], "bond_rings": [[10, 9, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "COc1ccc(F)cc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 205.02599999999998, "logP": 2.596800000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[9, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for N: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 2, "depth": 3, "product_smiles": "Oc1ccc2c(nncc2c1)B(O)O", "product_smiles_canonical": "OB(O)c1nncc2cc(O)ccc12", "reactant_smiles": ["Oc1ccc2c(Br)nncc2c1"], "reactant_smiles_canonical": ["Oc1ccc2c(Br)nncc2c1"], "stability_raw": {"Oc1ccc2c(Br)nncc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 225.04500000000002, "logP": 2.097899999999999, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 11, 10, 4, 3, 2], [5, 7, 8, 9, 10, 4]], "bond_rings": [[11, 10, 12, 3, 2, 1], [6, 7, 8, 9, 12, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 0, Product has 1", "Atom count mismatch for O: Reactant has 1, Product has 3", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "Oc1ccc2c(Br)nncc2c1", "product_smiles_canonical": "Oc1ccc2c(Br)nncc2c1", "reactant_smiles": ["CC(=O)Oc1ccc2c(Br)nncc2c1"], "reactant_smiles_canonical": ["CC(=O)Oc1ccc2c(Br)nncc2c1"], "stability_raw": {"CC(=O)Oc1ccc2c(Br)nncc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 267.082, "logP": 2.3175999999999997, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 14, 13, 7, 6, 5], [8, 10, 11, 12, 13, 7]], "bond_rings": [[14, 13, 15, 6, 5, 4], [9, 10, 11, 12, 15, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 10, Product has 8"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "CC(=O)Oc1ccc2c(Br)nncc2c1", "product_smiles_canonical": "CC(=O)Oc1ccc2c(Br)nncc2c1", "reactant_smiles": ["CC(=O)OO", "CC(=O)c1ccc2c(Br)nncc2c1"], "reactant_smiles_canonical": ["CC(=O)OO", "CC(=O)c1ccc2c(Br)nncc2c1"], "stability_raw": {"CC(=O)OO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.051, "logP": 0.02249999999999991, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(=O)c1ccc2c(Br)nncc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.083, "logP": 2.5949, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 13, 12, 6, 5, 4], [7, 9, 10, 11, 12, 6]], "bond_rings": [[13, 12, 14, 5, 4, 3], [8, 9, 10, 11, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 12, Product has 10"]}}} +{"timestamp": "2025-12-23T16:19:05", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_smiles_canonical": "COc1cc(-c2cccc(C(F)(F)F)c2)c(F)cc1-c1nncc2cc(S(=O)(=O)Nc3ccon3)ccc12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "CC(=O)c1ccc2c(Br)nncc2c1", "product_smiles_canonical": "CC(=O)c1ccc2c(Br)nncc2c1", "reactant_smiles": ["CC(=O)Cl", "Brc1nncc2ccccc12"], "reactant_smiles_canonical": ["CC(=O)Cl", "Brc1nncc2ccccc12"], "stability_raw": {"CC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.498, "logP": 0.7717, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Brc1nncc2ccccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 209.04600000000002, "logP": 2.3922999999999996, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 5, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[10, 11, 4, 3, 2, 1], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "product_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "reactant_smiles": ["CCOC(=O)CC(=O)OCC", "CCC/C=C/[C@H]1CC[C@H](Br)CC1"], "reactant_smiles_canonical": ["CCOC(=O)CC(=O)OCC", "CCC/C=C/[C@H]1CC[C@H](Br)CC1"], "stability_raw": {"CCOC(=O)CC(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 160.16899999999998, "logP": 0.5027, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "CCC/C=C/[C@H]1CC[C@H](Br)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 231.17699999999996, "logP": 4.296400000000004, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 10, 8, 7, 6]], "bond_rings": [[11, 10, 9, 7, 6, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 18, Product has 14"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCOC(=O)CC(=O)OCC", "product_smiles_canonical": "CCOC(=O)CC(=O)OCC", "reactant_smiles": ["CCOC(C)=O", "CCOC(=O)OCC"], "reactant_smiles_canonical": ["CCOC(C)=O", "CCOC(=O)OCC"], "stability_raw": {"CCOC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 88.106, "logP": 0.5694, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "CCOC(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.13199999999999, "logP": 1.1794, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for C: Reactant has 9, Product has 7"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "CCC/C=C/[C@H]1CC[C@H](Br)CC1", "product_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](Br)CC1", "reactant_smiles": ["CCCC(Br)[C@H]1CC[C@H](Br)CC1"], "reactant_smiles_canonical": ["CCCC(Br)[C@H]1CC[C@H](Br)CC1"], "stability_raw": {"CCCC(Br)[C@H]1CC[C@H](Br)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 298.06200000000007, "logP": 4.503700000000003, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 10, 8, 7, 6]], "bond_rings": [[11, 10, 9, 7, 6, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 10, Product has 11"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "CCCC(Br)[C@H]1CC[C@H](Br)CC1", "product_smiles_canonical": "CCCC(Br)[C@H]1CC[C@H](Br)CC1", "reactant_smiles": ["CCCC=C1CC=CCC1"], "reactant_smiles_canonical": ["CCCC=C1CC=CCC1"], "stability_raw": {"CCCC=C1CC=CCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.23799999999997, "logP": 3.453000000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 9, 8, 7, 6, 5]], "bond_rings": [[9, 8, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 2", "Possible unnecessary bonds formed: Reactant has 10 bonds, Product has 12 bonds"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "CCCC=C1CC=CCC1", "product_smiles_canonical": "CCCC=C1CC=CCC1", "reactant_smiles": ["C=CCCC", "C=C1CC=CCC1"], "reactant_smiles_canonical": ["C=CCCC", "C=C1CC=CCC1"], "stability_raw": {"C=CCCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 70.13499999999999, "logP": 1.9725, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "C=C1CC=CCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 94.157, "logP": 2.2827, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 10"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161905_19096", "target_smiles_raw": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_smiles_canonical": "CCC/C=C/[C@H]1CC[C@H](C(C(=O)O)C(=O)O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "C=C1CC=CCC1", "product_smiles_canonical": "C=C1CC=CCC1", "reactant_smiles": ["C1CCOC1", "O=C1CC=CCC1"], "reactant_smiles_canonical": ["C1CCOC1", "O=C1CC=CCC1"], "stability_raw": {"C1CCOC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 72.107, "logP": 0.7968, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 3, 4]], "bond_rings": [[0, 1, 2, 3, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C1CC=CCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 96.129, "logP": 1.2955999999999999, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -15 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 7", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "product_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "reactant_smiles": ["CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1", "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1"], "reactant_smiles_canonical": ["CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1"], "stability_raw": {"CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 361.4820000000001, "logP": 3.095600000000002, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 12}, "ring_data": {"num_rings": 3, "atom_rings": [[5, 6, 7], [11, 12, 18, 19, 25, 10], [23, 22, 24]], "bond_rings": [[5, 6, 25], [11, 17, 18, 24, 26, 10], [22, 27, 23]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 26, "num_bonds": 28, "num_heavy_atoms": 26, "num_heavy_bonds": 28, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 20}, "assessment": "Likely stable"}, "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.32400000000007, "logP": 4.537320000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 26, 27, 9], [18, 20, 21, 23, 24, 17]], "bond_rings": [[27, 7, 6, 5, 4, 3], [10, 11, 25, 26, 28, 9], [19, 20, 22, 23, 29, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 7"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1", "product_smiles_canonical": "CCOC(=O)[C@H]1C[C@@H]1COc1cc(CCCOC)cc(CNC2CC2)c1", "reactant_smiles": ["CCOC(=O)[C@H]1C[C@@H]1CO", "COCCCc1cc(F)cc(CNC2CC2)c1"], "reactant_smiles_canonical": ["CCOC(=O)[C@H]1C[C@@H]1CO", "COCCCc1cc(F)cc(CNC2CC2)c1"], "stability_raw": {"CCOC(=O)[C@H]1C[C@@H]1CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 144.17, "logP": 0.1779, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7]], "bond_rings": [[5, 6, 9]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "COCCCc1cc(F)cc(CNC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 237.31799999999998, "logP": 2.6567000000000007, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 16, 10, 9, 7, 6], [14, 13, 15]], "bond_rings": [[16, 15, 9, 8, 6, 5], [13, 17, 14]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COCCCc1cc(F)cc(CNC2CC2)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(CNC2CC2)c1", "reactant_smiles": ["COCCCc1cc(F)cc(C(=O)NC2CC2)c1"], "reactant_smiles_canonical": ["COCCCc1cc(F)cc(C(=O)NC2CC2)c1"], "stability_raw": {"COCCCc1cc(F)cc(C(=O)NC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.301, "logP": 2.2969, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 17, 10, 9, 7, 6], [15, 14, 16]], "bond_rings": [[17, 16, 9, 8, 6, 5], [14, 18, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COCCCc1cc(F)cc(C(=O)NC2CC2)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(C(=O)NC2CC2)c1", "reactant_smiles": ["NC1CC1", "COCCCc1cc(F)cc(C(=O)O)c1"], "reactant_smiles_canonical": ["NC1CC1", "COCCCc1cc(F)cc(C(=O)O)c1"], "stability_raw": {"NC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10749999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COCCCc1cc(F)cc(C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 212.22, "logP": 2.1029, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 14, 10, 9, 7, 6]], "bond_rings": [[14, 13, 9, 8, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "stability_raw": {"OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27300000000002, "logP": 1.0776, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 3, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 265.30899999999997, "logP": 0.6042999999999998, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[18, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 14, Product has 12", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 4, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O", "product_smiles_canonical": "O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CC=O", "NC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CCC(CC=O)c1ccc(O)cc1", "NC[C@H](O)C=O"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.21399999999997, "logP": 1.6538, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "NC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.094, "logP": -1.4950999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 5, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CC=O", "product_smiles_canonical": "O=CCC(CC=O)c1ccc(O)cc1", "reactant_smiles": ["OCC[C@@H](c1ccc(O)cc1)CCO"], "reactant_smiles_canonical": ["OCCC(CCO)c1ccc(O)cc1"], "stability_raw": {"OCC[C@@H](c1ccc(O)cc1)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.24599999999998, "logP": 1.2406, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 6, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Atom count mismatch for C: Reactant has 10, Product has 11", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 7, "product_smiles": "C=Cc1ccc(O)cc1", "product_smiles_canonical": "C=Cc1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(OC)cc1"], "reactant_smiles_canonical": ["C=Cc1ccc(OC)cc1"], "stability_raw": {"C=Cc1ccc(OC)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 2.3382000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T16:19:06", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 4, "depth": 2, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "product_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "reactant_smiles": ["C1CN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CCN1", "CCCCOC(=O)Cl"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)N1CCNCC1", "CCCCOC(=O)Cl"], "stability_raw": {"C1CN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CCN1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 539.7930000000002, "logP": 3.668300000000002, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 3, "atom_rings": [[0, 37, 36, 35, 2, 1], [12, 13, 14, 15, 16, 11], [18, 19, 20, 21, 22, 17]], "bond_rings": [[37, 36, 35, 34, 1, 0], [12, 13, 14, 15, 38, 11], [18, 19, 20, 21, 39, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 38, "num_bonds": 40, "num_heavy_atoms": 38, "num_heavy_bonds": 40, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 26}, "assessment": "Likely stable"}, "CCCCOC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.57799999999997, "logP": 2.1619, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C1CN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CCN1", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)N1CCNCC1", "reactant_smiles": ["C1CNCCN1", "CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O"], "reactant_smiles_canonical": ["C1CNCCN1", "CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O"], "stability_raw": {"C1CNCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 86.138, "logP": -0.8208, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[5, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 471.67000000000013, "logP": 4.321100000000003, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 9}, "ring_data": {"num_rings": 2, "atom_rings": [[15, 16, 17, 18, 19, 14], [21, 22, 23, 24, 25, 20]], "bond_rings": [[15, 16, 17, 18, 32, 14], [21, 22, 23, 24, 33, 20]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 33, "num_bonds": 34, "num_heavy_atoms": 33, "num_heavy_bonds": 34, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 21}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O", "reactant_smiles": ["N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["CC(C)(C)[Si](OCCC[C@H](N)C(=O)O)(c1ccccc1)c1ccccc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 371.55300000000017, "logP": 2.7550999999999997, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 8}, "ring_data": {"num_rings": 2, "atom_rings": [[8, 9, 10, 11, 12, 7], [14, 15, 16, 17, 18, 13]], "bond_rings": [[8, 9, 10, 11, 25, 7], [14, 15, 16, 17, 26, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 26, "num_bonds": 27, "num_heavy_atoms": 26, "num_heavy_bonds": 27, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 5", "Atom count mismatch for C: Reactant has 31, Product has 26"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O", "product_smiles_canonical": "CC(C)(C)[Si](OCCC[C@H](N)C(=O)O)(c1ccccc1)c1ccccc1", "reactant_smiles": ["N[C@@H](CCCO)C(=O)O", "[Si](Cl)(c1ccccc1)(c1ccccc1)C(C)(C)C"], "reactant_smiles_canonical": ["N[C@@H](CCCO)C(=O)O", "CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1"], "stability_raw": {"N[C@@H](CCCO)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 133.147, "logP": -0.8292000000000004, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "[Si](Cl)(c1ccccc1)(c1ccccc1)C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 274.867, "logP": 3.7852000000000023, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 7, 2], [9, 10, 11, 12, 13, 8]], "bond_rings": [[3, 4, 5, 6, 17, 2], [9, 10, 11, 12, 18, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "N[C@@H](CCCO)C(=O)O", "product_smiles_canonical": "N[C@@H](CCCO)C(=O)O", "reactant_smiles": ["N[C@@H](CCCOCc1ccccc1)C(=O)O"], "reactant_smiles_canonical": ["N[C@@H](CCCOCc1ccccc1)C(=O)O"], "stability_raw": {"N[C@@H](CCCOCc1ccccc1)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 223.27200000000002, "logP": 1.3952999999999998, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 12, 11, 10, 9, 8]], "bond_rings": [[15, 11, 10, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 16, "num_heavy_atoms": 16, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [6], Product rings []", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 3, "depth": 4, "product_smiles": "[Si](Cl)(c1ccccc1)(c1ccccc1)C(C)(C)C", "product_smiles_canonical": "CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1", "reactant_smiles": ["[SiH](c1ccccc1)(c1ccccc1)C(C)(C)C"], "reactant_smiles_canonical": ["CC(C)(C)[SiH](c1ccccc1)c1ccccc1"], "stability_raw": {"[SiH](c1ccccc1)(c1ccccc1)C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 240.422, "logP": 2.828000000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 6, 1], [8, 9, 10, 11, 12, 7]], "bond_rings": [[2, 3, 4, 5, 16, 1], [8, 9, 10, 11, 17, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 18 bonds, Product has 19 bonds"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "[SiH](c1ccccc1)(c1ccccc1)C(C)(C)C", "product_smiles_canonical": "CC(C)(C)[SiH](c1ccccc1)c1ccccc1", "reactant_smiles": ["[SiH](c1ccccc1)(c1ccccc1)Cl", "CC(C)(C)[Li]"], "reactant_smiles_canonical": ["Cl[SiH](c1ccccc1)c1ccccc1", "[Li]C(C)(C)C"], "stability_raw": {"[SiH](c1ccccc1)(c1ccccc1)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.75900000000001, "logP": 1.7634, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 6, 1], [8, 9, 10, 11, 12, 7]], "bond_rings": [[2, 3, 4, 5, 13, 1], [8, 9, 10, 11, 14, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CC(C)(C)[Li]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 64.057, "logP": 1.3733, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0", "Atom count mismatch for Li: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "[SiH](c1ccccc1)(c1ccccc1)Cl", "product_smiles_canonical": "Cl[SiH](c1ccccc1)c1ccccc1", "reactant_smiles": ["[Si](c1ccccc1)(Cl)(Cl)Cl", "c1ccccc1[Mg]Br"], "reactant_smiles_canonical": ["Cl[Si](Cl)(Cl)c1ccccc1", "Br[Mg]c1ccccc1"], "stability_raw": {"[Si](c1ccccc1)(Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 211.551, "logP": 2.5489000000000006, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[9, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "c1ccccc1[Mg]Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 181.315, "logP": 1.326, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[7, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for Mg: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 7, "product_smiles": "[Si](c1ccccc1)(Cl)(Cl)Cl", "product_smiles_canonical": "Cl[Si](Cl)(Cl)c1ccccc1", "reactant_smiles": ["c1ccccc1[SiH3]", "ClCl"], "reactant_smiles_canonical": ["[SiH3]c1ccccc1", "ClCl"], "stability_raw": {"c1ccccc1[SiH3]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 108.216, "logP": -0.32270000000000004, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[6, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "ClCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 70.906, "logP": 1.379, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 8 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 8, "product_smiles": "c1ccccc1[SiH3]", "product_smiles_canonical": "[SiH3]c1ccccc1", "reactant_smiles": ["Brc1ccccc1", "Cl[SiH2]Cl"], "reactant_smiles_canonical": ["Brc1ccccc1", "Cl[SiH2]Cl"], "stability_raw": {"Brc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 157.01, "logP": 2.4491000000000005, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "Cl[SiH2]Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 101.00800000000001, "logP": 0.46279999999999993, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for Cl: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 9, "product_smiles": "Brc1ccccc1", "product_smiles_canonical": "Brc1ccccc1", "reactant_smiles": ["c1ccccc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["c1ccccc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.11399999999999, "logP": 1.6866, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[5, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 0}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 6", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 7, "depth": 7, "product_smiles": "c1ccccc1[Mg]Br", "product_smiles_canonical": "Br[Mg]c1ccccc1", "reactant_smiles": ["[Mg]"], "reactant_smiles_canonical": ["[Mg]"], "stability_raw": {"[Mg]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 24.305, "logP": -0.3808, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 6", "Ring size change detected: Reactant rings [], Product rings [6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 6", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 8 bonds"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 12, "depth": 4, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161906_19096", "target_smiles_raw": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_smiles_canonical": "CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 0, "depth": 1, "product_smiles": "CCCCOC(=O)Cl", "product_smiles_canonical": "CCCCOC(=O)Cl", "reactant_smiles": ["CCCCO", "O=C(Cl)Cl"], "reactant_smiles_canonical": ["CCCCO", "O=C(Cl)Cl"], "stability_raw": {"CCCCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.12299999999999, "logP": 0.7787999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 98.916, "logP": 1.584, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "product_smiles_canonical": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "reactant_smiles": ["CC1(C)OCC(C)(CO)NC1=O", "BrCc1ccccc1"], "reactant_smiles_canonical": ["CC1(CO)COC(C)(C)C(=O)N1", "BrCc1ccccc1"], "stability_raw": {"CC1(C)OCC(C)(CO)NC1=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 173.21200000000002, "logP": -0.33760000000000007, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 5, 4, 3]], "bond_rings": [[11, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "BrCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 171.037, "logP": 2.5815, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1(C)OCC(C)(CO)NC1=O", "product_smiles_canonical": "CC1(CO)COC(C)(C)C(=O)N1", "reactant_smiles": ["CC(C)(O)CNC(C)(C)CO", "O=C=O"], "reactant_smiles_canonical": ["CC(C)(O)CNC(C)(C)CO", "O=C=O"], "stability_raw": {"CC(C)(O)CNC(C)(C)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.24499999999998, "logP": 0.11779999999999996, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "O=C=O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 44.009, "logP": -0.5835, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 9, Product has 8", "Ring size change detected: Reactant rings [], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(O)CNC(C)(C)CO", "product_smiles_canonical": "CC(C)(O)CNC(C)(C)CO", "reactant_smiles": ["CC1(C)CO1", "CC(C)(N)CO"], "reactant_smiles_canonical": ["CC1(C)CO1", "CC(C)(N)CO"], "stability_raw": {"CC1(C)CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 72.107, "logP": 0.7952, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 3, 4]], "bond_rings": [[2, 3, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(N)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.13799999999999, "logP": -0.2840000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [3], Product rings []"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "BrCc1ccccc1", "product_smiles_canonical": "BrCc1ccccc1", "reactant_smiles": ["Cc1ccccc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Cc1ccccc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"Cc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 92.14099999999999, "logP": 1.99502, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 7", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N"], "reactant_smiles_canonical": ["CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N"], "stability_raw": {"CCc1[nH]c(C(=O)O)nc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 208.13899999999995, "logP": 1.6891, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 8, 9]], "bond_rings": [[2, 3, 7, 8, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 250.29799999999994, "logP": 0.9372, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 16, 15, 14, 4, 3], [6, 7, 8, 9, 13, 5]], "bond_rings": [[17, 15, 14, 13, 3, 2], [6, 7, 8, 12, 18, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]c(Br)nc1C(F)(F)F"], "reactant_smiles_canonical": ["CCc1[nH]c(Br)nc1C(F)(F)F"], "stability_raw": {"CCc1[nH]c(Br)nc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 243.02599999999995, "logP": 2.753400000000001, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 6, 7]], "bond_rings": [[2, 3, 5, 6, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 6, Product has 7", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CCc1[nH]c(Br)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(Br)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["CCc1[nH]cnc1C(F)(F)F"], "stability_raw": {"CCc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 164.12999999999997, "logP": 1.9909, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 11 bonds, Product has 12 bonds"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CCc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["C#Cc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["C#Cc1[nH]cnc1C(F)(F)F"], "stability_raw": {"C#Cc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 160.09799999999998, "logP": 1.4098, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C#Cc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "C#Cc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F"], "stability_raw": {"CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 218.17799999999994, "logP": 1.5509, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 8, 9, 10]], "bond_rings": [[6, 7, 8, 9, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 10}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 9, Product has 6"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C"], "reactant_smiles_canonical": ["CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C"], "stability_raw": {"CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 348.44100000000014, "logP": 3.3366000000000016, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 12, 13, 14]], "bond_rings": [[6, 11, 12, 13, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 23, "num_heavy_atoms": 23, "num_heavy_bonds": 23, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 18}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for Si: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 15, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C", "product_smiles_canonical": "CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C", "reactant_smiles": ["C#CC(C)(C)O", "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br"], "reactant_smiles_canonical": ["C#CC(C)(C)O", "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br"], "stability_raw": {"C#CC(C)(C)O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 84.11799999999998, "logP": 0.3905, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}, "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 345.23499999999996, "logP": 3.9767000000000037, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 9, 10, 11, 16]], "bond_rings": [[8, 9, 10, 15, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 18, "num_heavy_atoms": 18, "num_heavy_bonds": 18, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br", "product_smiles_canonical": "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br", "reactant_smiles": ["C[Si](C)(C)CCOCCl", "FC(F)(F)c1nc[nH]c1Br"], "reactant_smiles_canonical": ["C[Si](C)(C)CCOCCl", "FC(F)(F)c1nc[nH]c1Br"], "stability_raw": {"C[Si](C)(C)CCOCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.724, "logP": 2.5375000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "FC(F)(F)c1nc[nH]c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 214.972, "logP": 2.191, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 0, "depth": 1, "product_smiles": "CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N", "product_smiles_canonical": "CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1N", "reactant_smiles": ["COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1"], "reactant_smiles_canonical": ["COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1"], "stability_raw": {"COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 264.32499999999993, "logP": 1.0255999999999998, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 18, 8, 7, 6, 5], [10, 11, 12, 14, 17, 9]], "bond_rings": [[18, 17, 7, 6, 5, 4], [10, 11, 13, 16, 19, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 20, "num_heavy_atoms": 19, "num_heavy_bonds": 20, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 13"]}}} +{"timestamp": "2025-12-23T16:19:07", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 2, "product_smiles": "COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1", "product_smiles_canonical": "COC(=O)c1cccc(N2CC[C@H](N)[C@H](OC)C2)c1", "reactant_smiles": ["CO[C@@H]1CNCC[C@@H]1N", "COC(=O)c1cccc(Br)c1"], "reactant_smiles_canonical": ["CO[C@@H]1CNCC[C@@H]1N", "COC(=O)c1cccc(Br)c1"], "stability_raw": {"CO[C@@H]1CNCC[C@@H]1N": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 130.19099999999997, "logP": -0.6779999999999995, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "COC(=O)c1cccc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 215.046, "logP": 2.2357000000000005, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 8, 7, 6, 5]], "bond_rings": [[10, 9, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "reactant_smiles": ["C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C", "Fc1ccccc1F"], "reactant_smiles_canonical": ["C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C", "Fc1ccccc1F"], "stability_raw": {"C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 433.50800000000027, "logP": 4.375600000000003, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 3, 8, 9, 21, 22, 23], [4, 5, 6, 7, 8, 3], [11, 10, 19, 18, 13], [14, 15, 16, 17, 18, 13]], "bond_rings": [[2, 32, 8, 20, 21, 22, 31], [4, 5, 6, 7, 32, 3], [10, 33, 18, 34, 12], [14, 15, 16, 17, 34, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 32, "num_bonds": 35, "num_heavy_atoms": 32, "num_heavy_bonds": 35, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 20}, "assessment": "Likely stable"}, "Fc1ccccc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 114.094, "logP": 1.9647999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 31, Product has 29"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C", "product_smiles_canonical": "C=C[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1NC(=O)OC(C)(C)C", "reactant_smiles": ["C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C", "O=C1NC(=O)c2ccccc21"], "reactant_smiles_canonical": ["C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C", "O=C1NC(=O)c2ccccc21"], "stability_raw": {"C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 367.2870000000001, "logP": 4.474300000000003, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 8, 9, 11, 12, 13], [4, 5, 6, 7, 8, 3]], "bond_rings": [[2, 22, 8, 10, 11, 12, 21], [4, 5, 6, 7, 22, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "O=C1NC(=O)c2ccccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 147.13299999999998, "logP": 0.5702, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 5, 10], [6, 7, 8, 9, 10, 5]], "bond_rings": [[1, 2, 4, 11, 10], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C", "product_smiles_canonical": "C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1NC(=O)OC(C)(C)C", "reactant_smiles": ["C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 267.16999999999996, "logP": 2.9083000000000006, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 8, 9, 11, 12, 13], [4, 5, 6, 7, 8, 3]], "bond_rings": [[2, 15, 8, 10, 11, 12, 14], [4, 5, 6, 7, 15, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 2", "Atom count mismatch for C: Reactant has 22, Product has 17"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N", "product_smiles_canonical": "C=C[C@@H]1c2cccnc2[C@H](Br)CC[C@H]1N", "reactant_smiles": ["C=C[C@@H](c1cccnc1[C@H](Br)CC[C@H](N)C=C)"], "reactant_smiles_canonical": ["C=C[CH]c1cccnc1[C@H](Br)CC[C@H](N)C=C"], "stability_raw": {"C=C[C@@H](c1cccnc1[C@H](Br)CC[C@H](N)C=C)": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 294.216, "logP": 3.5494900000000014, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[16, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 12", "Ring size change detected: Reactant rings [6], Product rings [6, 7]"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C=C[C@@H](c1cccnc1[C@H](Br)CC[C@H](N)C=C)", "product_smiles_canonical": "C=C[CH]c1cccnc1[C@H](Br)CC[C@H](N)C=C", "reactant_smiles": ["C=C[C@@H](c1cccnc1CC[C@H](N)C=C)"], "reactant_smiles_canonical": ["C=C[CH]c1cccnc1CC[C@H](N)C=C"], "stability_raw": {"C=C[C@@H](c1cccnc1CC[C@H](N)C=C)": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 201.29299999999995, "logP": 2.2658900000000006, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[14, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 13, Product has 14", "Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "C=C[C@@H](c1cccnc1CC[C@H](N)C=C)", "product_smiles_canonical": "C=C[CH]c1cccnc1CC[C@H](N)C=C", "reactant_smiles": ["Brc1cccnc1CC[C@H](N)C=C", "C=CB(O)O"], "reactant_smiles_canonical": ["C=C[C@@H](N)CCc1ncccc1Br", "C=CB(O)O"], "stability_raw": {"Brc1cccnc1CC[C@H](N)C=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 241.13199999999995, "logP": 2.29, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[12, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "C=CB(O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 71.872, "logP": -0.8156000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 12, Product has 13"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "Brc1cccnc1CC[C@H](N)C=C", "product_smiles_canonical": "C=C[C@@H](N)CCc1ncccc1Br", "reactant_smiles": ["Brc1cccnc1CCC(=O)C=C", "N"], "reactant_smiles_canonical": ["C=CC(=O)CCc1ncccc1Br", "N"], "stability_raw": {"Brc1cccnc1CCC(=O)C=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 240.09999999999994, "logP": 2.5318000000000005, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[12, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "Brc1cccnc1CCC(=O)C=C", "product_smiles_canonical": "C=CC(=O)CCc1ncccc1Br", "reactant_smiles": ["CC(=O)CCc1ncccc1Br", "C=O"], "reactant_smiles_canonical": ["CC(=O)CCc1ncccc1Br", "C=O"], "stability_raw": {"CC(=O)CCc1ncccc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 228.089, "logP": 2.3657000000000004, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[11, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 30.026, "logP": -0.1849, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "CC(=O)CCc1ncccc1Br", "product_smiles_canonical": "CC(=O)CCc1ncccc1Br", "reactant_smiles": ["CC(=O)CC(C)=O", "ClCc1ncccc1Br"], "reactant_smiles_canonical": ["CC(=O)CC(C)=O", "ClCc1ncccc1Br"], "stability_raw": {"CC(=O)CC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 100.11699999999999, "logP": 0.5545, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "ClCc1ncccc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 206.46999999999997, "logP": 2.5829000000000013, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for Cl: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, 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"penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 4, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C1NC(=O)c2ccccc21", "product_smiles_canonical": "O=C1NC(=O)c2ccccc21", "reactant_smiles": ["NC(N)=O", "O=C1OC(=O)c2ccccc21"], "reactant_smiles_canonical": ["NC(N)=O", "O=C1OC(=O)c2ccccc21"], "stability_raw": {"NC(N)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.056, "logP": -0.9762000000000002, "h_bond_donors": 2, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, 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{"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for N: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161907_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N2C(=O)c3ccccc3C2=O)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 0, "depth": 1, "product_smiles": "Fc1ccccc1F", "product_smiles_canonical": "Fc1ccccc1F", "reactant_smiles": ["Oc1ccc(F)c(F)c1"], "reactant_smiles_canonical": ["Oc1ccc(F)c(F)c1"], "stability_raw": {"Oc1ccc(F)c(F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 130.09300000000002, "logP": 1.6703999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 6, 4, 3, 2]], "bond_rings": [[8, 7, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_smiles_canonical": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "product_smiles_canonical": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "reactant_smiles": ["CC(C)c1ccc(O)cc1", "ClC1CCC2(CC1)N[C@@H](C(=O)O)C(C)(C)S2"], 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Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_smiles_canonical": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)c1ccc(O)cc1", "product_smiles_canonical": "CC(C)c1ccc(O)cc1", "reactant_smiles": ["COc1ccc(C(C)C)cc1"], "reactant_smiles_canonical": ["COc1ccc(C(C)C)cc1"], "stability_raw": {"COc1ccc(C(C)C)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.221, "logP": 2.818600000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 9, 5, 4, 3]], "bond_rings": [[10, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_smiles_canonical": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "ClC1CCC2(CC1)N[C@@H](C(=O)O)C(C)(C)S2", "product_smiles_canonical": "CC1(C)SC2(CCC(Cl)CC2)N[C@H]1C(=O)O", "reactant_smiles": ["CC(C)(S)[C@@H](N)C(=O)O", "O=C1CCC(Cl)CC1"], "reactant_smiles_canonical": ["CC(C)(S)[C@@H](N)C(=O)O", "O=C1CCC(Cl)CC1"], "stability_raw": {"CC(C)(S)[C@@H](N)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 149.215, "logP": 0.10669999999999985, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "O=C1CCC(Cl)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.59, "logP": 1.7369, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_smiles_canonical": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "CC(C)(S)[C@@H](N)C(=O)O", "product_smiles_canonical": "CC(C)(S)[C@@H](N)C(=O)O", "reactant_smiles": ["COC(=O)[C@H](N)C(C)(C)S"], "reactant_smiles_canonical": ["COC(=O)[C@H](N)C(C)(C)S"], "stability_raw": {"COC(=O)[C@H](N)C(C)(C)S": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 163.24200000000002, "logP": 0.19509999999999977, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 9, "num_heavy_atoms": 10, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_smiles_canonical": "CC(C)c1ccc(OC2CCC3(CC2)N[C@@H](C(=O)O)C(C)(C)S3)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 2, "depth": 2, "product_smiles": "O=C1CCC(Cl)CC1", "product_smiles_canonical": "O=C1CCC(Cl)CC1", "reactant_smiles": ["OC1CCC(Cl)CC1"], "reactant_smiles_canonical": ["OC1CCC(Cl)CC1"], "stability_raw": {"OC1CCC(Cl)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.606, "logP": 1.5287, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "target_smiles_canonical": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "product_smiles_canonical": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "reactant_smiles": ["CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl", "CCOC(=O)CCBr"], "reactant_smiles_canonical": ["CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl", "CCOC(=O)CCBr"], "stability_raw": {"CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 353.8090000000001, "logP": 5.3255000000000035, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 4, "atom_rings": [[4, 23, 22, 7, 6, 5], [9, 8, 21, 20, 10], [12, 13, 14, 18, 19, 11], [15, 14, 18, 17, 16]], "bond_rings": [[24, 22, 21, 6, 5, 4], [8, 25, 20, 19, 9], [12, 13, 27, 18, 26, 11], [14, 27, 17, 16, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 20, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CCOC(=O)CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 181.029, "logP": 1.3345, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "target_smiles_canonical": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl", "product_smiles_canonical": "CC(C)Oc1ccc(-c2nc(-c3ccc4[nH]ccc4c3)no2)cc1Cl", "reactant_smiles": ["N=C(NO)c1ccc2[nH]ccc2c1", "CC(C)Oc1ccc(C(=O)O)cc1Cl"], "reactant_smiles_canonical": ["N=C(NO)c1ccc2[nH]ccc2c1", "CC(C)Oc1ccc(C(=O)O)cc1Cl"], "stability_raw": {"N=C(NO)c1ccc2[nH]ccc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 175.191, "logP": 1.4720700000000002, "h_bond_donors": 4, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 12, 11, 7, 6, 5], [8, 7, 11, 10, 9]], "bond_rings": [[12, 11, 13, 6, 5, 4], [7, 13, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)Oc1ccc(C(=O)O)cc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 214.648, "logP": 2.825400000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 12, 11, 7, 6, 5]], "bond_rings": [[13, 11, 10, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 5, 6, 6]", "Significant change in aromaticity: Reactant has 15 aromatic atoms, Product has 20"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "target_smiles_canonical": "CCOC(=O)CCc1cc2cc(-c3noc(-c4ccc(OC(C)C)c(Cl)c4)n3)ccc2[nH]1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "CCOC(=O)CCBr", "product_smiles_canonical": "CCOC(=O)CCBr", "reactant_smiles": ["CCOC(=O)CCO", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["CCOC(=O)CCO", "O=C1CCC(=O)N1Br"], "stability_raw": {"CCOC(=O)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.13199999999999, "logP": -0.0681, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 2", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 9, Product has 5", "Ring size change detected: Reactant rings [5], Product rings []"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "target_smiles_canonical": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "product_smiles_canonical": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "reactant_smiles": ["CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C", "CNC1CC1"], "reactant_smiles_canonical": ["CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C", "CNC1CC1"], "stability_raw": {"CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 286.459, "logP": 5.154400000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 19], [6, 7, 8, 14, 16, 5], [9, 10, 12, 13, 14, 8], [17, 18, 19, 4, 5, 16]], "bond_rings": [[1, 2, 3, 21, 20], [6, 7, 23, 15, 22, 5], [9, 11, 12, 13, 23, 8], [17, 18, 21, 4, 22, 16]], "num_aliphatic_carbocycles": 4, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 24, "num_heavy_atoms": 21, "num_heavy_bonds": 24, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 21}, "assessment": "Likely stable"}, "CNC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 71.123, "logP": 0.3681999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4]], "bond_rings": [[2, 3, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 24, Product has 23"]}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "target_smiles_canonical": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C", "product_smiles_canonical": "CC1CCC2C3CC=C4CC(=O)CCC4(C)C3CCC12C", "reactant_smiles": ["CC1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C"], "reactant_smiles_canonical": ["CC1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C"], "stability_raw": {"CC1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 288.475, "logP": 4.946200000000005, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 19], [6, 7, 8, 14, 16, 5], [9, 10, 12, 13, 14, 8], [17, 18, 19, 4, 5, 16]], "bond_rings": [[1, 2, 3, 21, 20], [6, 7, 23, 15, 22, 5], [9, 11, 12, 13, 23, 8], [17, 18, 21, 4, 22, 16]], "num_aliphatic_carbocycles": 4, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 24, "num_heavy_atoms": 21, "num_heavy_bonds": 24, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 21}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:08", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "target_smiles_canonical": "CN(C1CC1)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C", "product_smiles_canonical": "CC1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -100 points", "Ring structure changes: -50 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 20", "Ring size change detected: Reactant rings [], Product rings [5, 6, 6, 6]", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 24 bonds"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2", "target_smiles_canonical": "CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2", "product_smiles_canonical": "CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2", "reactant_smiles": ["C=Cc1ccc(C(C)=O)cc1O", "OCC(O)C=O"], "reactant_smiles_canonical": ["C=Cc1ccc(C(C)=O)cc1O", "O=CC(O)CO"], "stability_raw": {"C=Cc1ccc(C(C)=O)cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.188, "logP": 2.2378000000000013, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 9, 5, 4, 3]], "bond_rings": [[11, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "OCC(O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 90.078, "logP": -1.4615, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Ring size change detected: Reactant rings [6], Product rings [6, 7]", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 18 bonds"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161908_19096", "target_smiles_raw": "CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2", "target_smiles_canonical": "CC(=O)c1ccc2c(c1)C=CC(O)(CO)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C=Cc1ccc(C(C)=O)cc1O", "product_smiles_canonical": "C=Cc1ccc(C(C)=O)cc1O", "reactant_smiles": ["CC(=O)OC(C)=O", "C=Cc1ccccc1O"], "reactant_smiles_canonical": ["CC(=O)OC(C)=O", "C=Cc1ccccc1O"], "stability_raw": {"CC(=O)OC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 102.089, "logP": 0.09600000000000009, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "C=Cc1ccccc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0352, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 12, Product has 10"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "product_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "reactant_smiles": ["C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O", "Brc1nc(-c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)c2c(N)nccn12"], "reactant_smiles_canonical": ["C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O", "Nc1nccn2c(Br)nc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12"], "stability_raw": {"C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O": {"valid_structure": true, "stability_score": 90, "issues": [], "metrics": {"molecular_weight": 248.11999999999995, "logP": 1.1596, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 11, 10, 4, 3, 2], [5, 6, 7, 9, 10, 4]], "bond_rings": [[12, 10, 13, 3, 2, 1], [5, 6, 8, 9, 13, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "Brc1nc(-c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)c2c(N)nccn12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 477.2440000000001, "logP": 4.407100000000002, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 23, 29], [5, 6, 7, 21, 22, 4], [12, 13, 18, 19, 20, 11], [24, 26, 27, 28, 29, 23]], "bond_rings": [[1, 2, 22, 31, 29], [5, 6, 20, 21, 30, 4], [12, 17, 18, 19, 32, 11], [25, 26, 27, 28, 31, 23]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 33, "num_heavy_atoms": 30, "num_heavy_bonds": 33, "num_aromatic_atoms": 21, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O", "product_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](Br)CN2C1=O", "reactant_smiles": ["C[C@H](O)C(=O)N1[C@@H](Br)CC[C@@H]1CCl"], "reactant_smiles_canonical": ["C[C@H](O)C(=O)N1[C@@H](CCl)CC[C@@H]1Br"], "stability_raw": {"C[C@H](O)C(=O)N1[C@@H](Br)CC[C@@H]1CCl": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 270.554, "logP": 1.3179999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 8, 9, 10]], "bond_rings": [[5, 7, 8, 9, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 8, Product has 9", "Ring size change detected: Reactant rings [5], Product rings [6, 6]", "Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C[C@H](O)C(=O)N1[C@@H](Br)CC[C@@H]1CCl", "product_smiles_canonical": "C[C@H](O)C(=O)N1[C@@H](CCl)CC[C@@H]1Br", "reactant_smiles": ["C[C@H](O)C(=O)N1CCC[C@@H]1CCl"], "reactant_smiles_canonical": ["C[C@H](O)C(=O)N1CCC[C@@H]1CCl"], "stability_raw": {"C[C@H](O)C(=O)N1CCC[C@@H]1CCl": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 191.658, "logP": 0.5969999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 8, 9]], "bond_rings": [[5, 6, 7, 8, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 13 bonds"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "C[C@H](O)C(=O)N1CCC[C@@H]1CCl", "product_smiles_canonical": "C[C@H](O)C(=O)N1CCC[C@@H]1CCl", "reactant_smiles": ["C[C@H](O)C(=O)O", "ClC[C@H]1CCCN1"], "reactant_smiles_canonical": ["C[C@H](O)C(=O)O", "ClC[C@H]1CCCN1"], "stability_raw": {"C[C@H](O)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 90.07799999999999, "logP": -0.5482, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "ClC[C@H]1CCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 119.59500000000001, "logP": 0.9771999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "Brc1nc(-c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)c2c(N)nccn12", "product_smiles_canonical": "Nc1nccn2c(Br)nc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12", "reactant_smiles": ["c1nc(-c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)c2c(N)nccn12"], "reactant_smiles_canonical": ["Nc1nccn2cnc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12"], "stability_raw": {"c1nc(-c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)c2c(N)nccn12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 398.348, "logP": 3.6446000000000014, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[0, 1, 2, 22, 28], [4, 5, 6, 20, 21, 3], [11, 12, 17, 18, 19, 10], [23, 25, 26, 27, 28, 22]], "bond_rings": [[0, 1, 21, 30, 28], [4, 5, 19, 20, 29, 3], [11, 16, 17, 18, 31, 10], [24, 25, 26, 27, 30, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 32, "num_heavy_atoms": 29, "num_heavy_bonds": 32, "num_aromatic_atoms": 21, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 32 bonds, Product has 33 bonds"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "c1nc(-c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)c2c(N)nccn12", "product_smiles_canonical": "Nc1nccn2cnc(-c3ccc(C(=O)Nc4cc(C(F)(F)F)ccn4)cc3)c12", "reactant_smiles": ["Nc1nccn2cnc(Br)c12", "O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1"], "reactant_smiles_canonical": ["Nc1nccn2cnc(Br)c12", "O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1"], "stability_raw": {"Nc1nccn2cnc(Br)c12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 213.03799999999998, "logP": 1.0739999999999998, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 5, 4, 3, 2], [6, 5, 10, 8, 7]], "bond_rings": [[10, 11, 4, 3, 2, 1], [5, 11, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 310.04, "logP": 1.0324999999999995, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 5, 10, 11, 12, 3], [14, 15, 16, 17, 21, 13]], "bond_rings": [[4, 9, 10, 11, 21, 3], [14, 15, 16, 20, 22, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 3, "product_smiles": "Nc1nccn2cnc(Br)c12", "product_smiles_canonical": "Nc1nccn2cnc(Br)c12", "reactant_smiles": ["COc1ccc(CNc2nccn3cnc(Br)c23)cc1"], "reactant_smiles_canonical": ["COc1ccc(CNc2nccn3cnc(Br)c23)cc1"], "stability_raw": {"COc1ccc(CNc2nccn3cnc(Br)c23)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 333.189, "logP": 3.1125000000000007, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 19, 18, 5, 4, 3], [9, 10, 11, 12, 17, 8], [13, 12, 17, 15, 14]], "bond_rings": [[19, 18, 17, 4, 3, 2], [9, 10, 11, 21, 20, 8], [12, 21, 16, 14, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 15, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -40 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 14, Product has 6", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 15 aromatic atoms, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 4, "product_smiles": "COc1ccc(CNc2nccn3cnc(Br)c23)cc1", "product_smiles_canonical": "COc1ccc(CNc2nccn3cnc(Br)c23)cc1", "reactant_smiles": ["COc1ccc(CN)cc1", "Clc1nccn2cnc(Br)c12"], "reactant_smiles_canonical": ["COc1ccc(CN)cc1", "Clc1nccn2cnc(Br)c12"], "stability_raw": {"COc1ccc(CN)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 137.18200000000002, "logP": 1.1539, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Clc1nccn2cnc(Br)c12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 232.46799999999996, "logP": 2.1452, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 5, 4, 3, 2], [6, 5, 10, 8, 7]], "bond_rings": [[10, 11, 4, 3, 2, 1], [5, 11, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_smiles_canonical": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 5, "depth": 3, "product_smiles": "O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1", "product_smiles_canonical": "O=C(Nc1cc(C(F)(F)F)ccn1)c1cccc(B(O)O)c1", "reactant_smiles": ["Nc1cc(C(F)(F)F)ccn1", "O=C(Cl)c1cccc(B(O)O)c1"], "reactant_smiles_canonical": ["Nc1cc(C(F)(F)F)ccn1", "O=C(Cl)c1cccc(B(O)O)c1"], "stability_raw": {"Nc1cc(C(F)(F)F)ccn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.11400000000003, "logP": 1.6825999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 8, 3, 2]], "bond_rings": [[10, 9, 8, 7, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C(Cl)c1cccc(B(O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 184.387, "logP": -0.25459999999999994, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 11, 7, 6, 5, 4]], "bond_rings": [[11, 10, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "product_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "reactant_smiles": ["C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)C(=C)c1ccc(F)cc1F"], "reactant_smiles_canonical": ["C=C(c1ccc(F)cc1F)[C@@H](C)n1ncn(-c2ccc(Cl)cc2)c1=O"], "stability_raw": {"C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)C(=C)c1ccc(F)cc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 361.779, "logP": 4.240000000000002, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 2, 13, 5, 4], [7, 8, 9, 11, 12, 6], [18, 19, 20, 22, 23, 17]], "bond_rings": [[2, 24, 12, 4, 3], [7, 8, 10, 11, 26, 6], [18, 19, 21, 22, 25, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 27, "num_heavy_atoms": 25, "num_heavy_bonds": 27, "num_aromatic_atoms": 17, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 2", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [3, 5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 27 bonds, Product has 29 bonds"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)C(=C)c1ccc(F)cc1F", "product_smiles_canonical": "C=C(c1ccc(F)cc1F)[C@@H](C)n1ncn(-c2ccc(Cl)cc2)c1=O", "reactant_smiles": ["C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)C=O", "Fc1ccc(CBr)c(F)c1"], "reactant_smiles_canonical": ["C[C@H](C=O)n1ncn(-c2ccc(Cl)cc2)c1=O", "Fc1ccc(CBr)c(F)c1"], "stability_raw": {"C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.67299999999997, "logP": 1.4472999999999998, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 13], [7, 8, 9, 11, 12, 6]], "bond_rings": [[2, 3, 4, 12, 16], [7, 8, 10, 11, 17, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Fc1ccc(CBr)c(F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.017, "logP": 2.859700000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 4, 3, 2]], "bond_rings": [[9, 8, 6, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)C=O", "product_smiles_canonical": "C[C@H](C=O)n1ncn(-c2ccc(Cl)cc2)c1=O", "reactant_smiles": ["C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)CO"], "reactant_smiles_canonical": ["C[C@H](CO)n1ncn(-c2ccc(Cl)cc2)c1=O"], "stability_raw": {"C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 253.68899999999996, "logP": 1.2406999999999997, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 13], [7, 8, 9, 11, 12, 6]], "bond_rings": [[2, 3, 4, 12, 16], [7, 8, 10, 11, 17, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)CO", "product_smiles_canonical": "C[C@H](CO)n1ncn(-c2ccc(Cl)cc2)c1=O", "reactant_smiles": ["C[C@@H](CO)n1ncc(=O)[nH]1", "O=C=Nc1ccc(Cl)cc1"], "reactant_smiles_canonical": ["C[C@@H](CO)n1ncc(=O)[nH]1", "O=C=Nc1ccc(Cl)cc1"], "stability_raw": {"C[C@@H](CO)n1ncc(=O)[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.14600000000002, "logP": -0.8753000000000002, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 9]], "bond_rings": [[4, 5, 6, 8, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C=Nc1ccc(Cl)cc1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 153.56799999999998, "logP": 2.3072999999999997, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for N: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 12, Product has 11"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C[C@@H](CO)n1ncc(=O)[nH]1", "product_smiles_canonical": "C[C@@H](CO)n1ncc(=O)[nH]1", "reactant_smiles": ["c1n[nH]c(=O)[nH]1", "C[C@@H]1CO1"], "reactant_smiles_canonical": ["O=c1[nH]cn[nH]1", "C[C@@H]1CO1"], "stability_raw": {"c1n[nH]c(=O)[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 85.06599999999999, "logP": -0.9020000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 3, 5]], "bond_rings": [[0, 1, 2, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "C[C@@H]1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 58.08, "logP": 0.4051, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [3, 5], Product rings [5]"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C=Nc1ccc(Cl)cc1", "product_smiles_canonical": "O=C=Nc1ccc(Cl)cc1", "reactant_smiles": ["O=C(Cl)Cl", "Nc1ccc(Cl)cc1"], "reactant_smiles_canonical": ["O=C(Cl)Cl", "Nc1ccc(Cl)cc1"], "stability_raw": {"O=C(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 98.916, "logP": 1.584, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Nc1ccc(Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 127.574, "logP": 1.9222, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:09", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ncn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 1, "depth": 2, "product_smiles": "Fc1ccc(CBr)c(F)c1", "product_smiles_canonical": "Fc1ccc(CBr)c(F)c1", "reactant_smiles": ["Cc1ccc(F)cc1F", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Cc1ccc(F)cc1F", "O=C1CCC(=O)N1Br"], "stability_raw": {"Cc1ccc(F)cc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 128.121, "logP": 2.2732200000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[8, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 7", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "product_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "reactant_smiles": ["NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "CC(=O)Cl"], "reactant_smiles_canonical": ["CC(C)c1n[nH]c2c1CCCc1cc(N3C[C@H](CN)OC3=O)ccc1-2", "CC(=O)Cl"], "stability_raw": {"NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 340.427, "logP": 2.9727000000000006, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 3, 4, 22, 24], [6, 7, 8, 9, 10, 5], [11, 9, 8, 21, 14, 13, 12], [15, 14, 21, 20, 19]], "bond_rings": [[2, 3, 21, 23, 24], [6, 7, 8, 9, 25, 5], [10, 8, 27, 26, 13, 12, 11], [14, 26, 20, 19, 18]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "CC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.498, "logP": 0.7717, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "product_smiles_canonical": "CC(C)c1n[nH]c2c1CCCc1cc(N3C[C@H](CN)OC3=O)ccc1-2", "reactant_smiles": ["Nc1ccc2c(c1)CCCc1c(C(C)C)n[nH]c1-2", "NC[C@H]1CNC(=O)O1"], "reactant_smiles_canonical": ["CC(C)c1n[nH]c2c1CCCc1cc(N)ccc1-2", "NC[C@H]1CNC(=O)O1"], "stability_raw": {"Nc1ccc2c(c1)CCCc1c(C(C)C)n[nH]c1-2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 241.338, "logP": 3.2710000000000017, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 6, 5, 4, 3, 2], [7, 5, 4, 17, 10, 9, 8], [11, 10, 17, 16, 15]], "bond_rings": [[17, 5, 4, 3, 2, 1], [6, 4, 19, 18, 9, 8, 7], [10, 18, 16, 15, 14]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "NC[C@H]1CNC(=O)O1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 116.11999999999998, "logP": -0.9465000000000001, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 7]], "bond_rings": [[2, 3, 4, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for N: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Nc1ccc2c(c1)CCCc1c(C(C)C)n[nH]c1-2", "product_smiles_canonical": "CC(C)c1n[nH]c2c1CCCc1cc(N)ccc1-2", "reactant_smiles": ["CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1"], "reactant_smiles_canonical": ["CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1"], "stability_raw": {"CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 271.3639999999999, "logP": 3.3209000000000017, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 7], [14, 15, 16, 18, 19, 13]], "bond_rings": [[3, 4, 5, 6, 19], [14, 15, 17, 18, 20, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 16, Product has 15", "Ring size change detected: Reactant rings [5, 6], Product rings [5, 6, 7]"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1", "product_smiles_canonical": "CC(C)c1n[nH]cc1C(=O)CCCc1ccc(N)cc1", "reactant_smiles": ["NN", "COC(OC)N(C)C", "CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1"], "reactant_smiles_canonical": ["NN", "COC(OC)N(C)C", "CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1"], "stability_raw": {"NN": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 32.046, "logP": -1.1812, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "COC(OC)N(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 119.164, "logP": 0.12439999999999984, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 247.33799999999997, "logP": 2.7758000000000003, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[11, 17, 16, 14, 13, 12]], "bond_rings": [[17, 16, 15, 13, 12, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 18, "num_heavy_atoms": 18, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 15, "severity": "critical", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 1", "Atom count mismatch for N: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 20, Product has 16", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 11"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "NN", "product_smiles_canonical": "NN", "reactant_smiles": ["NN=O"], "reactant_smiles_canonical": ["NN=O"], "stability_raw": {"NN=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 46.029, "logP": -0.3734999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "NN=O", "product_smiles_canonical": "NN=O", "reactant_smiles": ["O=N[N+](=O)[O-]"], "reactant_smiles_canonical": ["O=N[N+](=O)[O-]"], "stability_raw": {"O=N[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.011, "logP": -0.055499999999999994, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161909_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_smiles_canonical": "CC(=O)NC[C@H]1CN(c2ccc3c(c2)CCCc2c(C(C)C)n[nH]c2-3)C(=O)O1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 3, "depth": 4, "product_smiles": "CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1", "product_smiles_canonical": "CC(C)C(=O)CC(=O)CCCc1ccc(N)cc1", "reactant_smiles": ["CC(=O)C(C)C", "COC(=O)CCCc1ccc(N)cc1"], "reactant_smiles_canonical": ["CC(=O)C(C)C", "COC(=O)CCCc1ccc(N)cc1"], "stability_raw": {"CC(=O)C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 86.134, "logP": 1.2314, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "COC(=O)CCCc1ccc(N)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 193.246, "logP": 1.7645, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 13, 12, 10, 9, 8]], "bond_rings": [[13, 12, 11, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 16, Product has 15"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "product_smiles_canonical": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "reactant_smiles": ["COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)CO"], "reactant_smiles_canonical": ["COc1ccccc1C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C"], "stability_raw": {"COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 543.8210000000003, "logP": 6.762700000000008, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 12}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [23, 24, 25, 26, 27, 22]], "bond_rings": [[37, 6, 5, 4, 3, 2], [23, 24, 25, 26, 38, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 38, "num_bonds": 39, "num_heavy_atoms": 38, "num_heavy_bonds": 39, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 26}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 6", "Possible unnecessary bonds formed: Reactant has 39 bonds, Product has 40 bonds"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)CO", "product_smiles_canonical": "COc1ccccc1C[C@@H](CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C", "reactant_smiles": ["COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C=O"], "reactant_smiles_canonical": ["COc1ccccc1C[C@@H](C=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C"], "stability_raw": {"COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 541.8050000000003, "logP": 6.969300000000008, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 12}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [23, 24, 25, 26, 27, 22]], "bond_rings": [[37, 6, 5, 4, 3, 2], [23, 24, 25, 26, 38, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 38, "num_bonds": 39, "num_heavy_atoms": 38, "num_heavy_bonds": 39, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 26}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "target_smiles_canonical": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1ccccc1C[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C=O", "product_smiles_canonical": "COc1ccccc1C[C@@H](C=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -25 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -100 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Si: Reactant has 0, Product has 1", "Atom count mismatch for O: Reactant has 0, Product has 5", "Atom count mismatch for N: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 31", "Ring size change detected: Reactant rings [], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 12", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 39 bonds"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "reactant_smiles": ["C(C)(C)(C)OC(=O)N1CC[C@@H](c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)[C@H](C(=O)O)C1", "COCCCc1cc(CNC2CC2)cc(OCCOC)c1"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1", "COCCCc1cc(CNC2CC2)cc(OCCOC)c1"], "stability_raw": {"C(C)(C)(C)OC(=O)N1CC[C@@H](c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)[C@H](C(=O)O)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000001, "logP": 6.184820000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[7, 34, 30, 10, 9, 8], [12, 13, 14, 28, 29, 11], [20, 22, 23, 25, 26, 19]], "bond_rings": [[34, 33, 29, 9, 8, 7], [12, 13, 27, 28, 35, 11], [21, 22, 24, 25, 36, 19]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}, "COCCCc1cc(CNC2CC2)cc(OCCOC)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 293.407, "logP": 2.5428000000000006, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 11}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 20, 14, 13, 7, 6], [11, 10, 12]], "bond_rings": [[20, 19, 13, 12, 6, 5], [10, 21, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 22, "num_heavy_atoms": 21, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C(C)(C)(C)OC(=O)N1CC[C@@H](c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)[C@H](C(=O)O)C1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@@H]3CCN(C(=O)OC(C)(C)C)C[C@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["C(C)(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"C(C)(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 321.3730000000001, "logP": 2.8174, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 22, 18, 10, 9, 8], [12, 13, 14, 16, 17, 11]], "bond_rings": [[22, 21, 17, 9, 8, 7], [12, 13, 15, 16, 23, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C(C)(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "reactant_smiles": ["N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1"], "reactant_smiles_canonical": ["O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1"], "stability_raw": {"N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25599999999997, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 15, 11, 3, 2, 1], [5, 6, 7, 9, 10, 4]], "bond_rings": [[15, 14, 10, 2, 1, 0], [5, 6, 8, 9, 16, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -25 points", "Unnecessary bond formations: -30 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 5", "Atom count mismatch for C: Reactant has 12, Product has 17", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 24 bonds"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "N1CC[C@@H](c2ccc(O)cc2)[C@H](C(=O)O)C1", "product_smiles_canonical": "O=C(O)[C@@H]1CNCC[C@H]1c1ccc(O)cc1", "reactant_smiles": ["N[C@H](Cc1ccc(O)cc1)C(=O)O", "O=CCCCC=O"], "reactant_smiles_canonical": ["N[C@H](Cc1ccc(O)cc1)C(=O)O", "O=CCCCC=O"], "stability_raw": {"N[C@H](Cc1ccc(O)cc1)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 181.19099999999997, "logP": 0.3466, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[12, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "O=CCCCC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 100.11699999999999, "logP": 0.5545, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for C: Reactant has 14, Product has 12", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "N[C@H](Cc1ccc(O)cc1)C(=O)O", "product_smiles_canonical": "N[C@H](Cc1ccc(O)cc1)C(=O)O", "reactant_smiles": ["COc1ccc(C[C@@H](N)C(=O)O)cc1"], "reactant_smiles_canonical": ["COc1ccc(C[C@@H](N)C(=O)O)cc1"], "stability_raw": {"COc1ccc(C[C@@H](N)C(=O)O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 195.21800000000002, "logP": 0.6496, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 13, 12, 5, 4, 3]], "bond_rings": [[13, 12, 11, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 3, "depth": 4, "product_smiles": "O=CCCCC=O", "product_smiles_canonical": "O=CCCCC=O", "reactant_smiles": ["CCOC(CCCC=O)OCC"], "reactant_smiles_canonical": ["CCOC(CCCC=O)OCC"], "stability_raw": {"CCOC(CCCC=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 174.23999999999998, "logP": 1.7547000000000001, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 8}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 11, "num_heavy_atoms": 12, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 9, Product has 5"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 1, "depth": 2, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(CNC2CC2)cc(OCCOC)c1", "product_smiles_canonical": "COCCCc1cc(CNC2CC2)cc(OCCOC)c1", "reactant_smiles": ["COCCCc1cc(C=O)cc(OCCOC)c1", "C1CC1N"], "reactant_smiles_canonical": ["COCCCc1cc(C=O)cc(OCCOC)c1", "NC1CC1"], "stability_raw": {"COCCCc1cc(C=O)cc(OCCOC)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 252.30999999999995, "logP": 2.1033, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 17, 11, 10, 7, 6]], "bond_rings": [[17, 16, 10, 9, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 18, "num_heavy_atoms": 18, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "C1CC1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10750000000000004, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 2, "product_smiles": "COCCCc1cc(C=O)cc(OCCOC)c1", "product_smiles_canonical": "COCCCc1cc(C=O)cc(OCCOC)c1", "reactant_smiles": ["COCCO", "COCCCc1cc(F)cc(C=O)c1"], "reactant_smiles_canonical": ["COCCO", "COCCCc1cc(F)cc(C=O)c1"], "stability_raw": {"COCCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.095, "logP": -0.37489999999999996, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "COCCCc1cc(F)cc(C=O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.221, "logP": 2.2172, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 13, 10, 9, 7, 6]], "bond_rings": [[13, 12, 9, 8, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:10", "job_id": "checker_20251223_161910_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 3, "product_smiles": "COCCCc1cc(F)cc(C=O)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(C=O)c1", "reactant_smiles": ["COCCCc1cc(F)cc(CO)c1"], "reactant_smiles_canonical": ["COCCCc1cc(F)cc(CO)c1"], "stability_raw": {"COCCCc1cc(F)cc(CO)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 198.237, "logP": 1.897, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 13, 10, 9, 7, 6]], "bond_rings": [[13, 12, 9, 8, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_smiles_canonical": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "product_smiles_canonical": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "reactant_smiles": ["OCCBr", "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1"], "reactant_smiles_canonical": ["OCCBr", "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1"], "stability_raw": {"OCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 124.965, "logP": 0.3736, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 341.45500000000015, "logP": 3.197300000000001, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 24, 23, 6, 5, 4], [9, 10, 11, 12, 13, 8], [14, 12, 11, 16, 15], [17, 19, 20, 21, 15, 16]], "bond_rings": [[24, 23, 22, 5, 4, 3], [9, 10, 11, 12, 25, 8], [13, 11, 27, 15, 14], [18, 19, 20, 26, 15, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_smiles_canonical": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1", "product_smiles_canonical": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CNC2=O)CC1", "reactant_smiles": ["CC(C)N1CCC(O)CC1", "C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21"], "reactant_smiles_canonical": ["CC(C)N1CCC(O)CC1", "C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21"], "stability_raw": {"CC(C)N1CCC(O)CC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 143.22999999999996, "logP": 0.8514999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.231, "logP": 2.0848, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 15, 6, 4, 3, 2], [7, 6, 15, 14, 8], [9, 10, 12, 13, 14, 8]], "bond_rings": [[15, 16, 5, 3, 2, 1], [6, 16, 14, 17, 7], [9, 11, 12, 13, 17, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_smiles_canonical": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21", "product_smiles_canonical": "C[C@@H]1CNC(=O)c2cc3cc(F)ccc3n21", "reactant_smiles": ["CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C"], "stability_raw": {"CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 364.4170000000001, "logP": 4.042800000000002, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 13, 14], [8, 9, 11, 12, 13, 7]], "bond_rings": [[5, 6, 26, 13, 25], [8, 10, 11, 12, 26, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 26, "num_bonds": 27, "num_heavy_atoms": 26, "num_heavy_bonds": 27, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 15, "severity": "critical", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -35 points", "Ring structure changes: -50 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 1", "Atom count mismatch for C: Reactant has 19, Product has 12", "Ring size change detected: Reactant rings [5, 6], Product rings [5, 6, 6]"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_smiles_canonical": "CC(C)N1CCC(Oc2ccc3c(c2)cc2n3[C@H](C)CN(CCO)C2=O)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C", "product_smiles_canonical": "CCOC(=O)c1cc2cc(F)ccc2n1[C@H](C)CNC(=O)OC(C)(C)C", "reactant_smiles": ["CCOC(=O)c1cc2cc(F)ccc2[nH]1", "C[C@H]1CN(C(=O)OC(C)(C)C)S(=O)(=O)O1"], "reactant_smiles_canonical": ["CCOC(=O)c1cc2cc(F)ccc2[nH]1", "C[C@H]1CN(C(=O)OC(C)(C)C)S(=O)(=O)O1"], "stability_raw": {"CCOC(=O)c1cc2cc(F)ccc2[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.20399999999998, "logP": 2.4837, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 13, 14], [8, 9, 11, 12, 13, 7]], "bond_rings": [[5, 6, 15, 13, 14], [8, 10, 11, 12, 15, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "C[C@H]1CN(C(=O)OC(C)(C)C)S(=O)(=O)O1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 237.27699999999996, "logP": 0.8870000000000001, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 11, 14]], "bond_rings": [[1, 2, 10, 13, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 4", "Atom count mismatch for S: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 5, 6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "reactant_smiles": ["COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1"], "reactant_smiles_canonical": ["COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1"], "stability_raw": {"COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 328.45600000000013, "logP": 3.5902800000000026, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 11}, "ring_data": {"num_rings": 3, "atom_rings": [[5, 23, 14, 13, 7, 6], [11, 10, 12], [21, 17, 22]], "bond_rings": [[23, 22, 13, 12, 6, 5], [10, 24, 11], [20, 25, 21]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 26, "num_heavy_atoms": 24, "num_heavy_bonds": 26, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Moderately stable"}, "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 542.8870000000003, "logP": 6.865620000000006, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 34, 32, 5, 3, 2], [11, 12, 13, 30, 31, 10], [15, 16, 17, 25, 26, 14]], "bond_rings": [[34, 33, 31, 4, 2, 1], [11, 12, 29, 30, 35, 10], [15, 16, 24, 25, 36, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1", "product_smiles_canonical": "COCCCc1cc(CNC2CC2)cc(OCC2(CC#N)CC2)c1", "reactant_smiles": ["N#CCC1(CO)CC1", "COCCCc1cc(F)cc(CNC2CC2)c1"], "reactant_smiles_canonical": ["N#CCC1(CO)CC1", "COCCCc1cc(F)cc(CNC2CC2)c1"], "stability_raw": {"N#CCC1(CO)CC1": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 111.14399999999999, "logP": 0.67258, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 6, 7]], "bond_rings": [[5, 6, 7]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Moderately stable"}, "COCCCc1cc(F)cc(CNC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 237.31799999999998, "logP": 2.6567000000000007, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 16, 10, 9, 7, 6], [14, 13, 15]], "bond_rings": [[16, 15, 9, 8, 6, 5], [13, 17, 14]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COCCCc1cc(F)cc(CNC2CC2)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(CNC2CC2)c1", "reactant_smiles": ["COCCCc1cc(F)cc(C(=O)NC2CC2)c1"], "reactant_smiles_canonical": ["COCCCc1cc(F)cc(C(=O)NC2CC2)c1"], "stability_raw": {"COCCCc1cc(F)cc(C(=O)NC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.301, "logP": 2.2969, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 17, 10, 9, 7, 6], [15, 14, 16]], "bond_rings": [[17, 16, 9, 8, 6, 5], [14, 18, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COCCCc1cc(F)cc(C(=O)NC2CC2)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(C(=O)NC2CC2)c1", "reactant_smiles": ["NC1CC1", "COCCCc1cc(F)cc(C(=O)O)c1"], "reactant_smiles_canonical": ["NC1CC1", "COCCCc1cc(F)cc(C(=O)O)c1"], "stability_raw": {"NC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10749999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COCCCc1cc(F)cc(C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 212.22, "logP": 2.1029, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 14, 10, 9, 7, 6]], "bond_rings": [[14, 13, 9, 8, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)Cl)cc2)c(Cl)c1", "reactant_smiles": ["Cc1cc(Cl)c(OCCO)c(Cl)c1", "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCO)c(Cl)c1", "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1"], "stability_raw": {"Cc1cc(Cl)c(OCCO)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.083, "logP": 2.6729200000000004, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 341.81000000000006, "logP": 3.931700000000003, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 22, 18, 10, 9, 8], [12, 13, 14, 16, 17, 11]], "bond_rings": [[22, 21, 17, 9, 8, 7], [12, 13, 15, 16, 23, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "Cc1cc(Cl)c(OCCO)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCO)c(Cl)c1", "reactant_smiles": ["O=C1OCCO1", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["O=C1OCCO1", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"O=C1OCCO1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 88.062, "logP": 0.1532, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 10, Product has 9", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 4, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)Cl)C1", "reactant_smiles": ["O=S(Cl)Cl", "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 323.3640000000001, "logP": 3.2509000000000015, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 22, 18, 10, 9, 8], [12, 13, 14, 16, 17, 11]], "bond_rings": [[22, 21, 17, 9, 8, 7], [12, 13, 15, 16, 23, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(F)cc2)[C@@H](C(=O)O)C1", "reactant_smiles": ["COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1"], "reactant_smiles_canonical": ["COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1"], "stability_raw": {"COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 337.39099999999996, "logP": 3.3393000000000024, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 16, 15, 14, 6, 5], [18, 19, 20, 22, 23, 17]], "bond_rings": [[23, 15, 14, 13, 5, 4], [18, 19, 21, 22, 24, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 25, "num_heavy_atoms": 24, "num_heavy_bonds": 25, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 18, Product has 17"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC#N)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 4, "product_smiles": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1", "product_smiles_canonical": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1", "reactant_smiles": ["CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1"], "stability_raw": {"CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}, "COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 237.274, "logP": 1.6918, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 9, 8, 7, 6, 5], [11, 12, 13, 15, 16, 10]], "bond_rings": [[16, 8, 7, 6, 5, 4], [11, 12, 14, 15, 17, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 4", "Atom count mismatch for C: Reactant has 23, Product has 18"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "product_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "reactant_smiles": ["N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["N[C@@H]1CC[C@@H](c2cccc(F)c2F)[C@H](N)c2cccnc21", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 289.32899999999995, "logP": 2.937000000000001, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 7, 8, 10, 11, 12], [3, 4, 5, 6, 7, 2], [14, 15, 16, 17, 19, 13]], "bond_rings": [[1, 22, 7, 9, 10, 11, 20], [3, 4, 5, 6, 22, 2], [14, 15, 16, 18, 21, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 23, "num_heavy_atoms": 21, "num_heavy_bonds": 23, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 2", "Atom count mismatch for C: Reactant has 26, Product has 21"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "product_smiles_canonical": "N[C@@H]1CC[C@@H](c2cccc(F)c2F)[C@H](N)c2cccnc21", "reactant_smiles": ["N[C@@H](c1cccnc1C(N)CC=C)[C@H](CC=C)c1cccc(F)c1F"], "reactant_smiles_canonical": ["C=CCC(N)c1ncccc1[C@H](N)[C@H](CC=C)c1cccc(F)c1F"], "stability_raw": {"N[C@@H](c1cccnc1C(N)CC=C)[C@H](CC=C)c1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 343.42099999999994, "logP": 4.295400000000003, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 8}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 7, 2], [18, 19, 20, 21, 23, 17]], "bond_rings": [[3, 4, 5, 6, 24, 2], [18, 19, 20, 22, 25, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 26, "num_heavy_atoms": 25, "num_heavy_bonds": 26, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 20, Product has 16", "Ring size change detected: Reactant rings [6, 6], Product rings [6, 6, 7]"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "N[C@@H](c1cccnc1C(N)CC=C)[C@H](CC=C)c1cccc(F)c1F", "product_smiles_canonical": "C=CCC(N)c1ncccc1[C@H](N)[C@H](CC=C)c1cccc(F)c1F", "reactant_smiles": ["N[C@@H](c1cccnc1C(N)CC=C)C=O", "CC=C[C@H](c1cccc(F)c1F)N"], "reactant_smiles_canonical": ["C=CCC(N)c1ncccc1[C@H](N)C=O", "CC=C[C@@H](N)c1cccc(F)c1F"], "stability_raw": {"N[C@@H](c1cccnc1C(N)CC=C)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 205.26099999999994, "logP": 0.8562, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[14, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CC=C[C@H](c1cccc(F)c1F)N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 183.20099999999996, "logP": 2.5406999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 8, 7, 6, 5]], "bond_rings": [[12, 9, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 21, Product has 20"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "N[C@@H](c1cccnc1C(N)CC=C)C=O", "product_smiles_canonical": "C=CCC(N)c1ncccc1[C@H](N)C=O", "reactant_smiles": ["N[C@@H](c1cccnc1C(N)CC=C)CO"], "reactant_smiles_canonical": ["C=CCC(N)c1ncccc1[C@H](N)CO"], "stability_raw": {"N[C@@H](c1cccnc1C(N)CC=C)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27699999999993, "logP": 0.6496000000000002, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[14, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "N[C@@H](c1cccnc1C(N)CC=C)CO", "product_smiles_canonical": "C=CCC(N)c1ncccc1[C@H](N)CO", "reactant_smiles": ["O=C(c1cccnc1C(N)CC=C)CO"], "reactant_smiles_canonical": ["C=CCC(N)c1ncccc1C(=O)CO"], "stability_raw": {"O=C(c1cccnc1C(N)CC=C)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 206.24499999999995, "logP": 0.8325, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], 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"job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "O=C(c1cccnc1C(N)CC=C)CO", "product_smiles_canonical": "C=CCC(N)c1ncccc1C(=O)CO", "reactant_smiles": ["C=CCC(=O)c1ncccc1C(=O)CO", "N"], "reactant_smiles_canonical": ["C=CCC(=O)c1ncccc1C(=O)CO", "N"], "stability_raw": {"C=CCC(=O)c1ncccc1C(=O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 205.21299999999997, "logP": 1.0154, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[14, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "C=CCC(=O)c1ncccc1C(=O)CO", "product_smiles_canonical": "C=CCC(=O)c1ncccc1C(=O)CO", "reactant_smiles": ["CON(C)C(=O)CO", "C=CCC(=O)c1ncccc1Br"], "reactant_smiles_canonical": ["CON(C)C(=O)CO", "C=CCC(=O)c1ncccc1Br"], "stability_raw": {"CON(C)C(=O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 119.11999999999998, "logP": -1.0015, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "C=CCC(=O)c1ncccc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 226.07299999999998, "logP": 2.602900000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[11, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for N: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 13, Product has 11"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "CON(C)C(=O)CO", "product_smiles_canonical": "CON(C)C(=O)CO", "reactant_smiles": ["CNOC", "O=C(O)CO"], "reactant_smiles_canonical": ["CNOC", "O=C(O)CO"], "stability_raw": {"CNOC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 61.084, "logP": -0.23280000000000012, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.051, "logP": -0.9367000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 6, "depth": 7, "product_smiles": "C=CCC(=O)c1ncccc1Br", "product_smiles_canonical": "C=CCC(=O)c1ncccc1Br", "reactant_smiles": ["C=CCC(=O)N(C)OC", "Brc1cccnc1Br"], "reactant_smiles_canonical": ["C=CCC(=O)N(C)OC", "Brc1cccnc1Br"], "stability_raw": {"C=CCC(=O)N(C)OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 129.15899999999996, "logP": 0.5822999999999999, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "Brc1cccnc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.89399999999998, "logP": 2.6066000000000003, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Bromo", "from_positions": ["ortho", "ortho"], "to_positions": ["ortho"]}], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1", "Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for N: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 11, Product has 9", "Substituent position change detected: Bromo moved from ortho, ortho to ortho position(s)"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 8, "product_smiles": "C=CCC(=O)N(C)OC", "product_smiles_canonical": "C=CCC(=O)N(C)OC", "reactant_smiles": ["CNOC", "C=CCC(=O)O"], "reactant_smiles_canonical": ["CNOC", "C=CCC(=O)O"], "stability_raw": {"CNOC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 61.084, "logP": -0.23280000000000012, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "C=CCC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 86.08999999999997, "logP": 0.6471, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 2, "depth": 3, "product_smiles": "CC=C[C@H](c1cccc(F)c1F)N", "product_smiles_canonical": "CC=C[C@@H](N)c1cccc(F)c1F", "reactant_smiles": ["CC=CC(=O)c1cccc(F)c1F"], "reactant_smiles_canonical": ["CC=CC(=O)c1cccc(F)c1F"], "stability_raw": {"CC=CC(=O)c1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 182.16899999999995, "logP": 2.723600000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 9, 8, 7, 6]], "bond_rings": [[12, 10, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 0, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 4, "product_smiles": "CC=CC(=O)c1cccc(F)c1F", "product_smiles_canonical": "CC=CC(=O)c1cccc(F)c1F", "reactant_smiles": ["CC=CC(=O)Cl", "Fc1cccc(Br)c1F"], "reactant_smiles_canonical": ["CC=CC(=O)Cl", "Fc1cccc(Br)c1F"], "stability_raw": {"CC=CC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 104.536, "logP": 1.3279, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Fc1cccc(Br)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.98999999999998, "logP": 2.7273000000000005, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[8, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:11", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_smiles_canonical": "CC(C)(C)OC(=O)N[C@@H]1c2cccnc2[C@H](N)CC[C@H]1c1cccc(F)c1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 12, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "reactant_smiles": ["COCCCc1cc(CNC2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1"], "reactant_smiles_canonical": ["COCCCc1cc(CNC2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1"], "stability_raw": {"COCCCc1cc(CNC2CC2)cc(OCC2(CC(=O)OC)CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 361.4820000000002, "logP": 3.2397000000000027, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 12}, "ring_data": {"num_rings": 3, "atom_rings": [[5, 25, 14, 13, 7, 6], [11, 10, 12], [23, 17, 24]], "bond_rings": [[25, 24, 13, 12, 6, 5], [10, 26, 11], [22, 27, 23]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 26, "num_bonds": 28, "num_heavy_atoms": 26, "num_heavy_bonds": 28, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 20}, "assessment": "Likely stable"}, "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000003, "logP": 6.184820000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 15, 14, 13, 5, 4], [17, 18, 19, 33, 34, 16], [25, 27, 28, 30, 31, 24]], "bond_rings": [[34, 14, 13, 12, 4, 3], [17, 18, 32, 33, 35, 16], [26, 27, 29, 30, 36, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(CNC2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "product_smiles_canonical": "COCCCc1cc(CNC2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "reactant_smiles": ["COC(=O)CC1(CO)CC1", "COCCCc1cc(F)cc(CNC2CC2)c1"], "reactant_smiles_canonical": ["COC(=O)CC1(CO)CC1", "COCCCc1cc(F)cc(CNC2CC2)c1"], "stability_raw": {"COC(=O)CC1(CO)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 144.17, "logP": 0.3219999999999999, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 8, 9]], "bond_rings": [[7, 8, 9]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "COCCCc1cc(F)cc(CNC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 237.31799999999998, "logP": 2.6567000000000007, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 16, 10, 9, 7, 6], [14, 13, 15]], "bond_rings": [[16, 15, 9, 8, 6, 5], [13, 17, 14]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COCCCc1cc(F)cc(CNC2CC2)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(CNC2CC2)c1", "reactant_smiles": ["COCCCc1cc(F)cc(C(=O)NC2CC2)c1"], "reactant_smiles_canonical": ["COCCCc1cc(F)cc(C(=O)NC2CC2)c1"], "stability_raw": {"COCCCc1cc(F)cc(C(=O)NC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.301, "logP": 2.2969, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 17, 10, 9, 7, 6], [15, 14, 16]], "bond_rings": [[17, 16, 9, 8, 6, 5], [14, 18, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COCCCc1cc(F)cc(C(=O)NC2CC2)c1", "product_smiles_canonical": "COCCCc1cc(F)cc(C(=O)NC2CC2)c1", "reactant_smiles": ["NC1CC1", "COCCCc1cc(F)cc(C(=O)O)c1"], "reactant_smiles_canonical": ["NC1CC1", "COCCCc1cc(F)cc(C(=O)O)c1"], "stability_raw": {"NC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10749999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COCCCc1cc(F)cc(C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 212.22, "logP": 2.1029, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 14, 10, 9, 7, 6]], "bond_rings": [[14, 13, 9, 8, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.32400000000007, "logP": 4.537320000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 26, 27, 9], [18, 20, 21, 23, 24, 17]], "bond_rings": [[27, 7, 6, 5, 4, 3], [10, 11, 25, 26, 28, 9], [19, 20, 22, 23, 29, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 6", "Atom count mismatch for C: Reactant has 31, Product has 26"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 3, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "stability_raw": {"OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27300000000002, "logP": 1.0776, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 4, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 265.30899999999997, "logP": 0.6042999999999998, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[18, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 14, Product has 12", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 5, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O", "product_smiles_canonical": "O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CC=O", "NC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CCC(CC=O)c1ccc(O)cc1", "NC[C@H](O)C=O"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.21399999999997, "logP": 1.6538, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "NC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.094, "logP": -1.4950999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 6, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CC=O", "product_smiles_canonical": "O=CCC(CC=O)c1ccc(O)cc1", "reactant_smiles": ["OCC[C@@H](c1ccc(O)cc1)CCO"], "reactant_smiles_canonical": ["OCCC(CCO)c1ccc(O)cc1"], "stability_raw": {"OCC[C@@H](c1ccc(O)cc1)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.24599999999998, "logP": 1.2406, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 7, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Atom count mismatch for C: Reactant has 10, Product has 11", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 8, "product_smiles": "C=Cc1ccc(O)cc1", "product_smiles_canonical": "C=Cc1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(OC)cc1"], "reactant_smiles_canonical": ["C=Cc1ccc(OC)cc1"], "stability_raw": {"C=Cc1ccc(OC)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 2.3382000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 5, "depth": 3, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 4, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161911_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)OC)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 13, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "product_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "reactant_smiles": ["O=C1C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc2N1", "CCCCCBr"], "reactant_smiles_canonical": ["O=C1NCC2(C(=O)Nc3ccccc32)c2cc3c(cc21)OCO3", "CCCCCBr"], "stability_raw": {"O=C1C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc2N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 308.29299999999995, "logP": 1.3968999999999998, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 5, "atom_rings": [[1, 2, 16, 21, 22], [3, 4, 5, 7, 12, 2], [8, 9, 10, 11, 12, 7], [13, 10, 9, 15, 14], [17, 18, 19, 20, 21, 16]], "bond_rings": [[1, 15, 24, 21, 22], [3, 4, 6, 25, 23, 2], [8, 9, 10, 11, 25, 7], [12, 9, 26, 14, 13], [17, 18, 19, 20, 24, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 3, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 27, "num_heavy_atoms": 23, "num_heavy_bonds": 27, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "CCCCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 151.047, "logP": 2.5715000000000012, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C1C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc2N1", "product_smiles_canonical": "O=C1NCC2(C(=O)Nc3ccccc32)c2cc3c(cc21)OCO3", "reactant_smiles": ["O=C1Nc2ccccc2C12CN2", "O=C(Cl)c1ccc2c(c1)OCO2"], "reactant_smiles_canonical": ["O=C1Nc2ccccc2C12CN2", "O=C(Cl)c1ccc2c(c1)OCO2"], "stability_raw": {"O=C1Nc2ccccc2C12CN2": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 160.17599999999996, "logP": 0.43719999999999987, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 8, 9], [4, 5, 6, 7, 8, 3], [10, 9, 11]], "bond_rings": [[1, 2, 12, 8, 11], [4, 5, 6, 7, 12, 3], [9, 13, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 14, "num_heavy_atoms": 12, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C(Cl)c1ccc2c(c1)OCO2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 184.57799999999997, "logP": 1.7943, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [9, 7, 6, 11, 10]], "bond_rings": [[11, 7, 6, 5, 4, 3], [8, 6, 12, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [3, 5, 5, 6, 6], Product rings [5, 5, 6, 6, 6]"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C1Nc2ccccc2C12CN2", "product_smiles_canonical": "O=C1Nc2ccccc2C12CN2", "reactant_smiles": ["O=C1Nc2ccccc2C1(CN)CBr"], "reactant_smiles_canonical": ["NCC1(CBr)C(=O)Nc2ccccc21"], "stability_raw": {"O=C1Nc2ccccc2C1(CN)CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 255.11499999999992, "logP": 1.2301, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 8, 9], [4, 5, 6, 7, 8, 3]], "bond_rings": [[1, 2, 14, 8, 13], [4, 5, 6, 7, 14, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 9", "Ring size change detected: Reactant rings [5, 6], Product rings [3, 5, 6]"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C1Nc2ccccc2C1(CN)CBr", "product_smiles_canonical": "NCC1(CBr)C(=O)Nc2ccccc21", "reactant_smiles": ["O=C1Nc2ccccc2C1(CN)C"], "reactant_smiles_canonical": ["CC1(CN)C(=O)Nc2ccccc21"], "stability_raw": {"O=C1Nc2ccccc2C1(CN)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 176.21899999999994, "logP": 0.8551000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 8, 9], [4, 5, 6, 7, 8, 3]], "bond_rings": [[1, 2, 13, 8, 12], [4, 5, 6, 7, 13, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C1Nc2ccccc2C1(CN)C", "product_smiles_canonical": "CC1(CN)C(=O)Nc2ccccc21", "reactant_smiles": ["O=C1Nc2ccccc2C1C", "C=O", "N"], "reactant_smiles_canonical": ["CC1C(=O)Nc2ccccc21", "C=O", "N"], "stability_raw": {"O=C1Nc2ccccc2C1C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 147.17699999999996, "logP": 1.7422, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 8, 9], [4, 5, 6, 7, 8, 3]], "bond_rings": [[1, 2, 11, 8, 10], [4, 5, 6, 7, 11, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 30.026, "logP": -0.1849, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "O=C1Nc2ccccc2C1C", "product_smiles_canonical": "CC1C(=O)Nc2ccccc21", "reactant_smiles": ["CC(C(=O)O)c1ccccc1N"], "reactant_smiles_canonical": ["CC(C(=O)O)c1ccccc1N"], "stability_raw": {"CC(C(=O)O)c1ccccc1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 165.19199999999998, "logP": 1.4568999999999999, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[11, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CC(C(=O)O)c1ccccc1N", "product_smiles_canonical": "CC(C(=O)O)c1ccccc1N", "reactant_smiles": ["CC(C(=O)O)c1ccccc1[N+](=O)[O-]"], "reactant_smiles_canonical": ["CC(C(=O)O)c1ccccc1[N+](=O)[O-]"], "stability_raw": {"CC(C(=O)O)c1ccccc1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 195.17399999999998, "logP": 1.7829, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[13, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "CC(C(=O)O)c1ccccc1[N+](=O)[O-]", "product_smiles_canonical": "CC(C(=O)O)c1ccccc1[N+](=O)[O-]", "reactant_smiles": ["CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-]"], "reactant_smiles_canonical": ["CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-]"], "stability_raw": {"CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 295.291, "logP": 1.9787000000000001, "h_bond_donors": 0, "h_bond_acceptors": 6, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[12, 17, 16, 15, 14, 13]], "bond_rings": [[20, 16, 15, 14, 13, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 21, "num_heavy_atoms": 21, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for C: Reactant has 14, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-]", "product_smiles_canonical": "CCOC(=O)C(C)(C(=O)OCC)c1ccccc1[N+](=O)[O-]", "reactant_smiles": ["O=[N+]([O-])c1ccccc1F", "CCOC(=O)C(C)C(=O)OCC"], "reactant_smiles_canonical": ["O=[N+]([O-])c1ccccc1F", "CCOC(=O)C(C)C(=O)OCC"], "stability_raw": {"O=[N+]([O-])c1ccccc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 141.10099999999997, "logP": 1.7339, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[9, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CCOC(=O)C(C)C(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 174.19599999999997, "logP": 0.7487, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 11, "num_heavy_atoms": 12, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(Cl)c1ccc2c(c1)OCO2", "product_smiles_canonical": "O=C(Cl)c1ccc2c(c1)OCO2", "reactant_smiles": ["O=S(Cl)Cl", "O=C(O)c1ccc2c(c1)OCO2"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "O=C(O)c1ccc2c(c1)OCO2"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)c1ccc2c(c1)OCO2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.13199999999995, "logP": 1.1134999999999997, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [9, 7, 6, 11, 10]], "bond_rings": [[11, 7, 6, 5, 4, 3], [8, 6, 12, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (C1.O2)", "from_positions": ["meta", "ortho", "ortho"], "to_positions": ["ortho", "ortho"]}], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0", "Substituent position change detected: Group (C1.O2) moved from meta, ortho, ortho to ortho, ortho position(s)"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_smiles_canonical": "CCCCCN1C(=O)C2(CNC(=O)c3cc4c(cc32)OCO4)c2ccccc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 0, "depth": 1, "product_smiles": "CCCCCBr", "product_smiles_canonical": "CCCCCBr", "reactant_smiles": ["CCCCCO", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["CCCCCO", "O=C1CCC(=O)N1Br"], "stability_raw": {"CCCCCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 88.14999999999999, "logP": 1.1689, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 9, Product has 5", "Ring size change detected: Reactant rings [5], Product rings []"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "product_smiles_canonical": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "reactant_smiles": ["O=[N+]([O-])c1ccc(O)nc1Cl", "O=S(=O)(c1ccccc1)C1(Br)CC1"], "reactant_smiles_canonical": ["O=[N+]([O-])c1ccc(O)nc1Cl", "O=S(=O)(c1ccccc1)C1(Br)CC1"], "stability_raw": {"O=[N+]([O-])c1ccc(O)nc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 174.54299999999998, "logP": 1.3487999999999998, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[10, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=S(=O)(c1ccccc1)C1(Br)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 261.14, "logP": 2.345300000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 5, 6, 7, 8, 3], [11, 9, 12]], "bond_rings": [[4, 5, 6, 7, 12, 3], [10, 13, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=[N+]([O-])c1ccc(O)nc1Cl", "product_smiles_canonical": "O=[N+]([O-])c1ccc(O)nc1Cl", "reactant_smiles": ["O=S(Cl)Cl", "O=[N+]([O-])c1ccc(O)nc1O"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "O=[N+]([O-])c1ccc(O)nc1O"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=[N+]([O-])c1ccc(O)nc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 156.09699999999998, "logP": 0.40099999999999986, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[10, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Hydroxy", "from_positions": ["meta", "ortho"], "to_positions": ["meta"]}], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0", "Substituent position change detected: Hydroxy moved from meta, ortho to meta position(s)"]}}} +{"timestamp": "2025-12-23T16:19:12", "job_id": "checker_20251223_161912_19096", "target_smiles_raw": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_smiles_canonical": "O=[N+]([O-])c1ccc(OC2(S(=O)(=O)c3ccccc3)CC2)nc1Cl", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "O=S(=O)(c1ccccc1)C1(Br)CC1", "product_smiles_canonical": "O=S(=O)(c1ccccc1)C1(Br)CC1", "reactant_smiles": ["BrCCBr", "O=S(=O)(CBr)c1ccccc1"], "reactant_smiles_canonical": ["BrCCBr", "O=S(=O)(CBr)c1ccccc1"], "stability_raw": {"BrCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.862, "logP": 1.7762, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=S(=O)(CBr)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 235.102, "logP": 1.8127, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[10, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 3, Product has 1", "Ring size change detected: Reactant rings [6], Product rings [3, 6]"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "product_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "reactant_smiles": ["C[Si](C)(C)CCOCn1cc(Br)cn1", "C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2"], "reactant_smiles_canonical": ["C[Si](C)(C)CCOCn1cc(Br)cn1", "C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2"], "stability_raw": {"C[Si](C)(C)CCOCn1cc(Br)cn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 277.238, "logP": 2.9579000000000013, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 9, 10, 12, 13]], "bond_rings": [[8, 9, 11, 12, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 340.2610000000001, "logP": 1.2252999999999998, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[8, 9, 10, 14, 15], [16, 17, 21, 22, 14, 15]], "bond_rings": [[8, 9, 13, 14, 22], [16, 20, 21, 23, 14, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 6, Product has 4", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[Si](C)(C)CCOCn1cc(Br)cn1", "product_smiles_canonical": "C[Si](C)(C)CCOCn1cc(Br)cn1", "reactant_smiles": ["Brc1cn[nH]c1", "C[Si](C)(C)CCOCCl"], "reactant_smiles_canonical": ["Brc1cn[nH]c1", "C[Si](C)(C)CCOCCl"], "stability_raw": {"Brc1cn[nH]c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 146.975, "logP": 1.1722, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "C[Si](C)(C)CCOCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.724, "logP": 2.5375000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2", "product_smiles_canonical": "C[Si](C)(C)CCOCn1nc(C(=O)O)c2c1CC(B(O)O)CC2", "reactant_smiles": ["C[Si](C)(C)CCO", "BrCn1nc(C(=O)O)c2c1CC(B(O)O)CC2"], "reactant_smiles_canonical": ["C[Si](C)(C)CCO", "O=C(O)c1nn(CBr)c2c1CCC(B(O)O)C2"], "stability_raw": {"C[Si](C)(C)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.25199999999998, "logP": 1.3169, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "BrCn1nc(C(=O)O)c2c1CC(B(O)O)CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 302.9210000000001, "logP": 0.2654, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 8, 9], [10, 11, 15, 16, 8, 9]], "bond_rings": [[2, 3, 7, 8, 16], [10, 14, 15, 17, 8, 9]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "C[Si](C)(C)CCO", "product_smiles_canonical": "C[Si](C)(C)CCO", "reactant_smiles": ["C[Si](C)(C)CC(=O)O"], "reactant_smiles_canonical": ["C[Si](C)(C)CC(=O)O"], "stability_raw": {"C[Si](C)(C)CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.23499999999999, "logP": 1.4092, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 2, "depth": 2, "product_smiles": "BrCn1nc(C(=O)O)c2c1CC(B(O)O)CC2", "product_smiles_canonical": "O=C(O)c1nn(CBr)c2c1CCC(B(O)O)C2", "reactant_smiles": ["BrCn1nc(C(=O)O)c2c1CC(Br)CC2"], "reactant_smiles_canonical": ["O=C(O)c1nn(CBr)c2c1CCC(Br)C2"], "stability_raw": {"BrCn1nc(C(=O)O)c2c1CC(Br)CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 337.9990000000001, "logP": 2.1859, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 8, 9], [10, 11, 13, 14, 8, 9]], "bond_rings": [[2, 3, 7, 8, 14], [10, 12, 13, 15, 8, 9]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 0, Product has 1", "Atom count mismatch for O: Reactant has 2, Product has 4", "Atom count mismatch for Br: Reactant has 2, Product has 1", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 18 bonds"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "BrCn1nc(C(=O)O)c2c1CC(Br)CC2", "product_smiles_canonical": "O=C(O)c1nn(CBr)c2c1CCC(Br)C2", "reactant_smiles": ["C1CC(Br)CCc2c(C(=O)O)n[nH]c21"], "reactant_smiles_canonical": ["O=C(O)c1n[nH]c2c1CCC(Br)CC2"], "stability_raw": {"C1CC(Br)CCc2c(C(=O)O)n[nH]c21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 259.103, "logP": 1.7502000000000002, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 1, 2, 4, 5, 6, 13], [7, 6, 13, 12, 11]], "bond_rings": [[0, 1, 3, 4, 5, 14, 13], [6, 14, 12, 11, 10]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring removed", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 2", "Ring size change detected: Reactant rings [5, 7], Product rings [5, 6]", "Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "C1CC(Br)CCc2c(C(=O)O)n[nH]c21", "product_smiles_canonical": "O=C(O)c1n[nH]c2c1CCC(Br)CC2", "reactant_smiles": ["C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C"], "reactant_smiles_canonical": ["C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C"], "stability_raw": {"C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 299.168, "logP": 3.0231000000000012, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 8, 12, 13, 14]], "bond_rings": [[7, 11, 12, 13, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 9", "Ring size change detected: Reactant rings [5], Product rings [5, 7]"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 5, "product_smiles": "C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C", "product_smiles_canonical": "C=CCC(Br)CCc1c(C(=O)O)n[nH]c1C=C", "reactant_smiles": ["C=CCC=CCc1c(C(=O)O)n[nH]c1C=C"], "reactant_smiles_canonical": ["C=CCC=CCc1c(C(=O)O)n[nH]c1C=C"], "stability_raw": {"C=CCC=CCc1c(C(=O)O)n[nH]c1C=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.256, "logP": 2.425700000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 11, 12, 13]], "bond_rings": [[6, 10, 11, 12, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 16, "num_heavy_atoms": 16, "num_heavy_bonds": 16, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 6, "product_smiles": "C=CCC=CCc1c(C(=O)O)n[nH]c1C=C", "product_smiles_canonical": "C=CCC=CCc1c(C(=O)O)n[nH]c1C=C", "reactant_smiles": ["C=Cc1c[nH]nc1C(=O)O", "C=CCC=CCBr"], "reactant_smiles_canonical": ["C=Cc1c[nH]nc1C(=O)O", "C=CCC=CCBr"], "stability_raw": {"C=Cc1c[nH]nc1C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 138.126, "logP": 0.7509, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "C=CCC=CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.04199999999997, "logP": 2.513600000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 7, "product_smiles": "C=Cc1c[nH]nc1C(=O)O", "product_smiles_canonical": "C=Cc1c[nH]nc1C(=O)O", "reactant_smiles": ["C=CB1OB(C=C)OB(C=C)O1", "O=C(O)c1n[nH]cc1Br"], "reactant_smiles_canonical": ["C=CB1OB(C=C)OB(C=C)O1", "O=C(O)c1n[nH]cc1Br"], "stability_raw": {"C=CB1OB(C=C)OB(C=C)O1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 161.57099999999997, "logP": 0.69, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 11, 8, 7, 4, 3]], "bond_rings": [[11, 10, 7, 6, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "O=C(O)c1n[nH]cc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 190.98399999999998, "logP": 0.8703999999999998, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 7]], "bond_rings": [[3, 4, 5, 6, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 3, Product has 0", "Atom count mismatch for O: Reactant has 5, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 6", "Ring size change detected: Reactant rings [5, 6], Product rings [5]"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_smiles_canonical": "C[Si](C)(C)CCOCn1cc(C2CCc3c(C(=O)O)nn(COCC[Si](C)(C)C)c3C2)cn1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 8, "depth": 7, "product_smiles": "C=CCC=CCBr", "product_smiles_canonical": "C=CCC=CCBr", "reactant_smiles": ["C=CCC=CC", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["C=CCC=CC", "O=C1CCC(=O)N1Br"], "stability_raw": {"C=CCC=CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 82.14599999999999, "logP": 2.1386000000000003, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 6", "Ring size change detected: Reactant rings [5], Product rings []"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "product_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "reactant_smiles": ["CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "N#Cc1cc(F)cc(B(O)O)c1"], "reactant_smiles_canonical": ["CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "N#Cc1cc(F)cc(B(O)O)c1"], "stability_raw": {"CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 318.2180000000002, "logP": 3.160000000000002, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 11, 12, 13, 7], [14, 15, 16, 3, 7, 13], [17, 16, 18]], "bond_rings": [[1, 2, 3, 4, 18], [8, 10, 11, 12, 19, 7], [14, 15, 21, 6, 19, 13], [16, 20, 17]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 22, "num_heavy_atoms": 19, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "N#Cc1cc(F)cc(B(O)O)c1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 164.93200000000002, "logP": -0.62282, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 11, 7, 6, 4, 3]], "bond_rings": [[11, 10, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "product_smiles_canonical": "CC1=NC2(N=C1N)c1cc(Br)ccc1CCC21CC1", "reactant_smiles": ["CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "NBS"], "reactant_smiles_canonical": ["CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "NBS"], "stability_raw": {"CC1=NC2(N=C1N)c1ccccc1CCC21CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.32199999999995, "logP": 2.397500000000001, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 10, 11, 12, 7], [13, 14, 15, 3, 7, 12], [16, 15, 17]], "bond_rings": [[1, 2, 3, 4, 17], [8, 9, 10, 11, 18, 7], [13, 14, 20, 6, 18, 12], [15, 19, 16]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 21, "num_heavy_atoms": 18, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "NBS": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.918, "logP": -0.8585999999999998, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 0, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "product_smiles_canonical": "CC1=NC2(N=C1N)c1ccccc1CCC21CC1", "reactant_smiles": ["CC1=NC2(N=C1N)c1ccccc1C=CC2"], "reactant_smiles_canonical": ["CC1=NC2(CC=Cc3ccccc32)N=C1N"], "stability_raw": {"CC1=NC2(N=C1N)c1ccccc1C=CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 211.268, "logP": 2.088, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 4, 5], [8, 9, 10, 11, 12, 7], [13, 14, 15, 3, 7, 12]], "bond_rings": [[1, 2, 3, 4, 15], [8, 9, 10, 11, 16, 7], [13, 14, 17, 6, 16, 12]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 50, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -15 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 15", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [3, 5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 18 bonds, Product has 21 bonds"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC1=NC2(N=C1N)c1ccccc1C=CC2", "product_smiles_canonical": "CC1=NC2(CC=Cc3ccccc32)N=C1N", "reactant_smiles": ["CC1=NC(=N)N=C1N", "C=Cc1ccccc1C=O"], "reactant_smiles_canonical": ["CC1=NC(=N)N=C1N", "C=Cc1ccccc1C=O"], "stability_raw": {"CC1=NC(=N)N=C1N": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 110.12, "logP": -0.24712999999999996, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 5, 6]], "bond_rings": [[1, 2, 4, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "C=Cc1ccccc1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.16199999999998, "logP": 2.1421, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [5, 6], Product rings [5, 6, 6]"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C=Cc1ccccc1C=O", "product_smiles_canonical": "C=Cc1ccccc1C=O", "reactant_smiles": ["C=Cc1ccccc1CO"], "reactant_smiles_canonical": ["C=Cc1ccccc1CO"], "stability_raw": {"C=Cc1ccccc1CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 1.8218999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_smiles_canonical": "CC1=NC2(N=C1N)c1cc(-c3cc(F)cc(C#N)c3)ccc1CCC21CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 0, "depth": 1, "product_smiles": "N#Cc1cc(F)cc(B(O)O)c1", "product_smiles_canonical": "N#Cc1cc(F)cc(B(O)O)c1", "reactant_smiles": ["CC1(C)OB(c2cc(F)cc(C#N)c2)OC1(C)C"], "reactant_smiles_canonical": ["CC1(C)OB(c2cc(F)cc(C#N)c2)OC1(C)C"], "stability_raw": {"CC1(C)OB(c2cc(F)cc(C#N)c2)OC1(C)C": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 247.078, "logP": 1.9965799999999998, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 3, 4, 14, 15], [6, 7, 9, 10, 13, 5]], "bond_rings": [[2, 3, 13, 14, 17], [6, 8, 9, 12, 18, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -30 points", "Ring structure changes: -25 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 7", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["OC[C@H]1CCOC[C@H]1c1ccc(I)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CCOC[C@H]1c1ccc(I)cc1"], "stability_raw": {"OC[C@H]1CCOC[C@H]1c1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 318.154, "logP": 2.403600000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "OC[C@H]1CCOC[C@H]1c1ccc(I)cc1", "product_smiles_canonical": "OC[C@H]1CCOC[C@H]1c1ccc(I)cc1", "reactant_smiles": ["OC[C@H]1CCOC[C@H]1C=O", "Brc1ccc(I)cc1"], "reactant_smiles_canonical": ["O=C[C@@H]1COCC[C@@H]1CO", "Brc1ccc(I)cc1"], "stability_raw": {"OC[C@H]1CCOC[C@H]1C=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 144.17, "logP": -0.16970000000000018, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Brc1ccc(I)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 282.90599999999995, "logP": 3.053700000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 13, Product has 12"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "OC[C@H]1CCOC[C@H]1C=O", "product_smiles_canonical": "O=C[C@@H]1COCC[C@@H]1CO", "reactant_smiles": ["OC[C@H]1CCOC[C@H]1CO"], "reactant_smiles_canonical": ["OC[C@@H]1COCC[C@@H]1CO"], "stability_raw": {"OC[C@H]1CCOC[C@H]1CO": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 146.186, "logP": -0.3763, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "OC[C@H]1CCOC[C@H]1CO", "product_smiles_canonical": "OC[C@@H]1COCC[C@@H]1CO", "reactant_smiles": ["C[C@H]1CCOC[C@H]1C"], "reactant_smiles_canonical": ["C[C@@H]1COCC[C@@H]1C"], "stability_raw": {"C[C@H]1CCOC[C@H]1C": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 114.18799999999999, "logP": 1.6789, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 3", "Possible unnecessary bonds formed: Reactant has 8 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C[C@H]1CCOC[C@H]1C", "product_smiles_canonical": "C[C@@H]1COCC[C@@H]1C", "reactant_smiles": ["C[C@H](O)CCC[C@H](C)O"], "reactant_smiles_canonical": ["C[C@H](O)CCC[C@H](C)O"], "stability_raw": {"C[C@H](O)CCC[C@H](C)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.203, "logP": 0.9182999999999999, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "C[C@H](O)CCC[C@H](C)O", "product_smiles_canonical": "C[C@H](O)CCC[C@H](C)O", "reactant_smiles": ["C[C@H](O)C#CC[C@H](C)O"], "reactant_smiles_canonical": ["C[C@H](O)C#CC[C@H](C)O"], "stability_raw": {"C[C@H](O)C#CC[C@H](C)O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 128.171, "logP": 0.14149999999999996, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "C[C@H](O)C#CC[C@H](C)O", "product_smiles_canonical": "C[C@H](O)C#CC[C@H](C)O", "reactant_smiles": ["C[C@H](O)CBr", "C#C[C@H](C)O[Si](C)(C)C(C)(C)C"], "reactant_smiles_canonical": ["C[C@H](O)CBr", "C#C[C@H](C)O[Si](C)(C)C(C)(C)C"], "stability_raw": {"C[C@H](O)CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 138.992, "logP": 0.7621, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "C#C[C@H](C)O[Si](C)(C)C(C)(C)C": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 184.355, "logP": 3.0299000000000014, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 11, "num_heavy_atoms": 12, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Si: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 7"]}}} +{"timestamp": "2025-12-23T16:19:13", "job_id": "checker_20251223_161913_19096", "target_smiles_raw": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_smiles_canonical": "O=C(O)[C@H]1CCOC[C@H]1c1ccc(I)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 1, "depth": 2, "product_smiles": "Brc1ccc(I)cc1", "product_smiles_canonical": "Brc1ccc(I)cc1", "reactant_smiles": ["Brc1ccccc1", "O=C1CCC(=O)N1I"], "reactant_smiles_canonical": ["Brc1ccccc1", "O=C1CCC(=O)N1I"], "stability_raw": {"Brc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 157.01, "logP": 2.4491000000000005, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1I": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 224.985, "logP": 0.48540000000000005, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 6", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "reactant_smiles": ["COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1"], "reactant_smiles_canonical": ["COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1"], "stability_raw": {"COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1": {"valid_structure": true, "stability_score": 85, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 404.5070000000002, "logP": 1.7275000000000003, "h_bond_donors": 0, "h_bond_acceptors": 6, "rotatable_bonds": 12}, "ring_data": {"num_rings": 3, "atom_rings": [[5, 28, 13, 12, 7, 6], [10, 9, 11], [17, 16, 18]], "bond_rings": [[28, 27, 12, 11, 6, 5], [9, 29, 10], [16, 30, 17]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 31, "num_heavy_atoms": 29, "num_heavy_bonds": 31, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}, "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000003, "logP": 6.184820000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 15, 14, 13, 5, 4], [17, 18, 19, 33, 34, 16], [25, 27, 28, 30, 31, 24]], "bond_rings": [[34, 14, 13, 12, 4, 3], [17, 18, 32, 33, 35, 16], [26, 27, 29, 30, 36, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 11, Product has 10", "Atom count mismatch for C: Reactant has 48, Product has 49", "Possible unnecessary bonds formed: Reactant has 68 bonds, Product has 69 bonds"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "product_smiles_canonical": "COCCCc1cc(CN2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "reactant_smiles": ["COCCCc1cc(O)cc(CN2CC2)c1", "CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr"], "reactant_smiles_canonical": ["COCCCc1cc(O)cc(CN2CC2)c1", "CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr"], "stability_raw": {"COCCCc1cc(O)cc(CN2CC2)c1": {"valid_structure": true, "stability_score": 85, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 221.29999999999995, "logP": 1.7868, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 15, 10, 9, 7, 6], [13, 12, 14]], "bond_rings": [[15, 14, 9, 8, 6, 5], [12, 16, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 264.11899999999997, "logP": 0.6488, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[9, 10, 11]], "bond_rings": [[9, 10, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COCCCc1cc(O)cc(CN2CC2)c1", "product_smiles_canonical": "COCCCc1cc(O)cc(CN2CC2)c1", "reactant_smiles": ["COCCCc1cc(O)cc(C(=O)N2CC2)c1"], "reactant_smiles_canonical": ["COCCCc1cc(O)cc(C(=O)N2CC2)c1"], "stability_raw": {"COCCCc1cc(O)cc(C(=O)N2CC2)c1": {"valid_structure": true, "stability_score": 85, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 235.28299999999996, "logP": 1.427, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 16, 10, 9, 7, 6], [14, 13, 15]], "bond_rings": [[16, 15, 9, 8, 6, 5], [13, 17, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COCCCc1cc(O)cc(C(=O)N2CC2)c1", "product_smiles_canonical": "COCCCc1cc(O)cc(C(=O)N2CC2)c1", "reactant_smiles": ["COCCCc1cc(OC)cc(C(=O)N2CC2)c1"], "reactant_smiles_canonical": ["COCCCc1cc(OC)cc(C(=O)N2CC2)c1"], "stability_raw": {"COCCCc1cc(OC)cc(C(=O)N2CC2)c1": {"valid_structure": true, "stability_score": 85, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 249.30999999999997, "logP": 1.7300000000000002, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 17, 11, 10, 7, 6], [15, 14, 16]], "bond_rings": [[17, 16, 10, 9, 6, 5], [14, 18, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 13"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "COCCCc1cc(OC)cc(C(=O)N2CC2)c1", "product_smiles_canonical": "COCCCc1cc(OC)cc(C(=O)N2CC2)c1", "reactant_smiles": ["C1CN1", "COCCCc1cc(OC)cc(C(=O)O)c1"], "reactant_smiles_canonical": ["C1CN1", "COCCCc1cc(OC)cc(C(=O)O)c1"], "stability_raw": {"C1CN1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 43.068999999999996, "logP": -0.41040000000000004, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "COCCCc1cc(OC)cc(C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 224.256, "logP": 1.9724000000000002, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 15, 11, 10, 7, 6]], "bond_rings": [[15, 14, 10, 9, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 16, "num_heavy_atoms": 16, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "C1CN1", "product_smiles_canonical": "C1CN1", "reactant_smiles": ["c1ccc(CN2CC2)cc1"], "reactant_smiles_canonical": ["c1ccc(CN2CC2)cc1"], "stability_raw": {"c1ccc(CN2CC2)cc1": {"valid_structure": true, "stability_score": 85, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 133.19400000000002, "logP": 1.5022, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 9, 8, 3, 2, 1], [6, 5, 7]], "bond_rings": [[9, 8, 7, 2, 1, 0], [5, 10, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 11, "num_heavy_atoms": 10, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 2", "Ring size change detected: Reactant rings [3, 6], Product rings [3]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 1, "depth": 2, "product_smiles": "CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr", "product_smiles_canonical": "CN(C)C(=O)COC(=O)[C@@H]1C[C@H]1CBr", "reactant_smiles": ["CN(C)C(=O)CCl", "O=C(O)[C@@H]1C[C@H]1CBr"], "reactant_smiles_canonical": ["CN(C)C(=O)CCl", "O=C(O)[C@@H]1C[C@H]1CBr"], "stability_raw": {"CN(C)C(=O)CCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 121.567, "logP": 0.3133999999999999, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "O=C(O)[C@@H]1C[C@H]1CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 179.013, "logP": 1.102, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5]], "bond_rings": [[3, 4, 7]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 3, "product_smiles": "O=C(O)[C@@H]1C[C@H]1CBr", "product_smiles_canonical": "O=C(O)[C@@H]1C[C@H]1CBr", "reactant_smiles": ["CCOC(=O)[C@@H]1C[C@H]1CBr"], "reactant_smiles_canonical": ["CCOC(=O)[C@@H]1C[C@H]1CBr"], "stability_raw": {"CCOC(=O)[C@@H]1C[C@H]1CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.06699999999998, "logP": 1.5805, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7]], "bond_rings": [[5, 6, 9]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 7, Product has 5"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.32400000000007, "logP": 4.537320000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 26, 27, 9], [18, 20, 21, 23, 24, 17]], "bond_rings": [[27, 7, 6, 5, 4, 3], [10, 11, 25, 26, 28, 9], [19, 20, 22, 23, 29, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 6", "Atom count mismatch for C: Reactant has 31, Product has 26"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 2, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 3, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "stability_raw": {"OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27300000000002, "logP": 1.0776, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 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17 bonds"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 4, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 265.30899999999997, "logP": 0.6042999999999998, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[18, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], 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"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 13, "depth": 7, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Atom count mismatch for C: Reactant has 10, Product has 11", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": 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{"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", 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"assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 17, "parent_step_id": 8, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)OCC(=O)N(C)C)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 18, "parent_step_id": 17, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "product_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "reactant_smiles": ["C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "NCCF"], "reactant_smiles_canonical": ["C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "NCCF"], "stability_raw": {"C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 398.5030000000003, "logP": 3.254900000000002, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 4, "atom_rings": [[9, 14, 13, 12, 11, 10], [17, 16, 15, 13, 12], [19, 20, 21, 28, 15, 16], [23, 24, 25, 26, 27, 22]], "bond_rings": [[28, 13, 12, 11, 10, 9], [16, 15, 14, 12, 30], [19, 20, 27, 29, 15, 18], [23, 24, 25, 26, 31, 22]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 32, "num_heavy_atoms": 29, "num_heavy_bonds": 32, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 20}, "assessment": "Likely stable"}, "NCCF": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 63.07499999999999, "logP": -0.08539999999999992, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "product_smiles_canonical": "C[C@H](C(=O)O)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "reactant_smiles": ["OC(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "CN[C@@H](C)C(=O)O"], "reactant_smiles_canonical": ["Cn1c2c(c3cc(C(=O)O)ccc31)CC(C1CCOCC1)CC2", "CN[C@@H](C)C(=O)O"], "stability_raw": {"OC(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 313.39700000000005, "logP": 3.408000000000002, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 8, 7, 6, 5, 4], [11, 10, 9, 7, 6], [13, 14, 15, 22, 9, 10], [17, 18, 19, 20, 21, 16]], "bond_rings": [[22, 7, 6, 5, 4, 3], [10, 9, 8, 6, 24], [13, 14, 21, 23, 9, 12], [17, 18, 19, 20, 25, 16]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 26, "num_heavy_atoms": 23, "num_heavy_bonds": 26, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "CN[C@@H](C)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 103.12099999999998, "logP": -0.3211000000000002, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "OC(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "product_smiles_canonical": "Cn1c2c(c3cc(C(=O)O)ccc31)CC(C1CCOCC1)CC2", "reactant_smiles": ["Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2"], "reactant_smiles_canonical": ["Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2"], "stability_raw": {"Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 297.398, "logP": 3.522300000000002, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 2, 3, 4, 11], [5, 6, 9, 10, 11, 4], [12, 13, 20, 21, 2, 3], [15, 16, 17, 18, 19, 14]], "bond_rings": [[1, 2, 3, 24, 21], [5, 8, 9, 10, 24, 4], [12, 19, 20, 23, 2, 11], [15, 16, 17, 18, 22, 14]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 25, "num_heavy_atoms": 22, "num_heavy_bonds": 25, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 25 bonds, Product has 26 bonds"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2", "product_smiles_canonical": "Cn1c2c(c3cc(C=O)ccc31)CC(C1CCOCC1)CC2", "reactant_smiles": ["CN(N)c1ccc(C=O)cc1", "O=C1CCC(C2CCOCC2)CC1"], "reactant_smiles_canonical": ["CN(N)c1ccc(C=O)cc1", "O=C1CCC(C2CCOCC2)CC1"], "stability_raw": {"CN(N)c1ccc(C=O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.18099999999998, "logP": 0.809, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 9, 6, 5, 4]], "bond_rings": [[10, 9, 8, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C1CCC(C2CCOCC2)CC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 182.26299999999995, "logP": 2.1723, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for N: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [6, 6, 6], Product rings [5, 6, 6, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CN(N)c1ccc(C=O)cc1", "product_smiles_canonical": "CN(N)c1ccc(C=O)cc1", "reactant_smiles": ["CN(C)C=O", "CN(N)c1ccccc1"], "reactant_smiles_canonical": ["CN(C)C=O", "CN(N)c1ccccc1"], "stability_raw": {"CN(C)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 73.095, "logP": -0.2956000000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CN(N)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.17099999999995, "logP": 0.9965, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (C1.N2)", "from_positions": ["position 1"], "to_positions": ["para"]}], "detected_issues": ["Atom count mismatch for N: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 10, Product has 8", "Substituent position change detected: Group (C1.N2) moved from position 1 to para position(s)"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C1CCC(C2CCOCC2)CC1", "product_smiles_canonical": "O=C1CCC(C2CCOCC2)CC1", "reactant_smiles": ["OC1CCC(C2CCOCC2)CC1"], "reactant_smiles_canonical": ["OC1CCC(C2CCOCC2)CC1"], "stability_raw": {"OC1CCC(C2CCOCC2)CC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 184.27899999999994, "logP": 1.9641, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "OC1CCC(C2CCOCC2)CC1", "product_smiles_canonical": "OC1CCC(C2CCOCC2)CC1", "reactant_smiles": ["Oc1ccc(C2CCOCC2)cc1"], "reactant_smiles_canonical": ["Oc1ccc(C2CCOCC2)cc1"], "stability_raw": {"Oc1ccc(C2CCOCC2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 178.231, "logP": 2.2862, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Significant aromaticity changes: -40 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "Oc1ccc(C2CCOCC2)cc1", "product_smiles_canonical": "Oc1ccc(C2CCOCC2)cc1", "reactant_smiles": ["Oc1ccc(C2=CCOCC2)cc1"], "reactant_smiles_canonical": ["Oc1ccc(C2=CCOCC2)cc1"], "stability_raw": {"Oc1ccc(C2=CCOCC2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 176.21499999999997, "logP": 2.1959, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:14", "job_id": "checker_20251223_161914_19096", "target_smiles_raw": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_smiles_canonical": "C[C@H](C(=O)NCCF)N(C)C(=O)c1ccc2c(c1)c1c(n2C)CCC(C2CCOCC2)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 7, "product_smiles": "Oc1ccc(C2=CCOCC2)cc1", "product_smiles_canonical": "Oc1ccc(C2=CCOCC2)cc1", "reactant_smiles": ["Oc1ccc(Br)cc1", "CC1(C)OB(C2=CCOCC2)OC1(C)C"], "reactant_smiles_canonical": ["Oc1ccc(Br)cc1", "CC1(C)OB(C2=CCOCC2)OC1(C)C"], "stability_raw": {"Oc1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 173.00900000000001, "logP": 2.1547, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CC1(C)OB(C2=CCOCC2)OC1(C)C": {"valid_structure": true, "stability_score": 90, "issues": [], "metrics": {"molecular_weight": 210.08199999999997, "logP": 1.9645, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 3, 4, 11, 12], [6, 7, 8, 9, 10, 5]], "bond_rings": [[2, 3, 10, 11, 14], [6, 7, 8, 9, 15, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -30 points", "Ring structure changes: -25 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 17, Product has 11", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "product_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "reactant_smiles": ["C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1", "Cl[Si](C)(C)C(C)(C)C"], "reactant_smiles_canonical": ["C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1", "CC(C)(C)[Si](C)(C)Cl"], "stability_raw": {"C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 173.256, "logP": 0.25869999999999976, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 11, 8, 7, 5, 4]], "bond_rings": [[11, 10, 7, 6, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "Cl[Si](C)(C)C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.725, "logP": 3.230400000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1", "product_smiles_canonical": "C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1", "reactant_smiles": ["O=C[C@@H]1CC(O)CC(C)(C)N1", "C[Mg]Br"], "reactant_smiles_canonical": ["CC1(C)CC(O)C[C@@H](C=O)N1", "C[Mg]Br"], "stability_raw": {"O=C[C@@H]1CC(O)CC(C)(C)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 157.213, "logP": 0.07679999999999981, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 7, 6, 4, 3]], "bond_rings": [[10, 9, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "C[Mg]Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 119.244, "logP": 1.0486, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for Mg: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C[C@@H]1CC(O)CC(C)(C)N1", "product_smiles_canonical": "CC1(C)CC(O)C[C@@H](C=O)N1", "reactant_smiles": ["OC[C@@H]1CC(O)CC(C)(C)N1"], "reactant_smiles_canonical": ["CC1(C)CC(O)C[C@@H](CO)N1"], "stability_raw": {"OC[C@@H]1CC(O)CC(C)(C)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 159.22899999999998, "logP": -0.12980000000000008, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 7, 6, 4, 3]], "bond_rings": [[10, 9, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "OC[C@@H]1CC(O)CC(C)(C)N1", "product_smiles_canonical": "CC1(C)CC(O)C[C@@H](CO)N1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 5, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -40 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for N: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 8", "Ring size change detected: Reactant rings [], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 11 bonds"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "Cl[Si](C)(C)C(C)(C)C", "product_smiles_canonical": "CC(C)(C)[Si](C)(C)Cl", "reactant_smiles": ["CC(C)(C)[Si](C)(C)"], "reactant_smiles_canonical": ["C[Si](C)C(C)(C)C"], "stability_raw": {"CC(C)(C)[Si](C)(C)": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 115.27199999999999, "logP": 2.5409000000000006, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 6 bonds, Product has 7 bonds"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 2, "product_smiles": "CC(C)(C)[Si](C)(C)", "product_smiles_canonical": "C[Si](C)C(C)(C)C", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Unnecessary bond formations: -30 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Si: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 6", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 6 bonds"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F", "CC(C)(C)OC(=O)c1cccc(I)c1"], "reactant_smiles_canonical": ["CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F", "CC(C)(C)OC(=O)c1cccc(I)c1"], "stability_raw": {"CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 320.31499999999994, "logP": 1.0976, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 16, 17], [9, 10, 11, 12, 13, 8]], "bond_rings": [[2, 3, 15, 16, 21], [9, 10, 11, 12, 22, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)c1cccc(I)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 304.12699999999995, "logP": 3.246500000000002, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 13, 11, 10, 9, 8]], "bond_rings": [[13, 12, 10, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "CO[C@@H]1CNC[C@@H]1N"], "reactant_smiles_canonical": ["CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "CO[C@@H]1CNC[C@@H]1N"], "stability_raw": {"CCc1[nH]c(C(=O)O)nc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 208.13899999999995, "logP": 1.6891, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 8, 9]], "bond_rings": [[2, 3, 7, 8, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CO[C@@H]1CNC[C@@H]1N": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 116.164, "logP": -1.0680999999999992, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 12, Product has 13", "Ring size change detected: Reactant rings [5, 5], Product rings [5, 6]", "Possible unnecessary bonds formed: Reactant has 22 bonds, Product has 23 bonds"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]c(Br)nc1C(F)(F)F"], "reactant_smiles_canonical": ["CCc1[nH]c(Br)nc1C(F)(F)F"], "stability_raw": {"CCc1[nH]c(Br)nc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 243.02599999999995, "logP": 2.753400000000001, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 6, 7]], "bond_rings": [[2, 3, 5, 6, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 6, Product has 7", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CCc1[nH]c(Br)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(Br)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["CCc1[nH]cnc1C(F)(F)F"], "stability_raw": {"CCc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 164.12999999999997, "logP": 1.9909, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 11 bonds, Product has 12 bonds"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CCc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["C#Cc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["C#Cc1[nH]cnc1C(F)(F)F"], "stability_raw": {"C#Cc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 160.09799999999998, "logP": 1.4098, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "C#Cc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "C#Cc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F"], "stability_raw": {"CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 218.17799999999994, "logP": 1.5509, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 8, 9, 10]], "bond_rings": [[6, 7, 8, 9, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 10}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 9, Product has 6"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C"], "reactant_smiles_canonical": ["CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C"], "stability_raw": {"CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 348.44100000000014, "logP": 3.3366000000000016, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 12, 13, 14]], "bond_rings": [[6, 11, 12, 13, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 23, "num_heavy_atoms": 23, "num_heavy_bonds": 23, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 18}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for Si: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 15, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C", "product_smiles_canonical": "CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C", "reactant_smiles": ["C#CC(C)(C)O", "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br"], "reactant_smiles_canonical": ["C#CC(C)(C)O", "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br"], "stability_raw": {"C#CC(C)(C)O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 84.11799999999998, "logP": 0.3905, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}, "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 345.23499999999996, "logP": 3.9767000000000037, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 9, 10, 11, 16]], "bond_rings": [[8, 9, 10, 15, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 18, "num_heavy_atoms": 18, "num_heavy_bonds": 18, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br", "product_smiles_canonical": "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br", "reactant_smiles": ["C[Si](C)(C)CCOCCl", "FC(F)(F)c1nc[nH]c1Br"], "reactant_smiles_canonical": ["C[Si](C)(C)CCOCCl", "FC(F)(F)c1nc[nH]c1Br"], "stability_raw": {"C[Si](C)(C)CCOCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.724, "logP": 2.5375000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "FC(F)(F)c1nc[nH]c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 214.972, "logP": 2.191, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 1, "depth": 2, "product_smiles": "CO[C@@H]1CNC[C@@H]1N", "product_smiles_canonical": "CO[C@@H]1CNC[C@@H]1N", "reactant_smiles": ["CO[C@@H]1CNCC1=O", "N"], "reactant_smiles_canonical": ["CO[C@@H]1CNCC1=O", "N"], "stability_raw": {"CO[C@@H]1CNCC1=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 115.13199999999999, "logP": -0.8262999999999998, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 3, "product_smiles": "CO[C@@H]1CNCC1=O", "product_smiles_canonical": "CO[C@@H]1CNCC1=O", "reactant_smiles": ["CO[C@@H]1CN(Cc2ccccc2)CC1=O"], "reactant_smiles_canonical": ["CO[C@@H]1CN(Cc2ccccc2)CC1=O"], "stability_raw": {"CO[C@@H]1CN(Cc2ccccc2)CC1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 205.25699999999998, "logP": 1.0863, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 12, 13], [7, 8, 9, 10, 11, 6]], "bond_rings": [[2, 3, 11, 12, 14], [7, 8, 9, 10, 15, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [5, 6], Product rings [5]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 4, "product_smiles": "CO[C@@H]1CN(Cc2ccccc2)CC1=O", "product_smiles_canonical": "CO[C@@H]1CN(Cc2ccccc2)CC1=O", "reactant_smiles": ["CCOC(=O)CN(CCOC)Cc1ccccc1"], "reactant_smiles_canonical": ["CCOC(=O)CN(CCOC)Cc1ccccc1"], "stability_raw": {"CCOC(=O)CN(CCOC)Cc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.326, "logP": 1.6980999999999995, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 8}, "ring_data": {"num_rings": 1, "atom_rings": [[12, 17, 16, 15, 14, 13]], "bond_rings": [[17, 16, 15, 14, 13, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 18, "num_heavy_atoms": 18, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 14, Product has 12", "Ring size change detected: Reactant rings [6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 11, "depth": 5, "product_smiles": "CCOC(=O)CN(CCOC)Cc1ccccc1", "product_smiles_canonical": "CCOC(=O)CN(CCOC)Cc1ccccc1", "reactant_smiles": ["COCCNCc1ccccc1", "CCOC(=O)CBr"], "reactant_smiles_canonical": ["COCCNCc1ccccc1", "CCOC(=O)CBr"], "stability_raw": {"COCCNCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 165.236, "logP": 1.4225999999999999, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 11, 10, 9, 8, 7]], "bond_rings": [[11, 10, 9, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "CCOC(=O)CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 167.002, "logP": 0.9444, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)c1cccc(I)c1", "product_smiles_canonical": "CC(C)(C)OC(=O)c1cccc(I)c1", "reactant_smiles": ["CC(C)(C)O", "O=C(O)c1cccc(I)c1"], "reactant_smiles_canonical": ["CC(C)(C)O", "O=C(O)c1cccc(I)c1"], "stability_raw": {"CC(C)(C)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.12299999999999, "logP": 0.7771999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C(O)c1cccc(I)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 248.01899999999998, "logP": 1.9894, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 7, 6, 5, 4]], "bond_rings": [[9, 8, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1", "target_smiles_canonical": "CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1", "product_smiles_canonical": "CC[C@@H](OC(=O)c1ccccc1)[C@H]1CCCN(C(=O)OC(C)(C)C)C1", "reactant_smiles": ["O=C(O)c1ccccc1", "CC[C@@H](O)[C@H]1CCCN(C(=O)OC(C)(C)C)C1"], "reactant_smiles_canonical": ["O=C(O)c1ccccc1", "CC[C@@H](O)[C@H]1CCCN(C(=O)OC(C)(C)C)C1"], "stability_raw": {"O=C(O)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.12299999999996, "logP": 1.3848, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "CC[C@@H](O)[C@H]1CCCN(C(=O)OC(C)(C)C)C1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 243.34699999999995, "logP": 2.4044000000000008, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 16, 8, 7, 6, 5]], "bond_rings": [[16, 15, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "product_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "reactant_smiles": ["CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "CC(=O)OC(C)=O"], "reactant_smiles_canonical": ["CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "CC(=O)OC(C)=O"], "stability_raw": {"CC(C)(CO)n1c(CO)nc2cnc(Br)cc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 300.156, "logP": 1.4134999999999998, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 9, 10, 16], [11, 12, 13, 15, 16, 10]], "bond_rings": [[5, 8, 9, 17, 16], [11, 12, 14, 15, 17, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(=O)OC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 102.089, "logP": 0.09600000000000009, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "product_smiles_canonical": "CC(C)(CO)n1c(CO)nc2cnc(Br)cc21", "reactant_smiles": ["O=C(O)CO", "CC(C)(CO)Nc1cc(Br)ncc1N"], "reactant_smiles_canonical": ["O=C(O)CO", "CC(C)(CO)Nc1cc(Br)ncc1N"], "stability_raw": {"O=C(O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 76.051, "logP": -0.9367000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(CO)Nc1cc(Br)ncc1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 260.135, "logP": 1.6091, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 10, 8, 7]], "bond_rings": [[13, 11, 10, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 25, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(CO)Nc1cc(Br)ncc1N", "product_smiles_canonical": "CC(C)(CO)Nc1cc(Br)ncc1N", "reactant_smiles": ["CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1"], "reactant_smiles_canonical": ["CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1"], "stability_raw": {"CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.3420000000001, "logP": 5.196000000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 6}, "ring_data": {"num_rings": 3, "atom_rings": [[6, 12, 11, 10, 8, 7], [16, 17, 18, 19, 20, 15], [22, 23, 24, 25, 26, 21]], "bond_rings": [[26, 11, 10, 9, 7, 6], [16, 17, 18, 19, 27, 15], [22, 23, 24, 25, 28, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 27, "num_bonds": 29, "num_heavy_atoms": 27, "num_heavy_bonds": 29, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -65 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 22, Product has 9", "Ring size change detected: Reactant rings [6, 6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 18 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1", "product_smiles_canonical": "CC(C)(CO)Nc1cc(Br)ncc1N=C(c1ccccc1)c1ccccc1", "reactant_smiles": ["N=C(c1ccccc1)c1ccccc1", "CC(C)(CO)Nc1cc(Br)ncc1Br"], "reactant_smiles_canonical": ["N=C(c1ccccc1)c1ccccc1", "CC(C)(CO)Nc1cc(Br)ncc1Br"], "stability_raw": {"N=C(c1ccccc1)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 181.238, "logP": 3.1027700000000014, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 7, 2], [9, 10, 11, 12, 13, 8]], "bond_rings": [[3, 4, 5, 6, 13, 2], [9, 10, 11, 12, 14, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CC(C)(CO)Nc1cc(Br)ncc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 324.01599999999996, "logP": 2.7894000000000005, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 10, 8, 7]], "bond_rings": [[13, 11, 10, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CC(C)(CO)Nc1cc(Br)ncc1Br", "product_smiles_canonical": "CC(C)(CO)Nc1cc(Br)ncc1Br", "reactant_smiles": ["CC(C)(N)CO", "Brc1cc(Br)c(Br)cn1"], "reactant_smiles_canonical": ["CC(C)(N)CO", "Brc1cc(Br)c(Br)cn1"], "stability_raw": {"CC(C)(N)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.13799999999999, "logP": -0.2840000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Brc1cc(Br)c(Br)cn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 315.79, "logP": 3.3691000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 7, 5, 3, 2]], "bond_rings": [[8, 7, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Bromo", "from_positions": ["meta", "ortho", "ortho"], "to_positions": ["meta", "ortho"]}], "detected_issues": ["Atom count mismatch for Br: Reactant has 3, Product has 2", "Substituent position change detected: Bromo moved from meta, ortho, ortho to meta, ortho position(s)"]}}} +{"timestamp": "2025-12-23T16:19:15", "job_id": "checker_20251223_161915_19096", "target_smiles_raw": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_smiles_canonical": "CC(=O)OCc1nc2cnc(Br)cc2n1C(C)(C)COC(C)=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "Brc1cc(Br)c(Br)cn1", "product_smiles_canonical": "Brc1cc(Br)c(Br)cn1", "reactant_smiles": ["O=C1CCC(=O)N1Br", "Brc1ccnc(Br)c1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "Brc1ccnc(Br)c1"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "Brc1ccnc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.89399999999998, "logP": 2.6066000000000003, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 9, Product has 5", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "reactant_smiles": ["CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "Nc1cccc(OC(F)(F)F)c1"], "reactant_smiles_canonical": ["CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "Nc1cccc(OC(F)(F)F)c1"], "stability_raw": {"CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 320.34499999999997, "logP": 1.3768999999999993, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 8, 12], [18, 19, 20, 21, 22, 17]], "bond_rings": [[5, 6, 7, 11, 22], [18, 19, 20, 21, 23, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}, "Nc1cccc(OC(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.125, "logP": 2.1673999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 11, 5, 4, 3, 2]], "bond_rings": [[11, 10, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "reactant_smiles": ["CCO", "O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1"], "reactant_smiles_canonical": ["CCO", "O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1"], "stability_raw": {"CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 46.069, "logP": -0.0014000000000000123, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 408.4100000000002, "logP": 2.537000000000001, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 5}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 4, 5, 6, 19], [9, 8, 17, 16, 11], [12, 13, 14, 15, 16, 11], [25, 26, 27, 28, 29, 24]], "bond_rings": [[3, 4, 5, 18, 29], [8, 31, 16, 32, 10], [12, 13, 14, 15, 32, 11], [25, 26, 27, 28, 30, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 30, "num_bonds": 33, "num_heavy_atoms": 30, "num_heavy_bonds": 33, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -40 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 5", "Atom count mismatch for C: Reactant has 24, Product has 16", "Ring size change detected: Reactant rings [5, 5, 6, 6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 12 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CCO", "product_smiles_canonical": "CCO", "reactant_smiles": ["CC(=O)O"], "reactant_smiles_canonical": ["CC(=O)O"], "stability_raw": {"CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.05200000000001, "logP": 0.09089999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "O=C(O)[C@@H]1CC[C@H](CN2C(=O)c3ccccc3C2=O)N1C(=O)OCc1ccccc1", "reactant_smiles": ["O=C1NC(=O)c2ccccc21", "O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1"], "reactant_smiles_canonical": ["O=C1NC(=O)c2ccccc21", "O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1"], "stability_raw": {"O=C1NC(=O)c2ccccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 147.13299999999998, "logP": 0.5702, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 5, 10], [6, 7, 8, 9, 10, 5]], "bond_rings": [[1, 2, 4, 11, 10], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 279.29200000000003, "logP": 1.2330999999999996, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 9], [15, 16, 17, 18, 19, 14]], "bond_rings": [[3, 4, 5, 8, 19], [15, 16, 17, 18, 20, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 6"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "O=C(O)[C@@H]1CC[C@H](CO)N1C(=O)OCc1ccccc1", "reactant_smiles": ["O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1"], "stability_raw": {"O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 293.275, "logP": 1.3253999999999992, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 6, 10], [16, 17, 18, 19, 20, 15]], "bond_rings": [[3, 4, 5, 9, 20], [16, 17, 18, 19, 21, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 22, "num_heavy_atoms": 21, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "O=C(O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "reactant_smiles": ["CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1"], "reactant_smiles_canonical": ["CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1"], "stability_raw": {"CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 321.329, "logP": 1.8038999999999996, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 8, 12], [18, 19, 20, 21, 22, 17]], "bond_rings": [[5, 6, 7, 11, 22], [18, 19, 20, 21, 23, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 16, Product has 14"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "CCOC(=O)[C@H]1CC[C@@H](C(=O)O)N1C(=O)OCc1ccccc1", "reactant_smiles": ["CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1"], "reactant_smiles_canonical": ["CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1"], "stability_raw": {"CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 349.38300000000004, "logP": 2.2824, "h_bond_donors": 0, "h_bond_acceptors": 6, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 8, 14], [20, 21, 22, 23, 24, 19]], "bond_rings": [[5, 6, 7, 13, 24], [20, 21, 22, 23, 25, 19]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 26, "num_heavy_atoms": 25, "num_heavy_bonds": 26, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 19}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 18, Product has 16"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1", "product_smiles_canonical": "CCOC(=O)[C@H]1CC[C@@H](C(=O)OCC)N1C(=O)OCc1ccccc1", "reactant_smiles": ["O=C(Cl)OCc1ccccc1", "CCOC(=O)[C@@H]1CC[C@H](C(=O)OCC)N1"], "reactant_smiles_canonical": ["O=C(Cl)OCc1ccccc1", "CCOC(=O)[C@@H]1CC[C@H](C(=O)OCC)N1"], "stability_raw": {"O=C(Cl)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 170.59500000000003, "logP": 2.5620000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[10, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CCOC(=O)[C@@H]1CC[C@H](C(=O)OCC)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 215.24899999999997, "logP": 0.23319999999999969, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 8, 14]], "bond_rings": [[5, 6, 7, 13, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_smiles_canonical": "CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1C(=O)OCc1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 0, "depth": 1, "product_smiles": "Nc1cccc(OC(F)(F)F)c1", "product_smiles_canonical": "Nc1cccc(OC(F)(F)F)c1", "reactant_smiles": ["O=[N+]([O-])c1cccc(OC(F)(F)F)c1"], "reactant_smiles_canonical": ["O=[N+]([O-])c1cccc(OC(F)(F)F)c1"], "stability_raw": {"O=[N+]([O-])c1cccc(OC(F)(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.10699999999994, "logP": 2.4934000000000003, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 13, 7, 6, 5, 4]], "bond_rings": [[13, 12, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "target_smiles_canonical": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "product_smiles_canonical": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "reactant_smiles": ["O=C1C=C(Br)C(C2CCCCC2)CC1", "C1CNCCN1"], "reactant_smiles_canonical": ["O=C1C=C(Br)C(C2CCCCC2)CC1", "C1CNCCN1"], "stability_raw": {"O=C1C=C(Br)C(C2CCCCC2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 257.17099999999994, "logP": 3.824600000000003, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 5, 3, 2], [7, 8, 9, 10, 11, 6]], "bond_rings": [[13, 12, 11, 4, 2, 1], [7, 8, 9, 10, 14, 6]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "C1CNCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 86.138, "logP": -0.8208, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[5, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "target_smiles_canonical": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C1C=C(Br)C(C2CCCCC2)CC1", "product_smiles_canonical": "O=C1C=C(Br)C(C2CCCCC2)CC1", "reactant_smiles": ["O=C1C=CC(C2CCCCC2)CC1"], "reactant_smiles_canonical": ["O=C1C=CC(C2CCCCC2)CC1"], "stability_raw": {"O=C1C=CC(C2CCCCC2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 178.27499999999995, "logP": 3.102000000000002, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "target_smiles_canonical": "O=C1C=C(N2CCNCC2)C(C2CCCCC2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C1C=CC(C2CCCCC2)CC1", "product_smiles_canonical": "O=C1C=CC(C2CCCCC2)CC1", "reactant_smiles": ["O=C1CCC(C2CCCCC2)CC1"], "reactant_smiles_canonical": ["O=C1CCC(C2CCCCC2)CC1"], "stability_raw": {"O=C1CCC(C2CCCCC2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 180.29099999999994, "logP": 3.3260000000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "product_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "reactant_smiles": ["FC(F)(F)Cn1ncnc1Br", "B(O)(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2"], "reactant_smiles_canonical": ["FC(F)(F)Cn1ncnc1Br", "OB(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2"], "stability_raw": {"FC(F)(F)Cn1ncnc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 229.987, "logP": 1.6028999999999998, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 8, 9]], "bond_rings": [[5, 6, 7, 8, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "B(O)(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2": {"valid_structure": true, "stability_score": 75, "issues": ["Large (7-membered) heterocycle with O, N (potentially unstable)"], "metrics": {"molecular_weight": 313.1660000000001, "logP": -0.04600000000000093, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 4, 5, 6, 7], [9, 10, 17, 18, 19, 8], [12, 13, 14, 15, 16, 11], [20, 19, 8, 6, 5, 22, 21]], "bond_rings": [[3, 4, 5, 6, 22], [9, 16, 17, 18, 23, 8], [12, 13, 14, 15, 25, 11], [19, 23, 7, 5, 24, 21, 20]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 26, "num_heavy_atoms": 23, "num_heavy_bonds": 26, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 12}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "B(O)(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "product_smiles_canonical": "OB(O)c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "reactant_smiles": ["B(O)(O)c1cc(CCBr)n[nH]1", "Nc1cc(C2CCNCC2)ccc1O"], "reactant_smiles_canonical": ["OB(O)c1cc(CCBr)n[nH]1", "Nc1cc(C2CCNCC2)ccc1O"], "stability_raw": {"B(O)(O)c1cc(CCBr)n[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.847, "logP": -0.9731000000000003, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 9, 10]], "bond_rings": [[3, 4, 8, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Nc1cc(C2CCNCC2)ccc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.262, "logP": 1.4414, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 10, 3, 2], [5, 6, 7, 8, 9, 4]], "bond_rings": [[13, 11, 10, 9, 2, 1], [5, 6, 7, 8, 14, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 6, 6, 7]"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "B(O)(O)c1cc(CCBr)n[nH]1", "product_smiles_canonical": "OB(O)c1cc(CCBr)n[nH]1", "reactant_smiles": ["BrCCc1cc(Br)[nH]n1"], "reactant_smiles_canonical": ["BrCCc1cc(Br)[nH]n1"], "stability_raw": {"BrCCc1cc(Br)[nH]n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 253.925, "logP": 2.1096, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 7, 8]], "bond_rings": [[3, 4, 6, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 0, Product has 1", "Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for Br: Reactant has 2, Product has 1", "Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 11 bonds"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "BrCCc1cc(Br)[nH]n1", "product_smiles_canonical": "BrCCc1cc(Br)[nH]n1", "reactant_smiles": ["BrCCc1cc[nH]n1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["BrCCc1cc[nH]n1", "O=C1CCC(=O)N1Br"], "stability_raw": {"BrCCc1cc[nH]n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 175.02900000000002, "logP": 1.3470999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 7]], "bond_rings": [[3, 4, 5, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 9, Product has 5", "Ring size change detected: Reactant rings [5, 5], Product rings [5]"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "BrCCc1cc[nH]n1", "product_smiles_canonical": "BrCCc1cc[nH]n1", "reactant_smiles": ["OCCc1cc[nH]n1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["OCCc1cc[nH]n1", "O=C1CCC(=O)N1Br"], "stability_raw": {"OCCc1cc[nH]n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 112.13199999999999, "logP": -0.05550000000000005, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 7]], "bond_rings": [[3, 4, 5, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 0", "Atom count mismatch for N: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 9, Product has 5", "Ring size change detected: Reactant rings [5, 5], Product rings [5]"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 1, "depth": 2, "product_smiles": "Nc1cc(C2CCNCC2)ccc1O", "product_smiles_canonical": "Nc1cc(C2CCNCC2)ccc1O", "reactant_smiles": ["Nc1cc(-c2ccncc2)ccc1O"], "reactant_smiles_canonical": ["Nc1cc(-c2ccncc2)ccc1O"], "stability_raw": {"Nc1cc(-c2ccncc2)ccc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 186.214, "logP": 2.0364, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 10, 3, 2], [5, 6, 7, 8, 9, 4]], "bond_rings": [[13, 11, 10, 9, 2, 1], [5, 6, 7, 8, 14, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Significant aromaticity changes: -40 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Significant change in aromaticity: Reactant has 12 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(C3CCNCC3)ccc1OCC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 3, "product_smiles": "Nc1cc(-c2ccncc2)ccc1O", "product_smiles_canonical": "Nc1cc(-c2ccncc2)ccc1O", "reactant_smiles": ["COc1ccc(-c2ccncc2)cc1N"], "reactant_smiles_canonical": ["COc1ccc(-c2ccncc2)cc1N"], "stability_raw": {"COc1ccc(-c2ccncc2)cc1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 200.24099999999999, "logP": 2.3394, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [7, 8, 9, 10, 11, 6]], "bond_rings": [[14, 12, 11, 4, 3, 2], [7, 8, 9, 10, 15, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 11"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "target_smiles_canonical": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "reactant_smiles": ["Cc1cc(Cl)c(OCCO)c(Cl)c1", "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCO)c(Cl)c1", "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1"], "stability_raw": {"Cc1cc(Cl)c(OCCO)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.083, "logP": 2.6729200000000004, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 337.39099999999996, "logP": 3.3393000000000024, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 16, 15, 14, 6, 5], [18, 19, 20, 22, 23, 17]], "bond_rings": [[23, 15, 14, 13, 5, 4], [18, 19, 21, 22, 24, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 25, "num_heavy_atoms": 24, "num_heavy_bonds": 25, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "target_smiles_canonical": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Cc1cc(Cl)c(OCCO)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCO)c(Cl)c1", "reactant_smiles": ["O=C1OCCO1", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["O=C1OCCO1", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"O=C1OCCO1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 88.062, "logP": 0.1532, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 10, Product has 9", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "target_smiles_canonical": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1", "product_smiles_canonical": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(F)cc1", "reactant_smiles": ["CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1"], "stability_raw": {"CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}, "COC(=O)[C@H]1CNCC[C@@H]1c1ccc(F)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 237.274, "logP": 1.6918, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 9, 8, 7, 6, 5], [11, 12, 13, 15, 16, 10]], "bond_rings": [[16, 8, 7, 6, 5, 4], [11, 12, 14, 15, 17, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 4", "Atom count mismatch for C: Reactant has 23, Product has 18"]}}} +{"timestamp": "2025-12-23T16:19:16", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-]", "target_smiles_canonical": "CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-]", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-]", "product_smiles_canonical": "CCOC(=O)/C(N)=N/Nc1cc(Cl)ccc1[N+](=O)[O-]", "reactant_smiles": ["CCOC(=O)/C(N)=N/N", "O=[N+]([O-])c1ccc(Cl)cc1Cl"], "reactant_smiles_canonical": ["CCOC(=O)/C(N)=N/N", "O=[N+]([O-])c1ccc(Cl)cc1Cl"], "stability_raw": {"CCOC(=O)/C(N)=N/N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 131.135, "logP": -1.219599999999999, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "O=[N+]([O-])c1ccc(Cl)cc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.00099999999998, "logP": 2.9016, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[10, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Chloro", "from_positions": ["meta", "ortho"], "to_positions": ["meta"]}], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1", "Substituent position change detected: Chloro moved from meta, ortho to meta position(s)"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "reactant_smiles": ["COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "Oc1ccc2c(c1)CCC2"], "reactant_smiles_canonical": ["COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "Oc1ccc2c(c1)CCC2"], "stability_raw": {"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 839.854, "logP": 8.969920000000007, "h_bond_donors": 1, "h_bond_acceptors": 8, "rotatable_bonds": 18}, "ring_data": {"num_rings": 6, "atom_rings": [[5, 57, 48, 47, 7, 6], [13, 14, 22, 23, 24, 12], [26, 27, 28, 42, 43, 25], [34, 36, 37, 39, 40, 33], [45, 44, 46], [52, 51, 53]], "bond_rings": [[57, 56, 47, 46, 6, 5], [13, 21, 22, 23, 58, 12], [26, 27, 41, 42, 59, 25], [35, 36, 38, 39, 62, 33], [44, 60, 45], [51, 61, 52]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 3, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 58, "num_bonds": 63, "num_heavy_atoms": 58, "num_heavy_bonds": 63, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 40}, "assessment": "Likely stable"}, "Oc1ccc2c(c1)CCC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 1.8808999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 6, 5, 4, 3, 2], [7, 5, 4, 9, 8]], "bond_rings": [[9, 5, 4, 3, 2, 1], [6, 4, 10, 8, 7]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 11, "num_heavy_atoms": 10, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "reactant_smiles": ["COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 636.7860000000003, "logP": 5.602500000000005, "h_bond_donors": 2, "h_bond_acceptors": 7, "rotatable_bonds": 13}, "ring_data": {"num_rings": 5, "atom_rings": [[5, 45, 36, 35, 7, 6], [13, 14, 22, 23, 24, 12], [26, 27, 28, 30, 31, 25], [33, 32, 34], [40, 39, 41]], "bond_rings": [[45, 44, 35, 34, 6, 5], [13, 21, 22, 23, 46, 12], [26, 27, 29, 30, 47, 25], [32, 48, 33], [39, 49, 40]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 46, "num_bonds": 50, "num_heavy_atoms": 46, "num_heavy_bonds": 50, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 34}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(O)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "reactant_smiles": ["COCCCc1cc(CNC2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["COCCCc1cc(CNC2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1", "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1"], "stability_raw": {"COCCCc1cc(CNC2CC2)cc(OC[C@@H]2C[C@H]2C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 333.42800000000005, "logP": 2.6171000000000006, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 11}, "ring_data": {"num_rings": 3, "atom_rings": [[5, 23, 14, 13, 7, 6], [11, 10, 12], [18, 17, 19]], "bond_rings": [[23, 22, 13, 12, 6, 5], [10, 24, 11], [17, 25, 18]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 26, "num_heavy_atoms": 24, "num_heavy_bonds": 26, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}, "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 321.373, "logP": 2.817400000000001, 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count mismatch for O: Reactant has 6, Product has 3", "Atom count mismatch for C: Reactant has 21, Product has 16"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC[C@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 5", "Atom count mismatch for C: Reactant has 22, Product has 17"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 4, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "stability_raw": {"OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27300000000002, "logP": 1.0776, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 11, "depth": 5, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 265.30899999999997, "logP": 0.6042999999999998, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[18, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major 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"product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O", "product_smiles_canonical": "O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CC=O", "NC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CCC(CC=O)c1ccc(O)cc1", "NC[C@H](O)C=O"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.21399999999997, "logP": 1.6538, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "NC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.094, "logP": -1.4950999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 13, "depth": 7, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CC=O", "product_smiles_canonical": "O=CCC(CC=O)c1ccc(O)cc1", "reactant_smiles": ["OCC[C@@H](c1ccc(O)cc1)CCO"], "reactant_smiles_canonical": ["OCCC(CCO)c1ccc(O)cc1"], "stability_raw": {"OCC[C@@H](c1ccc(O)cc1)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.24599999999998, "logP": 1.2406, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 15, "parent_step_id": 14, "depth": 8, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Atom count mismatch for C: Reactant has 10, Product has 11", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 16, "parent_step_id": 15, "depth": 9, "product_smiles": "C=Cc1ccc(O)cc1", "product_smiles_canonical": "C=Cc1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(OC)cc1"], "reactant_smiles_canonical": ["C=Cc1ccc(OC)cc1"], "stability_raw": {"C=Cc1ccc(OC)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 2.3382000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 17, "parent_step_id": 10, "depth": 4, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 18, "parent_step_id": 17, "depth": 5, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 19, "parent_step_id": 1, "depth": 2, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161916_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2C(=O)Oc2ccc3c(c2)CCC3)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 20, "parent_step_id": 0, "depth": 1, "product_smiles": "Oc1ccc2c(c1)CCC2", "product_smiles_canonical": "Oc1ccc2c(c1)CCC2", "reactant_smiles": ["COc1ccc2c(c1)CCC2"], "reactant_smiles_canonical": ["COc1ccc2c(c1)CCC2"], "stability_raw": {"COc1ccc2c(c1)CCC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 148.20499999999996, "logP": 2.1839000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [8, 6, 5, 10, 9]], "bond_rings": [[10, 6, 5, 4, 3, 2], [7, 5, 11, 9, 8]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161917_19096", "target_smiles_raw": "ClCc1ccc2c(c1)Nc1nccnc1S2", "target_smiles_canonical": "ClCc1ccc2c(c1)Nc1nccnc1S2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "ClCc1ccc2c(c1)Nc1nccnc1S2", "product_smiles_canonical": "ClCc1ccc2c(c1)Nc1nccnc1S2", "reactant_smiles": ["O=S(Cl)Cl", "OCc1ccc2c(c1)Nc1nccnc1S2"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "OCc1ccc2c(c1)Nc1nccnc1S2"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "OCc1ccc2c(c1)Nc1nccnc1S2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 231.28, "logP": 2.1770999999999994, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 7, 6, 5, 4, 3], [8, 9, 14, 15, 5, 6], [10, 11, 12, 13, 14, 9]], "bond_rings": [[15, 6, 5, 4, 3, 2], [8, 16, 14, 17, 5, 7], [10, 11, 12, 13, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for S: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161917_19096", "target_smiles_raw": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2C=O)cc1", "target_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2C=O)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": false, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2C=O)cc1", "product_smiles_canonical": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2C=O)cc1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -30 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -100 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 6", "Atom count mismatch for N: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 23", "Ring size change detected: Reactant rings [], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 6", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 31 bonds"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161917_19096", "target_smiles_raw": "CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C", "target_smiles_canonical": "CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C", "product_smiles_canonical": "CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C", "reactant_smiles": ["Nc1cccc(F)c1C=O", "CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Nc1cccc(F)c1C=O", "CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C"], "stability_raw": {"Nc1cccc(F)c1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 139.129, "logP": 1.2204000000000002, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[9, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 259.30199999999996, "logP": 1.4219, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 5}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 17, "num_heavy_atoms": 18, "num_heavy_bonds": 17, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 4", "Ring size change detected: Reactant rings [6], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 10"]}}} +{"timestamp": "2025-12-23T16:19:17", "job_id": "checker_20251223_161917_19096", "target_smiles_raw": "CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C", "target_smiles_canonical": "CCOC(=O)c1cc2c(F)cccc2nc1[C@H](C)NC(=O)OC(C)(C)C", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C", "product_smiles_canonical": "CCOC(=O)CC(=O)[C@H](C)NC(=O)OC(C)(C)C", "reactant_smiles": ["CCOC(=O)CC(=O)O", "C[C@H](NC(=O)OC(C)(C)C)C(=O)O"], "reactant_smiles_canonical": ["CCOC(=O)CC(=O)O", "C[C@H](NC(=O)OC(C)(C)C)C(=O)O"], "stability_raw": {"CCOC(=O)CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.115, "logP": 0.024200000000000166, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "C[C@H](NC(=O)OC(C)(C)C)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 189.21099999999996, "logP": 0.9842000000000002, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 12, "num_heavy_atoms": 13, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 5", "Atom count mismatch for C: Reactant has 13, Product has 12"]}}} +{"timestamp": "2025-12-23T16:19:18", "job_id": "checker_20251223_161918_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)O)CC2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)O)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": false, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)O)CC2)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC2(CC(=O)O)CC2)c1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -45 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -100 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added", "3-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 9", "Atom count mismatch for Cl: Reactant has 0, Product has 2", "Atom count mismatch for N: Reactant has 0, Product has 2", "Atom count mismatch for C: Reactant has 0, Product has 46", "Ring size change detected: Reactant rings [], Product rings [3, 3, 6, 6, 6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 18", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 64 bonds"]}}} +{"timestamp": "2025-12-23T16:19:18", "job_id": "checker_20251223_161918_19096", "target_smiles_raw": "CC(=O)N1c2ccc(N3CCNCC3)nc2[C@H](Nc2ccccc2)[C@@H](C)[C@@H]1C1CC1", "target_smiles_canonical": "CC(=O)N1c2ccc(N3CCNCC3)nc2[C@H](Nc2ccccc2)[C@@H](C)[C@@H]1C1CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": false, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)N1c2ccc(N3CCNCC3)nc2[C@H](Nc2ccccc2)[C@@H](C)[C@@H]1C1CC1", "product_smiles_canonical": "CC(=O)N1c2ccc(N3CCNCC3)nc2[C@H](Nc2ccccc2)[C@@H](C)[C@@H]1C1CC1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -25 points", "Atom count inconsistency: -100 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 1", "Atom count mismatch for N: Reactant has 0, Product has 5", "Atom count mismatch for C: Reactant has 0, Product has 24", "Ring size change detected: Reactant rings [], Product rings [3, 6, 6, 6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 12", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 34 bonds"]}}} +{"timestamp": "2025-12-23T16:19:18", "job_id": "checker_20251223_161918_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": false, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCOC)c1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -30 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -100 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 6", "Atom count mismatch for Cl: Reactant has 0, Product has 2", "Atom count mismatch for N: Reactant has 0, Product has 2", "Atom count mismatch for C: Reactant has 0, Product has 38", "Ring size change detected: Reactant rings [], Product rings [3, 6, 6, 6, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 18", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 52 bonds"]}}} +{"timestamp": "2025-12-23T16:24:18", "job_id": "checker_20251223_161918_19096", "target_smiles_raw": "O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1", "target_smiles_canonical": "O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1", "product_smiles_canonical": "O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1", "reactant_smiles": ["ClS(=O)(=O)C#Cc1ccc(Cl)cc1", "C1CNCCN1"], "reactant_smiles_canonical": ["O=S(=O)(Cl)C#Cc1ccc(Cl)cc1", "C1CNCCN1"], "stability_raw": {"ClS(=O)(=O)C#Cc1ccc(Cl)cc1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 235.091, "logP": 2.2176, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 9, 8, 7]], "bond_rings": [[12, 11, 10, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Moderately stable"}, "C1CNCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 86.138, "logP": -0.8208, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 5, 4, 3, 2, 1]], "bond_rings": [[5, 4, 3, 2, 1, 0]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:24:18", "job_id": "checker_20251223_161918_19096", "target_smiles_raw": "O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1", "target_smiles_canonical": "O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "ClS(=O)(=O)C#Cc1ccc(Cl)cc1", "product_smiles_canonical": "O=S(=O)(Cl)C#Cc1ccc(Cl)cc1", "reactant_smiles": ["OS(=O)(=O)C#Cc1ccc(Cl)cc1"], "reactant_smiles_canonical": ["O=S(=O)(O)C#Cc1ccc(Cl)cc1"], "stability_raw": {"OS(=O)(=O)C#Cc1ccc(Cl)cc1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 216.645, "logP": 1.5368000000000002, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 9, 8, 7]], "bond_rings": [[12, 11, 10, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for Cl: Reactant has 1, Product has 2"]}}} +{"timestamp": "2025-12-23T16:24:18", "job_id": "checker_20251223_161918_19096", "target_smiles_raw": "O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1", "target_smiles_canonical": "O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "OS(=O)(=O)C#Cc1ccc(Cl)cc1", "product_smiles_canonical": "O=S(=O)(O)C#Cc1ccc(Cl)cc1", "reactant_smiles": ["C#Cc1ccc(Cl)cc1"], "reactant_smiles_canonical": ["C#Cc1ccc(Cl)cc1"], "stability_raw": {"C#Cc1ccc(Cl)cc1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 136.58100000000002, "logP": 2.3213, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points", "Unnecessary bond formations: -20 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for S: Reactant has 0, Product has 1", "Atom count mismatch for O: Reactant has 0, Product has 3", "Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 13 bonds"]}}} +{"timestamp": "2025-12-23T16:24:18", "job_id": "checker_20251223_161918_19096", "target_smiles_raw": "O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1", "target_smiles_canonical": "O=S(=O)(C#Cc1ccc(Cl)cc1)N1CCNCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "C#Cc1ccc(Cl)cc1", "product_smiles_canonical": "C#Cc1ccc(Cl)cc1", "reactant_smiles": ["CC(C)(O)C#Cc1ccc(Cl)cc1"], "reactant_smiles_canonical": ["CC(C)(O)C#Cc1ccc(Cl)cc1"], "stability_raw": {"CC(C)(O)C#Cc1ccc(Cl)cc1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 194.661, "logP": 2.4624000000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 12, 11, 9, 8, 7]], "bond_rings": [[12, 11, 10, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 8"]}}} +{"timestamp": "2025-12-23T16:28:02", "job_id": "checker_20251223_162423_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "product_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "reactant_smiles": ["COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "Clc1cncc(Cl)c1Cl"], "reactant_smiles_canonical": ["COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "Clc1cncc(Cl)c1Cl"], "stability_raw": {"COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1": {"valid_structure": true, "stability_score": 80, "issues": ["Large (7-membered) heterocycle with N (potentially unstable)"], "metrics": {"molecular_weight": 402.5390000000003, "logP": 2.6956000000000007, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 9}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 13, 12, 5, 4, 3], [6, 8, 9, 11, 12, 5], [22, 21, 28, 27, 25, 24, 23]], "bond_rings": [[28, 12, 30, 4, 3, 2], [7, 8, 10, 11, 30, 5], [21, 29, 27, 26, 24, 23, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 31, "num_heavy_atoms": 29, "num_heavy_bonds": 31, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 19}, "assessment": "Likely stable"}, "Clc1cncc(Cl)c1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 182.43699999999998, "logP": 3.0418000000000003, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[8, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:28:02", "job_id": "checker_20251223_162423_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "product_smiles_canonical": "COc1ccc2c(N)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "reactant_smiles": ["COc1ccc2c(N)cc(=O)[nH]c2c1O", "CN1CCCN(CCCCCCBr)CC1"], "reactant_smiles_canonical": ["COc1ccc2c(N)cc(=O)[nH]c2c1O", "CN1CCCN(CCCCCCBr)CC1"], "stability_raw": {"COc1ccc2c(N)cc(=O)[nH]c2c1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 206.201, "logP": 0.8244999999999998, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [6, 8, 9, 11, 12, 5]], "bond_rings": [[14, 12, 15, 4, 3, 2], [7, 8, 10, 11, 15, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CN1CCCN(CCCCCCBr)CC1": {"valid_structure": true, "stability_score": 70, "issues": ["Large (7-membered) heterocycle with N (potentially unstable)"], "metrics": {"molecular_weight": 277.25000000000006, "logP": 2.5792, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5, 13, 14]], "bond_rings": [[1, 2, 3, 4, 12, 13, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:28:02", "job_id": "checker_20251223_162423_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1ccc2c(N)cc(=O)[nH]c2c1O", "product_smiles_canonical": "COc1ccc2c(N)cc(=O)[nH]c2c1O", "reactant_smiles": ["COc1ccc2c(Br)cc(=O)[nH]c2c1O", "N"], "reactant_smiles_canonical": ["COc1ccc2c(Br)cc(=O)[nH]c2c1O", "N"], "stability_raw": {"COc1ccc2c(Br)cc(=O)[nH]c2c1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 270.082, "logP": 2.0048, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [6, 8, 9, 11, 12, 5]], "bond_rings": [[14, 12, 15, 4, 3, 2], [7, 8, 10, 11, 15, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:28:02", "job_id": "checker_20251223_162423_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "COc1ccc2c(Br)cc(=O)[nH]c2c1O", "product_smiles_canonical": "COc1ccc2c(Br)cc(=O)[nH]c2c1O", "reactant_smiles": ["COc1ccc2c(Br)cc(=O)[nH]c2c1OC"], "reactant_smiles_canonical": ["COc1ccc2c(Br)cc(=O)[nH]c2c1OC"], "stability_raw": {"COc1ccc2c(Br)cc(=O)[nH]c2c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 284.10900000000004, "logP": 2.3078000000000003, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 12, 5, 4, 3], [6, 8, 9, 11, 12, 5]], "bond_rings": [[15, 12, 16, 4, 3, 2], [7, 8, 10, 11, 16, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Hydroxy methyl", "from_positions": ["ortho", "ortho"], "to_positions": ["ortho"]}], "detected_issues": ["Atom count mismatch for C: Reactant has 11, Product has 10", "Substituent position change detected: Hydroxy methyl moved from ortho, ortho to ortho position(s)"]}}} +{"timestamp": "2025-12-23T16:28:02", "job_id": "checker_20251223_162423_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "COc1ccc2c(Br)cc(=O)[nH]c2c1OC", "product_smiles_canonical": "COc1ccc2c(Br)cc(=O)[nH]c2c1OC", "reactant_smiles": ["COc1cccc(NC(=O)CC(=O)Br)c1OC"], "reactant_smiles_canonical": ["COc1cccc(NC(=O)CC(=O)Br)c1OC"], "stability_raw": {"COc1cccc(NC(=O)CC(=O)Br)c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 302.124, "logP": 1.9538999999999997, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 14, 6, 5, 4, 3]], "bond_rings": [[16, 13, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 5, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [6], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 10"]}}} +{"timestamp": "2025-12-23T16:28:02", "job_id": "checker_20251223_162423_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "COc1cccc(NC(=O)CC(=O)Br)c1OC", "product_smiles_canonical": "COc1cccc(NC(=O)CC(=O)Br)c1OC", "reactant_smiles": ["COc1cccc(N)c1OC", "CCOC(=O)CC(=O)Br"], "reactant_smiles_canonical": ["COc1cccc(N)c1OC", "CCOC(=O)CC(=O)Br"], "stability_raw": {"COc1cccc(N)c1OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.18099999999998, "logP": 1.2859999999999998, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 6, 5, 4, 3]], "bond_rings": [[10, 7, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CCOC(=O)CC(=O)Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 195.012, "logP": 0.8611000000000001, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for C: Reactant has 13, Product has 11"]}}} +{"timestamp": "2025-12-23T16:28:02", "job_id": "checker_20251223_162423_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CCOC(=O)CC(=O)Br", "product_smiles_canonical": "CCOC(=O)CC(=O)Br", "reactant_smiles": ["CCOC(=O)OCC", "CC(=O)Br"], "reactant_smiles_canonical": ["CCOC(=O)OCC", "CC(=O)Br"], "stability_raw": {"CCOC(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.13199999999999, "logP": 1.1794, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(=O)Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.949, "logP": 0.9278, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 7, Product has 5"]}}} +{"timestamp": "2025-12-23T16:28:02", "job_id": "checker_20251223_162423_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 1, "depth": 2, "product_smiles": "CN1CCCN(CCCCCCBr)CC1", "product_smiles_canonical": "CN1CCCN(CCCCCCBr)CC1", "reactant_smiles": ["O=C1CCC(=O)N1Br", "CN1CCCN(CCCCCCO)CC1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "CN1CCCN(CCCCCCO)CC1"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CN1CCCN(CCCCCCO)CC1": {"valid_structure": true, "stability_score": 70, "issues": ["Large (7-membered) heterocycle with N (potentially unstable)"], "metrics": {"molecular_weight": 214.35299999999995, "logP": 1.1765999999999994, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5, 13, 14]], "bond_rings": [[1, 2, 3, 4, 12, 13, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 0", "Atom count mismatch for N: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 16, Product has 12", "Ring size change detected: Reactant rings [5, 7], Product rings [7]"]}}} +{"timestamp": "2025-12-23T16:28:02", "job_id": "checker_20251223_162423_19096", "target_smiles_raw": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_smiles_canonical": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCN1CCCN(C)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 0, "depth": 1, "product_smiles": "Clc1cncc(Cl)c1Cl", "product_smiles_canonical": "Clc1cncc(Cl)c1Cl", "reactant_smiles": ["O=P(Cl)(Cl)Cl", "Oc1c(Cl)cncc1Cl"], "reactant_smiles_canonical": ["O=P(Cl)(Cl)Cl", "Oc1c(Cl)cncc1Cl"], "stability_raw": {"O=P(Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.332, "logP": 2.8109, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Oc1c(Cl)cncc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 163.99099999999999, "logP": 2.0939999999999994, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 5, 4, 2]], "bond_rings": [[8, 6, 5, 4, 3, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Chloro", "from_positions": ["ortho", "ortho"], "to_positions": ["ortho", "ortho", "ortho"]}], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Cl: Reactant has 5, Product has 3", "Atom count mismatch for P: Reactant has 1, Product has 0", "Substituent position change detected: Chloro moved from ortho, ortho to ortho, ortho, ortho position(s)"]}}} +{"timestamp": "2025-12-23T16:40:16", "job_id": "checker_20251223_162807_19096", "target_smiles_raw": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "target_smiles_canonical": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "product_smiles_canonical": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "reactant_smiles": ["Oc1ccc2c(c1)[C@H](c1ccc(O)cc1)[C@H](c1ccccc1)CO2", "BrCCN1CCCC1"], "reactant_smiles_canonical": ["Oc1ccc([C@H]2c3cc(O)ccc3OC[C@H]2c2ccccc2)cc1", "BrCCN1CCCC1"], "stability_raw": {"Oc1ccc2c(c1)[C@H](c1ccc(O)cc1)[C@H](c1ccccc1)CO2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 318.37200000000007, "logP": 4.4059000000000035, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 6, 5, 4, 3, 2], [9, 10, 11, 13, 14, 8], [17, 18, 19, 20, 21, 16], [22, 23, 4, 5, 7, 15]], "bond_rings": [[23, 5, 4, 3, 2, 1], [9, 10, 12, 13, 24, 8], [17, 18, 19, 20, 25, 16], [22, 26, 4, 6, 14, 21]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 3, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 27, "num_heavy_atoms": 24, "num_heavy_bonds": 27, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "BrCCN1CCCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 178.07299999999995, "logP": 1.4771, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 7]], "bond_rings": [[3, 4, 5, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:40:16", "job_id": "checker_20251223_162807_19096", "target_smiles_raw": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "target_smiles_canonical": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Oc1ccc2c(c1)[C@H](c1ccc(O)cc1)[C@H](c1ccccc1)CO2", "product_smiles_canonical": "Oc1ccc([C@H]2c3cc(O)ccc3OC[C@H]2c2ccccc2)cc1", "reactant_smiles": ["Oc1ccc(C(c2ccc(O)cc2)C(CO)c2ccccc2)cc1"], "reactant_smiles_canonical": ["OCC(c1ccccc1)C(c1ccc(O)cc1)c1ccc(O)cc1"], "stability_raw": {"Oc1ccc(C(c2ccc(O)cc2)C(CO)c2ccccc2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 320.38800000000003, "logP": 4.0058000000000025, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 23, 22, 4, 3, 2], [7, 8, 9, 11, 12, 6], [17, 18, 19, 20, 21, 16]], "bond_rings": [[23, 22, 21, 3, 2, 1], [7, 8, 10, 11, 24, 6], [17, 18, 19, 20, 25, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 3, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 26, "num_heavy_atoms": 24, "num_heavy_bonds": 26, "num_aromatic_atoms": 18, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["6-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [6, 6, 6], Product rings [6, 6, 6, 6]", "Possible unnecessary bonds formed: Reactant has 26 bonds, Product has 27 bonds"]}}} +{"timestamp": "2025-12-23T16:40:16", "job_id": "checker_20251223_162807_19096", "target_smiles_raw": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "target_smiles_canonical": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Oc1ccc(C(c2ccc(O)cc2)C(CO)c2ccccc2)cc1", "product_smiles_canonical": "OCC(c1ccccc1)C(c1ccc(O)cc1)c1ccc(O)cc1", "reactant_smiles": ["O=C(c1ccc(O)cc1)c1ccc(O)cc1", "O=CCc1ccccc1"], "reactant_smiles_canonical": ["O=C(c1ccc(O)cc1)c1ccc(O)cc1", "O=CCc1ccccc1"], "stability_raw": {"O=C(c1ccc(O)cc1)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 214.22, "logP": 2.3288, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 4, 5, 7, 8, 2], [10, 11, 12, 14, 15, 9]], "bond_rings": [[3, 4, 6, 7, 15, 2], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=CCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999995, "logP": 1.428, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T16:40:16", "job_id": "checker_20251223_162807_19096", "target_smiles_raw": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "target_smiles_canonical": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(c1ccc(O)cc1)c1ccc(O)cc1", "product_smiles_canonical": "O=C(c1ccc(O)cc1)c1ccc(O)cc1", "reactant_smiles": ["COc1ccc(C(=O)c2ccc(O)cc2)cc1"], "reactant_smiles_canonical": ["COc1ccc(C(=O)c2ccc(O)cc2)cc1"], "stability_raw": {"COc1ccc(C(=O)c2ccc(O)cc2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 228.247, "logP": 2.6318, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 16, 15, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[16, 15, 14, 4, 3, 2], [9, 10, 12, 13, 17, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 13"]}}} +{"timestamp": "2025-12-23T16:40:16", "job_id": "checker_20251223_162807_19096", "target_smiles_raw": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "target_smiles_canonical": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 2, "depth": 3, "product_smiles": "O=CCc1ccccc1", "product_smiles_canonical": "O=CCc1ccccc1", "reactant_smiles": ["OCCc1ccccc1"], "reactant_smiles_canonical": ["OCCc1ccccc1"], "stability_raw": {"OCCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.16699999999996, "logP": 1.2214, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:40:16", "job_id": "checker_20251223_162807_19096", "target_smiles_raw": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "target_smiles_canonical": "Oc1ccc2c(c1)[C@H](c1ccc(OCCN3CCCC3)cc1)[C@H](c1ccccc1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 0, "depth": 1, "product_smiles": "BrCCN1CCCC1", "product_smiles_canonical": "BrCCN1CCCC1", "reactant_smiles": ["C1CCNC1", "BrCCBr"], "reactant_smiles_canonical": ["C1CCNC1", "BrCCBr"], "stability_raw": {"C1CCNC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 71.123, "logP": 0.36979999999999996, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 3, 4]], "bond_rings": [[0, 1, 2, 3, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "BrCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.862, "logP": 1.7762, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T16:52:15", "job_id": "checker_20251223_164029_19096", "target_smiles_raw": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_smiles_canonical": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "product_smiles_canonical": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "reactant_smiles": ["CCOC(=O)C=CC[C@@H](c1cccc(F)c1F)[C@H](NC(=O)OC(C)(C)C)c1cccnc1C=C"], "reactant_smiles_canonical": ["C=Cc1ncccc1[C@@H](NC(=O)OC(C)(C)C)[C@@H](CC=CC(=O)OCC)c1cccc(F)c1F"], "stability_raw": {"CCOC(=O)C=CC[C@@H](c1cccc(F)c1F)[C@H](NC(=O)OC(C)(C)C)c1cccnc1C=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 472.5320000000002, "logP": 5.861800000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 2, "atom_rings": [[10, 11, 12, 13, 15, 9], [27, 28, 29, 30, 31, 26]], "bond_rings": [[10, 11, 12, 14, 33, 9], [27, 28, 29, 30, 34, 26]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 34, "num_bonds": 35, "num_heavy_atoms": 34, "num_heavy_bonds": 35, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 22}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 26, Product has 25", "Ring size change detected: Reactant rings [6, 6], Product rings [6, 6, 7]"]}}} +{"timestamp": "2025-12-23T16:52:15", "job_id": "checker_20251223_164029_19096", "target_smiles_raw": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_smiles_canonical": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCOC(=O)C=CC[C@@H](c1cccc(F)c1F)[C@H](NC(=O)OC(C)(C)C)c1cccnc1C=C", "product_smiles_canonical": "C=Cc1ncccc1[C@@H](NC(=O)OC(C)(C)C)[C@@H](CC=CC(=O)OCC)c1cccc(F)c1F", "reactant_smiles": ["CCOC(=O)C=CC=O", "[C@@H](c1cccc(F)c1F)[C@H](NC(=O)OC(C)(C)C)c1cccnc1C=C"], "reactant_smiles_canonical": ["CCOC(=O)C=CC=O", "C=Cc1ncccc1[C@H]([CH]c1cccc(F)c1F)NC(=O)OC(C)(C)C"], "stability_raw": {"CCOC(=O)C=CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 128.12699999999998, "logP": 0.3046, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "[C@@H](c1cccc(F)c1F)[C@H](NC(=O)OC(C)(C)C)c1cccnc1C=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 359.39600000000013, "logP": 4.821190000000003, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 5, 7, 1], [19, 20, 21, 22, 23, 18]], "bond_rings": [[2, 3, 4, 6, 25, 1], [19, 20, 21, 22, 26, 18]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 26, "num_bonds": 27, "num_heavy_atoms": 26, "num_heavy_bonds": 27, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly 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{"molecular_weight": 130.143, "logP": 0.09800000000000003, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T16:52:15", "job_id": "checker_20251223_164029_19096", "target_smiles_raw": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_smiles_canonical": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 1, "depth": 2, "product_smiles": "[C@@H](c1cccc(F)c1F)[C@H](NC(=O)OC(C)(C)C)c1cccnc1C=C", "product_smiles_canonical": "C=Cc1ncccc1[C@H]([CH]c1cccc(F)c1F)NC(=O)OC(C)(C)C", "reactant_smiles": ["O=Cc1cccc(F)c1F", "C=Cc1ncccc1[C@H](N)C(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["O=Cc1cccc(F)c1F", "C=Cc1ncccc1[C@H](N)C(=O)OC(C)(C)C"], "stability_raw": {"O=Cc1cccc(F)c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.10399999999998, "logP": 1.7772999999999999, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 6, 5, 4, 3]], "bond_rings": [[9, 7, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "C=Cc1ncccc1[C@H](N)C(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 234.29899999999992, "logP": 2.0661, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[16, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T16:52:15", "job_id": "checker_20251223_164029_19096", "target_smiles_raw": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_smiles_canonical": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "O=Cc1cccc(F)c1F", "product_smiles_canonical": "O=Cc1cccc(F)c1F", "reactant_smiles": ["CN(C)C=O", "Fc1ccccc1F"], "reactant_smiles_canonical": ["CN(C)C=O", "Fc1ccccc1F"], "stability_raw": {"CN(C)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 73.095, "logP": -0.2956000000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Fc1ccccc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 114.094, "logP": 1.9647999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 9, Product has 7"]}}} +{"timestamp": "2025-12-23T16:52:15", "job_id": "checker_20251223_164029_19096", "target_smiles_raw": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_smiles_canonical": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 3, "depth": 3, "product_smiles": "C=Cc1ncccc1[C@H](N)C(=O)OC(C)(C)C", "product_smiles_canonical": "C=Cc1ncccc1[C@H](N)C(=O)OC(C)(C)C", "reactant_smiles": ["C=Cc1ncccc1Br", "CC(C)(C)OC(=O)CN"], "reactant_smiles_canonical": ["C=Cc1ncccc1Br", "CC(C)(C)OC(=O)CN"], "stability_raw": {"C=Cc1ncccc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 184.03599999999994, "logP": 2.4871000000000008, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)CN": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 131.17499999999998, "logP": 0.28680000000000005, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T16:52:15", "job_id": "checker_20251223_164029_19096", "target_smiles_raw": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_smiles_canonical": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "C=Cc1ncccc1Br", "product_smiles_canonical": "C=Cc1ncccc1Br", "reactant_smiles": ["C=CB1OC(C)(C)C(C)(C)O1", "Brc1cccnc1Br"], "reactant_smiles_canonical": ["C=CB1OC(C)(C)C(C)(C)O1", "Brc1cccnc1Br"], "stability_raw": {"C=CB1OC(C)(C)C(C)(C)O1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 154.01799999999997, "logP": 1.8037999999999998, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 7, 10]], "bond_rings": [[2, 3, 6, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "Brc1cccnc1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.89399999999998, "logP": 2.6066000000000003, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Ring structure changes: -25 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Br: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 13, Product has 7", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T16:52:15", "job_id": "checker_20251223_164029_19096", "target_smiles_raw": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_smiles_canonical": "CCOC(=O)/C=C1\\CC[C@@H](c2cccc(F)c2F)[C@H](NC(=O)OC(C)(C)C)c2cccnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 5, "depth": 4, "product_smiles": "CC(C)(C)OC(=O)CN", "product_smiles_canonical": "CC(C)(C)OC(=O)CN", "reactant_smiles": ["C=C(C)C", "NCC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "NCC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "NCC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 75.067, "logP": -0.9702999999999999, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 7 bonds, Product has 8 bonds"]}}} +{"timestamp": "2025-12-23T17:09:51", "job_id": "checker_20251223_165655_19096", "target_smiles_raw": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "target_smiles_canonical": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "product_smiles_canonical": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "reactant_smiles": ["OC[C@H]1C[C@@H](c2cnn3c(Cl)ncnc23)C[C@@H]1O", "N[C@H]1CCc2ccccc21"], "reactant_smiles_canonical": ["OC[C@H]1C[C@@H](c2cnn3c(Cl)ncnc23)C[C@@H]1O", "N[C@H]1CCc2ccccc21"], "stability_raw": {"OC[C@H]1C[C@@H](c2cnn3c(Cl)ncnc23)C[C@@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 268.704, "logP": 0.6245, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 3, 4, 15, 16], [6, 5, 14, 8, 7], [9, 11, 12, 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"num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 11, "num_heavy_atoms": 10, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T17:09:51", "job_id": "checker_20251223_165655_19096", "target_smiles_raw": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "target_smiles_canonical": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "OC[C@H]1C[C@@H](c2cnn3c(Cl)ncnc23)C[C@@H]1O", "product_smiles_canonical": "OC[C@H]1C[C@@H](c2cnn3c(Cl)ncnc23)C[C@@H]1O", "reactant_smiles": ["OC[C@H]1C[C@@H](Br)C[C@@H]1O", "c1nn2c(Cl)ncnc2c1[Li]"], "reactant_smiles_canonical": ["OC[C@H]1C[C@@H](Br)C[C@@H]1O", "[Li]c1cnn2c(Cl)ncnc12"], "stability_raw": {"OC[C@H]1C[C@@H](Br)C[C@@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 195.05599999999998, "logP": 0.5130999999999999, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 6, 7]], "bond_rings": [[2, 3, 5, 6, 8]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "c1nn2c(Cl)ncnc2c1[Li]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 160.493, "logP": -0.4285000000000001, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 1, 2, 8, 9], [3, 5, 6, 7, 8, 2]], "bond_rings": [[0, 1, 11, 8, 10], [4, 5, 6, 7, 11, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 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["OC[C@H]1C[C@@H](O)C[C@@H]1O"], "stability_raw": {"OC[C@H]1C[C@@H](O)C[C@@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.159, "logP": -0.8895000000000002, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 6, 7]], "bond_rings": [[2, 3, 5, 6, 8]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T17:09:51", "job_id": "checker_20251223_165655_19096", "target_smiles_raw": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "target_smiles_canonical": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "OC[C@H]1C[C@@H](O)C[C@@H]1O", "product_smiles_canonical": "OC[C@H]1C[C@@H](O)C[C@@H]1O", "reactant_smiles": ["O=C[C@H]1C[C@@H](O)C[C@@H]1O"], "reactant_smiles_canonical": ["O=C[C@H]1C[C@@H](O)C[C@@H]1O"], "stability_raw": {"O=C[C@H]1C[C@@H](O)C[C@@H]1O": {"valid_structure": true, 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["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 3", "Atom count mismatch for C: Reactant has 0, Product has 6", "Ring size change detected: Reactant rings [], Product rings [5]", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 9 bonds"]}}} +{"timestamp": "2025-12-23T17:09:51", "job_id": "checker_20251223_165655_19096", "target_smiles_raw": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "target_smiles_canonical": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 1, "depth": 2, "product_smiles": "c1nn2c(Cl)ncnc2c1[Li]", "product_smiles_canonical": "[Li]c1cnn2c(Cl)ncnc12", "reactant_smiles": ["Clc1ncnc2ccnn12"], "reactant_smiles_canonical": ["Clc1ncnc2ccnn12"], "stability_raw": {"Clc1ncnc2ccnn12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 154.55999999999997, "logP": 0.7776999999999998, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 9, 5, 4, 3, 2], [6, 5, 9, 8, 7]], "bond_rings": [[9, 10, 4, 3, 2, 1], [5, 10, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 11, "num_heavy_atoms": 10, "num_heavy_bonds": 11, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Li: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 11 bonds, Product has 12 bonds"]}}} +{"timestamp": "2025-12-23T17:09:51", "job_id": "checker_20251223_165655_19096", "target_smiles_raw": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "target_smiles_canonical": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 3, "product_smiles": "Clc1ncnc2ccnn12", "product_smiles_canonical": "Clc1ncnc2ccnn12", "reactant_smiles": ["Oc1ncnc2ccnn12", "O=P(Cl)(Cl)Cl"], "reactant_smiles_canonical": ["Oc1ncnc2ccnn12", "O=P(Cl)(Cl)Cl"], "stability_raw": {"Oc1ncnc2ccnn12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.11399999999998, "logP": -0.17010000000000014, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 9, 5, 4, 3, 2], [6, 5, 9, 8, 7]], "bond_rings": [[9, 10, 4, 3, 2, 1], [5, 10, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 11, "num_heavy_atoms": 10, "num_heavy_bonds": 11, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "O=P(Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.332, "logP": 2.8109, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Cl: Reactant has 3, Product has 1", "Atom count mismatch for P: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T17:09:51", "job_id": "checker_20251223_165655_19096", "target_smiles_raw": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "target_smiles_canonical": "OC[C@H]1C[C@@H](c2cnn3c(N[C@H]4CCc5ccccc54)ncnc23)C[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 0, "depth": 1, "product_smiles": "N[C@H]1CCc2ccccc21", "product_smiles_canonical": "N[C@H]1CCc2ccccc21", "reactant_smiles": ["CC(C)(C)OC(=O)N[C@H]1CCc2ccccc21"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N[C@H]1CCc2ccccc21"], "stability_raw": {"CC(C)(C)OC(=O)N[C@H]1CCc2ccccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 233.31099999999998, "logP": 3.1986000000000017, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[8, 9, 10, 11, 16], [12, 13, 14, 15, 16, 11]], "bond_rings": [[8, 9, 10, 17, 16], [12, 13, 14, 15, 17, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for C: Reactant has 14, Product has 9"]}}} +{"timestamp": "2025-12-23T17:20:06", "job_id": "checker_20251223_171001_19096", "target_smiles_raw": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_smiles_canonical": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "product_smiles_canonical": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "reactant_smiles": ["OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "CC(=O)Cl"], "reactant_smiles_canonical": ["O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CO)=CS[C@H]12", "CC(=O)Cl"], "stability_raw": {"OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O": {"valid_structure": true, "stability_score": 80, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 354.4090000000001, "logP": 0.01989999999999953, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 5}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 19, 18, 5, 4, 3], [12, 11, 15, 14, 13], [16, 18, 5, 6]], "bond_rings": [[22, 18, 23, 4, 3, 2], [11, 24, 14, 13, 12], [17, 23, 5, 15]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 25, "num_heavy_atoms": 23, "num_heavy_bonds": 25, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}, "CC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.498, "logP": 0.7717, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T17:20:06", "job_id": "checker_20251223_171001_19096", "target_smiles_raw": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_smiles_canonical": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "product_smiles_canonical": "O=C(Cc1cccs1)NC1C(=O)N2C(C(=O)O)C(CO)=CS[C@H]12", "reactant_smiles": ["OCC1=CS[C@@H]2C(N)C(=O)N2C1C(=O)O", "O=C(O)Cc1cccs1"], "reactant_smiles_canonical": ["NC1C(=O)N2C(C(=O)O)C(CO)=CS[C@H]12", "O=C(O)Cc1cccs1"], "stability_raw": {"OCC1=CS[C@@H]2C(N)C(=O)N2C1C(=O)O": {"valid_structure": true, "stability_score": 75, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 230.24499999999998, "logP": -1.441799999999999, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 11, 10, 5, 4, 3], [6, 8, 10, 5]], "bond_rings": [[14, 10, 15, 4, 3, 2], [7, 9, 15, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Moderately stable"}, "O=C(O)Cc1cccs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.17899999999997, "logP": 1.3752000000000002, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T17:20:06", "job_id": "checker_20251223_171001_19096", "target_smiles_raw": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_smiles_canonical": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "OCC1=CS[C@@H]2C(N)C(=O)N2C1C(=O)O", "product_smiles_canonical": "NC1C(=O)N2C(C(=O)O)C(CO)=CS[C@H]12", "reactant_smiles": ["CC1=CS[C@@H]2C(N)C(=O)N2C1C(=O)O"], "reactant_smiles_canonical": ["CC1=CS[C@@H]2C(N)C(=O)N2C1C(=O)O"], "stability_raw": {"CC1=CS[C@@H]2C(N)C(=O)N2C1C(=O)O": {"valid_structure": true, "stability_score": 75, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 214.246, "logP": -0.4142000000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 9, 4, 3, 2], [5, 7, 9, 4]], "bond_rings": [[13, 9, 14, 3, 2, 1], [6, 8, 14, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 4", "Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T17:20:06", "job_id": "checker_20251223_171001_19096", "target_smiles_raw": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_smiles_canonical": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC1=CS[C@@H]2C(N)C(=O)N2C1C(=O)O", "product_smiles_canonical": "CC1=CS[C@@H]2C(N)C(=O)N2C1C(=O)O", "reactant_smiles": ["CC1=CS[C@@H]2CC(=O)N2C1C(=O)O", "N"], "reactant_smiles_canonical": ["CC1=CS[C@@H]2CC(=O)N2C1C(=O)O", "N"], "stability_raw": {"CC1=CS[C@@H]2CC(=O)N2C1C(=O)O": {"valid_structure": true, "stability_score": 75, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 199.231, "logP": 0.6486000000000001, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 9, 8, 4, 3, 2], [5, 6, 8, 4]], "bond_rings": [[12, 8, 13, 3, 2, 1], [5, 7, 13, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Moderately stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T17:20:06", "job_id": "checker_20251223_171001_19096", "target_smiles_raw": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_smiles_canonical": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CC1=CS[C@@H]2CC(=O)N2C1C(=O)O", "product_smiles_canonical": "CC1=CS[C@@H]2CC(=O)N2C1C(=O)O", "reactant_smiles": ["CC1=CSC(CC(=O)O)NC1C(=O)O"], "reactant_smiles_canonical": ["CC1=CSC(CC(=O)O)NC1C(=O)O"], "stability_raw": {"CC1=CSC(CC(=O)O)NC1C(=O)O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 217.246, "logP": 0.48059999999999986, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 4, 3, 2]], "bond_rings": [[13, 9, 8, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["4-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [6], Product rings [4, 6]"]}}} +{"timestamp": "2025-12-23T17:20:06", "job_id": "checker_20251223_171001_19096", "target_smiles_raw": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_smiles_canonical": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "CC1=CSC(CC(=O)O)NC1C(=O)O", "product_smiles_canonical": "CC1=CSC(CC(=O)O)NC1C(=O)O", "reactant_smiles": ["CC(=O)C(=O)O", "C(C(C(=O)O)N)S"], "reactant_smiles_canonical": ["CC(=O)C(=O)O", "NC(CS)C(=O)O"], "stability_raw": {"CC(=O)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 88.06199999999998, "logP": -0.34000000000000014, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "C(C(C(=O)O)N)S": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 121.16099999999999, "logP": -0.6719, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 50, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -15 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for C: Reactant has 6, Product has 8", "Ring size change detected: Reactant rings [], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 11 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T17:20:06", "job_id": "checker_20251223_171001_19096", "target_smiles_raw": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_smiles_canonical": "CC(=O)OCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(O)Cc1cccs1", "product_smiles_canonical": "O=C(O)Cc1cccs1", "reactant_smiles": ["CCOC(=O)Cc1cccs1"], "reactant_smiles_canonical": ["CCOC(=O)Cc1cccs1"], "stability_raw": {"CCOC(=O)Cc1cccs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 170.233, "logP": 1.8537000000000001, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 8, 9, 10]], "bond_rings": [[6, 7, 8, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 8, Product has 6"]}}} +{"timestamp": "2025-12-23T17:26:04", "job_id": "checker_20251223_172011_19096", "target_smiles_raw": "O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21", "target_smiles_canonical": "O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21", "product_smiles_canonical": "O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21", "reactant_smiles": ["N1CC[C@H]2CCCNC[C@H]21", "O=C(Cl)OCc1ccccc1"], "reactant_smiles_canonical": ["C1CNC[C@H]2NCC[C@H]2C1", "O=C(Cl)OCc1ccccc1"], "stability_raw": {"N1CC[C@H]2CCCNC[C@H]21": {"valid_structure": true, "stability_score": 65, "issues": ["Large (7-membered) heterocycle with N (potentially unstable)"], "metrics": {"molecular_weight": 140.23000000000002, "logP": 0.34789999999999993, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 1, 2, 3, 9], [4, 3, 9, 8, 7, 6, 5]], "bond_rings": [[0, 1, 2, 10, 9], [3, 10, 8, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 11, "num_heavy_atoms": 10, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Moderately stable"}, "O=C(Cl)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 170.59500000000003, "logP": 2.5620000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[10, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T17:26:04", "job_id": "checker_20251223_172011_19096", "target_smiles_raw": "O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21", "target_smiles_canonical": "O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "N1CC[C@H]2CCCNC[C@H]21", "product_smiles_canonical": "C1CNC[C@H]2NCC[C@H]2C1", "reactant_smiles": ["N1CC[C@H]2CCCN[C@H]21", "C=O"], "reactant_smiles_canonical": ["C1CN[C@H]2NCC[C@H]2C1", "C=O"], "stability_raw": {"N1CC[C@H]2CCCN[C@H]21": {"valid_structure": true, "stability_score": 90, "issues": [], "metrics": {"molecular_weight": 126.203, "logP": 0.30539999999999995, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 1, 2, 3, 8], [4, 5, 6, 7, 8, 3]], "bond_rings": [[0, 1, 2, 9, 8], [4, 5, 6, 7, 9, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 10, "num_heavy_atoms": 9, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 30.026, "logP": -0.1849, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [5, 7]"]}}} +{"timestamp": "2025-12-23T17:26:04", "job_id": "checker_20251223_172011_19096", "target_smiles_raw": "O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21", "target_smiles_canonical": "O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "N1CC[C@H]2CCCN[C@H]21", "product_smiles_canonical": "C1CN[C@H]2NCC[C@H]2C1", "reactant_smiles": ["BrCCN1CCCCC1"], "reactant_smiles_canonical": ["BrCCN1CCCCC1"], "stability_raw": {"BrCCN1CCCCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 192.09999999999994, "logP": 1.8672, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T17:26:04", "job_id": "checker_20251223_172011_19096", "target_smiles_raw": "O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21", "target_smiles_canonical": "O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "BrCCN1CCCCC1", "product_smiles_canonical": "BrCCN1CCCCC1", "reactant_smiles": ["OCCN1CCCCC1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["OCCN1CCCCC1", "O=C1CCC(=O)N1Br"], "stability_raw": {"OCCN1CCCCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 129.203, "logP": 0.4645999999999997, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 0", "Atom count mismatch for N: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 11, Product has 7", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T17:26:04", "job_id": "checker_20251223_172011_19096", "target_smiles_raw": "O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21", "target_smiles_canonical": "O=C(OCc1ccccc1)N1CC[C@H]2CCCNC[C@H]21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(Cl)OCc1ccccc1", "product_smiles_canonical": "O=C(Cl)OCc1ccccc1", "reactant_smiles": ["O=C(Cl)Cl", "OCc1ccccc1"], "reactant_smiles_canonical": ["O=C(Cl)Cl", "OCc1ccccc1"], "stability_raw": {"O=C(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 98.916, "logP": 1.584, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 108.13999999999997, "logP": 1.1789, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T17:42:41", "job_id": "checker_20251223_172951_19096", "target_smiles_raw": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_smiles_canonical": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "product_smiles_canonical": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "reactant_smiles": ["CC1(C(=O)C=C(O)C2=C1Oc1c(c(O)cc(OC)c1C(=O)O)C2=C(C)C=N)C", "Cc1ccc2ccccc2c1CN"], "reactant_smiles_canonical": ["COc1cc(O)c2c(c1C(=O)O)OC1=C(C(O)=CC(=O)C1(C)C)C2=C(C)C=N", "Cc1ccc2ccccc2c1CN"], "stability_raw": {"CC1(C(=O)C=C(O)C2=C1Oc1c(c(O)cc(OC)c1C(=O)O)C2=C(C)C=N)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 385.3720000000001, "logP": 3.2193700000000014, "h_bond_donors": 4, "h_bond_acceptors": 7, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 8, 7, 5, 4, 2], [9, 10, 11, 22, 7, 8], [12, 14, 15, 18, 10, 11]], "bond_rings": [[27, 7, 6, 4, 3, 1], [9, 10, 21, 29, 7, 8], [13, 14, 17, 28, 10, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 22}, "assessment": "Likely stable"}, "Cc1ccc2ccccc2c1CN": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 171.24299999999997, "logP": 2.6069199999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 9, 4, 3, 2], [5, 6, 7, 8, 9, 4]], "bond_rings": [[12, 9, 13, 3, 2, 1], [5, 6, 7, 8, 13, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed", "6-membered ring removed", "6-membered ring removed", "6-membered ring removed", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 6", "Atom count mismatch for C: Reactant has 32, Product has 30", "Ring size change detected: Reactant rings [6, 6, 6, 6, 6], Product rings [5, 6, 6, 6, 6]"]}}} +{"timestamp": "2025-12-23T17:42:41", "job_id": "checker_20251223_172951_19096", "target_smiles_raw": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_smiles_canonical": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1(C(=O)C=C(O)C2=C1Oc1c(c(O)cc(OC)c1C(=O)O)C2=C(C)C=N)C", "product_smiles_canonical": "COc1cc(O)c2c(c1C(=O)O)OC1=C(C(O)=CC(=O)C1(C)C)C2=C(C)C=N", "reactant_smiles": ["CC1(C(=O)C)C2=C(O1)c1c(O)cc(OC)c(C(=O)O)c1C2=C(C)C=N", "O=CC(O)=C"], "reactant_smiles_canonical": ["COc1cc(O)c2c(c1C(=O)O)C(=C(C)C=N)C1=C2OC1(C)C(C)=O", "C=C(O)C=O"], "stability_raw": {"CC1(C(=O)C)C2=C(O1)c1c(O)cc(OC)c(C(=O)O)c1C2=C(C)C=N": {"valid_structure": true, "stability_score": 85, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 343.33500000000004, "logP": 2.62467, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 7, 6, 5], [9, 11, 12, 15, 19, 8], [20, 19, 8, 6, 5]], "bond_rings": [[24, 6, 5, 4], [10, 11, 14, 18, 25, 8], [19, 25, 7, 5, 26]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 27, "num_heavy_atoms": 25, "num_heavy_bonds": 27, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 19}, "assessment": "Likely stable"}, "O=CC(O)=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 72.063, "logP": 0.25699999999999995, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["4-membered ring removed", "5-membered ring removed", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 7", "Atom count mismatch for C: Reactant has 21, Product has 20", "Ring size change detected: Reactant rings [4, 5, 6], Product rings [6, 6, 6]"]}}} +{"timestamp": "2025-12-23T17:42:41", "job_id": "checker_20251223_172951_19096", "target_smiles_raw": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_smiles_canonical": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC1(C(=O)C)C2=C(O1)c1c(O)cc(OC)c(C(=O)O)c1C2=C(C)C=N", "product_smiles_canonical": "COc1cc(O)c2c(c1C(=O)O)C(=C(C)C=N)C1=C2OC1(C)C(C)=O", "reactant_smiles": ["CC1(C(=O)C)C2=C(O1)c1c(O)cc(OC)c(C(=O)O)c1C2=C(C)C=O", "N"], "reactant_smiles_canonical": ["COc1cc(O)c2c(c1C(=O)O)C(=C(C)C=O)C1=C2OC1(C)C(C)=O", "N"], "stability_raw": {"CC1(C(=O)C)C2=C(O1)c1c(O)cc(OC)c(C(=O)O)c1C2=C(C)C=O": {"valid_structure": true, "stability_score": 85, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 344.3190000000001, "logP": 2.1740000000000004, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 7, 6, 5], [9, 11, 12, 15, 19, 8], [20, 19, 8, 6, 5]], "bond_rings": [[24, 6, 5, 4], [10, 11, 14, 18, 25, 8], [19, 25, 7, 5, 26]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 27, "num_heavy_atoms": 25, "num_heavy_bonds": 27, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 19}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 6"]}}} +{"timestamp": "2025-12-23T17:42:41", "job_id": "checker_20251223_172951_19096", "target_smiles_raw": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_smiles_canonical": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC1(C(=O)C)C2=C(O1)c1c(O)cc(OC)c(C(=O)O)c1C2=C(C)C=O", "product_smiles_canonical": "COc1cc(O)c2c(c1C(=O)O)C(=C(C)C=O)C1=C2OC1(C)C(C)=O", "reactant_smiles": ["CC1(C(=O)C)C2=C(O1)c1c(O)cc(OC)c(C(=O)O)c1C2=C(C)C"], "reactant_smiles_canonical": ["COc1cc(O)c2c(c1C(=O)O)C(=C(C)C)C1=C2OC1(C)C(C)=O"], "stability_raw": {"CC1(C(=O)C)C2=C(O1)c1c(O)cc(OC)c(C(=O)O)c1C2=C(C)C": {"valid_structure": true, "stability_score": 85, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 330.33600000000007, "logP": 2.995000000000001, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 7, 6, 5], [9, 11, 12, 15, 19, 8], [20, 19, 8, 6, 5]], "bond_rings": [[23, 6, 5, 4], [10, 11, 14, 18, 24, 8], [19, 24, 7, 5, 25]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 26, "num_heavy_atoms": 24, "num_heavy_bonds": 26, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 7", "Possible unnecessary bonds formed: Reactant has 26 bonds, Product has 27 bonds"]}}} +{"timestamp": "2025-12-23T17:42:41", "job_id": "checker_20251223_172951_19096", "target_smiles_raw": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_smiles_canonical": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CC1(C(=O)C)C2=C(O1)c1c(O)cc(OC)c(C(=O)O)c1C2=C(C)C", "product_smiles_canonical": "COc1cc(O)c2c(c1C(=O)O)C(=C(C)C)C1=C2OC1(C)C(C)=O", "reactant_smiles": ["CC1(O)C2=C(O1)c1c(O)cc(OC)c(C(=O)O)c1C2=C(C)C", "CC(=O)Cl"], "reactant_smiles_canonical": ["COc1cc(O)c2c(c1C(=O)O)C(=C(C)C)C1=C2OC1(C)O", "CC(=O)Cl"], "stability_raw": {"CC1(O)C2=C(O1)c1c(O)cc(OC)c(C(=O)O)c1C2=C(C)C": {"valid_structure": true, "stability_score": 85, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 304.29800000000006, "logP": 2.3558000000000003, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 5, 4, 3], [7, 9, 10, 13, 17, 6], [18, 17, 6, 4, 3]], "bond_rings": [[21, 4, 3, 2], [8, 9, 12, 16, 22, 6], [17, 22, 5, 3, 23]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 24, "num_heavy_atoms": 22, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "CC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.498, "logP": 0.7717, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 6", "Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T17:42:41", "job_id": "checker_20251223_172951_19096", "target_smiles_raw": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_smiles_canonical": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "CC1(O)C2=C(O1)c1c(O)cc(OC)c(C(=O)O)c1C2=C(C)C", "product_smiles_canonical": "COc1cc(O)c2c(c1C(=O)O)C(=C(C)C)C1=C2OC1(C)O", "reactant_smiles": ["CC1(O)C=CO1", "COc1cc(O)c(C(=O)O)c(C=C(C)C(=O)O)c1O"], "reactant_smiles_canonical": ["CC1(O)C=CO1", "COc1cc(O)c(C(=O)O)c(C=C(C)C(=O)O)c1O"], "stability_raw": {"CC1(O)C=CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 86.09, "logP": 0.23879999999999996, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 5, 4, 3]], "bond_rings": [[5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "COc1cc(O)c(C(=O)O)c(C=C(C)C(=O)O)c1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 268.22099999999995, "logP": 1.2925, "h_bond_donors": 4, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 17, 10, 6, 4, 3]], "bond_rings": [[18, 16, 9, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 6", "Ring size change detected: Reactant rings [4, 6], Product rings [4, 5, 6]"]}}} +{"timestamp": "2025-12-23T17:42:41", "job_id": "checker_20251223_172951_19096", "target_smiles_raw": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_smiles_canonical": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "COc1cc(O)c(C(=O)O)c(C=C(C)C(=O)O)c1O", "product_smiles_canonical": "COc1cc(O)c(C(=O)O)c(C=C(C)C(=O)O)c1O", "reactant_smiles": ["COc1cc(O)c(C(=O)O)c(Br)c1O", "C=C(C)C(=O)O"], "reactant_smiles_canonical": ["COc1cc(O)c(C(=O)O)c(Br)c1O", "C=C(C)C(=O)O"], "stability_raw": {"COc1cc(O)c(C(=O)O)c(Br)c1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 263.04299999999995, "logP": 1.5671, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 12, 10, 6, 4, 3]], "bond_rings": [[13, 11, 9, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "C=C(C)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 86.08999999999997, "logP": 0.6471, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T17:42:41", "job_id": "checker_20251223_172951_19096", "target_smiles_raw": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_smiles_canonical": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "COc1cc(O)c(C(=O)O)c(Br)c1O", "product_smiles_canonical": "COc1cc(O)c(C(=O)O)c(Br)c1O", "reactant_smiles": ["O=C1CCC(=O)N1Br", "COc1cc(O)c(C(=O)O)cc1O"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Br", "COc1cc(O)c(C(=O)O)cc1O"], "stability_raw": {"O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "COc1cc(O)c(C(=O)O)cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 184.147, "logP": 0.8046, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 11, 10, 6, 4, 3]], "bond_rings": [[12, 10, 9, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 5", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 12, Product has 8", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T17:42:41", "job_id": "checker_20251223_172951_19096", "target_smiles_raw": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_smiles_canonical": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "COc1cc(O)c(C(=O)O)cc1O", "product_smiles_canonical": "COc1cc(O)c(C(=O)O)cc1O", "reactant_smiles": ["COC(=O)c1cc(O)c(OC)cc1O"], "reactant_smiles_canonical": ["COC(=O)c1cc(O)c(OC)cc1O"], "stability_raw": {"COC(=O)c1cc(O)c(OC)cc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 198.17399999999998, "logP": 0.8929999999999998, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 12, 11, 8, 6, 5]], "bond_rings": [[13, 11, 10, 7, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T17:42:41", "job_id": "checker_20251223_172951_19096", "target_smiles_raw": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_smiles_canonical": "C/N=C(\\C)C1=C(O)C=C2Oc3c(C(=O)NCc4c(C)ccc5ccccc45)c(OC)cc(O)c3[C@]2(C)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 0, "depth": 1, "product_smiles": "Cc1ccc2ccccc2c1CN", "product_smiles_canonical": "Cc1ccc2ccccc2c1CN", "reactant_smiles": ["Cc1ccc2ccccc2c1C#N"], "reactant_smiles_canonical": ["Cc1ccc2ccccc2c1C#N"], "stability_raw": {"Cc1ccc2ccccc2c1C#N": {"valid_structure": true, "stability_score": 75, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 167.21099999999998, "logP": 3.0199000000000016, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 9, 4, 3, 2], [5, 6, 7, 8, 9, 4]], "bond_rings": [[12, 9, 13, 3, 2, 1], [5, 6, 7, 8, 13, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T17:56:12", "job_id": "checker_20251223_174247_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "product_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "reactant_smiles": ["C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(N)ncnc21", "Ic1ccccc1"], "reactant_smiles_canonical": ["C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(N)ncnc21", "Ic1ccccc1"], "stability_raw": {"C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(N)ncnc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 281.27200000000005, "logP": -1.5899000000000003, "h_bond_donors": 4, "h_bond_acceptors": 9, 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"checker_20251223_174247_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(N)ncnc21", "product_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(N)ncnc21", "reactant_smiles": ["CC(=O)O[C@H]1O[C@H](OC(C)=O)[C@@](C)(OC(C)=O)[C@@H]1COC(C)=O", "Nc1ncnc2[nH]cnc12"], "reactant_smiles_canonical": ["CC(=O)OC[C@@H]1[C@@H](OC(C)=O)O[C@H](OC(C)=O)[C@@]1(C)OC(C)=O", "Nc1ncnc2[nH]cnc12"], "stability_raw": {"CC(=O)O[C@H]1O[C@H](OC(C)=O)[C@@](C)(OC(C)=O)[C@@H]1COC(C)=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 332.30500000000006, "logP": 0.29609999999999936, "h_bond_donors": 0, "h_bond_acceptors": 9, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 11, 17]], "bond_rings": [[4, 5, 10, 16, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 23, "num_heavy_atoms": 23, "num_heavy_bonds": 23, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}, "Nc1ncnc2[nH]cnc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 135.13, "logP": -0.0648999999999999, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 9, 5, 4, 3, 2], [6, 5, 9, 8, 7]], "bond_rings": [[9, 10, 4, 3, 2, 1], [5, 10, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, 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"num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "CC(=O)OC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 102.089, "logP": 0.09600000000000009, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 50, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Unnecessary bond formations: -30 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 9", "Atom count mismatch for C: Reactant has 10, Product has 14", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 23 bonds"]}}} +{"timestamp": "2025-12-23T17:56:12", "job_id": "checker_20251223_174247_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "C[C@@]1(O)[C@H](CO)[C@@H](O)O[C@H]1O", "product_smiles_canonical": "C[C@]1(O)[C@H](O)O[C@H](O)[C@H]1CO", "reactant_smiles": ["CC(O)(CO)C(O)C(O)C=O"], "reactant_smiles_canonical": ["CC(O)(CO)C(O)C(O)C=O"], "stability_raw": {"CC(O)(CO)C(O)C(O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 164.15699999999998, "logP": -2.3496000000000006, "h_bond_donors": 4, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [], Product rings [5]", "Possible unnecessary bonds formed: Reactant has 10 bonds, Product has 11 bonds"]}}} +{"timestamp": "2025-12-23T17:56:12", "job_id": "checker_20251223_174247_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CC(O)(CO)C(O)C(O)C=O", "product_smiles_canonical": "CC(O)(CO)C(O)C(O)C=O", "reactant_smiles": ["CC(O)(CO)C(O)C(O)CO"], "reactant_smiles_canonical": ["CC(O)(CO)C(O)C(O)CO"], "stability_raw": {"CC(O)(CO)C(O)C(O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.17299999999997, "logP": -2.5562, "h_bond_donors": 5, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T17:56:12", "job_id": "checker_20251223_174247_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "CC(O)(CO)C(O)C(O)CO", "product_smiles_canonical": "CC(O)(CO)C(O)C(O)CO", "reactant_smiles": ["CC(O)(CO)C=CCO"], "reactant_smiles_canonical": ["CC(O)(C=CCO)CO"], "stability_raw": {"CC(O)(CO)C=CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.159, "logP": -0.7218000000000002, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 5", "Possible unnecessary bonds formed: Reactant has 8 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T17:56:12", "job_id": "checker_20251223_174247_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CC(O)(CO)C=CCO", "product_smiles_canonical": "CC(O)(C=CCO)CO", "reactant_smiles": ["CC(O)(CO)C=CC"], "reactant_smiles_canonical": ["CC=CC(C)(O)CO"], "stability_raw": {"CC(O)(CO)C=CC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 116.15999999999998, "logP": 0.30580000000000007, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 7 bonds, Product has 8 bonds"]}}} +{"timestamp": "2025-12-23T17:56:12", "job_id": "checker_20251223_174247_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "CC(O)(CO)C=CC", "product_smiles_canonical": "CC=CC(C)(O)CO", "reactant_smiles": ["CC(=O)CO", "C=CCBr"], "reactant_smiles_canonical": ["CC(=O)CO", "C=CCBr"], "stability_raw": {"CC(=O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.079, "logP": -0.43229999999999996, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "C=CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.97699999999999, "logP": 1.5673, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T17:56:12", "job_id": "checker_20251223_174247_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 1, "depth": 2, "product_smiles": "Nc1ncnc2[nH]cnc12", "product_smiles_canonical": "Nc1ncnc2[nH]cnc12", "reactant_smiles": ["Nc1nc(S)nc2[nH]cnc12"], "reactant_smiles_canonical": ["Nc1nc(S)nc2[nH]cnc12"], "stability_raw": {"Nc1nc(S)nc2[nH]cnc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 167.197, "logP": 0.2237999999999999, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 6, 5, 3, 2], [7, 6, 10, 9, 8]], "bond_rings": [[10, 11, 5, 4, 2, 1], [6, 11, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for S: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T17:56:12", "job_id": "checker_20251223_174247_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cc(-c2ccccc2)c2c(N)ncnc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 0, "depth": 1, "product_smiles": "Ic1ccccc1", "product_smiles_canonical": "Ic1ccccc1", "reactant_smiles": ["Nc1ccccc1I"], "reactant_smiles_canonical": ["Nc1ccccc1I"], "stability_raw": {"Nc1ccccc1I": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 219.02499999999998, "logP": 1.8734, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Iodo", "from_positions": ["ortho"], "to_positions": ["position 1"]}], "detected_issues": ["Atom count mismatch for N: Reactant has 1, Product has 0", "Substituent position change detected: Iodo moved from ortho to position 1 position(s)"]}}} +{"timestamp": "2025-12-23T18:00:53", "job_id": "checker_20251223_180020_19096", "target_smiles_raw": "CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2", "target_smiles_canonical": "CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2", "product_smiles_canonical": "CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2", "reactant_smiles": ["NNC1CCNCC1", "CC(=O)Nc1nc2c(s1)C(=O)C(C(=O)C1CC1)CC2"], "reactant_smiles_canonical": ["NNC1CCNCC1", "CC(=O)Nc1nc2c(s1)C(=O)C(C(=O)C1CC1)CC2"], "stability_raw": {"NNC1CCNCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 115.18, "logP": -0.7983000000000005, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(=O)Nc1nc2c(s1)C(=O)C(C(=O)C1CC1)CC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 278.333, "logP": 1.8256999999999999, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[4, 5, 6, 7, 8], [9, 11, 17, 18, 6, 7], [15, 14, 16]], "bond_rings": [[4, 5, 6, 7, 18], [10, 16, 17, 20, 6, 8], [14, 19, 15]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Ring size change detected: Reactant rings [3, 5, 6, 6], Product rings [3, 5, 5, 6, 6]", "Significant change in aromaticity: Reactant has 5 aromatic atoms, Product has 10"]}}} +{"timestamp": "2025-12-23T18:00:53", "job_id": "checker_20251223_180020_19096", "target_smiles_raw": "CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2", "target_smiles_canonical": "CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(=O)Nc1nc2c(s1)C(=O)C(C(=O)C1CC1)CC2", "product_smiles_canonical": "CC(=O)Nc1nc2c(s1)C(=O)C(C(=O)C1CC1)CC2", "reactant_smiles": ["O=C(C1CC1)n1ccnc1", "CC(=O)Nc1nc2c(s1)C(=O)CCC2"], "reactant_smiles_canonical": ["O=C(C1CC1)n1ccnc1", "CC(=O)Nc1nc2c(s1)C(=O)CCC2"], "stability_raw": {"O=C(C1CC1)n1ccnc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.15400000000002, "logP": 0.9332999999999999, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 2, 4], [6, 5, 9, 8, 7]], "bond_rings": [[2, 9, 3], [5, 10, 8, 7, 6]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 11, "num_heavy_atoms": 10, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(=O)Nc1nc2c(s1)C(=O)CCC2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 210.25799999999995, "logP": 1.6204999999999998, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 5, 6, 7, 8], [9, 11, 12, 13, 6, 7]], "bond_rings": [[4, 5, 6, 7, 13], [10, 11, 12, 14, 6, 8]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -15 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for N: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 16, Product has 13", "Ring size change detected: Reactant rings [3, 5, 5, 6], Product rings [3, 5, 6]", "Significant change in aromaticity: Reactant has 10 aromatic atoms, Product has 5"]}}} +{"timestamp": "2025-12-23T18:00:53", "job_id": "checker_20251223_180020_19096", "target_smiles_raw": "CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2", "target_smiles_canonical": "CC(=O)Nc1nc2c(s1)-c1c(c(C3CC3)nn1C1CCNCC1)CC2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(C1CC1)n1ccnc1", "product_smiles_canonical": "O=C(C1CC1)n1ccnc1", "reactant_smiles": ["O=C(O)C1CC1", "O=C(n1ccnc1)n1ccnc1"], "reactant_smiles_canonical": ["O=C(O)C1CC1", "O=C(n1ccnc1)n1ccnc1"], "stability_raw": {"O=C(O)C1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 86.09000000000002, "logP": 0.48100000000000004, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5]], "bond_rings": [[3, 4, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C(n1ccnc1)n1ccnc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.15200000000002, "logP": 0.5959999999999999, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 2, 6, 5, 4], [8, 7, 11, 10, 9]], "bond_rings": [[2, 11, 5, 4, 3], [7, 12, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -20 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 11, Product has 7", "Ring size change detected: Reactant rings [3, 5, 5], Product rings [3, 5]", "Significant change in aromaticity: Reactant has 10 aromatic atoms, Product has 5"]}}} +{"timestamp": "2025-12-23T18:07:23", "job_id": "checker_20251223_180058_19096", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "product_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "reactant_smiles": ["CC(C)c1ccc(O)cc1", "O=C1c2ccccc2C(Cl)(O)C1NC(=O)C(=O)c1cccs1"], "reactant_smiles_canonical": ["CC(C)c1ccc(O)cc1", "O=C(NC1C(=O)c2ccccc2C1(O)Cl)C(=O)c1cccs1"], "stability_raw": {"CC(C)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.19399999999996, "logP": 2.515600000000001, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C1c2ccccc2C(Cl)(O)C1NC(=O)C(=O)c1cccs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 335.76800000000003, "logP": 1.6959999999999997, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 7, 8, 11], [3, 4, 5, 6, 7, 2], [18, 17, 21, 20, 19]], "bond_rings": [[1, 23, 7, 10, 21], [3, 4, 5, 6, 23, 2], [17, 22, 20, 19, 18]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 24, "num_heavy_atoms": 22, "num_heavy_bonds": 24, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "5-membered ring added", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 5, 6, 6], Product rings [5, 5, 5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 34 bonds, Product has 35 bonds"]}}} +{"timestamp": "2025-12-23T18:07:23", "job_id": "checker_20251223_180058_19096", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)c1ccc(O)cc1", "product_smiles_canonical": "CC(C)c1ccc(O)cc1", "reactant_smiles": ["COc1ccc(C(C)C)cc1"], "reactant_smiles_canonical": ["COc1ccc(C(C)C)cc1"], "stability_raw": {"COc1ccc(C(C)C)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.221, "logP": 2.818600000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 9, 5, 4, 3]], "bond_rings": [[10, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T18:07:23", "job_id": "checker_20251223_180058_19096", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C1c2ccccc2C(Cl)(O)C1NC(=O)C(=O)c1cccs1", "product_smiles_canonical": "O=C(NC1C(=O)c2ccccc2C1(O)Cl)C(=O)c1cccs1", "reactant_smiles": ["O=C1c2ccccc2C(Cl)(O)C1N", "O=C(Cl)C(=O)c1cccs1"], "reactant_smiles_canonical": ["NC1C(=O)c2ccccc2C1(O)Cl", "O=C(Cl)C(=O)c1cccs1"], "stability_raw": {"O=C1c2ccccc2C(Cl)(O)C1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 197.62099999999998, "logP": 0.5941000000000001, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 7, 8, 11], [3, 4, 5, 6, 7, 2]], "bond_rings": [[1, 13, 7, 10, 12], [3, 4, 5, 6, 13, 2]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "O=C(Cl)C(=O)c1cccs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 174.608, "logP": 1.6962, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 8, 9]], "bond_rings": [[5, 6, 7, 8, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T18:07:23", "job_id": "checker_20251223_180058_19096", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "O=C1c2ccccc2C(Cl)(O)C1N", "product_smiles_canonical": "NC1C(=O)c2ccccc2C1(O)Cl", "reactant_smiles": ["NC1CC(=O)c2ccccc21"], "reactant_smiles_canonical": ["NC1CC(=O)c2ccccc21"], "stability_raw": {"NC1CC(=O)c2ccccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 147.17699999999996, "logP": 1.2728000000000002, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 5, 10], [6, 7, 8, 9, 10, 5]], "bond_rings": [[1, 2, 4, 11, 10], [6, 7, 8, 9, 11, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 2", "Atom count mismatch for Cl: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T18:07:23", "job_id": "checker_20251223_180058_19096", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "NC1CC(=O)c2ccccc21", "product_smiles_canonical": "NC1CC(=O)c2ccccc21", "reactant_smiles": ["O=C1CC(=NO)c2ccccc21"], "reactant_smiles_canonical": ["O=C1CC(=NO)c2ccccc21"], "stability_raw": {"O=C1CC(=NO)c2ccccc21": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.16, "logP": 1.4513, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 6, 11], [7, 8, 9, 10, 11, 6]], "bond_rings": [[1, 2, 5, 12, 11], [7, 8, 9, 10, 12, 6]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T18:07:23", "job_id": "checker_20251223_180058_19096", "target_smiles_raw": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "target_smiles_canonical": "CC(C)c1ccc2c(c1)OC1(O)c3ccccc3C(=O)C21NC(=O)C(=O)c1cccs1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 2, "depth": 2, "product_smiles": "O=C(Cl)C(=O)c1cccs1", "product_smiles_canonical": "O=C(Cl)C(=O)c1cccs1", "reactant_smiles": ["O=S(Cl)Cl", "O=C(O)C(=O)c1cccs1"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "O=C(O)C(=O)c1cccs1"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)C(=O)c1cccs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 156.16199999999998, "logP": 1.0154, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 8, 9]], "bond_rings": [[5, 6, 7, 8, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for S: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T18:29:32", "job_id": "checker_20251223_180742_19096", "target_smiles_raw": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "product_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "reactant_smiles": ["Cc1cc(C#N)cnc1C(=O)Cl", "Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1"], "reactant_smiles_canonical": ["Cc1cc(C#N)cnc1C(=O)Cl", "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N"], "stability_raw": {"Cc1cc(C#N)cnc1C(=O)Cl": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 180.594, "logP": 1.6407, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 7, 6, 3, 2]], "bond_rings": [[11, 7, 6, 5, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}, "Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 289.27599999999995, "logP": 2.7475000000000014, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 19, 6, 4, 3, 2], [9, 10, 12, 15, 16, 7]], "bond_rings": [[19, 18, 5, 3, 2, 1], [9, 11, 14, 15, 20, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T18:29:32", "job_id": "checker_20251223_180742_19096", "target_smiles_raw": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Cc1cc(C#N)cnc1C(=O)Cl", "product_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Cl", "reactant_smiles": ["O=C(Cl)C(=O)Cl", "Cc1cc(C#N)cnc1C(=O)O"], "reactant_smiles_canonical": ["O=C(Cl)C(=O)Cl", "Cc1cc(C#N)cnc1C(=O)O"], "stability_raw": {"O=C(Cl)C(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 126.926, "logP": 0.5172, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Cc1cc(C#N)cnc1C(=O)O": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 162.148, "logP": 0.9599, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 7, 6, 3, 2]], "bond_rings": [[11, 7, 6, 5, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 1", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 10, Product has 8"]}}} +{"timestamp": "2025-12-23T18:29:32", "job_id": "checker_20251223_180742_19096", "target_smiles_raw": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "product_smiles_canonical": "C[C@]1(F)CC(F)(F)[C@@](C)(c2cc(N)ccc2F)N=C1N", "reactant_smiles": ["Nc1ccc(F)c(Br)c1", "CC1(B(O)O)N=C(N)C(C)(F)CC1(F)F"], "reactant_smiles_canonical": ["Nc1ccc(F)c(Br)c1", "CC1(F)CC(F)(F)C(C)(B(O)O)N=C1N"], "stability_raw": {"Nc1ccc(F)c(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 190.01500000000001, "logP": 2.1704, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 6, 4, 3, 2]], "bond_rings": [[8, 7, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "CC1(B(O)O)N=C(N)C(C)(F)CC1(F)F": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 223.99099999999996, "logP": -0.11850000000000027, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 11, 8, 6, 5]], "bond_rings": [[14, 11, 10, 7, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T18:29:32", "job_id": "checker_20251223_180742_19096", "target_smiles_raw": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "Nc1ccc(F)c(Br)c1", "product_smiles_canonical": "Nc1ccc(F)c(Br)c1", "reactant_smiles": ["O=[N+]([O-])c1ccc(F)c(Br)c1"], "reactant_smiles_canonical": ["O=[N+]([O-])c1ccc(F)c(Br)c1"], "stability_raw": {"O=[N+]([O-])c1ccc(F)c(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 219.99699999999999, "logP": 2.4964000000000004, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 8, 6, 5, 4]], "bond_rings": [[10, 9, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T18:29:32", "job_id": "checker_20251223_180742_19096", "target_smiles_raw": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 2, "depth": 2, "product_smiles": "CC1(B(O)O)N=C(N)C(C)(F)CC1(F)F", "product_smiles_canonical": "CC1(F)CC(F)(F)C(C)(B(O)O)N=C1N", "reactant_smiles": ["CC1(Br)N=C(N)C(C)(F)CC1(F)F", "B2OC(C)(C)C(C)(C)O2"], "reactant_smiles_canonical": ["CC1(F)CC(F)(F)C(C)(Br)N=C1N", "CC1(C)OBOC1(C)C"], "stability_raw": {"CC1(Br)N=C(N)C(C)(F)CC1(F)F": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 259.06899999999996, "logP": 2.2218999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 6, 4, 3]], "bond_rings": [[12, 9, 8, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "B2OC(C)(C)C(C)(C)O2": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 127.97999999999998, "logP": 0.8568999999999998, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 5, 8]], "bond_rings": [[0, 1, 4, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Ring structure changes: -25 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 7", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T18:29:32", "job_id": "checker_20251223_180742_19096", "target_smiles_raw": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "CC1(Br)N=C(N)C(C)(F)CC1(F)F", "product_smiles_canonical": "CC1(F)CC(F)(F)C(C)(Br)N=C1N", "reactant_smiles": ["CC1(Br)C(=O)C(C)(F)CC1(F)F", "N"], "reactant_smiles_canonical": ["CC1(F)CC(F)(F)C(C)(Br)C1=O", "N"], "stability_raw": {"CC1(Br)C(=O)C(C)(F)CC1(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 245.03799999999993, "logP": 2.4763, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 3, 5, 8, 9]], "bond_rings": [[2, 4, 7, 8, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 2", "Ring size change detected: Reactant rings [5], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 13 bonds"]}}} +{"timestamp": "2025-12-23T18:29:32", "job_id": "checker_20251223_180742_19096", "target_smiles_raw": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "CC1(Br)C(=O)C(C)(F)CC1(F)F", "product_smiles_canonical": "CC1(F)CC(F)(F)C(C)(Br)C1=O", "reactant_smiles": ["CC1C(=O)C(C)(F)CC1(F)F"], "reactant_smiles_canonical": ["CC1C(=O)C(C)(F)CC1(F)F"], "stability_raw": {"CC1C(=O)C(C)(F)CC1(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.142, "logP": 1.9588, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 4, 7, 8]], "bond_rings": [[1, 3, 6, 7, 10]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary 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"reactant_smiles_canonical": ["CC1CCC(C)C1=O"], "stability_raw": {"CC1C(=O)C(C)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 112.172, "logP": 1.6215, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 4, 6, 7]], "bond_rings": [[1, 3, 5, 6, 7]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Unnecessary bond formations: -15 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for F: Reactant has 0, Product has 3", "Possible unnecessary bonds formed: Reactant has 8 bonds, Product has 11 bonds"]}}} +{"timestamp": "2025-12-23T18:29:32", "job_id": "checker_20251223_180742_19096", "target_smiles_raw": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 6, "product_smiles": "CC1C(=O)C(C)CC1", "product_smiles_canonical": "CC1CCC(C)C1=O", "reactant_smiles": ["CC1C(O)C(C)CC1"], "reactant_smiles_canonical": ["CC1CCC(C)C1O"], "stability_raw": {"CC1C(O)C(C)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 114.188, "logP": 1.4133, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 4, 6, 7]], "bond_rings": [[1, 3, 5, 6, 7]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T18:29:32", "job_id": "checker_20251223_180742_19096", "target_smiles_raw": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 7, "product_smiles": "CC1C(O)C(C)CC1", "product_smiles_canonical": "CC1CCC(C)C1O", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 10, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -35 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -30 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 7", "Ring size change detected: Reactant rings [], Product rings [5]", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 8 bonds"]}}} +{"timestamp": "2025-12-23T18:29:32", "job_id": "checker_20251223_180742_19096", "target_smiles_raw": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 4, "depth": 3, "product_smiles": "B2OC(C)(C)C(C)(C)O2", "product_smiles_canonical": "CC1(C)OBOC1(C)C", "reactant_smiles": ["ClB(Cl)B(Cl)Cl", "CC(C)(O)C(C)(C)O"], "reactant_smiles_canonical": ["ClB(Cl)B(Cl)Cl", "CC(C)(O)C(C)(C)O"], "stability_raw": {"ClB(Cl)B(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 163.436, "logP": 1.9964, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "CC(C)(O)C(C)(C)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.17599999999999, "logP": 0.5282, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 2, Product has 1", "Atom count mismatch for Cl: Reactant has 4, Product has 0", "Ring size change detected: Reactant rings [], Product rings [5]"]}}} +{"timestamp": "2025-12-23T18:29:32", "job_id": "checker_20251223_180742_19096", "target_smiles_raw": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_smiles_canonical": "Cc1cc(C#N)cnc1C(=O)Nc1ccc(F)c([C@@]2(C)N=C(N)[C@@](C)(F)CC2(F)F)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 4, "product_smiles": "CC(C)(O)C(C)(C)O", "product_smiles_canonical": "CC(C)(O)C(C)(C)O", "reactant_smiles": ["CCOCC", "CC(=O)C(C)(C)O"], "reactant_smiles_canonical": ["CCOCC", "CC(=O)C(C)(C)O"], "stability_raw": {"CCOCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.123, "logP": 1.0428000000000002, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(=O)C(C)(C)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 102.13299999999998, "logP": 0.3463, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 9, Product has 6"]}}} +{"timestamp": "2025-12-23T18:41:39", "job_id": "checker_20251223_182948_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "product_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "reactant_smiles": ["CC(=O)O[C@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@@]1(C)OC(C)=O", "Nc1nc(N)c2nc[nH]c2n1"], "reactant_smiles_canonical": ["CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@](C)(OC(C)=O)[C@@H]1OC(C)=O", "Nc1nc(N)c2nc[nH]c2n1"], "stability_raw": {"CC(=O)O[C@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@@]1(C)OC(C)=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 332.3050000000001, "logP": 0.09099999999999997, "h_bond_donors": 0, "h_bond_acceptors": 9, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 12, 17]], "bond_rings": [[4, 5, 11, 16, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 23, "num_heavy_atoms": 23, "num_heavy_bonds": 23, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}, "Nc1nc(N)c2nc[nH]c2n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.145, "logP": -0.4827000000000005, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 9, 5, 3, 2], [6, 5, 9, 8, 7]], "bond_rings": [[10, 9, 11, 4, 2, 1], [5, 11, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -35 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 4", "Atom count mismatch for N: Reactant has 6, Product has 5", "Atom count mismatch for C: Reactant has 19, Product has 12"]}}} +{"timestamp": "2025-12-23T18:41:39", "job_id": "checker_20251223_182948_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(=O)O[C@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@@]1(C)OC(C)=O", "product_smiles_canonical": "CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@](C)(OC(C)=O)[C@@H]1OC(C)=O", "reactant_smiles": ["C[C@@]1(O)[C@H](O)[C@H](CO)O[C@H]1O", "CC(=O)OC(C)=O"], "reactant_smiles_canonical": ["C[C@]1(O)[C@H](O)O[C@@H](CO)[C@H]1O", "CC(=O)OC(C)=O"], "stability_raw": {"C[C@@]1(O)[C@H](O)[C@H](CO)O[C@H]1O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 164.157, "logP": -2.1922, "h_bond_donors": 4, "h_bond_acceptors": 5, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 3, 5, 8, 9]], "bond_rings": [[2, 4, 7, 8, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "CC(=O)OC(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 102.089, "logP": 0.09600000000000009, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 50, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Unnecessary bond formations: -30 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 9", "Atom count mismatch for C: Reactant has 10, Product has 14", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 23 bonds"]}}} +{"timestamp": "2025-12-23T18:41:39", "job_id": "checker_20251223_182948_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C[C@@]1(O)[C@H](O)[C@H](CO)O[C@H]1O", "product_smiles_canonical": "C[C@]1(O)[C@H](O)O[C@@H](CO)[C@H]1O", "reactant_smiles": ["C[C@@](O)(C=O)[C@H](O)[C@H](O)CO"], "reactant_smiles_canonical": ["C[C@@](O)(C=O)[C@H](O)[C@H](O)CO"], "stability_raw": {"C[C@@](O)(C=O)[C@H](O)[C@H](O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 164.15699999999998, "logP": -2.3496, "h_bond_donors": 4, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [], Product rings [5]", "Possible unnecessary bonds formed: Reactant has 10 bonds, Product has 11 bonds"]}}} +{"timestamp": "2025-12-23T18:41:39", "job_id": "checker_20251223_182948_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "C[C@@](O)(C=O)[C@H](O)[C@H](O)CO", "product_smiles_canonical": "C[C@@](O)(C=O)[C@H](O)[C@H](O)CO", "reactant_smiles": ["C[C@@](O)(CO)[C@H](O)[C@H](O)CO"], "reactant_smiles_canonical": ["C[C@@](O)(CO)[C@H](O)[C@H](O)CO"], "stability_raw": {"C[C@@](O)(CO)[C@H](O)[C@H](O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.17299999999997, "logP": -2.5562, "h_bond_donors": 5, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T18:41:39", "job_id": "checker_20251223_182948_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C[C@@](O)(CO)[C@H](O)[C@H](O)CO", "product_smiles_canonical": "C[C@@](O)(CO)[C@H](O)[C@H](O)CO", "reactant_smiles": ["C[C@@](O)(CO)[C@H]1O[C@H]1CO"], "reactant_smiles_canonical": ["C[C@@](O)(CO)[C@H]1O[C@H]1CO"], "stability_raw": {"C[C@@](O)(CO)[C@H]1O[C@H]1CO": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 148.158, "logP": -1.5106000000000004, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7]], "bond_rings": [[5, 6, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 5", "Ring size change detected: Reactant rings [3], Product rings []"]}}} +{"timestamp": "2025-12-23T18:41:39", "job_id": "checker_20251223_182948_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "C[C@@](O)(CO)[C@H]1O[C@H]1CO", "product_smiles_canonical": "C[C@@](O)(CO)[C@H]1O[C@H]1CO", "reactant_smiles": ["C[C@@](O)(CO)C=CCO"], "reactant_smiles_canonical": ["C[C@](O)(C=CCO)CO"], "stability_raw": {"C[C@@](O)(CO)C=CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.159, "logP": -0.7218000000000002, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 4", "Ring size change detected: Reactant rings [], Product rings [3]", "Possible unnecessary bonds formed: Reactant has 8 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T18:41:39", "job_id": "checker_20251223_182948_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "C[C@@](O)(CO)C=CCO", "product_smiles_canonical": "C[C@](O)(C=CCO)CO", "reactant_smiles": ["CC(=O)CO", "C=CCBr"], "reactant_smiles_canonical": ["CC(=O)CO", "C=CCBr"], "stability_raw": {"CC(=O)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.079, "logP": -0.43229999999999996, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, 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"details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 7 bonds, Product has 8 bonds"]}}} +{"timestamp": "2025-12-23T18:41:39", "job_id": "checker_20251223_182948_19096", "target_smiles_raw": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_smiles_canonical": "C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)nc(N)nc21", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 0, "depth": 1, "product_smiles": "Nc1nc(N)c2nc[nH]c2n1", "product_smiles_canonical": "Nc1nc(N)c2nc[nH]c2n1", "reactant_smiles": ["Nc1nc(N)c(N)c(N)n1", "CCOC(OCC)OCC"], "reactant_smiles_canonical": ["Nc1nc(N)c(N)c(N)n1", "CCOC(OCC)OCC"], "stability_raw": {"Nc1nc(N)c(N)c(N)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 140.15, "logP": -1.1946000000000003, "h_bond_donors": 4, "h_bond_acceptors": 6, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CCOC(OCC)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 148.202, "logP": 1.3795, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 9, "num_heavy_atoms": 10, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 5, "severity": "critical", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -30 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 5", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 9"]}}} +{"timestamp": "2025-12-23T18:50:46", "job_id": "checker_20251223_184144_19096", "target_smiles_raw": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_smiles_canonical": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "product_smiles_canonical": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "reactant_smiles": ["O=C(O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["O=C(OCc1ccccc1)N1C[C@H]2CC=C[C@@]2(C(=O)O)C1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"O=C(O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2": 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"rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -25 points", "Atom count inconsistency: -30 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 4", "Atom count mismatch for C: Reactant has 26, Product has 20"]}}} +{"timestamp": "2025-12-23T18:50:46", "job_id": "checker_20251223_184144_19096", "target_smiles_raw": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_smiles_canonical": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "product_smiles_canonical": "O=C(OCc1ccccc1)N1C[C@H]2CC=C[C@@]2(C(=O)O)C1", "reactant_smiles": ["O[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2"], "reactant_smiles_canonical": ["O=C(OCc1ccccc1)N1C[C@H]2CC=C[C@@]2(O)C1"], "stability_raw": {"O[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 259.30500000000006, "logP": 1.946, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 1, 5, 4, 3], [6, 5, 1, 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Product has 4", "Atom count mismatch for C: Reactant has 15, Product has 16", "Possible unnecessary bonds formed: Reactant has 21 bonds, Product has 23 bonds"]}}} +{"timestamp": "2025-12-23T18:50:46", "job_id": "checker_20251223_184144_19096", "target_smiles_raw": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_smiles_canonical": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "product_smiles_canonical": "O=C(OCc1ccccc1)N1C[C@H]2CC=C[C@@]2(O)C1", "reactant_smiles": ["O[C@@]12C=CC[C@@H]1CNC2", "O=C(Cl)OCc1ccccc1"], "reactant_smiles_canonical": ["O[C@@]12C=CC[C@@H]1CNC2", "O=C(Cl)OCc1ccccc1"], "stability_raw": {"O[C@@]12C=CC[C@@H]1CNC2": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 125.171, "logP": -0.10320000000000012, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 1, 5, 4, 3], [6, 5, 1, 8, 7]], "bond_rings": [[1, 8, 4, 3, 2], [5, 8, 9, 7, 6]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 10, "num_heavy_atoms": 9, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "O=C(Cl)OCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 170.59500000000003, "logP": 2.5620000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 10, 9, 8, 7, 6]], "bond_rings": [[10, 9, 8, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T18:50:46", "job_id": "checker_20251223_184144_19096", "target_smiles_raw": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_smiles_canonical": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O[C@@]12C=CC[C@@H]1CNC2", "product_smiles_canonical": "O[C@@]12C=CC[C@@H]1CNC2", "reactant_smiles": ["O[C@@]1(CCN)C=CCC1Br"], "reactant_smiles_canonical": ["NCC[C@]1(O)C=CCC1Br"], "stability_raw": {"O[C@@]1(CCN)C=CCC1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 206.08299999999997, "logP": 0.7897, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 9]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5], Product rings [5, 5]"]}}} +{"timestamp": "2025-12-23T18:50:46", "job_id": "checker_20251223_184144_19096", "target_smiles_raw": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_smiles_canonical": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "O[C@@]1(CCN)C=CCC1Br", "product_smiles_canonical": "NCC[C@]1(O)C=CCC1Br", "reactant_smiles": ["O=C1C=CCC(Br)C1", "NCCB(O)O"], "reactant_smiles_canonical": ["O=C1C=CCC(Br)C1", "NCCB(O)O"], "stability_raw": {"O=C1C=CCC(Br)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 175.02499999999998, "logP": 1.6689999999999998, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "NCCB(O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 88.90299999999998, "logP": -1.5821, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for C: Reactant has 8, Product has 7", "Ring size change detected: Reactant rings [6], Product rings [5]"]}}} +{"timestamp": "2025-12-23T18:50:46", "job_id": "checker_20251223_184144_19096", "target_smiles_raw": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_smiles_canonical": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "O=C1C=CCC(Br)C1", "product_smiles_canonical": "O=C1C=CCC(Br)C1", "reactant_smiles": ["OC1C=CCC(Br)C1"], "reactant_smiles_canonical": ["OC1C=CCC(Br)C1"], "stability_raw": {"OC1C=CCC(Br)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.041, "logP": 1.4607999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 5, 4, 3, 2]], "bond_rings": [[7, 6, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T18:50:46", "job_id": "checker_20251223_184144_19096", "target_smiles_raw": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_smiles_canonical": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "OC1C=CCC(Br)C1", "product_smiles_canonical": "OC1C=CCC(Br)C1", "reactant_smiles": ["CC(=O)OC1C=CCC(Br)C1"], "reactant_smiles_canonical": ["CC(=O)OC1C=CCC(Br)C1"], "stability_raw": {"CC(=O)OC1C=CCC(Br)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 219.07799999999997, "logP": 2.0316, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 8, 7, 6, 5]], "bond_rings": [[10, 9, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 8, Product has 6"]}}} +{"timestamp": "2025-12-23T18:50:46", "job_id": "checker_20251223_184144_19096", "target_smiles_raw": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_smiles_canonical": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "CC(=O)OC1C=CCC(Br)C1", "product_smiles_canonical": "CC(=O)OC1C=CCC(Br)C1", "reactant_smiles": ["CC(=O)O", "BrC1CC=CCC1"], "reactant_smiles_canonical": ["CC(=O)O", "BrC1CC=CCC1"], "stability_raw": {"CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.05200000000001, "logP": 0.09089999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "BrC1CC=CCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.04199999999997, "logP": 2.49, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable 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"checker_20251223_184144_19096", "target_smiles_raw": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_smiles_canonical": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(Cl)OCc1ccccc1", "product_smiles_canonical": "O=C(Cl)OCc1ccccc1", "reactant_smiles": ["O=C(Cl)Cl", "OCc1ccccc1"], "reactant_smiles_canonical": ["O=C(Cl)Cl", "OCc1ccccc1"], "stability_raw": {"O=C(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 98.916, "logP": 1.584, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, 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{"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T18:50:46", "job_id": "checker_20251223_184144_19096", "target_smiles_raw": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_smiles_canonical": "CC(C)(C)OC(=O)[C@@]12C=CC[C@@H]1CN(C(=O)OCc1ccccc1)C2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T19:05:59", "job_id": "checker_20251223_185050_19096", "target_smiles_raw": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_smiles_canonical": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "product_smiles_canonical": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "reactant_smiles": ["BrC[C@H]1C[C@@H](c2nnco2)OC[C@@]1(c1ccc(F)cc1F)NC(N)=S"], "reactant_smiles_canonical": ["NC(=S)N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CBr"], "stability_raw": {"BrC[C@H]1C[C@@H](c2nnco2)OC[C@@]1(c1ccc(F)cc1F)NC(N)=S": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 433.2780000000001, "logP": 2.549, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 12, 11, 10, 4, 3], [6, 5, 9, 8, 7], [14, 15, 16, 18, 19, 13]], "bond_rings": [[24, 11, 10, 9, 3, 2], [5, 26, 8, 7, 6], [14, 15, 17, 18, 25, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 27, "num_heavy_atoms": 25, "num_heavy_bonds": 27, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [5, 6, 6, 6]"]}}} +{"timestamp": "2025-12-23T19:05:59", "job_id": "checker_20251223_185050_19096", "target_smiles_raw": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_smiles_canonical": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "BrC[C@H]1C[C@@H](c2nnco2)OC[C@@]1(c1ccc(F)cc1F)NC(N)=S", "product_smiles_canonical": "NC(=S)N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CBr", "reactant_smiles": ["OC[C@H]1C[C@@H](c2nnco2)OC[C@@]1(c1ccc(F)cc1F)NC(N)=S"], "reactant_smiles_canonical": ["NC(=S)N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CO"], "stability_raw": {"OC[C@H]1C[C@@H](c2nnco2)OC[C@@]1(c1ccc(F)cc1F)NC(N)=S": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 370.38100000000003, "logP": 1.1463999999999999, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 12, 11, 10, 4, 3], [6, 5, 9, 8, 7], [14, 15, 16, 18, 19, 13]], "bond_rings": [[24, 11, 10, 9, 3, 2], [5, 26, 8, 7, 6], [14, 15, 17, 18, 25, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 27, "num_heavy_atoms": 25, "num_heavy_bonds": 27, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for Br: Reactant has 0, Product has 1"]}}} +{"timestamp": "2025-12-23T19:05:59", "job_id": "checker_20251223_185050_19096", "target_smiles_raw": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_smiles_canonical": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "OC[C@H]1C[C@@H](c2nnco2)OC[C@@]1(c1ccc(F)cc1F)NC(N)=S", "product_smiles_canonical": "NC(=S)N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CO", "reactant_smiles": ["OC[C@H]1C[C@@H](c2nnco2)OC[C@@]1(c1ccc(F)cc1F)N", "S=C=N"], "reactant_smiles_canonical": ["N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CO", "N=C=S"], "stability_raw": {"OC[C@H]1C[C@@H](c2nnco2)OC[C@@]1(c1ccc(F)cc1F)N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 311.288, "logP": 1.2719, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 12, 11, 10, 4, 3], [6, 5, 9, 8, 7], [14, 15, 16, 18, 19, 13]], "bond_rings": [[21, 11, 10, 9, 3, 2], [5, 23, 8, 7, 6], [14, 15, 17, 18, 22, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 24, "num_heavy_atoms": 22, "num_heavy_bonds": 24, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "S=C=N": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 59.093, "logP": 0.66797, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 26 bonds, Product has 27 bonds"]}}} +{"timestamp": "2025-12-23T19:05:59", "job_id": "checker_20251223_185050_19096", "target_smiles_raw": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_smiles_canonical": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "OC[C@H]1C[C@@H](c2nnco2)OC[C@@]1(c1ccc(F)cc1F)N", "product_smiles_canonical": "N[C@]1(c2ccc(F)cc2F)CO[C@H](c2nnco2)C[C@@H]1CO", "reactant_smiles": ["OC[C@H](C[C@@H](c1nnco1)O)C[C@@](c1ccc(F)cc1F)N"], "reactant_smiles_canonical": ["N[C](C[C@H](CO)C[C@H](O)c1nnco1)c1ccc(F)cc1F"], "stability_raw": {"OC[C@H](C[C@@H](c1nnco1)O)C[C@@](c1ccc(F)cc1F)N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 312.296, "logP": 1.3088899999999999, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[6, 5, 9, 8, 7], [14, 15, 16, 18, 19, 13]], "bond_rings": [[5, 21, 8, 7, 6], [14, 15, 17, 18, 22, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 23, "num_heavy_atoms": 22, "num_heavy_bonds": 23, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [5, 6], Product rings [5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 23 bonds, Product has 24 bonds"]}}} +{"timestamp": "2025-12-23T19:05:59", "job_id": "checker_20251223_185050_19096", "target_smiles_raw": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_smiles_canonical": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "OC[C@H](C[C@@H](c1nnco1)O)C[C@@](c1ccc(F)cc1F)N", "product_smiles_canonical": "N[C](C[C@H](CO)C[C@H](O)c1nnco1)c1ccc(F)cc1F", "reactant_smiles": ["OC[C@H](C[C@@H]1CO1)C[C@@](c1ccc(F)cc1F)N", "c1nnco1"], "reactant_smiles_canonical": ["N[C](C[C@H](CO)C[C@@H]1CO1)c1ccc(F)cc1F", "c1nnco1"], "stability_raw": {"OC[C@H](C[C@@H]1CO1)C[C@@](c1ccc(F)cc1F)N": {"valid_structure": true, "stability_score": 85, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 256.272, "logP": 1.59109, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 4, 6], [10, 11, 12, 14, 15, 9]], "bond_rings": [[4, 17, 5], [10, 11, 13, 14, 18, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "c1nnco1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 70.051, "logP": 0.0696, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 3, 4]], "bond_rings": [[0, 1, 2, 3, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 0}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 15, Product has 14", "Ring size change detected: Reactant rings [3, 5, 6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T19:05:59", "job_id": "checker_20251223_185050_19096", "target_smiles_raw": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_smiles_canonical": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "OC[C@H](C[C@@H]1CO1)C[C@@](c1ccc(F)cc1F)N", "product_smiles_canonical": "N[C](C[C@H](CO)C[C@@H]1CO1)c1ccc(F)cc1F", "reactant_smiles": ["Nc1ccc(F)cc1F", "OC[C@H](CI)[C@@H]1CO1"], "reactant_smiles_canonical": ["Nc1ccc(F)cc1F", "OC[C@H](CI)[C@@H]1CO1"], "stability_raw": {"Nc1ccc(F)cc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 129.109, "logP": 1.547, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[8, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "OC[C@H](CI)[C@@H]1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 228.029, "logP": 0.4287000000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7]], "bond_rings": [[5, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 13", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 19 bonds"]}}} +{"timestamp": "2025-12-23T19:05:59", "job_id": "checker_20251223_185050_19096", "target_smiles_raw": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_smiles_canonical": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "Nc1ccc(F)cc1F", "product_smiles_canonical": "Nc1ccc(F)cc1F", "reactant_smiles": ["CC(=O)Nc1ccc(F)cc1F"], "reactant_smiles_canonical": ["CC(=O)Nc1ccc(F)cc1F"], "stability_raw": {"CC(=O)Nc1ccc(F)cc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 171.146, "logP": 1.9231999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[11, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 8, Product has 6"]}}} +{"timestamp": "2025-12-23T19:05:59", "job_id": "checker_20251223_185050_19096", "target_smiles_raw": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_smiles_canonical": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 5, "depth": 6, "product_smiles": "OC[C@H](CI)[C@@H]1CO1", "product_smiles_canonical": "OC[C@H](CI)[C@@H]1CO1", "reactant_smiles": ["OCC(CO)[C@@H]1CO1"], "reactant_smiles_canonical": ["OCC(CO)[C@@H]1CO1"], "stability_raw": {"OCC(CO)[C@@H]1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 118.13199999999999, "logP": -1.0140000000000002, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7]], "bond_rings": [[5, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for I: Reactant has 0, Product has 1"]}}} +{"timestamp": "2025-12-23T19:05:59", "job_id": "checker_20251223_185050_19096", "target_smiles_raw": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_smiles_canonical": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 7, "product_smiles": "OCC(CO)[C@@H]1CO1", "product_smiles_canonical": "OCC(CO)[C@@H]1CO1", "reactant_smiles": ["CS(C)=O", "O=CC(CO)CO"], "reactant_smiles_canonical": ["CS(C)=O", "O=CC(CO)CO"], "stability_raw": {"CS(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 78.136, "logP": -0.005299999999999971, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=CC(CO)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 104.10499999999999, "logP": -1.2139000000000002, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for S: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 6, Product has 5", "Ring size change detected: Reactant rings [], Product rings [3]"]}}} +{"timestamp": "2025-12-23T19:05:59", "job_id": "checker_20251223_185050_19096", "target_smiles_raw": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_smiles_canonical": "NC1=N[C@@]2(c3ccc(F)cc3F)CO[C@@H](c3nnco3)C[C@H]2CS1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 8, "product_smiles": "O=CC(CO)CO", "product_smiles_canonical": "O=CC(CO)CO", "reactant_smiles": ["CCOC(=O)C(CO)CO"], "reactant_smiles_canonical": ["CCOC(=O)C(CO)CO"], "stability_raw": {"CCOC(=O)C(CO)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 148.158, "logP": -0.8496999999999999, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 9, "num_heavy_atoms": 10, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 6, Product has 4"]}}} +{"timestamp": "2025-12-23T19:06:39", "job_id": "checker_20251223_190604_19096", "target_smiles_raw": "CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1", "target_smiles_canonical": "CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1", "product_smiles_canonical": "CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1", "reactant_smiles": ["CN", "CC(=O)O", "COc1ccc(Nc2c(C(=O)OCn3ccnc3)cnc3ccc(Br)cc23)cc1"], "reactant_smiles_canonical": ["CN", "CC(=O)O", "COc1ccc(Nc2c(C(=O)OCn3ccnc3)cnc3ccc(Br)cc23)cc1"], "stability_raw": {"CN": {"valid_structure": true, "stability_score": 100, "issues": [], 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"num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COc1ccc(Nc2c(C(=O)OCn3ccnc3)cnc3ccc(Br)cc23)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 453.2960000000001, "logP": 4.760500000000003, "h_bond_donors": 1, "h_bond_acceptors": 7, "rotatable_bonds": 6}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 28, 27, 5, 4, 3], [14, 13, 17, 16, 15], [18, 19, 20, 26, 7, 8], [21, 22, 23, 25, 26, 20]], "bond_rings": [[28, 27, 26, 4, 3, 2], [13, 30, 16, 15, 14], [18, 19, 31, 29, 7, 17], [21, 22, 24, 25, 31, 20]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 4, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 32, "num_heavy_atoms": 29, "num_heavy_bonds": 32, "num_aromatic_atoms": 21, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for C: Reactant has 24, Product has 23"]}}} +{"timestamp": "2025-12-23T19:06:39", "job_id": "checker_20251223_190604_19096", "target_smiles_raw": "CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1", "target_smiles_canonical": "CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CN", "product_smiles_canonical": "CN", "reactant_smiles": ["CN=C=O"], "reactant_smiles_canonical": ["CN=C=O"], "stability_raw": {"CN=C=O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 57.052, "logP": -0.04799999999999999, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T19:06:39", "job_id": "checker_20251223_190604_19096", "target_smiles_raw": "CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1", "target_smiles_canonical": "CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": 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"issues": [], "metrics": {"molecular_weight": 98.10499999999999, "logP": -0.16710000000000003, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "O=C(O)c1cnc2ccc(Br)cc2c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 270.05699999999996, "logP": 2.8346, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 13, 12, 6, 5, 4], [7, 8, 9, 11, 12, 6]], "bond_rings": [[14, 12, 15, 5, 4, 3], [7, 8, 10, 11, 15, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T19:06:39", "job_id": "checker_20251223_190604_19096", "target_smiles_raw": "CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1", "target_smiles_canonical": "CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "O=C(O)c1cnc2ccc(Br)cc2c1F", "product_smiles_canonical": "O=C(O)c1cnc2ccc(Br)cc2c1F", "reactant_smiles": ["CCOC(=O)c1cnc2ccc(Br)cc2c1F"], "reactant_smiles_canonical": ["CCOC(=O)c1cnc2ccc(Br)cc2c1F"], "stability_raw": {"CCOC(=O)c1cnc2ccc(Br)cc2c1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 298.11100000000005, "logP": 3.3131000000000013, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 15, 14, 8, 7, 6], [9, 10, 11, 13, 14, 8]], "bond_rings": [[16, 14, 17, 7, 6, 5], [9, 10, 12, 13, 17, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 10"]}}} +{"timestamp": "2025-12-23T19:06:39", "job_id": "checker_20251223_190604_19096", "target_smiles_raw": "CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1", "target_smiles_canonical": "CNC(=O)c1ccc2ncc(C(=O)OCn3ccnc3)c(Nc3ccc(OC)cc3)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "CCOC(=O)c1cnc2ccc(Br)cc2c1F", "product_smiles_canonical": "CCOC(=O)c1cnc2ccc(Br)cc2c1F", "reactant_smiles": ["CCOC(=O)Cl", "Fc1ccnc2ccc(Br)cc12"], "reactant_smiles_canonical": ["CCOC(=O)Cl", "Fc1ccnc2ccc(Br)cc12"], "stability_raw": {"CCOC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 108.524, "logP": 1.3817000000000002, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "Fc1ccnc2ccc(Br)cc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 226.04799999999997, "logP": 3.136400000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 11, 5, 4, 3, 2], [6, 7, 8, 10, 11, 5]], "bond_rings": [[11, 12, 4, 3, 2, 1], [6, 7, 9, 10, 12, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T19:17:31", "job_id": "checker_20251223_190644_19096", "target_smiles_raw": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_smiles_canonical": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "product_smiles_canonical": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "reactant_smiles": ["COc1ccc2nccc(C(=O)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "N"], "reactant_smiles_canonical": ["COc1ccc2nccc(C(=O)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "N"], "stability_raw": {"COc1ccc2nccc(C(=O)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 484.6430000000002, "logP": 5.082800000000004, "h_bond_donors": 1, "h_bond_acceptors": 7, "rotatable_bonds": 10}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 32, 31, 5, 4, 3], [6, 7, 8, 9, 31, 5], [15, 16, 17, 26, 27, 14], [22, 21, 25, 24, 23]], "bond_rings": [[32, 31, 33, 4, 3, 2], [6, 7, 8, 30, 33, 5], [15, 16, 25, 26, 34, 14], [21, 35, 24, 23, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 33, "num_bonds": 36, "num_heavy_atoms": 33, "num_heavy_bonds": 36, "num_aromatic_atoms": 15, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T19:17:31", "job_id": "checker_20251223_190644_19096", "target_smiles_raw": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_smiles_canonical": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COc1ccc2nccc(C(=O)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "product_smiles_canonical": "COc1ccc2nccc(C(=O)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "reactant_smiles": ["COc1ccc2nccc(C(=O)Cl)c2c1", "CC[C@@H]1CCN(CCSc2cccs2)C[C@@H]1C(=O)O"], "reactant_smiles_canonical": ["COc1ccc2nccc(C(=O)Cl)c2c1", "CC[C@@H]1CCN(CCSc2cccs2)C[C@@H]1C(=O)O"], "stability_raw": {"COc1ccc2nccc(C(=O)Cl)c2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.64299999999997, "logP": 2.6224000000000007, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 14, 13, 5, 4, 3], [6, 7, 8, 9, 13, 5]], "bond_rings": [[14, 13, 15, 4, 3, 2], [6, 7, 8, 12, 15, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC[C@@H]1CCN(CCSc2cccs2)C[C@@H]1C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 299.46100000000007, "logP": 3.2729000000000017, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 15, 14, 5, 4, 3], [10, 9, 13, 12, 11]], "bond_rings": [[18, 14, 13, 4, 3, 2], [9, 19, 12, 11, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 20, "num_heavy_atoms": 19, "num_heavy_bonds": 20, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T19:17:31", "job_id": "checker_20251223_190644_19096", "target_smiles_raw": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_smiles_canonical": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COc1ccc2nccc(C(=O)Cl)c2c1", "product_smiles_canonical": "COc1ccc2nccc(C(=O)Cl)c2c1", "reactant_smiles": ["O=S(Cl)Cl", "COc1ccc2nccc(C(=O)O)c2c1"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "COc1ccc2nccc(C(=O)O)c2c1"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COc1ccc2nccc(C(=O)O)c2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 203.19699999999997, "logP": 1.9416, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 14, 13, 5, 4, 3], [6, 7, 8, 9, 13, 5]], "bond_rings": [[14, 13, 15, 4, 3, 2], [6, 7, 8, 12, 15, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T19:17:31", "job_id": "checker_20251223_190644_19096", "target_smiles_raw": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_smiles_canonical": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 1, "depth": 2, "product_smiles": "CC[C@@H]1CCN(CCSc2cccs2)C[C@@H]1C(=O)O", "product_smiles_canonical": "CC[C@@H]1CCN(CCSc2cccs2)C[C@@H]1C(=O)O", "reactant_smiles": ["CC[C@@H]1CCNC[C@@H]1C(=O)O", "BrCCSc1cccs1"], "reactant_smiles_canonical": ["CC[C@@H]1CCNC[C@@H]1C(=O)O", "BrCCSc1cccs1"], "stability_raw": {"CC[C@@H]1CCNC[C@@H]1C(=O)O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 157.213, "logP": 0.7066999999999999, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[10, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "BrCCSc1cccs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 223.16000000000003, "logP": 3.235100000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T19:17:31", "job_id": "checker_20251223_190644_19096", "target_smiles_raw": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_smiles_canonical": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "CC[C@@H]1CCNC[C@@H]1C(=O)O", "product_smiles_canonical": "CC[C@@H]1CCNC[C@@H]1C(=O)O", "reactant_smiles": ["CC[C@@H]1CCNC[C@@H]1C#N"], "reactant_smiles_canonical": ["CC[C@@H]1CCNC[C@@H]1C#N"], "stability_raw": {"CC[C@@H]1CCNC[C@@H]1C#N": {"valid_structure": true, "stability_score": 60, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 138.214, "logP": 1.14568, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for N: Reactant has 2, Product has 1", "Possible unnecessary bonds formed: Reactant has 10 bonds, Product has 11 bonds"]}}} +{"timestamp": "2025-12-23T19:17:31", "job_id": "checker_20251223_190644_19096", "target_smiles_raw": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_smiles_canonical": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "CC[C@@H]1CCNC[C@@H]1C#N", "product_smiles_canonical": "CC[C@@H]1CCNC[C@@H]1C#N", "reactant_smiles": ["CC[C@@H]1CCNC[C@@H]1Br"], "reactant_smiles_canonical": ["CC[C@@H]1CCNC[C@@H]1Br"], "stability_raw": {"CC[C@@H]1CCNC[C@@H]1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 192.1, "logP": 1.7694, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 2", "Atom count mismatch for C: Reactant has 7, Product has 8", "Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T19:17:31", "job_id": "checker_20251223_190644_19096", "target_smiles_raw": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_smiles_canonical": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "CC[C@@H]1CCNC[C@@H]1Br", "product_smiles_canonical": "CC[C@@H]1CCNC[C@@H]1Br", "reactant_smiles": ["CCC1CCNCC1"], "reactant_smiles_canonical": ["CCC1CCNCC1"], "stability_raw": {"CCC1CCNCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 113.20400000000001, "logP": 1.396, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 8 bonds, Product has 9 bonds"]}}} +{"timestamp": "2025-12-23T19:17:31", "job_id": "checker_20251223_190644_19096", "target_smiles_raw": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_smiles_canonical": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "CCC1CCNCC1", "product_smiles_canonical": "CCC1CCNCC1", "reactant_smiles": ["CCC1CCN(Cc2ccccc2)CC1"], "reactant_smiles_canonical": ["CCC1CCN(Cc2ccccc2)CC1"], "stability_raw": {"CCC1CCN(Cc2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 203.329, "logP": 3.308600000000002, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 14, 13, 5, 4, 3], [8, 9, 10, 11, 12, 7]], "bond_rings": [[14, 13, 12, 4, 3, 2], [8, 9, 10, 11, 15, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 14, Product has 7", "Ring size change detected: Reactant rings [6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T19:17:31", "job_id": "checker_20251223_190644_19096", "target_smiles_raw": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_smiles_canonical": "COc1ccc2nccc(C(N)CC[C@@H]3CCN(CCSc4cccs4)C[C@@H]3C(=O)O)c2c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 3, "depth": 3, "product_smiles": "BrCCSc1cccs1", "product_smiles_canonical": "BrCCSc1cccs1", "reactant_smiles": ["Sc1cccs1", "BrCCBr"], "reactant_smiles_canonical": ["Sc1cccs1", "BrCCBr"], "stability_raw": {"Sc1cccs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 116.20999999999998, "logP": 2.0367999999999995, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "BrCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.862, "logP": 1.7762, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T19:28:34", "job_id": "checker_20251223_191759_19096", "target_smiles_raw": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_smiles_canonical": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "product_smiles_canonical": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "reactant_smiles": ["O=C=Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1", "Nc1ccccc1F"], "reactant_smiles_canonical": ["O=C=Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1", "Nc1ccccc1F"], "stability_raw": {"O=C=Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1": {"valid_structure": true, "stability_score": 55, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 380.46900000000005, "logP": 4.700000000000004, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 6, "atom_rings": [[8, 7, 24, 10, 9], [3, 26, 25, 6, 5, 4], [12, 13, 14, 15, 23, 11], [12, 13, 21, 17, 22, 11], [14, 15, 16, 17, 21, 13], [16, 17, 22, 11, 23, 15]], "bond_rings": [[7, 27, 23, 9, 8], [26, 25, 24, 5, 4, 3], [12, 13, 14, 22, 29, 11], [12, 30, 20, 21, 28, 11], [14, 15, 16, 20, 30, 13], [16, 21, 28, 29, 22, 15]], "num_aliphatic_carbocycles": 4, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 4}, "atom_data": {"num_atoms": 27, "num_bonds": 31, "num_heavy_atoms": 27, "num_heavy_bonds": 31, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 16}, "assessment": "Moderately stable"}, "Nc1ccccc1F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 111.119, "logP": 1.4079, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[7, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 39 bonds, Product has 40 bonds"]}}} +{"timestamp": "2025-12-23T19:28:34", "job_id": "checker_20251223_191759_19096", "target_smiles_raw": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_smiles_canonical": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C=Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1", "product_smiles_canonical": "O=C=Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1", "reactant_smiles": ["Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1", "O=C=O"], "reactant_smiles_canonical": ["Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1", "O=C=O"], "stability_raw": {"Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1": {"valid_structure": true, "stability_score": 90, "issues": [], "metrics": {"molecular_weight": 354.4750000000001, "logP": 4.314900000000003, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 6, "atom_rings": [[6, 5, 22, 8, 7], [1, 24, 23, 4, 3, 2], [10, 11, 12, 13, 21, 9], [10, 11, 19, 15, 20, 9], [12, 13, 14, 15, 19, 11], [14, 15, 20, 9, 21, 13]], "bond_rings": [[5, 25, 21, 7, 6], [24, 23, 22, 3, 2, 1], [10, 11, 12, 20, 27, 9], [10, 28, 18, 19, 26, 9], [12, 13, 14, 18, 28, 11], [14, 19, 26, 27, 20, 13]], "num_aliphatic_carbocycles": 4, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 4}, "atom_data": {"num_atoms": 25, "num_bonds": 29, "num_heavy_atoms": 25, "num_heavy_bonds": 29, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "O=C=O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 44.009, "logP": -0.5835, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T19:28:34", "job_id": "checker_20251223_191759_19096", "target_smiles_raw": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_smiles_canonical": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1", "product_smiles_canonical": "Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1", "reactant_smiles": ["Brc1cnc(C23CC4CC(CC(C(=O)O)(C4)C2)C3)s1", "Nc1ccc(B(O)O)cc1"], "reactant_smiles_canonical": ["O=C(O)C12CC3CC(C1)CC(c1ncc(Br)s1)(C3)C2", "Nc1ccc(B(O)O)cc1"], "stability_raw": {"Brc1cnc(C23CC4CC(CC(C(=O)O)(C4)C2)C3)s1": {"valid_structure": true, "stability_score": 85, "issues": [], "metrics": {"molecular_weight": 342.2580000000001, "logP": 3.8282000000000025, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 5, "atom_rings": [[1, 2, 3, 4, 18], [6, 7, 8, 9, 17, 5], [6, 7, 15, 11, 16, 5], [8, 9, 10, 11, 15, 7], [10, 11, 16, 5, 17, 9]], "bond_rings": [[1, 2, 3, 17, 18], [6, 7, 8, 16, 20, 5], [6, 21, 14, 15, 19, 5], [8, 9, 10, 14, 21, 7], [10, 15, 19, 20, 16, 9]], "num_aliphatic_carbocycles": 4, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 4}, "atom_data": {"num_atoms": 19, "num_bonds": 22, "num_heavy_atoms": 19, "num_heavy_bonds": 22, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "Nc1ccc(B(O)O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 136.947, "logP": -1.0514000000000001, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 8, 4, 3, 2]], "bond_rings": [[9, 8, 7, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T19:28:34", "job_id": "checker_20251223_191759_19096", "target_smiles_raw": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_smiles_canonical": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "Brc1cnc(C23CC4CC(CC(C(=O)O)(C4)C2)C3)s1", "product_smiles_canonical": "O=C(O)C12CC3CC(C1)CC(c1ncc(Br)s1)(C3)C2", "reactant_smiles": ["Brc1cnc(Cl)s1", "O=C(O)C12CC3CC(CC(C3)C1)C2"], "reactant_smiles_canonical": ["Clc1ncc(Br)s1", "O=C(O)C12CC3CC(CC(C3)C1)C2"], "stability_raw": {"Brc1cnc(Cl)s1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 198.472, "logP": 2.559, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "O=C(O)C12CC3CC(CC(C3)C1)C2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 180.24699999999996, "logP": 2.2874000000000008, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 4, "atom_rings": [[4, 5, 6, 7, 12, 3], [4, 5, 10, 9, 11, 3], [6, 7, 8, 9, 10, 5], [8, 9, 11, 3, 12, 7]], "bond_rings": [[4, 5, 6, 11, 13, 3], [4, 14, 9, 10, 12, 3], [6, 7, 8, 9, 14, 5], [8, 10, 12, 13, 11, 7]], "num_aliphatic_carbocycles": 4, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 4}, "atom_data": {"num_atoms": 13, "num_bonds": 15, "num_heavy_atoms": 13, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T19:28:34", "job_id": "checker_20251223_191759_19096", "target_smiles_raw": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_smiles_canonical": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C(O)C12CC3CC(CC(C3)C1)C2", "product_smiles_canonical": "O=C(O)C12CC3CC(CC(C3)C1)C2", "reactant_smiles": ["CCOC(=O)C12CC3CC(CC(C3)C1)C2"], "reactant_smiles_canonical": ["CCOC(=O)C12CC3CC(CC(C3)C1)C2"], "stability_raw": {"CCOC(=O)C12CC3CC(CC(C3)C1)C2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 208.30099999999996, "logP": 2.765900000000001, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[6, 7, 8, 9, 14, 5], [6, 7, 12, 11, 13, 5], [8, 9, 10, 11, 12, 7], [10, 11, 13, 5, 14, 9]], "bond_rings": [[6, 7, 8, 13, 15, 5], [6, 16, 11, 12, 14, 5], [8, 9, 10, 11, 16, 7], [10, 12, 14, 15, 13, 9]], "num_aliphatic_carbocycles": 4, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 4, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 4}, "atom_data": {"num_atoms": 15, "num_bonds": 17, "num_heavy_atoms": 15, "num_heavy_bonds": 17, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 13, Product has 11"]}}} +{"timestamp": "2025-12-23T19:28:34", "job_id": "checker_20251223_191759_19096", "target_smiles_raw": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_smiles_canonical": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 2, "depth": 3, "product_smiles": "Nc1ccc(B(O)O)cc1", "product_smiles_canonical": "Nc1ccc(B(O)O)cc1", "reactant_smiles": ["O=[N+]([O-])c1ccc(B(O)O)cc1"], "reactant_smiles_canonical": ["O=[N+]([O-])c1ccc(B(O)O)cc1"], "stability_raw": {"O=[N+]([O-])c1ccc(B(O)O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.929, "logP": -0.7254, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 11, 10, 6, 5, 4]], "bond_rings": [[11, 10, 9, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2"]}}} +{"timestamp": "2025-12-23T19:28:34", "job_id": "checker_20251223_191759_19096", "target_smiles_raw": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_smiles_canonical": "O=C(Nc1ccc(-c2cnc(C34CC5CC(CC(C(=O)O)(C5)C3)C4)s2)cc1)Nc1ccccc1F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 0, "depth": 1, "product_smiles": "Nc1ccccc1F", "product_smiles_canonical": "Nc1ccccc1F", "reactant_smiles": ["O=C(Nc1ccccc1F)C(F)(F)F"], "reactant_smiles_canonical": ["O=C(Nc1ccccc1F)C(F)(F)F"], "stability_raw": {"O=C(Nc1ccccc1F)C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.12599999999992, "logP": 2.3265000000000002, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[13, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points", "Atom count inconsistency: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for F: Reactant has 4, Product has 1", "Atom count mismatch for C: Reactant has 8, Product has 6"]}}} +{"timestamp": "2025-12-23T19:45:22", "job_id": "checker_20251223_192901_19096", "target_smiles_raw": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_smiles_canonical": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "product_smiles_canonical": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "reactant_smiles": ["OC[C@H]1O[C@](O)(c2ccc(Cl)c(Br)c2)[C@H](O)[C@@H](O)[C@@H]1O", "Bc1ccc(C#Cc2cnccn2)cc1"], "reactant_smiles_canonical": ["OC[C@H]1O[C@](O)(c2ccc(Cl)c(Br)c2)[C@H](O)[C@@H](O)[C@@H]1O", "Bc1ccc(C#Cc2cnccn2)cc1"], "stability_raw": {"OC[C@H]1O[C@](O)(c2ccc(Cl)c(Br)c2)[C@H](O)[C@@H](O)[C@@H]1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 369.59499999999997, "logP": -0.27859999999999985, "h_bond_donors": 5, "h_bond_acceptors": 6, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 18, 16, 14, 4, 3], [7, 8, 9, 11, 13, 6]], "bond_rings": [[19, 17, 15, 13, 3, 2], [7, 8, 10, 12, 20, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "Bc1ccc(C#Cc2cnccn2)cc1": {"valid_structure": true, "stability_score": 75, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 192.03000000000003, "logP": 0.1347999999999998, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 14, 13, 4, 3, 2], [8, 9, 10, 11, 12, 7]], "bond_rings": [[14, 13, 12, 3, 2, 1], [8, 9, 10, 11, 15, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 24, Product has 25"]}}} +{"timestamp": "2025-12-23T19:45:22", "job_id": "checker_20251223_192901_19096", "target_smiles_raw": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_smiles_canonical": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Br)c2)[C@H](O)[C@@H](O)[C@@H]1O", "product_smiles_canonical": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Br)c2)[C@H](O)[C@@H](O)[C@@H]1O", "reactant_smiles": ["CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O", "Clc1ccccc1Br"], "reactant_smiles_canonical": ["CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O", "Clc1ccccc1Br"], 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"checker_20251223_192901_19096", "target_smiles_raw": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_smiles_canonical": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 3, "product_smiles": "Nc1ccccc1Cl", "product_smiles_canonical": "Nc1ccccc1Cl", "reactant_smiles": ["Nc1c(Cl)cccc1Cl"], "reactant_smiles_canonical": ["Nc1c(Cl)cccc1Cl"], "stability_raw": {"Nc1c(Cl)cccc1Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.01899999999998, "logP": 2.5756000000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 5, 4, 2]], "bond_rings": [[8, 6, 5, 4, 3, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Chloro", "from_positions": ["ortho", "ortho"], "to_positions": ["ortho"]}], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1", "Substituent position change detected: Chloro moved from ortho, ortho to ortho position(s)"]}}} +{"timestamp": "2025-12-23T19:45:22", "job_id": "checker_20251223_192901_19096", "target_smiles_raw": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_smiles_canonical": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 0, "depth": 1, "product_smiles": "Bc1ccc(C#Cc2cnccn2)cc1", "product_smiles_canonical": "Bc1ccc(C#Cc2cnccn2)cc1", "reactant_smiles": ["Bc1ccc(Br)cc1", "C#Cc1cnccn1"], "reactant_smiles_canonical": ["Bc1ccc(Br)cc1", "C#Cc1cnccn1"], "stability_raw": {"Bc1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 168.83, "logP": 0.7075, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "C#Cc1cnccn1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 104.11199999999998, "logP": 0.4578999999999999, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T19:45:22", "job_id": "checker_20251223_192901_19096", "target_smiles_raw": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_smiles_canonical": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 2, "product_smiles": "Bc1ccc(Br)cc1", "product_smiles_canonical": "Bc1ccc(Br)cc1", "reactant_smiles": ["Nc1ccc(Br)cc1"], "reactant_smiles_canonical": ["Nc1ccc(Br)cc1"], "stability_raw": {"Nc1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.02500000000003, "logP": 2.0313, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 0, Product has 1", "Atom count mismatch for N: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T19:45:22", "job_id": "checker_20251223_192901_19096", "target_smiles_raw": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_smiles_canonical": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 3, "product_smiles": "Nc1ccc(Br)cc1", "product_smiles_canonical": "Nc1ccc(Br)cc1", "reactant_smiles": ["O=[N+]([O-])c1ccc(Br)cc1"], "reactant_smiles_canonical": ["O=[N+]([O-])c1ccc(Br)cc1"], "stability_raw": {"O=[N+]([O-])c1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 202.007, "logP": 2.3573000000000004, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 8, 6, 5, 4]], "bond_rings": [[9, 8, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T19:45:22", "job_id": "checker_20251223_192901_19096", "target_smiles_raw": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_smiles_canonical": "OC[C@H]1O[C@](O)(c2ccc(Cl)c(Cc3ccc(C#Cc4cnccn4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 9, "depth": 2, "product_smiles": "C#Cc1cnccn1", "product_smiles_canonical": "C#Cc1cnccn1", "reactant_smiles": ["C[Si](C)(C)C#Cc1cnccn1"], "reactant_smiles_canonical": ["C[Si](C)(C)C#Cc1cnccn1"], "stability_raw": {"C[Si](C)(C)C#Cc1cnccn1": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 176.295, "logP": 1.7054999999999998, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 11, 10, 9, 8, 7]], "bond_rings": [[11, 10, 9, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Si: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 9, Product has 6"]}}} +{"timestamp": "2025-12-23T19:50:04", "job_id": "checker_20251223_194602_19096", "target_smiles_raw": "Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1", "target_smiles_canonical": "Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1", "product_smiles_canonical": "Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1", "reactant_smiles": ["Nc1ncnc2c1c(Br)cn2C1CCC1", "OB(O)c1ccc2ccc(-c3ccccc3)nc2c1"], "reactant_smiles_canonical": ["Nc1ncnc2c1c(Br)cn2C1CCC1", "OB(O)c1ccc2ccc(-c3ccccc3)nc2c1"], "stability_raw": {"Nc1ncnc2c1c(Br)cn2C1CCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 267.13, "logP": 2.5010000000000012, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 6, 5, 4, 3, 2], [7, 6, 5, 10, 9], [12, 13, 14, 11]], "bond_rings": [[14, 5, 4, 3, 2, 1], [6, 5, 16, 9, 8], [12, 13, 15, 11]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 17, "num_heavy_atoms": 15, "num_heavy_bonds": 17, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "OB(O)c1ccc2ccc(-c3ccccc3)nc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 249.078, "logP": 1.5815999999999997, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 18, 17, 6, 5, 4], [7, 8, 9, 16, 17, 6], [11, 12, 13, 14, 15, 10]], "bond_rings": [[18, 17, 19, 5, 4, 3], [7, 8, 15, 16, 19, 6], [11, 12, 13, 14, 20, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T19:50:04", "job_id": "checker_20251223_194602_19096", "target_smiles_raw": "Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1", "target_smiles_canonical": "Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Nc1ncnc2c1c(Br)cn2C1CCC1", "product_smiles_canonical": "Nc1ncnc2c1c(Br)cn2C1CCC1", "reactant_smiles": ["BrC1CCC1", "Nc1ncnc2[nH]cc(Br)c12"], "reactant_smiles_canonical": ["BrC1CCC1", "Nc1ncnc2[nH]cc(Br)c12"], "stability_raw": {"BrC1CCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 135.004, "logP": 1.9338, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 4, 3, 2]], "bond_rings": [[4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Nc1ncnc2[nH]cc(Br)c12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 213.03799999999998, "logP": 1.3026, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 5, 4, 3, 2], [6, 5, 10, 8, 7]], "bond_rings": [[10, 11, 4, 3, 2, 1], [5, 11, 9, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T19:50:04", "job_id": "checker_20251223_194602_19096", "target_smiles_raw": "Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1", "target_smiles_canonical": "Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "OB(O)c1ccc2ccc(-c3ccccc3)nc2c1", "product_smiles_canonical": "OB(O)c1ccc2ccc(-c3ccccc3)nc2c1", "reactant_smiles": ["OB(O)c1ccc2cc(Br)c(-c3ccccc3)nc2c1"], "reactant_smiles_canonical": ["OB(O)c1ccc2cc(Br)c(-c3ccccc3)nc2c1"], "stability_raw": {"OB(O)c1ccc2cc(Br)c(-c3ccccc3)nc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 327.974, "logP": 2.344099999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 19, 18, 6, 5, 4], [7, 8, 10, 17, 18, 6], [12, 13, 14, 15, 16, 11]], "bond_rings": [[19, 18, 20, 5, 4, 3], [7, 9, 16, 17, 20, 6], [12, 13, 14, 15, 21, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 35, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (C6)", "from_positions": ["ortho"], "to_positions": ["meta"]}], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Substituent position change detected: Group (C6) moved from ortho to meta position(s)"]}}} +{"timestamp": "2025-12-23T19:50:04", "job_id": "checker_20251223_194602_19096", "target_smiles_raw": "Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1", "target_smiles_canonical": "Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "OB(O)c1ccc2cc(Br)c(-c3ccccc3)nc2c1", "product_smiles_canonical": "OB(O)c1ccc2cc(Br)c(-c3ccccc3)nc2c1", "reactant_smiles": ["Nc1cc(B(O)O)ccc1C=O", "O=C(CBr)c1ccccc1"], "reactant_smiles_canonical": ["Nc1cc(B(O)O)ccc1C=O", "O=C(CBr)c1ccccc1"], "stability_raw": {"Nc1cc(B(O)O)ccc1C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 164.95699999999997, "logP": -1.2389000000000001, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 8, 7, 3, 2]], "bond_rings": [[11, 8, 7, 6, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C(CBr)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 199.04700000000003, "logP": 2.2641999999999998, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 9, 8, 7, 6, 5]], "bond_rings": [[9, 8, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points", "Significant 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"product_smiles_canonical": "Nc1cc(B(O)O)ccc1C=O", "reactant_smiles": ["O=Cc1ccc(B(O)O)cc1[N+](=O)[O-]"], "reactant_smiles_canonical": ["O=Cc1ccc(B(O)O)cc1[N+](=O)[O-]"], "stability_raw": {"O=Cc1ccc(B(O)O)cc1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 194.93899999999996, "logP": -0.9129000000000003, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 9, 5, 4, 3]], "bond_rings": [[13, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom 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{"O=[N+]([O-])c1cc(B(O)O)ccc1CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.95499999999998, "logP": -1.2331, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 11, 10, 9, 5, 4]], "bond_rings": [[13, 10, 9, 8, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T19:50:04", "job_id": "checker_20251223_194602_19096", "target_smiles_raw": "Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1", "target_smiles_canonical": "Nc1ncnc2c1c(-c1ccc3ccc(-c4ccccc4)nc3c1)cn2C1CCC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "O=[N+]([O-])c1cc(B(O)O)ccc1CO", "product_smiles_canonical": "O=[N+]([O-])c1cc(B(O)O)ccc1CO", "reactant_smiles": ["O=C(O)c1ccc(B(O)O)cc1[N+](=O)[O-]"], "reactant_smiles_canonical": ["O=C(O)c1ccc(B(O)O)cc1[N+](=O)[O-]"], "stability_raw": {"O=C(O)c1ccc(B(O)O)cc1[N+](=O)[O-]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 210.938, "logP": -1.0272, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 11, 10, 6, 5, 4]], "bond_rings": [[14, 10, 9, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T19:55:47", "job_id": "checker_20251223_195009_19096", "target_smiles_raw": "CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC", 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"num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 11, "num_heavy_atoms": 12, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "O=C(O)[C@@H]1CCCN1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 115.13200000000002, "logP": -0.177, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 7]], "bond_rings": [[3, 4, 5, 6, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 5", "Atom count mismatch for N: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 13, Product has 14", "Possible unnecessary bonds formed: Reactant has 19 bonds, Product has 21 bonds"]}}} +{"timestamp": "2025-12-23T19:55:47", "job_id": "checker_20251223_195009_19096", "target_smiles_raw": "CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC", "target_smiles_canonical": "CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCCC[C@@H](N)[C@@H](F)C(=O)OC", "product_smiles_canonical": "CCCC[C@@H](N)[C@@H](F)C(=O)OC", "reactant_smiles": ["CCCC[C@@H](N)[C@@H](F)C(=O)O"], "reactant_smiles_canonical": ["CCCC[C@@H](N)[C@@H](F)C(=O)O"], "stability_raw": {"CCCC[C@@H](N)[C@@H](F)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 163.192, "logP": 0.9265999999999999, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 7, Product has 8", "Possible unnecessary bonds formed: Reactant has 10 bonds, Product has 11 bonds"]}}} +{"timestamp": "2025-12-23T19:55:47", "job_id": "checker_20251223_195009_19096", "target_smiles_raw": "CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC", "target_smiles_canonical": "CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CCCC[C@@H](N)[C@@H](F)C(=O)O", "product_smiles_canonical": "CCCC[C@@H](N)[C@@H](F)C(=O)O", "reactant_smiles": ["CCCC[C@@H](N)CC(=O)O"], "reactant_smiles_canonical": ["CCCC[C@@H](N)CC(=O)O"], "stability_raw": {"CCCC[C@@H](N)CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 145.202, "logP": 0.9786000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 9, "num_heavy_atoms": 10, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 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"reactant_smiles_canonical": ["CCCC[C@@H](N)CC(=O)OCC"], "stability_raw": {"CCCC[C@@H](N)CC(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 173.25599999999997, "logP": 1.4570999999999998, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 11, "num_heavy_atoms": 12, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 7"]}}} +{"timestamp": "2025-12-23T19:55:47", "job_id": "checker_20251223_195009_19096", "target_smiles_raw": "CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC", "target_smiles_canonical": "CCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)[C@@H](F)C(=O)OC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@@H]1CCCN1", "product_smiles_canonical": "O=C(O)[C@@H]1CCCN1", "reactant_smiles": ["O=C(OCc1ccccc1)[C@@H]1CCCN1"], "reactant_smiles_canonical": ["O=C(OCc1ccccc1)[C@@H]1CCCN1"], "stability_raw": {"O=C(OCc1ccccc1)[C@@H]1CCCN1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 205.25699999999995, "logP": 1.4817999999999998, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 6, 7, 8, 9, 4], [11, 10, 14, 13, 12]], "bond_rings": [[5, 6, 7, 8, 14, 4], [10, 15, 13, 12, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [5, 6], Product rings [5]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 0"]}}} +{"timestamp": "2025-12-23T19:58:05", "job_id": "checker_20251223_195552_19096", "target_smiles_raw": "NC1=Nc2ccc(F)cc2C2CCCC12", "target_smiles_canonical": "NC1=Nc2ccc(F)cc2C2CCCC12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "NC1=Nc2ccc(F)cc2C2CCCC12", "product_smiles_canonical": "NC1=Nc2ccc(F)cc2C2CCCC12", "reactant_smiles": ["O=C1c2ccc(F)cc2C2CCCC12", "N"], "reactant_smiles_canonical": ["O=C1c2ccc(F)cc2C2CCCC12", "N"], "stability_raw": {"O=C1c2ccc(F)cc2C2CCCC12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 190.21699999999996, "logP": 2.9057000000000013, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 8, 9, 13], [3, 4, 5, 7, 8, 2], [10, 9, 13, 12, 11]], "bond_rings": [[1, 14, 8, 15, 13], [3, 4, 6, 7, 14, 2], [9, 15, 12, 11, 10]], "num_aliphatic_carbocycles": 2, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 16, "num_heavy_atoms": 14, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 2", "Ring size change detected: Reactant rings [5, 5, 6], Product rings [5, 6, 6]", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T19:58:05", "job_id": "checker_20251223_195552_19096", "target_smiles_raw": "NC1=Nc2ccc(F)cc2C2CCCC12", "target_smiles_canonical": "NC1=Nc2ccc(F)cc2C2CCCC12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C1c2ccc(F)cc2C2CCCC12", "product_smiles_canonical": "O=C1c2ccc(F)cc2C2CCCC12", "reactant_smiles": ["O=C(C1=CCCC1)c1ccc(F)cc1"], "reactant_smiles_canonical": ["O=C(C1=CCCC1)c1ccc(F)cc1"], "stability_raw": {"O=C(C1=CCCC1)c1ccc(F)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 190.217, "logP": 3.1187000000000014, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 2, 6, 5, 4], [8, 9, 10, 12, 13, 7]], "bond_rings": [[2, 13, 5, 4, 3], [8, 9, 11, 12, 14, 7]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Ring structure changes: -50 points", "Unnecessary bond formations: -5 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["5-membered ring added", "5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [5, 6], Product rings [5, 5, 6]", "Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T19:58:05", "job_id": "checker_20251223_195552_19096", "target_smiles_raw": "NC1=Nc2ccc(F)cc2C2CCCC12", "target_smiles_canonical": "NC1=Nc2ccc(F)cc2C2CCCC12", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(C1=CCCC1)c1ccc(F)cc1", "product_smiles_canonical": "O=C(C1=CCCC1)c1ccc(F)cc1", "reactant_smiles": ["CCOCC", "N#CC1=CCCC1", "Fc1ccc(Br)cc1"], "reactant_smiles_canonical": ["CCOCC", "N#CC1=CCCC1", "Fc1ccc(Br)cc1"], "stability_raw": {"CCOCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 74.123, "logP": 1.0428000000000002, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "N#CC1=CCCC1": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 93.129, "logP": 1.62028, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 6]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Moderately stable"}, "Fc1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 175.0, "logP": 2.5882000000000005, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 16, Product has 12"]}}} +{"timestamp": "2025-12-23T20:02:33", "job_id": "checker_20251223_195809_19096", "target_smiles_raw": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "product_smiles_canonical": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "reactant_smiles": ["CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)NC1=O", "BrCc1ccccc1"], "reactant_smiles_canonical": ["CC1(CO[Si](C)(C)C(C)(C)C)COC(C)(C)C(=O)N1", "BrCc1ccccc1"], "stability_raw": {"CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)NC1=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 287.476, "logP": 2.6919000000000004, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 17, 16, 5, 4, 3]], "bond_rings": [[18, 16, 15, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 19}, "assessment": "Likely stable"}, "BrCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 171.037, "logP": 2.5815, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:02:33", "job_id": "checker_20251223_195809_19096", "target_smiles_raw": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)NC1=O", "product_smiles_canonical": "CC1(CO[Si](C)(C)C(C)(C)C)COC(C)(C)C(=O)N1", "reactant_smiles": ["CC1(C)OCC(C)(CO)NC1=O", "C[Si](C)(C(C)(C)C)Cl"], "reactant_smiles_canonical": ["CC1(CO)COC(C)(C)C(=O)N1", "CC(C)(C)[Si](C)(C)Cl"], "stability_raw": {"CC1(C)OCC(C)(CO)NC1=O": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 173.21200000000002, "logP": -0.33760000000000007, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 5, 4, 3]], "bond_rings": [[11, 9, 8, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "C[Si](C)(C(C)(C)C)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.72499999999997, "logP": 3.230400000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:02:33", "job_id": "checker_20251223_195809_19096", "target_smiles_raw": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC1(C)OCC(C)(CO)NC1=O", "product_smiles_canonical": "CC1(CO)COC(C)(C)C(=O)N1", "reactant_smiles": ["CC(C)(O)CNC(C)(C)CO", "O=C=O"], "reactant_smiles_canonical": ["CC(C)(O)CNC(C)(C)CO", "O=C=O"], "stability_raw": {"CC(C)(O)CNC(C)(C)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.24499999999998, "logP": 0.11779999999999996, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "O=C=O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 44.009, "logP": -0.5835, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 9, Product has 8", "Ring size change detected: Reactant rings [], Product rings [6]"]}}} +{"timestamp": "2025-12-23T20:02:33", "job_id": "checker_20251223_195809_19096", "target_smiles_raw": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(O)CNC(C)(C)CO", "product_smiles_canonical": "CC(C)(O)CNC(C)(C)CO", "reactant_smiles": ["CC1(C)CO1", "CC(C)(N)CO"], "reactant_smiles_canonical": ["CC1(C)CO1", "CC(C)(N)CO"], "stability_raw": {"CC1(C)CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 72.107, "logP": 0.7952, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 3, 4]], "bond_rings": [[2, 3, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(C)(N)CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.13799999999999, "logP": -0.2840000000000001, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Ring size change detected: Reactant rings [3], Product rings []"]}}} +{"timestamp": "2025-12-23T20:02:33", "job_id": "checker_20251223_195809_19096", "target_smiles_raw": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "C[Si](C)(C(C)(C)C)Cl", "product_smiles_canonical": "CC(C)(C)[Si](C)(C)Cl", "reactant_smiles": ["C[Si](C)([H])C(C)(C)C"], "reactant_smiles_canonical": ["C[SiH](C)C(C)(C)C"], "stability_raw": {"C[Si](C)([H])C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 116.27999999999999, "logP": 2.2732, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 6 bonds, Product has 7 bonds"]}}} +{"timestamp": "2025-12-23T20:02:33", "job_id": "checker_20251223_195809_19096", "target_smiles_raw": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "C[Si](C)([H])C(C)(C)C", "product_smiles_canonical": "C[SiH](C)C(C)(C)C", "reactant_smiles": ["C[Si](C)([H])[H]", "C=C(C)C"], "reactant_smiles_canonical": ["C[SiH2]C", "C=C(C)C"], "stability_raw": {"C[Si](C)([H])[H]": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.172, "logP": 0.25139999999999996, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 5 bonds, Product has 6 bonds"]}}} +{"timestamp": "2025-12-23T20:02:33", "job_id": "checker_20251223_195809_19096", "target_smiles_raw": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_smiles_canonical": "CC1(C)OCC(C)(CO[Si](C)(C)C(C)(C)C)N(Cc2ccccc2)C1=O", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 0, "depth": 1, "product_smiles": "BrCc1ccccc1", "product_smiles_canonical": "BrCc1ccccc1", "reactant_smiles": ["Cc1ccccc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Cc1ccccc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"Cc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 92.14099999999999, "logP": 1.99502, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 7", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T20:05:10", "job_id": "checker_20251223_200303_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "CO[C@@H]1CN(c2nc(C(=O)O)c(C)s2)CC[C@@H]1N"], "reactant_smiles_canonical": ["CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "CO[C@@H]1CN(c2nc(C(=O)O)c(C)s2)CC[C@@H]1N"], "stability_raw": {"CCc1[nH]c(C(=O)O)nc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 208.13899999999995, "logP": 1.6891, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 8, 9]], "bond_rings": [[2, 3, 7, 8, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CO[C@@H]1CN(c2nc(C(=O)O)c(C)s2)CC[C@@H]1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 271.342, "logP": 0.7021199999999997, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 16, 15, 14, 4, 3], [6, 5, 13, 11, 7]], "bond_rings": [[17, 15, 14, 13, 3, 2], [5, 18, 12, 10, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T20:05:10", "job_id": "checker_20251223_200303_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]c(Br)nc1C(F)(F)F"], "reactant_smiles_canonical": ["CCc1[nH]c(Br)nc1C(F)(F)F"], "stability_raw": {"CCc1[nH]c(Br)nc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 243.02599999999995, "logP": 2.753400000000001, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 6, 7]], "bond_rings": [[2, 3, 5, 6, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 6, Product has 7", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T20:05:10", "job_id": "checker_20251223_200303_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CCc1[nH]c(Br)nc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]c(Br)nc1C(F)(F)F", "reactant_smiles": ["CCc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["CCc1[nH]cnc1C(F)(F)F"], "stability_raw": {"CCc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 164.12999999999997, "logP": 1.9909, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 11 bonds, Product has 12 bonds"]}}} +{"timestamp": "2025-12-23T20:05:10", "job_id": "checker_20251223_200303_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CCc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "CCc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["C#Cc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["C#Cc1[nH]cnc1C(F)(F)F"], "stability_raw": {"C#Cc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 160.09799999999998, "logP": 1.4098, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 3, 4, 5, 6]], "bond_rings": [[2, 3, 4, 5, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T20:05:10", "job_id": "checker_20251223_200303_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "C#Cc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "C#Cc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F"], "reactant_smiles_canonical": ["CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F"], "stability_raw": {"CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 218.17799999999994, "logP": 1.5509, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 8, 9, 10]], "bond_rings": [[6, 7, 8, 9, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 10}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 9, Product has 6"]}}} +{"timestamp": "2025-12-23T20:05:10", "job_id": "checker_20251223_200303_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F", "product_smiles_canonical": "CC(C)(O)C#Cc1[nH]cnc1C(F)(F)F", "reactant_smiles": ["CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C"], "reactant_smiles_canonical": ["CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C"], "stability_raw": {"CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C": {"valid_structure": true, "stability_score": 70, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 348.44100000000014, "logP": 3.3366000000000016, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 7, 12, 13, 14]], "bond_rings": [[6, 11, 12, 13, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 23, "num_heavy_atoms": 23, "num_heavy_bonds": 23, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 18}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for Si: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 15, Product has 9"]}}} +{"timestamp": "2025-12-23T20:05:10", "job_id": "checker_20251223_200303_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C", "product_smiles_canonical": "CC(C)(O)C#Cc1c(C(F)(F)F)ncn1COCC[Si](C)(C)C", "reactant_smiles": ["C#CC(C)(C)O", "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br"], "reactant_smiles_canonical": ["C#CC(C)(C)O", "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br"], "stability_raw": {"C#CC(C)(C)O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 84.11799999999998, "logP": 0.3905, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Moderately stable"}, "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 345.23499999999996, "logP": 3.9767000000000037, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 9, 10, 11, 16]], "bond_rings": [[8, 9, 10, 15, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 18, "num_heavy_atoms": 18, "num_heavy_bonds": 18, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:05:10", "job_id": "checker_20251223_200303_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br", "product_smiles_canonical": "C[Si](C)(C)CCOCn1cnc(C(F)(F)F)c1Br", "reactant_smiles": ["C[Si](C)(C)CCOCCl", "FC(F)(F)c1nc[nH]c1Br"], "reactant_smiles_canonical": ["C[Si](C)(C)CCOCCl", "FC(F)(F)c1nc[nH]c1Br"], "stability_raw": {"C[Si](C)(C)CCOCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 166.724, "logP": 2.5375000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "FC(F)(F)c1nc[nH]c1Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 214.972, "logP": 2.191, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 5, 6, 7, 8]], "bond_rings": [[4, 5, 6, 7, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:05:10", "job_id": "checker_20251223_200303_19096", "target_smiles_raw": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_smiles_canonical": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 0, "depth": 1, "product_smiles": "CO[C@@H]1CN(c2nc(C(=O)O)c(C)s2)CC[C@@H]1N", "product_smiles_canonical": "CO[C@@H]1CN(c2nc(C(=O)O)c(C)s2)CC[C@@H]1N", "reactant_smiles": ["CO[C@@H]1CNCC[C@@H]1N", "Cc1sc(Cl)nc1C(=O)O"], "reactant_smiles_canonical": ["CO[C@@H]1CNCC[C@@H]1N", "Cc1sc(Cl)nc1C(=O)O"], "stability_raw": {"CO[C@@H]1CNCC[C@@H]1N": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 130.19099999999997, "logP": -0.6779999999999995, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "Cc1sc(Cl)nc1C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.612, "logP": 1.80312, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 5, 6]], "bond_rings": [[1, 2, 4, 5, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:06:53", "job_id": "checker_20251223_200515_19096", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "product_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "reactant_smiles": ["Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "O=C(Cl)OCCc1ccccc1"], "reactant_smiles_canonical": ["Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "O=C(Cl)OCCc1ccccc1"], "stability_raw": {"Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 325.32800000000003, "logP": 1.3196999999999997, "h_bond_donors": 1, "h_bond_acceptors": 8, "rotatable_bonds": 5}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 3, 5, 6], [12, 13, 14, 15, 17, 11], [19, 20, 21, 22, 23, 18]], "bond_rings": [[1, 2, 4, 5, 23], [12, 13, 14, 16, 24, 11], [19, 20, 21, 22, 25, 18]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 26, "num_heavy_atoms": 24, "num_heavy_bonds": 26, "num_aromatic_atoms": 17, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "O=C(Cl)OCCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 184.62200000000004, "logP": 2.6045000000000007, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 11, 10, 9, 8, 7]], "bond_rings": [[11, 10, 9, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:06:53", "job_id": "checker_20251223_200515_19096", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "product_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(N)n1)c1ccccc1", "reactant_smiles": ["Cn1oc(=O)nc1C(=O)c1ccccc1", "NOCc1cccc(N)n1"], "reactant_smiles_canonical": ["Cn1oc(=O)nc1C(=O)c1ccccc1", "NOCc1cccc(N)n1"], "stability_raw": {"Cn1oc(=O)nc1C(=O)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 204.18500000000003, "logP": 0.6043000000000001, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 5, 6], [10, 11, 12, 13, 14, 9]], "bond_rings": [[1, 2, 4, 5, 14], [10, 11, 12, 13, 15, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "NOCc1cccc(N)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 139.158, "logP": 0.054099999999999926, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 9, 7, 6, 5, 4]], "bond_rings": [[9, 8, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T20:06:53", "job_id": "checker_20251223_200515_19096", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Cn1oc(=O)nc1C(=O)c1ccccc1", "product_smiles_canonical": "Cn1oc(=O)nc1C(=O)c1ccccc1", "reactant_smiles": ["Cn1oc(=O)nc1", "O=C(Cl)c1ccccc1"], "reactant_smiles_canonical": ["Cn1cnc(=O)o1", "O=C(Cl)c1ccccc1"], "stability_raw": {"Cn1oc(=O)nc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 100.077, "logP": -0.6267, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 5, 6]], "bond_rings": [[1, 2, 4, 5, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "O=C(Cl)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 140.569, "logP": 2.0656, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:06:53", "job_id": "checker_20251223_200515_19096", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(Cl)c1ccccc1", "product_smiles_canonical": "O=C(Cl)c1ccccc1", "reactant_smiles": ["O=S(Cl)Cl", "O=C(O)c1ccccc1"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "O=C(O)c1ccccc1"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)c1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.12299999999996, "logP": 1.3848, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:06:53", "job_id": "checker_20251223_200515_19096", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 1, "depth": 2, "product_smiles": "NOCc1cccc(N)n1", "product_smiles_canonical": "NOCc1cccc(N)n1", "reactant_smiles": ["Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1"], "reactant_smiles_canonical": ["Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1"], "stability_raw": {"Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 269.26, "logP": 1.3916, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 19, 5, 4, 3, 2], [9, 8, 17, 16, 11], [12, 13, 14, 15, 16, 11]], "bond_rings": [[19, 18, 4, 3, 2, 1], [8, 20, 16, 21, 10], [12, 13, 14, 15, 21, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -40 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for C: Reactant has 14, Product has 6", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 12 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T20:06:53", "job_id": "checker_20251223_200515_19096", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1", "product_smiles_canonical": "Nc1cccc(CON2C(=O)c3ccccc3C2=O)n1", "reactant_smiles": ["Nc1cccc(CO)n1", "O=C1c2ccccc2C(=O)N1O"], "reactant_smiles_canonical": ["Nc1cccc(CO)n1", "O=C1c2ccccc2C(=O)N1O"], "stability_raw": {"Nc1cccc(CO)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 124.143, "logP": 0.15610000000000007, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 5, 4, 3, 2]], "bond_rings": [[8, 7, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1c2ccccc2C(=O)N1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 163.13199999999998, "logP": 0.6718, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 7, 8, 10], [3, 4, 5, 6, 7, 2]], "bond_rings": [[1, 12, 7, 9, 11], [3, 4, 5, 6, 12, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T20:06:53", "job_id": "checker_20251223_200515_19096", "target_smiles_raw": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_smiles_canonical": "Cn1oc(=O)nc1/C(=N\\OCc1cccc(NC(=O)OCCc2ccccc2)n1)c1ccccc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(Cl)OCCc1ccccc1", "product_smiles_canonical": "O=C(Cl)OCCc1ccccc1", "reactant_smiles": ["O=C(Cl)Cl", "OCCc1ccccc1"], "reactant_smiles_canonical": ["O=C(Cl)Cl", "OCCc1ccccc1"], "stability_raw": {"O=C(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 98.916, "logP": 1.584, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "OCCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 122.16699999999996, "logP": 1.2214, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T20:10:07", "job_id": "checker_20251223_200709_19096", "target_smiles_raw": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "target_smiles_canonical": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "product_smiles_canonical": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "reactant_smiles": ["C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "CCCC[Sn](CCCC)CCCC"], "reactant_smiles_canonical": ["C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "CCCC[Sn](CCCC)CCCC"], "stability_raw": {"C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2": {"valid_structure": true, "stability_score": 60, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 304.308, "logP": 2.7894000000000014, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 9, 8, 7, 6, 4], [15, 7, 20, 18, 16]], "bond_rings": [[20, 8, 7, 6, 5, 3], [14, 21, 19, 17, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 22, "num_heavy_atoms": 21, "num_heavy_bonds": 22, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 21}, "assessment": "Moderately stable"}, "CCCC[Sn](CCCC)CCCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 290.059, "logP": 4.881500000000004, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 9}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 12, "num_heavy_atoms": 13, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 34 bonds, Product has 35 bonds"]}}} +{"timestamp": "2025-12-23T20:10:07", "job_id": "checker_20251223_200709_19096", "target_smiles_raw": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "target_smiles_canonical": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "product_smiles_canonical": "C#CC1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2", "reactant_smiles": ["C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F", "CC(O)C(C)O"], "reactant_smiles_canonical": ["C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F", "CC(O)C(C)O"], "stability_raw": {"C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 232.20099999999994, "logP": 1.8384, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 9, 7, 6, 4]], "bond_rings": [[15, 9, 8, 6, 5, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 16, "num_heavy_atoms": 16, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 16}, "assessment": "Moderately stable"}, "CC(O)C(C)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 90.122, "logP": -0.252, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Possible unnecessary bonds formed: Reactant has 21 bonds, Product has 22 bonds"]}}} +{"timestamp": "2025-12-23T20:10:07", "job_id": "checker_20251223_200709_19096", "target_smiles_raw": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "target_smiles_canonical": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F", "product_smiles_canonical": "C#CC1(O)C(C)=CC(=O)CC1(C)C(F)(F)F", "reactant_smiles": ["CC1=CC(=O)CC(C)(C(F)(F)F)C1=O", "C#C"], "reactant_smiles_canonical": ["CC1=CC(=O)CC(C)(C(F)(F)F)C1=O", "C#C"], "stability_raw": {"CC1=CC(=O)CC(C)(C(F)(F)F)C1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 206.16299999999995, "logP": 2.0432, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 6, 5, 3, 2]], "bond_rings": [[13, 11, 5, 4, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "C#C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 26.037999999999997, "logP": 0.24939999999999998, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T20:10:07", "job_id": "checker_20251223_200709_19096", "target_smiles_raw": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "target_smiles_canonical": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CC1=CC(=O)CC(C)(C(F)(F)F)C1=O", "product_smiles_canonical": "CC1=CC(=O)CC(C)(C(F)(F)F)C1=O", "reactant_smiles": ["CC1=CC(=O)CCC1", "CC(=O)C(F)(F)F"], "reactant_smiles_canonical": ["CC1=CC(=O)CCC1", "CC(=O)C(F)(F)F"], "stability_raw": {"CC1=CC(=O)CCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 110.156, "logP": 1.6857, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 5, 3, 2]], "bond_rings": [[7, 6, 5, 4, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(=O)C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 112.05000000000001, "logP": 1.1377, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T20:10:07", "job_id": "checker_20251223_200709_19096", "target_smiles_raw": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "target_smiles_canonical": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CC1=CC(=O)CCC1", "product_smiles_canonical": "CC1=CC(=O)CCC1", "reactant_smiles": ["CC(=O)O", "CC1=CCCCC1"], "reactant_smiles_canonical": ["CC(=O)O", "CC1=CCCCC1"], "stability_raw": {"CC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 60.05200000000001, "logP": 0.09089999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC1=CCCCC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 96.17300000000002, "logP": 2.5067000000000004, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for C: Reactant has 9, Product has 7"]}}} +{"timestamp": "2025-12-23T20:10:07", "job_id": "checker_20251223_200709_19096", "target_smiles_raw": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "target_smiles_canonical": "CCCC[Sn](/C=C/C1(O)C(C)=CC2(CC1(C)C(F)(F)F)OC(C)C(C)O2)(CCCC)CCCC", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 0, "depth": 1, "product_smiles": "CCCC[Sn](CCCC)CCCC", "product_smiles_canonical": "CCCC[Sn](CCCC)CCCC", "reactant_smiles": ["Cl[Sn](Cl)(Cl)Cl", "CCCC[Mg]Br"], "reactant_smiles_canonical": ["Cl[Sn](Cl)(Cl)Cl", "CCCC[Mg]Br"], "stability_raw": {"Cl[Sn](Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 260.523, "logP": 2.3772, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CCCC[Mg]Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.325, "logP": 2.2188999999999997, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -40 points", "Unnecessary bond formations: -15 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 4, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for Mg: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 4, Product has 12", "Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 12 bonds"]}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "reactant_smiles": ["CC(C)(C)OC(=O)N1CC[C@H]([C@@H](C(=O)O)c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C1", "NCc1cc(CCCOC)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1C1CC1"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H](C(=O)O)[C@H]3CCN(C(=O)OC(C)(C)C)C3)cc2)c(Cl)c1", "COCCCc1cc(CN)c(C2CC2)c(OCc2ccc(-c3nnn[nH]3)cc2)c1"], "stability_raw": {"CC(C)(C)OC(=O)N1CC[C@H]([C@@H](C(=O)O)c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000003, "logP": 6.184820000000007, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 8}, "ring_data": {"num_rings": 3, "atom_rings": [[7, 8, 9, 10, 34], [16, 17, 18, 32, 33, 15], [24, 26, 27, 29, 30, 23]], "bond_rings": [[7, 8, 9, 33, 34], [16, 17, 31, 32, 35, 15], [25, 26, 28, 29, 36, 23]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}, "NCc1cc(CCCOC)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1C1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 393.4910000000001, "logP": 3.360800000000002, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 10}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 25, 11, 10, 4, 3], [15, 16, 17, 23, 24, 14], [19, 18, 22, 21, 20], [27, 26, 28]], "bond_rings": [[28, 24, 10, 9, 3, 2], [15, 16, 22, 23, 30, 14], [18, 31, 21, 20, 19], [26, 29, 27]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 29, "num_bonds": 32, "num_heavy_atoms": 29, "num_heavy_bonds": 32, "num_aromatic_atoms": 17, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed", "6-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 7", "Ring size change detected: Reactant rings [3, 5, 5, 6, 6, 6, 6], Product rings [3, 5, 6, 6, 6, 6, 6]"]}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)N1CC[C@H]([C@@H](C(=O)O)c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H](C(=O)O)[C@H]3CCN(C(=O)OC(C)(C)C)C3)cc2)c(Cl)c1", "reactant_smiles": ["N1CC[C@H]([C@@H](C(=O)O)c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H](C(=O)O)[C@H]3CCNC3)cc2)c(Cl)c1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"N1CC[C@H]([C@@H](C(=O)O)c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.32400000000007, "logP": 4.537320000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 8}, "ring_data": {"num_rings": 3, "atom_rings": [[0, 1, 2, 3, 27], [9, 10, 11, 25, 26, 8], [17, 19, 20, 22, 23, 16]], "bond_rings": [[0, 1, 2, 26, 27], [9, 10, 24, 25, 28, 8], [18, 19, 21, 22, 29, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 6", "Atom count mismatch for C: Reactant has 31, Product has 26"]}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "N1CC[C@H]([C@@H](C(=O)O)c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H](C(=O)O)[C@H]3CCNC3)cc2)c(Cl)c1", "reactant_smiles": ["N1CC[C@H]([C@@H](C(=O)O)c2ccc(O)cc2)C1", "ClCCCl", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)[C@@H](c1ccc(O)cc1)[C@H]1CCNC1", "ClCCCl", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"N1CC[C@H]([C@@H](C(=O)O)c2ccc(O)cc2)C1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.256, "logP": 1.1699000000000002, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 1, 2, 3, 15], [9, 10, 11, 13, 14, 8]], "bond_rings": [[0, 1, 2, 14, 15], [9, 10, 12, 13, 16, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "ClCCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 98.96000000000001, "logP": 1.464, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 4, Product has 2"]}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "N1CC[C@H]([C@@H](C(=O)O)c2ccc(O)cc2)C1", "product_smiles_canonical": "O=C(O)[C@@H](c1ccc(O)cc1)[C@H]1CCNC1", "reactant_smiles": ["N1CCCC1", "O=C(O)C(Br)c1ccc(O)cc1"], "reactant_smiles_canonical": ["C1CCNC1", "O=C(O)C(Br)c1ccc(O)cc1"], "stability_raw": {"N1CCCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 71.123, "logP": 0.3697999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2, 3, 4]], "bond_rings": [[0, 1, 2, 3, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 5, "num_heavy_atoms": 5, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C(O)C(Br)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 231.04500000000002, "logP": 1.9128, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 10, 8, 7, 6]], "bond_rings": [[11, 10, 9, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C(O)C(Br)c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)C(Br)c1ccc(O)cc1", "reactant_smiles": ["O=C(O)Cc1ccc(O)cc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["O=C(O)Cc1ccc(O)cc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"O=C(O)Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 152.149, "logP": 1.0192999999999999, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[10, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 12, Product has 8", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 2, "depth": 3, "product_smiles": "Cc1cc(Cl)c(O)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(O)c(Cl)c1", "reactant_smiles": ["O=C1CCC(=O)N1Cl", "Cc1ccc(O)c(Cl)c1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Cl", "Cc1ccc(O)c(Cl)c1"], "stability_raw": {"O=C1CCC(=O)N1Cl": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 133.534, "logP": 0.2892, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "Cc1ccc(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.585, "logP": 2.3540200000000002, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 6, 4, 3, 2]], "bond_rings": [[8, 7, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 11, Product has 7", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 0, "depth": 1, "product_smiles": "NCc1cc(CCCOC)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1C1CC1", "product_smiles_canonical": "COCCCc1cc(CN)c(C2CC2)c(OCc2ccc(-c3nnn[nH]3)cc2)c1", "reactant_smiles": ["NCc1cc(CCCOC)cc(O)c1C1CC1", "BrCc1ccc(-c2nnn[nH]2)cc1"], "reactant_smiles_canonical": ["COCCCc1cc(O)c(C2CC2)c(CN)c1", "BrCc1ccc(-c2nnn[nH]2)cc1"], "stability_raw": {"NCc1cc(CCCOC)cc(O)c1C1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 235.32699999999997, "logP": 2.3073000000000006, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 11, 10, 4, 3], [15, 14, 16]], "bond_rings": [[16, 12, 10, 9, 3, 2], [14, 17, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "BrCc1ccc(-c2nnn[nH]2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.07600000000002, "logP": 1.7615999999999998, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 12, 11, 5, 4, 3], [7, 6, 10, 9, 8]], "bond_rings": [[12, 11, 10, 4, 3, 2], [6, 13, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 2, "product_smiles": "NCc1cc(CCCOC)cc(O)c1C1CC1", "product_smiles_canonical": "COCCCc1cc(O)c(C2CC2)c(CN)c1", "reactant_smiles": ["O=Cc1cc(CCCOC)cc(O)c1C1CC1"], "reactant_smiles_canonical": ["COCCCc1cc(O)c(C2CC2)c(C=O)c1"], "stability_raw": {"O=Cc1cc(CCCOC)cc(O)c1C1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 234.295, "logP": 2.661100000000001, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 11, 10, 4, 3], [15, 14, 16]], "bond_rings": [[16, 12, 10, 9, 3, 2], [14, 17, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for N: Reactant has 0, Product has 1"]}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 3, "product_smiles": "O=Cc1cc(CCCOC)cc(O)c1C1CC1", "product_smiles_canonical": "COCCCc1cc(O)c(C2CC2)c(C=O)c1", "reactant_smiles": ["OCc1cc(CCCOC)cc(O)c1C1CC1"], "reactant_smiles_canonical": ["COCCCc1cc(O)c(C2CC2)c(CO)c1"], "stability_raw": {"OCc1cc(CCCOC)cc(O)c1C1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.31099999999998, "logP": 2.3409000000000004, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 13, 11, 10, 4, 3], [15, 14, 16]], "bond_rings": [[16, 12, 10, 9, 3, 2], [14, 17, 15]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 4, "product_smiles": "OCc1cc(CCCOC)cc(O)c1C1CC1", "product_smiles_canonical": "COCCCc1cc(O)c(C2CC2)c(CO)c1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -70 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 3", "Atom count mismatch for C: Reactant has 0, Product has 14", "Ring size change detected: Reactant rings [], Product rings [3, 6]", "Significant change in aromaticity: Reactant has 0 aromatic atoms, Product has 6", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 18 bonds"]}}} +{"timestamp": "2025-12-23T20:27:07", "job_id": "checker_20251223_201011_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(-c3nnn[nH]3)cc2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 8, "depth": 2, "product_smiles": "BrCc1ccc(-c2nnn[nH]2)cc1", "product_smiles_canonical": "BrCc1ccc(-c2nnn[nH]2)cc1", "reactant_smiles": ["Cc1ccc(-c2nnn[nH]2)cc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["Cc1ccc(-c2nnn[nH]2)cc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"Cc1ccc(-c2nnn[nH]2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 160.18000000000004, "logP": 1.17512, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 11, 10, 4, 3, 2], [6, 5, 9, 8, 7]], "bond_rings": [[11, 10, 9, 3, 2, 1], [5, 12, 8, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for N: Reactant has 5, Product has 4", "Atom count mismatch for C: Reactant has 12, Product has 8", "Ring size change detected: Reactant rings [5, 5, 6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T20:28:58", "job_id": "checker_20251223_202738_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "product_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "reactant_smiles": ["C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1"], "reactant_smiles_canonical": ["C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1"], "stability_raw": {"C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 287.5199999999999, "logP": 3.2882000000000016, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[10, 18, 15, 14, 12, 11]], "bond_rings": [[18, 17, 14, 13, 11, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 19}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T20:28:58", "job_id": "checker_20251223_202738_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "product_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(O)CC(C)(C)N1", "reactant_smiles": ["C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1", "Cl[Si](C)(C)C(C)(C)C"], "reactant_smiles_canonical": ["C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1", "CC(C)(C)[Si](C)(C)Cl"], "stability_raw": {"C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 173.256, "logP": 0.25869999999999976, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 11, 8, 7, 5, 4]], "bond_rings": [[11, 10, 7, 6, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "Cl[Si](C)(C)C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.725, "logP": 3.230400000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:28:58", "job_id": "checker_20251223_202738_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1", "product_smiles_canonical": "C[C@H](O)[C@@H]1CC(O)CC(C)(C)N1", "reactant_smiles": ["O=C[C@@H]1CC(O)CC(C)(C)N1", "C[Mg]Br"], "reactant_smiles_canonical": ["CC1(C)CC(O)C[C@@H](C=O)N1", "C[Mg]Br"], "stability_raw": {"O=C[C@@H]1CC(O)CC(C)(C)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 157.213, "logP": 0.07679999999999981, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 7, 6, 4, 3]], "bond_rings": [[10, 9, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "C[Mg]Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 119.244, "logP": 1.0486, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for Mg: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:28:58", "job_id": "checker_20251223_202738_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C[C@@H]1CC(O)CC(C)(C)N1", "product_smiles_canonical": "CC1(C)CC(O)C[C@@H](C=O)N1", "reactant_smiles": ["OC[C@@H]1CC(O)CC(C)(C)N1"], "reactant_smiles_canonical": ["CC1(C)CC(O)C[C@@H](CO)N1"], "stability_raw": {"OC[C@@H]1CC(O)CC(C)(C)N1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 159.22899999999998, "logP": -0.12980000000000008, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 10, 7, 6, 4, 3]], "bond_rings": [[10, 9, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T20:28:58", "job_id": "checker_20251223_202738_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "OC[C@@H]1CC(O)CC(C)(C)N1", "product_smiles_canonical": "CC1(C)CC(O)C[C@@H](CO)N1", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 5, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -40 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -30 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 2", "Atom count mismatch for N: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 8", "Ring size change detected: Reactant rings [], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 11 bonds"]}}} +{"timestamp": "2025-12-23T20:28:58", "job_id": "checker_20251223_202738_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 1, "depth": 2, "product_smiles": "Cl[Si](C)(C)C(C)(C)C", "product_smiles_canonical": "CC(C)(C)[Si](C)(C)Cl", "reactant_smiles": ["CC(C)(C)[Si](C)(C)"], "reactant_smiles_canonical": ["C[Si](C)C(C)(C)C"], "stability_raw": {"CC(C)(C)[Si](C)(C)": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 115.27199999999999, "logP": 2.5409000000000006, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 6 bonds, Product has 7 bonds"]}}} +{"timestamp": "2025-12-23T20:28:58", "job_id": "checker_20251223_202738_19096", "target_smiles_raw": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_smiles_canonical": "C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC(=O)CC(C)(C)N1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 3, "product_smiles": "CC(C)(C)[Si](C)(C)", "product_smiles_canonical": "C[Si](C)C(C)(C)C", "reactant_smiles": [], "reactant_smiles_canonical": [], "stability_raw": {}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -30 points", "Unnecessary bond formations: -30 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Si: Reactant has 0, Product has 1", "Atom count mismatch for C: Reactant has 0, Product has 6", "Possible unnecessary bonds formed: Reactant has 0 bonds, Product has 6 bonds"]}}} +{"timestamp": "2025-12-23T20:43:31", "job_id": "checker_20251223_202903_19096", "target_smiles_raw": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_smiles_canonical": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "product_smiles_canonical": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "reactant_smiles": ["COC(=O)C(C)(C)CC(CCC=C)CCCc1cccnc1"], "reactant_smiles_canonical": ["C=CCCC(CCCc1cccnc1)CC(C)(C)C(=O)OC"], "stability_raw": {"COC(=O)C(C)(C)CC(CCC=C)CCCc1cccnc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 303.4459999999999, "logP": 4.576000000000004, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 10}, "ring_data": {"num_rings": 1, "atom_rings": [[16, 21, 20, 19, 18, 17]], "bond_rings": [[21, 20, 19, 18, 17, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 22, "num_heavy_atoms": 22, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 22 bonds, Product has 23 bonds"]}}} +{"timestamp": "2025-12-23T20:43:31", "job_id": "checker_20251223_202903_19096", "target_smiles_raw": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_smiles_canonical": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)C(C)(C)CC(CCC=C)CCCc1cccnc1", "product_smiles_canonical": "C=CCCC(CCCc1cccnc1)CC(C)(C)C(=O)OC", "reactant_smiles": ["COC(=O)C(C)(C)Br", "CC(CCC=C)CCCc1cccnc1"], "reactant_smiles_canonical": ["COC(=O)C(C)(C)Br", "C=CCCC(C)CCCc1cccnc1"], "stability_raw": {"COC(=O)C(C)(C)Br": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 181.029, "logP": 1.3329, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CC(CCC=C)CCCc1cccnc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 203.32900000000004, "logP": 4.006600000000003, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 7}, "ring_data": {"num_rings": 1, "atom_rings": [[9, 14, 13, 12, 11, 10]], "bond_rings": [[14, 13, 12, 11, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 15, "num_heavy_atoms": 15, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:43:31", "job_id": "checker_20251223_202903_19096", "target_smiles_raw": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_smiles_canonical": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "COC(=O)C(C)(C)Br", "product_smiles_canonical": "COC(=O)C(C)(C)Br", "reactant_smiles": ["COS(=O)(=O)OC", "CC(C)(Br)C(=O)O"], "reactant_smiles_canonical": ["COS(=O)(=O)OC", "CC(C)(Br)C(=O)O"], "stability_raw": {"COS(=O)(=O)OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 126.13299999999998, "logP": -0.476, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CC(C)(Br)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 167.002, "logP": 1.2445000000000002, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 80, "severity": "low", "penalties": ["Atom count inconsistency: -20 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 2", "Atom count mismatch for S: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 6, Product has 5"]}}} +{"timestamp": "2025-12-23T20:43:31", "job_id": "checker_20251223_202903_19096", "target_smiles_raw": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_smiles_canonical": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(CCC=C)CCCc1cccnc1", "product_smiles_canonical": "C=CCCC(C)CCCc1cccnc1", "reactant_smiles": ["Cc1cccnc1", "BrCCC(C)CCC=C"], "reactant_smiles_canonical": ["Cc1cccnc1", "C=CCCC(C)CCBr"], "stability_raw": {"Cc1cccnc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 93.129, "logP": 1.39002, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "BrCCC(C)CCC=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 191.11199999999997, "logP": 3.373700000000002, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 5}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:43:31", "job_id": "checker_20251223_202903_19096", "target_smiles_raw": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_smiles_canonical": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "Cc1cccnc1", "product_smiles_canonical": "Cc1cccnc1", "reactant_smiles": ["OCc1cccnc1"], "reactant_smiles_canonical": ["OCc1cccnc1"], "stability_raw": {"OCc1cccnc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 109.12799999999999, "logP": 0.5739, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:43:31", "job_id": "checker_20251223_202903_19096", "target_smiles_raw": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_smiles_canonical": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 3, "depth": 3, "product_smiles": "BrCCC(C)CCC=C", "product_smiles_canonical": "C=CCCC(C)CCBr", "reactant_smiles": ["OCCC(C)CCC=C"], "reactant_smiles_canonical": ["C=CCCC(C)CCO"], "stability_raw": {"OCCC(C)CCC=C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 128.215, "logP": 1.9711, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 5}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 0, Product has 1", "Atom count mismatch for O: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:43:31", "job_id": "checker_20251223_202903_19096", "target_smiles_raw": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_smiles_canonical": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "OCCC(C)CCC=C", "product_smiles_canonical": "C=CCCC(C)CCO", "reactant_smiles": ["C=CCCC(C)C=O", "CCBr"], "reactant_smiles_canonical": ["C=CCCC(C)C=O", "CCBr"], "stability_raw": {"C=CCCC(C)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 112.17199999999997, "logP": 1.7876, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 108.966, "logP": 1.4012, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T20:43:31", "job_id": "checker_20251223_202903_19096", "target_smiles_raw": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_smiles_canonical": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 5, "product_smiles": "C=CCCC(C)C=O", "product_smiles_canonical": "C=CCCC(C)C=O", "reactant_smiles": ["CCC=O", "C=CCC=O"], "reactant_smiles_canonical": ["CCC=O", "C=CCC=O"], "stability_raw": {"CCC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 58.08, "logP": 0.5952999999999999, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "C=CCC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 70.091, "logP": 0.7614, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T20:46:39", "job_id": "checker_20251223_204350_19096", "target_smiles_raw": "Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1", "target_smiles_canonical": "Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1", "product_smiles_canonical": "Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1", "reactant_smiles": ["O=Cc1c(Cc2ccccc2O)ccc2cc(O)ccc12", "c1ccc(OCCN2CCCCC2)cc1"], "reactant_smiles_canonical": ["O=Cc1c(Cc2ccccc2O)ccc2cc(O)ccc12", "c1ccc(OCCN2CCCCC2)cc1"], "stability_raw": {"O=Cc1c(Cc2ccccc2O)ccc2cc(O)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 278.307, "logP": 3.654300000000002, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 3, "atom_rings": [[2, 20, 14, 13, 12, 3], [6, 7, 8, 9, 10, 5], [15, 16, 18, 19, 20, 14]], "bond_rings": [[20, 22, 13, 12, 11, 2], [6, 7, 8, 9, 21, 5], [15, 17, 18, 19, 22, 14]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 3, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 23, "num_heavy_atoms": 21, "num_heavy_bonds": 23, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "c1ccc(OCCN2CCCCC2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 205.30099999999996, "logP": 2.5513000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 14, 13, 3, 2, 1], [8, 9, 10, 11, 12, 7]], "bond_rings": [[14, 13, 12, 2, 1, 0], [8, 9, 10, 11, 15, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Ring size change detected: Reactant rings [6, 6, 6, 6, 6], Product rings [6, 6, 6, 6, 6, 7]", "Possible unnecessary bonds formed: Reactant has 39 bonds, Product has 40 bonds"]}}} +{"timestamp": "2025-12-23T20:46:39", "job_id": "checker_20251223_204350_19096", "target_smiles_raw": "Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1", "target_smiles_canonical": "Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=Cc1c(Cc2ccccc2O)ccc2cc(O)ccc12", "product_smiles_canonical": "O=Cc1c(Cc2ccccc2O)ccc2cc(O)ccc12", "reactant_smiles": ["Oc1ccccc1CBr", "O=Cc1c(B(O)O)ccc2cc(O)ccc12"], "reactant_smiles_canonical": ["Oc1ccccc1CBr", "O=Cc1c(B(O)O)ccc2cc(O)ccc12"], "stability_raw": {"Oc1ccccc1CBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.036, "logP": 2.2871000000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[8, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=Cc1c(B(O)O)ccc2cc(O)ccc12": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 216.00099999999998, "logP": 0.03769999999999968, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 15, 9, 8, 7, 3], [10, 11, 13, 14, 15, 9]], "bond_rings": [[15, 16, 8, 7, 6, 2], [10, 12, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 5, Product has 3"]}}} +{"timestamp": "2025-12-23T20:46:39", "job_id": "checker_20251223_204350_19096", "target_smiles_raw": "Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1", "target_smiles_canonical": "Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=Cc1c(B(O)O)ccc2cc(O)ccc12", "product_smiles_canonical": "O=Cc1c(B(O)O)ccc2cc(O)ccc12", "reactant_smiles": ["COC(Cl)Cl", "OB(O)c1ccc2cc(O)ccc2c1"], "reactant_smiles_canonical": ["COC(Cl)Cl", "OB(O)c1ccc2cc(O)ccc2c1"], "stability_raw": {"COC(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 114.959, "logP": 1.394, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "OB(O)c1ccc2cc(O)ccc2c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.99099999999999, "logP": 0.22519999999999973, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 13, 12, 6, 5, 4], [7, 8, 10, 11, 12, 6]], "bond_rings": [[13, 12, 14, 5, 4, 3], [7, 9, 10, 11, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Substituent position changes: -60 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [{"substituent": "Group (B1.O2)", "from_positions": ["meta"], "to_positions": ["ortho"]}], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 0", "Atom count mismatch for C: Reactant has 12, Product has 11", "Substituent position change detected: Group (B1.O2) moved from meta to ortho position(s)"]}}} +{"timestamp": "2025-12-23T20:46:39", "job_id": "checker_20251223_204350_19096", "target_smiles_raw": "Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1", "target_smiles_canonical": "Oc1ccc2c3c(ccc2c1)Cc1ccccc1OC3c1ccc(OCCN2CCCCC2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "c1ccc(OCCN2CCCCC2)cc1", "product_smiles_canonical": "c1ccc(OCCN2CCCCC2)cc1", "reactant_smiles": ["Oc1ccccc1", "ClCCN1CCCCC1"], "reactant_smiles_canonical": ["Oc1ccccc1", "ClCCN1CCCCC1"], "stability_raw": {"Oc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 94.11299999999999, "logP": 1.3921999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 6, 5, 4, 3, 2]], "bond_rings": [[6, 5, 4, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}, "ClCCN1CCCCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 147.64899999999997, "logP": 1.7111, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "reactant_smiles": ["CC(C)(C)OC(=O)N1CC=C(B(O)O)CC1", "Brc1ccc2c(c1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCO2"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N1CC=C(B(O)O)CC1", "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(Br)ccc1OCC2"], "stability_raw": {"CC(C)(C)OC(=O)N1CC=C(B(O)O)CC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 227.069, "logP": 0.5656, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 15, 14, 10, 9, 8]], "bond_rings": [[15, 14, 13, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 16, "num_heavy_atoms": 16, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "Brc1ccc2c(c1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCO2": {"valid_structure": true, "stability_score": 85, "issues": ["Large (7-membered) heterocycle with O, N (potentially unstable)"], "metrics": {"molecular_weight": 414.1850000000002, "logP": 3.390500000000002, "h_bond_donors": 0, "h_bond_acceptors": 6, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[1, 6, 5, 4, 3, 2], [8, 7, 21, 20, 9], [11, 10, 14, 13, 12], [22, 21, 7, 5, 4, 24, 23]], "bond_rings": [[24, 5, 4, 3, 2, 1], [7, 25, 20, 19, 8], [10, 27, 13, 12, 11], [21, 25, 6, 4, 26, 23, 22]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 28, "num_heavy_atoms": 25, "num_heavy_bonds": 28, "num_aromatic_atoms": 16, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)N1CC=C(B(O)O)CC1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(B(O)O)CC1", "reactant_smiles": ["OB(O)C1=CCNCC1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["OB(O)C1=CCNCC1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"OB(O)C1=CCNCC1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 126.952, "logP": -1.0819000000000005, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 8, 7, 6, 5, 4]], "bond_rings": [[8, 7, 6, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 4", "Atom count mismatch for C: Reactant has 15, Product has 10"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 0, "depth": 1, "product_smiles": "Brc1ccc2c(c1)-n1nc(-c3ncnn3CC(F)(F)F)cc1CCO2", "product_smiles_canonical": "FC(F)(F)Cn1ncnc1-c1cc2n(n1)-c1cc(Br)ccc1OCC2", "reactant_smiles": ["Brc1ccc2c(c1)-n1nc(I)cc1CCO2", "B(O)(O)c1ncnn1CC(F)(F)F"], "reactant_smiles_canonical": ["Brc1ccc2c(c1)-n1nc(I)cc1CCO2", "OB(O)c1ncnn1CC(F)(F)F"], "stability_raw": {"Brc1ccc2c(c1)-n1nc(I)cc1CCO2": {"valid_structure": true, "stability_score": 80, "issues": ["Large (7-membered) heterocycle with O, N (potentially unstable)"], "metrics": {"molecular_weight": 391.00600000000014, "logP": 3.1743000000000015, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 6, 5, 4, 3, 2], [8, 7, 12, 11, 9], [13, 12, 7, 5, 4, 15, 14]], "bond_rings": [[15, 5, 4, 3, 2, 1], [7, 16, 11, 10, 8], [12, 16, 6, 4, 17, 14, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "B(O)(O)c1ncnn1CC(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 194.909, "logP": -1.4798000000000007, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 4, 5, 6, 7]], "bond_rings": [[3, 4, 5, 6, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for I: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 2, "product_smiles": "Brc1ccc2c(c1)-n1nc(I)cc1CCO2", "product_smiles_canonical": "Brc1ccc2c(c1)-n1nc(I)cc1CCO2", "reactant_smiles": ["Brc1ccc(O)c(c1)-n1nc(I)cc1CCBr"], "reactant_smiles_canonical": ["Oc1ccc(Br)cc1-n1nc(I)cc1CCBr"], "stability_raw": {"Brc1ccc(O)c(c1)-n1nc(I)cc1CCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 471.91800000000006, "logP": 3.8824000000000014, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 7, 6, 4, 3, 2], [9, 8, 13, 12, 10]], "bond_rings": [[16, 6, 5, 3, 2, 1], [8, 17, 12, 11, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 70, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["7-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1", "Ring size change detected: Reactant rings [5, 6], Product rings [5, 6, 7]"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "Brc1ccc(O)c(c1)-n1nc(I)cc1CCBr", "product_smiles_canonical": "Oc1ccc(Br)cc1-n1nc(I)cc1CCBr", "reactant_smiles": ["Brc1ccc(O)c(c1)-n1nc(I)cc1CCO"], "reactant_smiles_canonical": ["OCCc1cc(I)nn1-c1cc(Br)ccc1O"], "stability_raw": {"Brc1ccc(O)c(c1)-n1nc(I)cc1CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 409.0210000000001, "logP": 2.4798000000000013, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 7, 6, 4, 3, 2], [9, 8, 13, 12, 10]], "bond_rings": [[16, 6, 5, 3, 2, 1], [8, 17, 12, 11, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 1", "Atom count mismatch for Br: Reactant has 1, Product has 2"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 4, "product_smiles": "Brc1ccc(O)c(c1)-n1nc(I)cc1CCO", "product_smiles_canonical": "OCCc1cc(I)nn1-c1cc(Br)ccc1O", "reactant_smiles": ["O=Cc1cc(I)nn1-c1cc(Br)ccc1O"], "reactant_smiles_canonical": ["O=Cc1cc(I)nn1-c1cc(Br)ccc1O"], "stability_raw": {"O=Cc1cc(I)nn1-c1cc(Br)ccc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 392.97800000000007, "logP": 2.7575000000000007, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 3, 4, 6, 7], [9, 10, 12, 13, 14, 8]], "bond_rings": [[2, 3, 5, 6, 15], [9, 11, 12, 13, 16, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 11", "Possible unnecessary bonds formed: Reactant has 17 bonds, Product has 18 bonds"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 5, "product_smiles": "O=Cc1cc(I)nn1-c1cc(Br)ccc1O", "product_smiles_canonical": "O=Cc1cc(I)nn1-c1cc(Br)ccc1O", "reactant_smiles": ["NNc1cc(Br)ccc1O", "O=CC(=O)CC(=O)I"], "reactant_smiles_canonical": ["NNc1cc(Br)ccc1O", "O=CC(=O)CC(=O)I"], "stability_raw": {"NNc1cc(Br)ccc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 203.03900000000002, "logP": 1.4403000000000001, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 6, 4, 3]], "bond_rings": [[9, 7, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=CC(=O)CC(=O)I": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 225.969, "logP": 0.10609999999999997, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 25, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 11"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "NNc1cc(Br)ccc1O", "product_smiles_canonical": "NNc1cc(Br)ccc1O", "reactant_smiles": ["NNc1ccccc1O", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["NNc1ccccc1O", "O=C1CCC(=O)N1Br"], "stability_raw": {"NNc1ccccc1O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 124.14299999999997, "logP": 0.6778000000000002, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[8, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 10, Product has 6", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 7, "product_smiles": "NNc1ccccc1O", "product_smiles_canonical": "NNc1ccccc1O", "reactant_smiles": ["COc1ccccc1NN"], "reactant_smiles_canonical": ["COc1ccccc1NN"], "stability_raw": {"COc1ccccc1NN": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 138.16999999999996, "logP": 0.9807999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[9, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 7, Product has 6"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 6, "depth": 6, "product_smiles": "O=CC(=O)CC(=O)I", "product_smiles_canonical": "O=CC(=O)CC(=O)I", "reactant_smiles": ["CON(C)C(=O)C(=O)CC(=O)I"], "reactant_smiles_canonical": ["CON(C)C(=O)C(=O)CC(=O)I"], "stability_raw": {"CON(C)C(=O)C(=O)CC(=O)I": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 285.0369999999999, "logP": -0.07299999999999995, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 11, "num_heavy_atoms": 12, "num_heavy_bonds": 11, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 6, Product has 4"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 7, "product_smiles": "CON(C)C(=O)C(=O)CC(=O)I", "product_smiles_canonical": "CON(C)C(=O)C(=O)CC(=O)I", "reactant_smiles": ["CNOC", "O=C(I)CC(=O)C(=O)O"], "reactant_smiles_canonical": ["CNOC", "O=C(I)CC(=O)C(=O)O"], "stability_raw": {"CNOC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 61.084, "logP": -0.23280000000000012, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(I)CC(=O)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 241.96799999999996, "logP": -0.00820000000000004, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 8, "product_smiles": "O=C(I)CC(=O)C(=O)O", "product_smiles_canonical": "O=C(I)CC(=O)C(=O)O", "reactant_smiles": ["CCOC(=O)C(=O)CC(=O)I"], "reactant_smiles_canonical": ["CCOC(=O)C(=O)CC(=O)I"], "stability_raw": {"CCOC(=O)C(=O)CC(=O)I": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 270.022, "logP": 0.47029999999999983, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 6, Product has 4"]}}} +{"timestamp": "2025-12-23T20:57:29", "job_id": "checker_20251223_204658_19096", "target_smiles_raw": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 11, "depth": 9, "product_smiles": "CCOC(=O)C(=O)CC(=O)I", "product_smiles_canonical": "CCOC(=O)C(=O)CC(=O)I", "reactant_smiles": ["CCOC(=O)C(=O)OCC", "CC(=O)I"], "reactant_smiles_canonical": ["CCOC(=O)C(=O)OCC", "CC(=O)I"], "stability_raw": {"CCOC(=O)C(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 146.14199999999997, "logP": 0.11260000000000003, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 9, "num_heavy_atoms": 10, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "CC(=O)I": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 169.949, "logP": 0.9679, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4", "Atom count mismatch for C: Reactant has 8, Product has 6"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "product_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "reactant_smiles": ["O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "COCCCc1cc(O)cc(CNC2CC2)c1"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1", "COCCCc1cc(O)cc(CNC2CC2)c1"], "stability_raw": {"O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 524.4410000000003, "logP": 6.184820000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 15, 14, 13, 5, 4], [17, 18, 19, 33, 34, 16], [25, 27, 28, 30, 31, 24]], "bond_rings": [[34, 14, 13, 12, 4, 3], [17, 18, 32, 33, 35, 16], [26, 27, 29, 30, 36, 24]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 35, "num_bonds": 37, "num_heavy_atoms": 35, "num_heavy_bonds": 37, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 23}, "assessment": "Likely stable"}, "COCCCc1cc(O)cc(CNC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 235.32699999999997, "logP": 2.2232000000000003, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 7}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 16, 10, 9, 7, 6], [14, 13, 15]], "bond_rings": [[16, 15, 9, 8, 6, 5], [13, 17, 14]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 7"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "O=C(O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 424.32400000000007, "logP": 4.537320000000004, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 7}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 26, 27, 9], [18, 20, 21, 23, 24, 17]], "bond_rings": [[27, 7, 6, 5, 4, 3], [10, 11, 25, 26, 28, 9], [19, 20, 22, 23, 29, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 28, "num_bonds": 30, "num_heavy_atoms": 28, "num_heavy_bonds": 30, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 6", "Atom count mismatch for C: Reactant has 31, Product has 26"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCNC[C@@H]3C(=O)O)cc2)c(Cl)c1", "reactant_smiles": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.25600000000003, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 8, 7, 6, 5, 4], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 6, 5, 4, 3], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "reactant_smiles_canonical": ["OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1"], "stability_raw": {"OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 207.27300000000002, "logP": 1.0776, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 7, 6, 5, 4, 3], [9, 10, 11, 13, 14, 8]], "bond_rings": [[14, 6, 5, 4, 3, 2], [9, 10, 12, 13, 15, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "product_smiles_canonical": "OC[C@H]1CNCC[C@@H]1c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 265.30899999999997, "logP": 0.6042999999999998, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[18, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 2", "Atom count mismatch for C: Reactant has 14, Product has 12", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CCNC[C@H](O)C=O", "product_smiles_canonical": "O=CC[C@H](CCNC[C@H](O)C=O)c1ccc(O)cc1", "reactant_smiles": ["O=CC[C@@H](c1ccc(O)cc1)CC=O", "NC[C@H](O)C=O"], "reactant_smiles_canonical": ["O=CCC(CC=O)c1ccc(O)cc1", "NC[C@H](O)C=O"], "stability_raw": {"O=CC[C@@H](c1ccc(O)cc1)CC=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.21399999999997, "logP": 1.6538, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "NC[C@H](O)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.094, "logP": -1.4950999999999999, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "O=CC[C@@H](c1ccc(O)cc1)CC=O", "product_smiles_canonical": "O=CCC(CC=O)c1ccc(O)cc1", "reactant_smiles": ["OCC[C@@H](c1ccc(O)cc1)CCO"], "reactant_smiles_canonical": ["OCCC(CCO)c1ccc(O)cc1"], "stability_raw": {"OCC[C@@H](c1ccc(O)cc1)CCO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 196.24599999999998, "logP": 1.2406, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[13, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 7, "product_smiles": "OCC[C@@H](c1ccc(O)cc1)CCO", "product_smiles_canonical": "OCCC(CCO)c1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(O)cc1", "C1CO1"], "reactant_smiles_canonical": ["C=Cc1ccc(O)cc1", "C1CO1"], "stability_raw": {"C=Cc1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.15099999999997, "logP": 2.0351999999999997, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 8, 7, 5, 4, 3]], "bond_rings": [[8, 7, 6, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "C1CO1": {"valid_structure": true, "stability_score": 80, "issues": ["Three-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 44.053, "logP": 0.016600000000000004, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 3, "num_heavy_atoms": 3, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -10 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Atom count mismatch for C: Reactant has 10, Product has 11", "Ring size change detected: Reactant rings [3, 6], Product rings [6]", "Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 8, "product_smiles": "C=Cc1ccc(O)cc1", "product_smiles_canonical": "C=Cc1ccc(O)cc1", "reactant_smiles": ["C=Cc1ccc(OC)cc1"], "reactant_smiles_canonical": ["C=Cc1ccc(OC)cc1"], "stability_raw": {"C=Cc1ccc(OC)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 134.178, "logP": 2.3382000000000005, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 8, 5, 4, 3]], "bond_rings": [[9, 8, 7, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 2, "depth": 3, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 0, "depth": 1, "product_smiles": "COCCCc1cc(O)cc(CNC2CC2)c1", "product_smiles_canonical": "COCCCc1cc(O)cc(CNC2CC2)c1", "reactant_smiles": ["COC/C=C/c1cc(O)cc(CNC2CC2)c1"], "reactant_smiles_canonical": ["COC/C=C/c1cc(O)cc(CNC2CC2)c1"], "stability_raw": {"COC/C=C/c1cc(O)cc(CNC2CC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 233.31099999999998, "logP": 2.3038000000000007, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 6}, "ring_data": {"num_rings": 2, "atom_rings": [[5, 16, 10, 9, 7, 6], [14, 13, 15]], "bond_rings": [[16, 15, 9, 8, 6, 5], [13, 17, 14]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 12, "depth": 2, "product_smiles": "COC/C=C/c1cc(O)cc(CNC2CC2)c1", "product_smiles_canonical": "COC/C=C/c1cc(O)cc(CNC2CC2)c1", "reactant_smiles": ["NC1CC1", "COC/C=C/c1cc(O)cc(C=O)c1"], "reactant_smiles_canonical": ["NC1CC1", "COC/C=C/c1cc(O)cc(C=O)c1"], "stability_raw": {"NC1CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10749999999999993, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3]], "bond_rings": [[1, 2, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "COC/C=C/c1cc(O)cc(C=O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.214, "logP": 1.8643, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 4}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 13, 10, 9, 7, 6]], "bond_rings": [[13, 12, 9, 8, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T20:59:56", "job_id": "checker_20251223_205734_19096", "target_smiles_raw": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_smiles_canonical": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 13, "depth": 3, "product_smiles": "COC/C=C/c1cc(O)cc(C=O)c1", "product_smiles_canonical": "COC/C=C/c1cc(O)cc(C=O)c1", "reactant_smiles": ["COC/C=C/B1OC(C)(C)C(C)(C)O1", "O=Cc1cc(O)cc(Br)c1"], "reactant_smiles_canonical": ["COC/C=C/B1OC(C)(C)C(C)(C)O1", "O=Cc1cc(O)cc(Br)c1"], "stability_raw": {"COC/C=C/B1OC(C)(C)C(C)(C)O1": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 198.07099999999997, "logP": 1.8204, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 6, 7, 10, 13]], "bond_rings": [[5, 6, 9, 12, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 14, "num_heavy_atoms": 14, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "O=Cc1cc(O)cc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 201.01899999999998, "logP": 1.9671999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 7, 6, 4, 3]], "bond_rings": [[9, 8, 6, 5, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 45, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -30 points", "Ring structure changes: -25 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for B: Reactant has 1, Product has 0", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for C: Reactant has 17, Product has 11", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "product_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "reactant_smiles": ["CC(C)(C)OC(=O)N1CC[C@H]([C@@H](C(=O)N(Cc2cc(CCCO)cc(OCCC(C)(C)C(=O)O)c2)C2CC2)C1)c1ccc(O)cc1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@@H](C(=O)N(Cc2cc(CCCO)cc(OCCC(C)(C)C(=O)O)c2)C2CC2)C1", "Cc1cc(Cl)c(OCCCl)c(Cl)c1"], "stability_raw": {"CC(C)(C)OC(=O)N1CC[C@H]([C@@H](C(=O)N(Cc2cc(CCCO)cc(OCCC(C)(C)C(=O)O)c2)C2CC2)C1)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 638.8020000000002, "logP": 5.728600000000007, "h_bond_donors": 3, "h_bond_acceptors": 7, "rotatable_bonds": 13}, "ring_data": {"num_rings": 4, "atom_rings": [[7, 38, 11, 10, 9, 8], [17, 18, 23, 24, 34, 16], [36, 35, 37], [40, 41, 42, 44, 45, 39]], "bond_rings": [[45, 37, 10, 9, 8, 7], [17, 22, 23, 33, 47, 16], [35, 48, 36], [40, 41, 43, 44, 46, 39]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 46, "num_bonds": 49, "num_heavy_atoms": 46, "num_heavy_bonds": 49, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 34}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(OCCCl)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 239.529, "logP": 3.9194200000000023, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 12, 10, 5, 3, 2]], "bond_rings": [[12, 11, 9, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 3, Product has 2", "Atom count mismatch for C: Reactant has 45, Product has 46", "Possible unnecessary bonds formed: Reactant has 62 bonds, Product has 63 bonds"]}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)N1CC[C@H]([C@@H](C(=O)N(Cc2cc(CCCO)cc(OCCC(C)(C)C(=O)O)c2)C2CC2)C1)c1ccc(O)cc1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@@H](C(=O)N(Cc2cc(CCCO)cc(OCCC(C)(C)C(=O)O)c2)C2CC2)C1", "reactant_smiles": ["CC(C)(C)OC(=O)N1CC[C@H]([C@@H](C(=O)O)C1)c1ccc(O)cc1", "C1CC1NCc1cc(CCCO)cc(OCCC(C)(C)C(=O)O)c1"], "reactant_smiles_canonical": ["CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1", "CC(C)(CCOc1cc(CCCO)cc(CNC2CC2)c1)C(=O)O"], "stability_raw": {"CC(C)(C)OC(=O)N1CC[C@H]([C@@H](C(=O)O)C1)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 321.373, "logP": 2.817400000000001, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 15, 11, 10, 9, 8], [17, 18, 19, 21, 22, 16]], "bond_rings": [[22, 14, 10, 9, 8, 7], [17, 18, 20, 21, 23, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 23, "num_bonds": 24, "num_heavy_atoms": 23, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}, "C1CC1NCc1cc(CCCO)cc(OCCC(C)(C)C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 335.444, "logP": 2.7432000000000007, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 11}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 1, 2], [6, 7, 12, 13, 23, 5]], "bond_rings": [[0, 1, 23], [6, 11, 12, 22, 24, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 25, "num_heavy_atoms": 24, "num_heavy_bonds": 25, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 9, Product has 8"]}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)N1CC[C@H]([C@@H](C(=O)O)C1)c1ccc(O)cc1", "product_smiles_canonical": "CC(C)(C)OC(=O)N1CC[C@@H](c2ccc(O)cc2)[C@@H](C(=O)O)C1", "reactant_smiles": ["N1CC[C@H]([C@@H](C(=O)O)C1)c1ccc(O)cc1", "CC(C)(C)OC(=O)OC(=O)C(C)(C)C"], "reactant_smiles_canonical": ["O=C(O)[C@H]1CNCC[C@H]1c1ccc(O)cc1", "CC(C)(C)OC(=O)OC(=O)C(C)(C)C"], "stability_raw": {"N1CC[C@H]([C@@H](C(=O)O)C1)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 221.256, "logP": 1.1699, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[0, 8, 4, 3, 2, 1], [10, 11, 12, 14, 15, 9]], "bond_rings": [[15, 7, 3, 2, 1, 0], [10, 11, 13, 14, 16, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 16, "num_bonds": 17, "num_heavy_atoms": 16, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)C(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 202.24999999999997, "logP": 2.5108000000000006, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 13, "num_heavy_atoms": 14, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 7, Product has 5", "Atom count mismatch for C: Reactant has 22, Product has 17"]}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "N1CC[C@H]([C@@H](C(=O)O)C1)c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)[C@H]1CNCC[C@H]1c1ccc(O)cc1", "reactant_smiles": ["O=C(O)C(=O)CCC(c1ccc(O)cc1)C=O", "N"], "reactant_smiles_canonical": ["O=CC(CCC(=O)C(=O)O)c1ccc(O)cc1", "N"], "stability_raw": {"O=C(O)C(=O)CCC(c1ccc(O)cc1)C=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 236.223, "logP": 1.1085999999999998, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 6}, "ring_data": {"num_rings": 1, "atom_rings": [[8, 14, 13, 11, 10, 9]], "bond_rings": [[16, 13, 12, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 17, "num_heavy_atoms": 17, "num_heavy_bonds": 17, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "O=C(O)C(=O)CCC(c1ccc(O)cc1)C=O", "product_smiles_canonical": "O=CC(CCC(=O)C(=O)O)c1ccc(O)cc1", "reactant_smiles": ["O=C(O)C(=O)CCC(CO)c1ccc(O)cc1"], "reactant_smiles_canonical": ["O=C(O)C(=O)CCC(CO)c1ccc(O)cc1"], "stability_raw": {"O=C(O)C(=O)CCC(CO)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 238.239, "logP": 0.9019999999999999, "h_bond_donors": 3, "h_bond_acceptors": 4, "rotatable_bonds": 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"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "O=C(O)C(=O)CCC(CO)c1ccc(O)cc1", "product_smiles_canonical": "O=C(O)C(=O)CCC(CO)c1ccc(O)cc1", "reactant_smiles": ["O=C(O)C(=O)C", "OCC(CBr)c1ccc(O)cc1"], "reactant_smiles_canonical": ["CC(=O)C(=O)O", "OCC(CBr)c1ccc(O)cc1"], "stability_raw": {"O=C(O)C(=O)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 88.062, "logP": -0.3400000000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "OCC(CBr)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 231.08900000000003, "logP": 1.8629999999999998, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 10, 8, 7, 6]], "bond_rings": [[11, 10, 9, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "OCC(CBr)c1ccc(O)cc1", "product_smiles_canonical": "OCC(CBr)c1ccc(O)cc1", "reactant_smiles": ["OCC(CO)c1ccc(O)cc1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["OCC(CO)c1ccc(O)cc1", "O=C1CCC(=O)N1Br"], "stability_raw": {"OCC(CO)c1ccc(O)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 168.192, "logP": 0.46040000000000003, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 1, "atom_rings": [[5, 11, 10, 8, 7, 6]], "bond_rings": [[11, 10, 9, 7, 6, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 2", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 13, Product has 9", "Ring size change detected: Reactant rings [5, 6], Product rings [6]"]}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 2, "depth": 3, "product_smiles": "CC(C)(C)OC(=O)OC(=O)C(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)C(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)C(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)C(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)C(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 146.142, "logP": 1.2537, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 9, "num_heavy_atoms": 10, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 12 bonds, Product has 13 bonds"]}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 7, "depth": 4, "product_smiles": "CC(C)(C)C(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)C(=O)OC(=O)O", "reactant_smiles": ["O=C(O)O", "CC(C)(C)C(=O)Cl"], "reactant_smiles_canonical": ["O=C(O)O", "CC(C)(C)C(=O)Cl"], "stability_raw": {"O=C(O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 62.02400000000001, "logP": 0.2224, "h_bond_donors": 2, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)C(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 120.579, "logP": 1.7979, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 1, "depth": 2, "product_smiles": "C1CC1NCc1cc(CCCO)cc(OCCC(C)(C)C(=O)O)c1", "product_smiles_canonical": "CC(C)(CCOc1cc(CCCO)cc(CNC2CC2)c1)C(=O)O", "reactant_smiles": ["C1CC1N", "CC(C)(CCOc1cc(C=O)cc(CCCO)c1)C(=O)O"], "reactant_smiles_canonical": ["NC1CC1", "CC(C)(CCOc1cc(C=O)cc(CCCO)c1)C(=O)O"], "stability_raw": {"C1CC1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 57.096, "logP": 0.10750000000000004, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[0, 1, 2]], "bond_rings": [[0, 1, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 4, "num_heavy_atoms": 4, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(CCOc1cc(C=O)cc(CCCO)c1)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 294.347, "logP": 2.3037, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 17, 12, 11, 8, 7]], "bond_rings": [[20, 16, 11, 10, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 21, "num_heavy_atoms": 21, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 10, "parent_step_id": 9, "depth": 3, "product_smiles": "CC(C)(CCOc1cc(C=O)cc(CCCO)c1)C(=O)O", "product_smiles_canonical": "CC(C)(CCOc1cc(C=O)cc(CCCO)c1)C(=O)O", "reactant_smiles": ["CC(C)(CCOc1cc(C=O)cc(/C=C/CO)c1)C(=O)O"], "reactant_smiles_canonical": ["CC(C)(CCOc1cc(C=O)cc(/C=C/CO)c1)C(=O)O"], "stability_raw": {"CC(C)(CCOc1cc(C=O)cc(/C=C/CO)c1)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 292.331, "logP": 2.3842999999999996, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 8}, "ring_data": {"num_rings": 1, "atom_rings": [[6, 17, 12, 11, 8, 7]], "bond_rings": [[20, 16, 11, 10, 7, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 21, "num_heavy_atoms": 21, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 11, "parent_step_id": 10, "depth": 4, "product_smiles": "CC(C)(CCOc1cc(C=O)cc(/C=C/CO)c1)C(=O)O", "product_smiles_canonical": "CC(C)(CCOc1cc(C=O)cc(/C=C/CO)c1)C(=O)O", "reactant_smiles": ["CCOC(=O)/C=C/c1cc(C=O)cc(OCCC(C)(C)C(=O)O)c1"], "reactant_smiles_canonical": ["CCOC(=O)/C=C/c1cc(C=O)cc(OCCC(C)(C)C(=O)O)c1"], "stability_raw": {"CCOC(=O)/C=C/c1cc(C=O)cc(OCCC(C)(C)C(=O)O)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 334.36800000000005, "logP": 2.9551000000000007, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 9}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 23, 13, 12, 9, 8]], "bond_rings": [[23, 22, 12, 11, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 24, "num_heavy_atoms": 24, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 5", "Atom count mismatch for C: Reactant has 18, Product has 16"]}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 12, "parent_step_id": 11, "depth": 5, "product_smiles": "CCOC(=O)/C=C/c1cc(C=O)cc(OCCC(C)(C)C(=O)O)c1", "product_smiles_canonical": "CCOC(=O)/C=C/c1cc(C=O)cc(OCCC(C)(C)C(=O)O)c1", "reactant_smiles": ["CC(C)(CCBr)C(=O)O", "CCOC(=O)/C=C/c1cc(O)cc(C=O)c1"], "reactant_smiles_canonical": ["CC(C)(CCBr)C(=O)O", "CCOC(=O)/C=C/c1cc(O)cc(C=O)c1"], "stability_raw": {"CC(C)(CCBr)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": 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"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 13, "parent_step_id": 12, "depth": 6, "product_smiles": "CC(C)(CCBr)C(=O)O", "product_smiles_canonical": "CC(C)(CCBr)C(=O)O", "reactant_smiles": ["CC(C)C(=O)O", "BrCCBr"], "reactant_smiles_canonical": ["CC(C)C(=O)O", "BrCCBr"], "stability_raw": {"CC(C)C(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 88.10599999999998, "logP": 0.727, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "BrCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 187.862, "logP": 1.7762, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T21:16:26", "job_id": "checker_20251223_210001_19096", "target_smiles_raw": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 14, "parent_step_id": 12, "depth": 6, "product_smiles": "CCOC(=O)/C=C/c1cc(O)cc(C=O)c1", "product_smiles_canonical": "CCOC(=O)/C=C/c1cc(O)cc(C=O)c1", "reactant_smiles": ["C=CC(=O)OCC", "O=Cc1cc(O)cc(Br)c1"], "reactant_smiles_canonical": ["C=CC(=O)OCC", "O=Cc1cc(O)cc(Br)c1"], "stability_raw": {"C=CC(=O)OCC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 100.11699999999999, "logP": 0.7354999999999999, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "O=Cc1cc(O)cc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 201.01899999999998, "logP": 1.9671999999999998, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 9, 7, 6, 4, 3]], "bond_rings": [[9, 8, 6, 5, 3, 2]], 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"COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_smiles_canonical": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 15, "parent_step_id": 0, "depth": 1, "product_smiles": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "product_smiles_canonical": "Cc1cc(Cl)c(OCCCl)c(Cl)c1", "reactant_smiles": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "reactant_smiles_canonical": ["ClCCBr", "Cc1cc(Cl)c(O)c(Cl)c1"], "stability_raw": {"ClCCBr": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.411, "logP": 1.6200999999999999, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cc1cc(Cl)c(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 177.03, "logP": 3.0074200000000006, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 9, 7, 5, 3, 2]], "bond_rings": [[9, 8, 6, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}}, 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"atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T21:17:08", "job_id": "checker_20251223_211633_19096", "target_smiles_raw": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1", "target_smiles_canonical": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)[nH]3)CC2)c1", "product_smiles_canonical": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)[nH]3)CC2)c1", "reactant_smiles": ["Cn1nc(CCCl)[nH]c1=O", "CC(=O)Nc1cccc(N2CCNCC2)c1"], "reactant_smiles_canonical": ["Cn1nc(CCCl)[nH]c1=O", "CC(=O)Nc1cccc(N2CCNCC2)c1"], "stability_raw": {"Cn1nc(CCCl)[nH]c1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 161.592, "logP": -0.11030000000000001, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 7, 8]], "bond_rings": [[1, 2, 6, 7, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CC(=O)Nc1cccc(N2CCNCC2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 219.28799999999993, "logP": 1.0545999999999995, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 15, 8, 7, 6, 5], [10, 11, 12, 13, 14, 9]], "bond_rings": [[15, 14, 7, 6, 5, 4], [10, 11, 12, 13, 16, 9]], 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"target_smiles_canonical": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Cn1nc(CCCl)[nH]c1=O", "product_smiles_canonical": "Cn1nc(CCCl)[nH]c1=O", "reactant_smiles": ["O=S(Cl)Cl", "Cn1nc(CCO)[nH]c1=O"], "reactant_smiles_canonical": ["O=S(Cl)Cl", "Cn1nc(CCO)[nH]c1=O"], "stability_raw": {"O=S(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 118.97200000000001, "logP": 1.0427, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "Cn1nc(CCO)[nH]c1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 143.146, "logP": -1.3568000000000007, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 7, 8]], "bond_rings": [[1, 2, 6, 7, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 10, "num_heavy_atoms": 10, "num_heavy_bonds": 10, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for Cl: Reactant has 2, Product has 1", "Atom count mismatch for S: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T21:17:08", "job_id": "checker_20251223_211633_19096", "target_smiles_raw": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1", "target_smiles_canonical": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "Cn1nc(CCO)[nH]c1=O", "product_smiles_canonical": "Cn1nc(CCO)[nH]c1=O", "reactant_smiles": ["Cn1nc(CCOCc2ccccc2)[nH]c1=O"], "reactant_smiles_canonical": ["Cn1nc(CCOCc2ccccc2)[nH]c1=O"], "stability_raw": {"Cn1nc(CCOCc2ccccc2)[nH]c1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 233.27100000000004, "logP": 0.8676999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 5}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 14, 15], [9, 10, 11, 12, 13, 8]], "bond_rings": [[1, 2, 13, 14, 16], [9, 10, 11, 12, 17, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 18, "num_heavy_atoms": 17, "num_heavy_bonds": 18, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -35 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 12, Product has 5", "Ring size change detected: Reactant rings [5, 6], Product rings [5]", "Significant change in aromaticity: Reactant has 11 aromatic atoms, Product has 5"]}}} +{"timestamp": "2025-12-23T21:17:08", "job_id": "checker_20251223_211633_19096", "target_smiles_raw": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1", "target_smiles_canonical": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "Cn1nc(CCOCc2ccccc2)[nH]c1=O", "product_smiles_canonical": "Cn1nc(CCOCc2ccccc2)[nH]c1=O", "reactant_smiles": ["CN(NC(=O)CCOCc1ccccc1)C(N)=O"], "reactant_smiles_canonical": ["CN(NC(=O)CCOCc1ccccc1)C(N)=O"], "stability_raw": {"CN(NC(=O)CCOCc1ccccc1)C(N)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.286, "logP": 0.6349999999999997, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[9, 14, 13, 12, 11, 10]], "bond_rings": [[17, 13, 12, 11, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 18, "num_heavy_atoms": 18, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 11"]}}} +{"timestamp": "2025-12-23T21:17:08", "job_id": "checker_20251223_211633_19096", "target_smiles_raw": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1", "target_smiles_canonical": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "CN(NC(=O)CCOCc1ccccc1)C(N)=O", "product_smiles_canonical": "CN(NC(=O)CCOCc1ccccc1)C(N)=O", "reactant_smiles": ["CN(N)C(N)=O", "O=C(O)CCOCc1ccccc1"], "reactant_smiles_canonical": ["CN(N)C(N)=O", "O=C(O)CCOCc1ccccc1"], "stability_raw": {"CN(N)C(N)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 89.098, "logP": -1.1293999999999997, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 5, "num_heavy_atoms": 6, "num_heavy_bonds": 5, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "O=C(O)CCOCc1ccccc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 180.20300000000003, "logP": 1.6779, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[7, 12, 11, 10, 9, 8]], "bond_rings": [[12, 11, 10, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3"]}}} +{"timestamp": "2025-12-23T21:17:08", "job_id": "checker_20251223_211633_19096", "target_smiles_raw": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1", "target_smiles_canonical": "CC(=O)Nc1cccc(N2CCN(CCc3nn(C)c(=O)n3CC3CCCCC3)CC2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 1, "depth": 2, "product_smiles": "CC(=O)Nc1cccc(N2CCNCC2)c1", "product_smiles_canonical": "CC(=O)Nc1cccc(N2CCNCC2)c1", "reactant_smiles": ["ClCCNCCCl", "CC(=O)Nc1cccc(N)c1"], "reactant_smiles_canonical": ["ClCCNCCCl", "CC(=O)Nc1cccc(N)c1"], "stability_raw": {"ClCCNCCCl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 142.029, "logP": 1.0535999999999999, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 4}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CC(=O)Nc1cccc(N)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.18099999999995, "logP": 1.2271999999999998, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 8, 7, 6, 5]], "bond_rings": [[10, 9, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 0", "Ring size change detected: Reactant rings [6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T21:21:29", "job_id": "checker_20251223_211713_19096", "target_smiles_raw": "COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1", "target_smiles_canonical": "COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1", "product_smiles_canonical": "COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1", "reactant_smiles": ["COC(=O)c1ccc(-c2ccc(O)c(Cl)c2)cc1", "CC(=O)O[C@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H]1Br"], "reactant_smiles_canonical": ["COC(=O)c1ccc(-c2ccc(O)c(Cl)c2)cc1", "CC(=O)OC[C@H]1O[C@H](OC(C)=O)[C@@H](Br)[C@@H](OC(C)=O)[C@@H]1OC(C)=O"], "stability_raw": {"COC(=O)c1ccc(-c2ccc(O)c(Cl)c2)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 262.692, "logP": 3.499200000000002, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 17, 16, 7, 6, 5], [9, 10, 11, 13, 15, 8]], "bond_rings": [[17, 16, 15, 6, 5, 4], [9, 10, 12, 14, 18, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "CC(=O)O[C@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H]1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 411.2010000000001, "logP": 0.46440000000000015, "h_bond_donors": 0, "h_bond_acceptors": 9, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 22, 17, 12, 6, 5]], "bond_rings": [[23, 21, 16, 11, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 24, "num_heavy_atoms": 24, "num_heavy_bonds": 24, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 24}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 60, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Atom count inconsistency: -40 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for O: Reactant has 12, Product has 8", "Atom count mismatch for C: Reactant has 28, Product has 20"]}}} +{"timestamp": "2025-12-23T21:21:29", "job_id": "checker_20251223_211713_19096", "target_smiles_raw": "COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1", "target_smiles_canonical": "COC(=O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)c1ccc(-c2ccc(O)c(Cl)c2)cc1", "product_smiles_canonical": "COC(=O)c1ccc(-c2ccc(O)c(Cl)c2)cc1", "reactant_smiles": ["OB(O)c1ccc(O)c(Cl)c1", "COC(=O)c1ccc(Br)cc1"], "reactant_smiles_canonical": ["OB(O)c1ccc(O)c(Cl)c1", "COC(=O)c1ccc(Br)cc1"], "stability_raw": {"OB(O)c1ccc(O)c(Cl)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.37599999999998, "logP": -0.27460000000000023, "h_bond_donors": 3, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 8, 6, 5, 4]], "bond_rings": [[10, 9, 7, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "COC(=O)c1ccc(Br)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 215.046, "logP": 2.2356999999999996, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[10, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", 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"CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "reactant_smiles": ["CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)O)cs1", "NC1C(=O)N2C(C(=O)O)=C(CSc3nnc(C)s3)CS[C@H]12"], "reactant_smiles_canonical": ["CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)O)cs1", "Cc1nnc(SCC2=C(C(=O)O)N3C(=O)C(N)[C@H]3SC2)s1"], "stability_raw": {"CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)O)cs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 288.325, "logP": 1.9982, "h_bond_donors": 3, "h_bond_acceptors": 6, "rotatable_bonds": 5}, "ring_data": {"num_rings": 1, "atom_rings": [[9, 10, 11, 17, 18]], "bond_rings": [[9, 10, 16, 17, 18]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 19, "num_bonds": 19, "num_heavy_atoms": 19, "num_heavy_bonds": 19, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "NC1C(=O)N2C(C(=O)O)=C(CSc3nnc(C)s3)CS[C@H]12": {"valid_structure": true, "stability_score": 80, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 344.44300000000004, "logP": 0.5197200000000004, "h_bond_donors": 2, "h_bond_acceptors": 8, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 20, 4, 2], [5, 9, 18, 19, 20, 4], [13, 12, 17, 15, 14]], "bond_rings": [[20, 21, 3, 1], [8, 17, 18, 19, 21, 4], [12, 22, 16, 14, 13]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 21, "num_bonds": 23, "num_heavy_atoms": 21, "num_heavy_bonds": 23, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 16}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 8, Product has 7"]}}} +{"timestamp": "2025-12-23T21:28:50", "job_id": "checker_20251223_212135_19096", "target_smiles_raw": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "target_smiles_canonical": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)O)cs1", "product_smiles_canonical": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)O)cs1", "reactant_smiles": ["CCC(C)(C)OC(=O)Cl", "Nc1nc(C(O)C(=O)O)cs1"], "reactant_smiles_canonical": ["CCC(C)(C)OC(=O)Cl", "Nc1nc(C(O)C(=O)O)cs1"], "stability_raw": {"CCC(C)(C)OC(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.60499999999996, "logP": 2.5504000000000007, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 8, "num_heavy_atoms": 9, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}, "Nc1nc(C(O)C(=O)O)cs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 174.18099999999998, "logP": -0.15670000000000023, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 9, 10]], "bond_rings": [[1, 2, 8, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T21:28:50", "job_id": "checker_20251223_212135_19096", "target_smiles_raw": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "target_smiles_canonical": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Nc1nc(C(O)C(=O)O)cs1", "product_smiles_canonical": "Nc1nc(C(O)C(=O)O)cs1", "reactant_smiles": ["Nc1nc(C(=O)C(=O)O)cs1"], "reactant_smiles_canonical": ["Nc1nc(C(=O)C(=O)O)cs1"], "stability_raw": {"Nc1nc(C(=O)C(=O)O)cs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.165, "logP": -0.007399999999999851, "h_bond_donors": 2, "h_bond_acceptors": 5, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 9, 10]], "bond_rings": [[1, 2, 8, 9, 10]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T21:28:50", "job_id": "checker_20251223_212135_19096", "target_smiles_raw": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "target_smiles_canonical": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 0, "depth": 1, "product_smiles": "NC1C(=O)N2C(C(=O)O)=C(CSc3nnc(C)s3)CS[C@H]12", "product_smiles_canonical": "Cc1nnc(SCC2=C(C(=O)O)N3C(=O)C(N)[C@H]3SC2)s1", "reactant_smiles": ["NC1C(=O)N2C(C(=O)O)=C(CCl)CS[C@H]12", "Cc1nnc(S)s1"], "reactant_smiles_canonical": ["NC1C(=O)N2C(C(=O)O)=C(CCl)CS[C@H]12", "Cc1nnc(S)s1"], "stability_raw": {"NC1C(=O)N2C(C(=O)O)=C(CCl)CS[C@H]12": {"valid_structure": true, "stability_score": 75, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 248.69099999999997, "logP": -0.19369999999999954, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 14, 4, 2], [5, 9, 12, 13, 14, 4]], "bond_rings": [[14, 15, 3, 1], [8, 11, 12, 13, 15, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 16, "num_heavy_atoms": 15, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Moderately stable"}, "Cc1nnc(S)s1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 132.213, "logP": 1.13522, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 7, "num_heavy_atoms": 7, "num_heavy_bonds": 7, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T21:28:50", "job_id": "checker_20251223_212135_19096", "target_smiles_raw": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "target_smiles_canonical": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 2, "product_smiles": "NC1C(=O)N2C(C(=O)O)=C(CCl)CS[C@H]12", "product_smiles_canonical": "NC1C(=O)N2C(C(=O)O)=C(CCl)CS[C@H]12", "reactant_smiles": ["CC1=C(C(=O)O)N2C(=O)C(N)[C@H]2SC1"], "reactant_smiles_canonical": ["CC1=C(C(=O)O)N2C(=O)C(N)[C@H]2SC1"], "stability_raw": {"CC1=C(C(=O)O)N2C(=O)C(N)[C@H]2SC1": {"valid_structure": true, "stability_score": 75, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 214.24599999999998, "logP": -0.4126000000000001, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 11, 6, 2], [7, 9, 11, 6]], "bond_rings": [[13, 12, 11, 14, 5, 1], [8, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 15 bonds, Product has 16 bonds"]}}} +{"timestamp": "2025-12-23T21:28:50", "job_id": "checker_20251223_212135_19096", "target_smiles_raw": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "target_smiles_canonical": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 3, "product_smiles": "CC1=C(C(=O)O)N2C(=O)C(N)[C@H]2SC1", "product_smiles_canonical": "CC1=C(C(=O)O)N2C(=O)C(N)[C@H]2SC1", "reactant_smiles": ["CC1=C(C(=O)O)N2C(=O)C(NC(=O)C(F)(F)F)[C@H]2SC1"], "reactant_smiles_canonical": ["CC1=C(C(=O)O)N2C(=O)C(NC(=O)C(F)(F)F)[C@H]2SC1"], "stability_raw": {"CC1=C(C(=O)O)N2C(=O)C(NC(=O)C(F)(F)F)[C@H]2SC1": {"valid_structure": true, "stability_score": 75, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 310.253, "logP": 0.3071999999999999, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 19, 18, 17, 6, 2], [7, 9, 17, 6]], "bond_rings": [[19, 18, 17, 20, 5, 1], [8, 16, 20, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 20}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 85, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -15 points", "Atom count inconsistency: -10 points"], "message": "Generally reliable transformation with minor structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 4, Product has 3", "Atom count mismatch for F: Reactant has 3, Product has 0", "Atom count mismatch for C: Reactant has 10, Product has 8"]}}} +{"timestamp": "2025-12-23T21:28:50", "job_id": "checker_20251223_212135_19096", "target_smiles_raw": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "target_smiles_canonical": "CCC(C)(C)OC(=O)Nc1nc(C(O)C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnc(C)s4)CS[C@H]23)cs1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 4, "product_smiles": "CC1=C(C(=O)O)N2C(=O)C(NC(=O)C(F)(F)F)[C@H]2SC1", "product_smiles_canonical": "CC1=C(C(=O)O)N2C(=O)C(NC(=O)C(F)(F)F)[C@H]2SC1", "reactant_smiles": ["O=C(O)C(F)(F)F", "CC1=C(C(=O)O)N2C(=O)[C@@H](N)[C@H]2SC1"], "reactant_smiles_canonical": ["O=C(O)C(F)(F)F", "CC1=C(C(=O)O)N2C(=O)[C@@H](N)[C@H]2SC1"], "stability_raw": {"O=C(O)C(F)(F)F": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 114.02200000000002, "logP": 0.6333, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CC1=C(C(=O)O)N2C(=O)[C@@H](N)[C@H]2SC1": {"valid_structure": true, "stability_score": 75, "issues": ["Four-membered heterocycle (potentially unstable)"], "metrics": {"molecular_weight": 214.24599999999998, "logP": -0.4126000000000001, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 11, 6, 2], [7, 9, 11, 6]], "bond_rings": [[13, 12, 11, 14, 5, 1], [8, 10, 14, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 2, "num_aliphatic_rings": 2, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T21:29:38", "job_id": "checker_20251223_212855_19096", "target_smiles_raw": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "product_smiles_canonical": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "reactant_smiles": ["C[S+](C)(C)=O", "C[C@H](C(=O)c1ccc(F)cc1F)n1ccn(-c2ccc(Cl)cc2)c1=O"], "reactant_smiles_canonical": ["C[S+](C)(C)=O", "C[C@H](C(=O)c1ccc(F)cc1F)n1ccn(-c2ccc(Cl)cc2)c1=O"], "stability_raw": {"C[S+](C)(C)=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 93.17099999999999, "logP": 0.37529999999999997, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "C[C@H](C(=O)c1ccc(F)cc1F)n1ccn(-c2ccc(Cl)cc2)c1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 362.7630000000001, "logP": 4.014500000000003, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[5, 6, 7, 9, 10, 4], [13, 12, 23, 15, 14], [17, 18, 19, 21, 22, 16]], "bond_rings": [[5, 6, 8, 9, 24, 4], [12, 25, 22, 14, 13], [17, 18, 20, 21, 26, 16]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 2, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 27, "num_heavy_atoms": 25, "num_heavy_bonds": 27, "num_aromatic_atoms": 17, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for S: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 21, Product has 19", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [3, 5, 6, 6]"]}}} +{"timestamp": "2025-12-23T21:29:38", "job_id": "checker_20251223_212855_19096", "target_smiles_raw": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "C[C@H](C(=O)c1ccc(F)cc1F)n1ccn(-c2ccc(Cl)cc2)c1=O", "product_smiles_canonical": "C[C@H](C(=O)c1ccc(F)cc1F)n1ccn(-c2ccc(Cl)cc2)c1=O", "reactant_smiles": ["Fc1ccc(Br)c(F)c1", "CCOC(=O)[C@@H](C)n1ccn(-c2ccc(Cl)cc2)c1=O"], "reactant_smiles_canonical": ["Fc1ccc(Br)c(F)c1", "CCOC(=O)[C@@H](C)n1ccn(-c2ccc(Cl)cc2)c1=O"], "stability_raw": {"Fc1ccc(Br)c(F)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 192.98999999999998, "logP": 2.7273000000000005, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 6, 4, 3, 2]], "bond_rings": [[8, 7, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "CCOC(=O)[C@@H](C)n1ccn(-c2ccc(Cl)cc2)c1=O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 294.73800000000006, "logP": 2.4165, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 2, "atom_rings": [[7, 8, 9, 10, 18], [12, 13, 14, 16, 17, 11]], "bond_rings": [[7, 8, 9, 17, 19], [12, 13, 15, 16, 20, 11]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 9}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2", "Atom count mismatch for Br: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 20, Product has 18"]}}} +{"timestamp": "2025-12-23T21:29:38", "job_id": "checker_20251223_212855_19096", "target_smiles_raw": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "CCOC(=O)[C@@H](C)n1ccn(-c2ccc(Cl)cc2)c1=O", "product_smiles_canonical": "CCOC(=O)[C@@H](C)n1ccn(-c2ccc(Cl)cc2)c1=O", "reactant_smiles": ["CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Nc1ccc(Cl)cc1"], "reactant_smiles_canonical": ["CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Nc1ccc(Cl)cc1"], "stability_raw": {"CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Nc1ccc(Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 358.822, "logP": 2.7444000000000006, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 8}, "ring_data": {"num_rings": 1, "atom_rings": [[17, 23, 22, 20, 19, 18]], "bond_rings": [[23, 22, 21, 19, 18, 17]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 24, "num_bonds": 24, "num_heavy_atoms": 24, "num_heavy_bonds": 24, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 18}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 25, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -25 points", "Significant aromaticity changes: -40 points"], "message": "Severe hallucination with critical structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for C: Reactant has 16, Product has 14", "Ring size change detected: Reactant rings [6], Product rings [5, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 11"]}}} +{"timestamp": "2025-12-23T21:29:38", "job_id": "checker_20251223_212855_19096", "target_smiles_raw": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Nc1ccc(Cl)cc1", "product_smiles_canonical": "CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Nc1ccc(Cl)cc1", "reactant_smiles": ["Nc1ccc(Cl)cc1", "CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Cl"], "reactant_smiles_canonical": ["Nc1ccc(Cl)cc1", "CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Cl"], "stability_raw": {"Nc1ccc(Cl)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 127.574, "logP": 1.9222, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 7, 6, 4, 3, 2]], "bond_rings": [[7, 6, 5, 3, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}, "CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 267.70899999999995, "logP": 1.2176999999999998, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 17, "num_bonds": 16, "num_heavy_atoms": 17, "num_heavy_bonds": 16, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 17}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T21:29:38", "job_id": "checker_20251223_212855_19096", "target_smiles_raw": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Cl", "product_smiles_canonical": "CCOC(=O)[C@@H](C)N(CC(OC)OC)C(=O)Cl", "reactant_smiles": ["O=C(Cl)Cl", "CCOC(=O)[C@@H](C)NCC(OC)OC"], "reactant_smiles_canonical": ["O=C(Cl)Cl", "CCOC(=O)[C@@H](C)NCC(OC)OC"], "stability_raw": {"O=C(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 98.916, "logP": 1.584, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CCOC(=O)[C@@H](C)NCC(OC)OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 205.25399999999996, "logP": 0.14650000000000052, "h_bond_donors": 1, "h_bond_acceptors": 5, "rotatable_bonds": 7}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 13, "num_heavy_atoms": 14, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T21:29:38", "job_id": "checker_20251223_212855_19096", "target_smiles_raw": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_smiles_canonical": "C[C@@H](n1ccn(-c2ccc(Cl)cc2)c1=O)[C@@]1(c2ccc(F)cc2F)CO1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "CCOC(=O)[C@@H](C)NCC(OC)OC", "product_smiles_canonical": "CCOC(=O)[C@@H](C)NCC(OC)OC", "reactant_smiles": ["COC(C=O)OC", "CCOC(=O)[C@@H](C)N"], "reactant_smiles_canonical": ["COC(C=O)OC", "CCOC(=O)[C@@H](C)N"], "stability_raw": {"COC(C=O)OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 104.105, "logP": -0.19579999999999997, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 3}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CCOC(=O)[C@@H](C)N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 117.148, "logP": -0.10330000000000006, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 7, "num_heavy_atoms": 8, "num_heavy_bonds": 7, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 4"]}}} +{"timestamp": "2025-12-23T21:39:42", "job_id": "checker_20251223_212943_19096", "target_smiles_raw": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_smiles_canonical": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "product_smiles_canonical": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "reactant_smiles": ["COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)C=C2"], "reactant_smiles_canonical": ["COC(=O)CC12C=CC(c3ccc(Br)cc3)(CC1)CC2"], "stability_raw": {"COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)C=C2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 335.2410000000001, "logP": 4.380200000000004, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[6, 7, 8, 16, 17, 5], [6, 7, 8, 18, 19, 5], [10, 11, 12, 14, 15, 9], [16, 17, 5, 19, 18, 8]], "bond_rings": [[6, 7, 15, 16, 19, 5], [6, 7, 17, 18, 20, 5], [10, 11, 13, 14, 21, 9], [16, 19, 20, 18, 17, 15]], "num_aliphatic_carbocycles": 3, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 20, "num_bonds": 22, "num_heavy_atoms": 20, "num_heavy_bonds": 22, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 3", "Atom count mismatch for C: Reactant has 17, Product has 16"]}}} +{"timestamp": "2025-12-23T21:39:42", "job_id": "checker_20251223_212943_19096", "target_smiles_raw": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_smiles_canonical": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)C=C2", "product_smiles_canonical": "COC(=O)CC12C=CC(c3ccc(Br)cc3)(CC1)CC2", "reactant_smiles": ["OC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)C=C2", "CO"], "reactant_smiles_canonical": ["O=C(O)CC12C=CC(c3ccc(Br)cc3)(CC1)CC2", "CO"], "stability_raw": {"OC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)C=C2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 321.2140000000001, "logP": 4.291800000000003, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 3}, "ring_data": {"num_rings": 4, "atom_rings": [[5, 6, 7, 15, 16, 4], [5, 6, 7, 17, 18, 4], [9, 10, 11, 13, 14, 8], [15, 16, 4, 18, 17, 7]], "bond_rings": [[5, 6, 14, 15, 18, 4], [5, 6, 16, 17, 19, 4], [9, 10, 12, 13, 20, 8], [15, 18, 19, 17, 16, 14]], "num_aliphatic_carbocycles": 3, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 19, "num_bonds": 21, "num_heavy_atoms": 19, "num_heavy_bonds": 21, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}, "CO": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 32.042, "logP": -0.3915, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 2"]}}} +{"timestamp": "2025-12-23T21:39:42", "job_id": "checker_20251223_212943_19096", "target_smiles_raw": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_smiles_canonical": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "OC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)C=C2", "product_smiles_canonical": "O=C(O)CC12C=CC(c3ccc(Br)cc3)(CC1)CC2", "reactant_smiles": ["BrCC12CCC(c3ccc(Br)cc3)(CC1)C=C2", "O=C=O"], "reactant_smiles_canonical": ["BrCC12C=CC(c3ccc(Br)cc3)(CC1)CC2", "O=C=O"], "stability_raw": {"BrCC12CCC(c3ccc(Br)cc3)(CC1)C=C2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 356.1010000000001, "logP": 5.212000000000003, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 2}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 4, 5, 13, 14, 2], [3, 4, 5, 15, 16, 2], [7, 8, 9, 11, 12, 6], [13, 14, 2, 16, 15, 5]], "bond_rings": [[3, 4, 12, 13, 16, 2], [3, 4, 14, 15, 17, 2], [7, 8, 10, 11, 18, 6], [13, 16, 17, 15, 14, 12]], "num_aliphatic_carbocycles": 3, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 17, "num_bonds": 19, "num_heavy_atoms": 17, "num_heavy_bonds": 19, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}, "O=C=O": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 44.009, "logP": -0.5835, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 3, "num_bonds": 2, "num_heavy_atoms": 3, "num_heavy_bonds": 2, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 3}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T21:39:42", "job_id": "checker_20251223_212943_19096", "target_smiles_raw": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_smiles_canonical": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "BrCC12CCC(c3ccc(Br)cc3)(CC1)C=C2", "product_smiles_canonical": "BrCC12C=CC(c3ccc(Br)cc3)(CC1)CC2", "reactant_smiles": ["CC12CCC(c3ccc(Br)cc3)(CC1)C=C2"], "reactant_smiles_canonical": ["CC12C=CC(c3ccc(Br)cc3)(CC1)CC2"], "stability_raw": {"CC12CCC(c3ccc(Br)cc3)(CC1)C=C2": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 277.205, "logP": 4.837000000000003, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 4, "atom_rings": [[2, 3, 4, 12, 13, 1], [2, 3, 4, 14, 15, 1], [6, 7, 8, 10, 11, 5], [12, 13, 1, 15, 14, 4]], "bond_rings": [[2, 3, 11, 12, 15, 1], [2, 3, 13, 14, 16, 1], [6, 7, 9, 10, 17, 5], [12, 15, 16, 14, 13, 11]], "num_aliphatic_carbocycles": 3, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 3, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 2}, "atom_data": {"num_atoms": 16, "num_bonds": 18, "num_heavy_atoms": 16, "num_heavy_bonds": 18, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 1, Product has 2", "Possible unnecessary bonds formed: Reactant has 18 bonds, Product has 19 bonds"]}}} +{"timestamp": "2025-12-23T21:39:42", "job_id": "checker_20251223_212943_19096", "target_smiles_raw": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_smiles_canonical": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "CC12CCC(c3ccc(Br)cc3)(CC1)C=C2", "product_smiles_canonical": "CC12C=CC(c3ccc(Br)cc3)(CC1)CC2", "reactant_smiles": ["C=CC(=C)C", "O=C1C=CC(c2ccc(Br)cc2)CC1"], "reactant_smiles_canonical": ["C=CC(=C)C", "O=C1C=CC(c2ccc(Br)cc2)CC1"], "stability_raw": {"C=CC(=C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 68.119, "logP": 1.7485, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 1}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=C1C=CC(c2ccc(Br)cc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 251.12299999999996, "logP": 3.451800000000002, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 13, 12, 4, 3, 2], [6, 7, 8, 10, 11, 5]], "bond_rings": [[13, 12, 11, 3, 2, 1], [6, 7, 9, 10, 14, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 40, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 17, Product has 15", "Ring size change detected: Reactant rings [6, 6], Product rings [6, 6, 6]"]}}} +{"timestamp": "2025-12-23T21:39:42", "job_id": "checker_20251223_212943_19096", "target_smiles_raw": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_smiles_canonical": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "C=CC(=C)C", "product_smiles_canonical": "C=CC(=C)C", "reactant_smiles": ["C#CC(=C)C"], "reactant_smiles_canonical": ["C#CC(=C)C"], "stability_raw": {"C#CC(=C)C": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 66.103, "logP": 1.1957, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Moderately stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T21:39:42", "job_id": "checker_20251223_212943_19096", "target_smiles_raw": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_smiles_canonical": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 4, "depth": 5, "product_smiles": "O=C1C=CC(c2ccc(Br)cc2)CC1", "product_smiles_canonical": "O=C1C=CC(c2ccc(Br)cc2)CC1", "reactant_smiles": ["O=C1C=CC(c2ccccc2)CC1", "O=C1CCC(=O)N1Br"], "reactant_smiles_canonical": ["O=C1C=CC(c2ccccc2)CC1", "O=C1CCC(=O)N1Br"], "stability_raw": {"O=C1C=CC(c2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 172.22699999999998, "logP": 2.689300000000001, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "O=C1CCC(=O)N1Br": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 177.985, "logP": 0.44530000000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 55, "severity": "medium", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -25 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 16, Product has 12", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6, 6]"]}}} +{"timestamp": "2025-12-23T21:39:42", "job_id": "checker_20251223_212943_19096", "target_smiles_raw": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_smiles_canonical": "COC(=O)CC12CCC(c3ccc(Br)cc3)(CC1)CO2", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 6, "depth": 6, "product_smiles": "O=C1C=CC(c2ccccc2)CC1", "product_smiles_canonical": "O=C1C=CC(c2ccccc2)CC1", "reactant_smiles": ["O=C1CCC(c2ccccc2)CC1"], "reactant_smiles_canonical": ["O=C1CCC(c2ccccc2)CC1"], "stability_raw": {"O=C1CCC(c2ccccc2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 174.24299999999997, "logP": 2.9133000000000013, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 12, 11, 4, 3, 2], [6, 7, 8, 9, 10, 5]], "bond_rings": [[12, 11, 10, 3, 2, 1], [6, 7, 8, 9, 13, 5]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 100, "severity": "low", "penalties": [], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": []}}} +{"timestamp": "2025-12-23T21:53:16", "job_id": "checker_20251223_213947_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "product_smiles_canonical": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "reactant_smiles": ["NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "reactant_smiles_canonical": ["NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"], "stability_raw": {"NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 314.7800000000001, "logP": 2.3376, "h_bond_donors": 2, "h_bond_acceptors": 6, "rotatable_bonds": 4}, "ring_data": {"num_rings": 4, "atom_rings": [[3, 4, 13, 18, 19, 2], [8, 9, 10, 11, 12, 7], [14, 13, 18, 17, 16], [20, 1, 21]], "bond_rings": [[3, 12, 24, 18, 22, 2], [8, 9, 10, 11, 23, 7], [13, 24, 17, 16, 15], [19, 21, 20]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 3, "num_aromatic_rings": 3, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 22, "num_bonds": 25, "num_heavy_atoms": 22, "num_heavy_bonds": 25, "num_aromatic_atoms": 15, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 218.24899999999997, "logP": 2.8732000000000015, "h_bond_donors": 0, "h_bond_acceptors": 5, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 14, "num_heavy_atoms": 15, "num_heavy_bonds": 14, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 15}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 75, "severity": "medium", "penalties": ["Atom count inconsistency: -15 points", "Atom count inconsistency: -25 points"], "message": "Mostly reliable transformation with some structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 2", "Atom count mismatch for C: Reactant has 25, Product has 20"]}}} +{"timestamp": "2025-12-23T21:53:16", "job_id": "checker_20251223_213947_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "product_smiles_canonical": "NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "reactant_smiles": ["NC1(c2nc(Cl)c3c(Cl)ccn3n2)CC1", "NCc1ccccn1"], "reactant_smiles_canonical": ["NC1(c2nc(Cl)c3c(Cl)ccn3n2)CC1", "NCc1ccccn1"], "stability_raw": {"NC1(c2nc(Cl)c3c(Cl)ccn3n2)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 243.09699999999998, "logP": 1.9838999999999998, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 3, "atom_rings": [[3, 4, 6, 11, 12, 2], [7, 6, 11, 10, 9], [13, 1, 14]], "bond_rings": [[3, 5, 16, 11, 15, 2], [6, 16, 10, 9, 8], [12, 14, 13]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 15, "num_bonds": 17, "num_heavy_atoms": 15, "num_heavy_bonds": 17, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}, "NCc1ccccn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 108.14399999999998, "logP": 0.5403000000000001, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[2, 7, 6, 5, 4, 3]], "bond_rings": [[7, 6, 5, 4, 3, 2]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 2, Product has 1"]}}} +{"timestamp": "2025-12-23T21:53:16", "job_id": "checker_20251223_213947_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "NC1(c2nc(Cl)c3c(Cl)ccn3n2)CC1", "product_smiles_canonical": "NC1(c2nc(Cl)c3c(Cl)ccn3n2)CC1", "reactant_smiles": ["C=C(N)c1nc(Cl)c2c(Cl)ccn2n1", "CI"], "reactant_smiles_canonical": ["C=C(N)c1nc(Cl)c2c(Cl)ccn2n1", "CI"], "stability_raw": {"C=C(N)c1nc(Cl)c2c(Cl)ccn2n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 229.07000000000002, "logP": 1.9654999999999996, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[3, 13, 12, 7, 5, 4], [8, 7, 12, 11, 10]], "bond_rings": [[13, 12, 14, 6, 4, 3], [7, 14, 11, 10, 9]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 14, "num_bonds": 15, "num_heavy_atoms": 14, "num_heavy_bonds": 15, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "CI": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 141.939, "logP": 1.0512000000000001, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 2, "num_bonds": 1, "num_heavy_atoms": 2, "num_heavy_bonds": 1, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 65, "severity": "medium", "penalties": ["Atom count inconsistency: -5 points", "Ring structure changes: -25 points", "Unnecessary bond formations: -5 points"], "message": "Questionable transformation with significant structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["3-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for I: Reactant has 1, Product has 0", "Ring size change detected: Reactant rings [5, 6], Product rings [3, 5, 6]", "Possible unnecessary bonds formed: Reactant has 16 bonds, Product has 17 bonds"]}}} +{"timestamp": "2025-12-23T21:53:16", "job_id": "checker_20251223_213947_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 2, "depth": 3, "product_smiles": "C=C(N)c1nc(Cl)c2c(Cl)ccn2n1", "product_smiles_canonical": "C=C(N)c1nc(Cl)c2c(Cl)ccn2n1", "reactant_smiles": ["O=Cc1nc(Cl)c2c(Cl)ccn2n1", "N"], "reactant_smiles_canonical": ["O=Cc1nc(Cl)c2c(Cl)ccn2n1", "N"], "stability_raw": {"O=Cc1nc(Cl)c2c(Cl)ccn2n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 216.02700000000002, "logP": 1.8485999999999996, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 1}, "ring_data": {"num_rings": 2, "atom_rings": [[2, 12, 11, 6, 4, 3], [7, 6, 11, 10, 9]], "bond_rings": [[12, 11, 13, 5, 3, 2], [6, 13, 10, 9, 8]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 14, "num_heavy_atoms": 13, "num_heavy_bonds": 14, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 17.031, "logP": 0.16199999999999998, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 1, "num_bonds": 0, "num_heavy_atoms": 1, "num_heavy_bonds": 0, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 1, Product has 0", "Atom count mismatch for C: Reactant has 7, Product has 8", "Possible unnecessary bonds formed: Reactant has 14 bonds, Product has 15 bonds"]}}} +{"timestamp": "2025-12-23T21:53:16", "job_id": "checker_20251223_213947_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 4, "product_smiles": "O=Cc1nc(Cl)c2c(Cl)ccn2n1", "product_smiles_canonical": "O=Cc1nc(Cl)c2c(Cl)ccn2n1", "reactant_smiles": ["Cc1nc(Cl)c2c(Cl)ccn2n1"], "reactant_smiles_canonical": ["Cc1nc(Cl)c2c(Cl)ccn2n1"], "stability_raw": {"Cc1nc(Cl)c2c(Cl)ccn2n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 202.044, "logP": 2.34452, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 11, 10, 5, 3, 2], [6, 5, 10, 9, 8]], "bond_rings": [[11, 10, 12, 4, 2, 1], [5, 12, 9, 8, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -5 points", "Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 0, Product has 1", "Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T21:53:16", "job_id": "checker_20251223_213947_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 4, "depth": 5, "product_smiles": "Cc1nc(Cl)c2c(Cl)ccn2n1", "product_smiles_canonical": "Cc1nc(Cl)c2c(Cl)ccn2n1", "reactant_smiles": ["O=P(Cl)(Cl)Cl", "Cc1nn2ccc(Cl)c2c(=O)[nH]1"], "reactant_smiles_canonical": ["O=P(Cl)(Cl)Cl", "Cc1nn2ccc(Cl)c2c(=O)[nH]1"], "stability_raw": {"O=P(Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.332, "logP": 2.8109, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "Cc1nn2ccc(Cl)c2c(=O)[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 183.59799999999998, "logP": 0.9844199999999999, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 11, 9, 8, 3, 2], [4, 3, 8, 6, 5]], "bond_rings": [[11, 10, 8, 12, 2, 1], [3, 12, 7, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 13, "num_heavy_atoms": 12, "num_heavy_bonds": 13, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Cl: Reactant has 4, Product has 2", "Atom count mismatch for P: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T21:53:16", "job_id": "checker_20251223_213947_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 6, "parent_step_id": 5, "depth": 6, "product_smiles": "Cc1nn2ccc(Cl)c2c(=O)[nH]1", "product_smiles_canonical": "Cc1nn2ccc(Cl)c2c(=O)[nH]1", "reactant_smiles": ["O=C1CCC(=O)N1Cl", "Cc1nn2cccc2c(=O)[nH]1"], "reactant_smiles_canonical": ["O=C1CCC(=O)N1Cl", "Cc1nn2cccc2c(=O)[nH]1"], "stability_raw": {"O=C1CCC(=O)N1Cl": {"valid_structure": true, "stability_score": 95, "issues": [], "metrics": {"molecular_weight": 133.534, "logP": 0.2892, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 6]], "bond_rings": [[1, 2, 3, 5, 7]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 8, "num_bonds": 8, "num_heavy_atoms": 8, "num_heavy_bonds": 8, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 8}, "assessment": "Likely stable"}, "Cc1nn2cccc2c(=O)[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 149.153, "logP": 0.3310199999999999, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 10, 8, 7, 3, 2], [4, 3, 7, 6, 5]], "bond_rings": [[10, 9, 7, 11, 2, 1], [3, 11, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 2, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 12, "num_heavy_atoms": 11, "num_heavy_bonds": 12, "num_aromatic_atoms": 9, "num_aliphatic_atoms": 2}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 30, "severity": "high", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points", "Atom count inconsistency: -20 points", "Ring structure changes: -50 points"], "message": "Likely hallucination with major structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "5-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 3, Product has 1", "Atom count mismatch for N: Reactant has 4, Product has 3", "Atom count mismatch for C: Reactant has 11, Product has 7", "Ring size change detected: Reactant rings [5, 5, 6], Product rings [5, 6]"]}}} +{"timestamp": "2025-12-23T21:53:16", "job_id": "checker_20251223_213947_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 7, "parent_step_id": 1, "depth": 2, "product_smiles": "NCc1ccccn1", "product_smiles_canonical": "NCc1ccccn1", "reactant_smiles": ["O=C1c2ccccc2C(=O)N1Cc1ccccn1"], "reactant_smiles_canonical": ["O=C1c2ccccc2C(=O)N1Cc1ccccn1"], "stability_raw": {"O=C1c2ccccc2C(=O)N1Cc1ccccn1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 238.24599999999998, "logP": 1.8778000000000001, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 2, 7, 8, 10], [3, 4, 5, 6, 7, 2], [13, 14, 15, 16, 17, 12]], "bond_rings": [[1, 19, 7, 9, 17], [3, 4, 5, 6, 19, 2], [13, 14, 15, 16, 18, 12]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 1, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 20, "num_heavy_atoms": 18, "num_heavy_bonds": 20, "num_aromatic_atoms": 12, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -40 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["5-membered ring removed", "6-membered ring removed", "6-membered ring removed"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for C: Reactant has 14, Product has 6", "Ring size change detected: Reactant rings [5, 6, 6], Product rings [6]", "Significant change in aromaticity: Reactant has 12 aromatic atoms, Product has 6"]}}} +{"timestamp": "2025-12-23T21:53:16", "job_id": "checker_20251223_213947_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 8, "parent_step_id": 0, "depth": 1, "product_smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C", "reactant_smiles": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "CC(C)(C)OC(=O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "CC(C)(C)OC(=O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 162.141, "logP": 1.6160999999999999, "h_bond_donors": 1, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 10, "num_heavy_atoms": 11, "num_heavy_bonds": 10, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 11}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 13 bonds, Product has 14 bonds"]}}} +{"timestamp": "2025-12-23T21:53:16", "job_id": "checker_20251223_213947_19096", "target_smiles_raw": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_smiles_canonical": "CC(C)(C)OC(=O)NC1(c2nc(NCc3ccccn3)c3c(Cl)ccn3n2)CC1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 9, "parent_step_id": 8, "depth": 2, "product_smiles": "CC(C)(C)OC(=O)OC(=O)O", "product_smiles_canonical": "CC(C)(C)OC(=O)OC(=O)O", "reactant_smiles": ["C=C(C)C", "O=C(O)OC(=O)O"], "reactant_smiles_canonical": ["C=C(C)C", "O=C(O)OC(=O)O"], "stability_raw": {"C=C(C)C": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 56.10799999999999, "logP": 1.5824, "h_bond_donors": 0, "h_bond_acceptors": 0, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 4, "num_bonds": 3, "num_heavy_atoms": 4, "num_heavy_bonds": 3, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 4}, "assessment": "Likely stable"}, "O=C(O)OC(=O)O": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 106.03299999999999, "logP": 0.359, "h_bond_donors": 2, "h_bond_acceptors": 3, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 7, "num_bonds": 6, "num_heavy_atoms": 7, "num_heavy_bonds": 6, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 7}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 9 bonds, Product has 10 bonds"]}}} +{"timestamp": "2025-12-23T22:02:45", "job_id": "checker_20251223_215320_19096", "target_smiles_raw": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "target_smiles_canonical": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "product_smiles_canonical": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "reactant_smiles": ["Cc1cc(N)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "FC(F)(F)c1ccnc(Cl)n1"], "reactant_smiles_canonical": ["Cc1cc(N)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "FC(F)(F)c1ccnc(Cl)n1"], "stability_raw": {"Cc1cc(N)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 360.4790000000001, "logP": 3.7992200000000027, "h_bond_donors": 3, "h_bond_acceptors": 5, "rotatable_bonds": 4}, "ring_data": {"num_rings": 3, "atom_rings": [[1, 24, 6, 5, 3, 2], [8, 7, 23, 10, 9], [15, 16, 17, 21, 22, 14]], "bond_rings": [[24, 23, 5, 4, 2, 1], [7, 25, 22, 9, 8], [15, 16, 20, 21, 26, 14]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 25, "num_bonds": 27, "num_heavy_atoms": 25, "num_heavy_bonds": 27, "num_aromatic_atoms": 11, "num_aliphatic_atoms": 14}, "assessment": "Likely stable"}, "FC(F)(F)c1ccnc(Cl)n1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 182.532, "logP": 2.1488000000000005, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 8, 7, 6, 5]], "bond_rings": [[10, 9, 7, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Cl: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T22:02:45", "job_id": "checker_20251223_215320_19096", "target_smiles_raw": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "target_smiles_canonical": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "Cc1cc(N)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "product_smiles_canonical": "Cc1cc(N)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "reactant_smiles": ["Cc1cc(N)cc(Br)c1", "Brc1cnc([C@@](C)(O)[C@H]2CC[C@H](C(=O)O)CC2)s1"], "reactant_smiles_canonical": ["Cc1cc(N)cc(Br)c1", "C[C@@](O)(c1ncc(Br)s1)[C@H]1CC[C@H](C(=O)O)CC1"], "stability_raw": {"Cc1cc(N)cc(Br)c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 186.05200000000002, "logP": 2.33972, "h_bond_donors": 1, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 8, 6, 5, 3, 2]], "bond_rings": [[8, 7, 5, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 9, "num_bonds": 9, "num_heavy_atoms": 9, "num_heavy_bonds": 9, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 3}, "assessment": "Likely stable"}, "Brc1cnc([C@@](C)(O)[C@H]2CC[C@H](C(=O)O)CC2)s1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 334.23500000000007, "logP": 3.004100000000001, "h_bond_donors": 2, "h_bond_acceptors": 4, "rotatable_bonds": 3}, "ring_data": {"num_rings": 2, "atom_rings": [[1, 2, 3, 4, 17], [9, 10, 11, 15, 16, 8]], "bond_rings": [[1, 2, 3, 16, 17], [9, 10, 14, 15, 18, 8]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 18, "num_bonds": 19, "num_heavy_atoms": 18, "num_heavy_bonds": 19, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for Br: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T22:02:45", "job_id": "checker_20251223_215320_19096", "target_smiles_raw": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "target_smiles_canonical": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 2, "parent_step_id": 1, "depth": 2, "product_smiles": "Cc1cc(N)cc(Br)c1", "product_smiles_canonical": "Cc1cc(N)cc(Br)c1", "reactant_smiles": ["Cc1cc(Br)cc([N+](=O)[O-])c1"], "reactant_smiles_canonical": ["Cc1cc(Br)cc([N+](=O)[O-])c1"], "stability_raw": {"Cc1cc(Br)cc([N+](=O)[O-])c1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 216.03400000000002, "logP": 2.6657200000000003, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 6, 5, 3, 2]], "bond_rings": [[10, 9, 5, 4, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0"]}}} +{"timestamp": "2025-12-23T22:02:45", "job_id": "checker_20251223_215320_19096", "target_smiles_raw": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "target_smiles_canonical": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 3, "parent_step_id": 1, "depth": 2, "product_smiles": "Brc1cnc([C@@](C)(O)[C@H]2CC[C@H](C(=O)O)CC2)s1", "product_smiles_canonical": "C[C@@](O)(c1ncc(Br)s1)[C@H]1CC[C@H](C(=O)O)CC1", "reactant_smiles": ["CC(=O)[C@H]1CC[C@H](C(=O)O)CC1", "Brc1cncs1"], "reactant_smiles_canonical": ["CC(=O)[C@H]1CC[C@H](C(=O)O)CC1", "Brc1cncs1"], "stability_raw": {"CC(=O)[C@H]1CC[C@H](C(=O)O)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 170.20799999999997, "logP": 1.4664, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 11, 10, 6, 5, 4]], "bond_rings": [[11, 10, 9, 5, 4, 3]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 12}, "assessment": "Likely stable"}, "Brc1cncs1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 164.02700000000002, "logP": 1.9055999999999997, "h_bond_donors": 0, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 2, 3, 4, 5]], "bond_rings": [[1, 2, 3, 4, 5]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 6, "num_bonds": 6, "num_heavy_atoms": 6, "num_heavy_bonds": 6, "num_aromatic_atoms": 5, "num_aliphatic_atoms": 1}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Unnecessary bond formations: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": true, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Possible unnecessary bonds formed: Reactant has 18 bonds, Product has 19 bonds"]}}} +{"timestamp": "2025-12-23T22:02:45", "job_id": "checker_20251223_215320_19096", "target_smiles_raw": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "target_smiles_canonical": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 4, "parent_step_id": 3, "depth": 3, "product_smiles": "CC(=O)[C@H]1CC[C@H](C(=O)O)CC1", "product_smiles_canonical": "CC(=O)[C@H]1CC[C@H](C(=O)O)CC1", "reactant_smiles": ["COC(=O)[C@H]1CC[C@H](C(C)=O)CC1"], "reactant_smiles_canonical": ["COC(=O)[C@H]1CC[C@H](C(C)=O)CC1"], "stability_raw": {"COC(=O)[C@H]1CC[C@H](C(C)=O)CC1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 184.23499999999996, "logP": 1.5548, "h_bond_donors": 0, "h_bond_acceptors": 3, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 12, 11, 7, 6, 5]], "bond_rings": [[12, 11, 10, 6, 5, 4]], "num_aliphatic_carbocycles": 1, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 1, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 13, "num_bonds": 13, "num_heavy_atoms": 13, "num_heavy_bonds": 13, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 13}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 95, "severity": "low", "penalties": ["Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for C: Reactant has 10, Product has 9"]}}} +{"timestamp": "2025-12-23T22:02:45", "job_id": "checker_20251223_215320_19096", "target_smiles_raw": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "target_smiles_canonical": "Cc1cc(Nc2nccc(C(F)(F)F)n2)cc(-c2cnc([C@@](C)(O)[C@H]3CC[C@H](C(=O)O)CC3)s2)c1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 5, "parent_step_id": 0, "depth": 1, "product_smiles": "FC(F)(F)c1ccnc(Cl)n1", "product_smiles_canonical": "FC(F)(F)c1ccnc(Cl)n1", "reactant_smiles": ["O=P(Cl)(Cl)Cl", "O=c1nc(C(F)(F)F)cc[nH]1"], "reactant_smiles_canonical": ["O=P(Cl)(Cl)Cl", "O=c1nc(C(F)(F)F)cc[nH]1"], "stability_raw": {"O=P(Cl)(Cl)Cl": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 153.332, "logP": 2.8109, "h_bond_donors": 0, "h_bond_acceptors": 1, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 5, "num_bonds": 4, "num_heavy_atoms": 5, "num_heavy_bonds": 4, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "O=c1nc(C(F)(F)F)cc[nH]1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 164.08600000000004, "logP": 0.7887, "h_bond_donors": 1, "h_bond_acceptors": 2, "rotatable_bonds": 0}, "ring_data": {"num_rings": 1, "atom_rings": [[1, 10, 9, 8, 3, 2]], "bond_rings": [[10, 9, 8, 7, 2, 1]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 90, "severity": "low", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Atom count inconsistency: -5 points"], "message": "Highly reliable transformation with minimal or no structural inconsistencies", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": [], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 2, Product has 0", "Atom count mismatch for Cl: Reactant has 3, Product has 1", "Atom count mismatch for P: Reactant has 1, Product has 0"]}}} +{"timestamp": "2025-12-23T22:10:37", "job_id": "checker_20251223_220953_19096", "target_smiles_raw": "CC(C)c1ccc(-n2nc(O)c3c(=O)c4ccc(Cl)cc4[nH]c3c2=O)cc1", "target_smiles_canonical": "CC(C)c1ccc(-n2nc(O)c3c(=O)c4ccc(Cl)cc4[nH]c3c2=O)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 0, "parent_step_id": null, "depth": 0, "product_smiles": "CC(C)c1ccc(-n2nc(O)c3c(=O)c4ccc(Cl)cc4[nH]c3c2=O)cc1", "product_smiles_canonical": "CC(C)c1ccc(-n2nc(O)c3c(=O)c4ccc(Cl)cc4[nH]c3c2=O)cc1", "reactant_smiles": ["CC(C)c1ccc(NN)cc1", "COC(=O)c1nc2cc(Cl)ccc2c(O)c1C(=O)OC"], "reactant_smiles_canonical": ["CC(C)c1ccc(NN)cc1", "COC(=O)c1nc2cc(Cl)ccc2c(O)c1C(=O)OC"], "stability_raw": {"CC(C)c1ccc(NN)cc1": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 150.225, "logP": 2.0956, "h_bond_donors": 2, "h_bond_acceptors": 2, "rotatable_bonds": 2}, "ring_data": {"num_rings": 1, "atom_rings": [[3, 10, 9, 6, 5, 4]], "bond_rings": [[10, 9, 8, 5, 4, 3]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 11, "num_bonds": 11, "num_heavy_atoms": 11, "num_heavy_bonds": 11, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 5}, "assessment": "Likely stable"}, "COC(=O)c1nc2cc(Cl)ccc2c(O)c1C(=O)OC": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 295.67800000000005, "logP": 2.167, "h_bond_donors": 1, "h_bond_acceptors": 6, "rotatable_bonds": 2}, "ring_data": {"num_rings": 2, "atom_rings": [[4, 15, 13, 12, 6, 5], [7, 8, 10, 11, 12, 6]], "bond_rings": [[19, 14, 12, 20, 5, 4], [7, 9, 10, 11, 20, 6]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 1, "num_aromatic_rings": 2, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 20, "num_bonds": 21, "num_heavy_atoms": 20, "num_heavy_bonds": 21, "num_aromatic_atoms": 10, "num_aliphatic_atoms": 10}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 0, "severity": "critical", "penalties": ["Atom count inconsistency: -10 points", "Atom count inconsistency: -10 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added", "6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 5, Product has 3", "Atom count mismatch for C: Reactant has 22, Product has 20", "Ring size change detected: Reactant rings [6, 6, 6], Product rings [6, 6, 6, 6]", "Significant change in aromaticity: Reactant has 16 aromatic atoms, Product has 20"]}}} +{"timestamp": "2025-12-23T22:10:37", "job_id": "checker_20251223_220953_19096", "target_smiles_raw": "CC(C)c1ccc(-n2nc(O)c3c(=O)c4ccc(Cl)cc4[nH]c3c2=O)cc1", "target_smiles_canonical": "CC(C)c1ccc(-n2nc(O)c3c(=O)c4ccc(Cl)cc4[nH]c3c2=O)cc1", "target_id": null, "llm": "claude-opus-4-20250514", "az_model": "USPTO", "solved": true, "step_id": 1, "parent_step_id": 0, "depth": 1, "product_smiles": "COC(=O)c1nc2cc(Cl)ccc2c(O)c1C(=O)OC", "product_smiles_canonical": "COC(=O)c1nc2cc(Cl)ccc2c(O)c1C(=O)OC", "reactant_smiles": ["COC(=O)C#CC(=O)OC", "COC(=O)c1ccc(Cl)cc1N"], "reactant_smiles_canonical": ["COC(=O)C#CC(=O)OC", "COC(=O)c1ccc(Cl)cc1N"], "stability_raw": {"COC(=O)C#CC(=O)OC": {"valid_structure": true, "stability_score": 65, "issues": ["Contains carbene (highly reactive intermediate)"], "metrics": {"molecular_weight": 142.10999999999999, "logP": -0.6642000000000001, "h_bond_donors": 0, "h_bond_acceptors": 4, "rotatable_bonds": 0}, "ring_data": {"num_rings": 0, "atom_rings": [], "bond_rings": [], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 0, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 0, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 10, "num_bonds": 9, "num_heavy_atoms": 10, "num_heavy_bonds": 9, "num_aromatic_atoms": 0, "num_aliphatic_atoms": 10}, "assessment": "Moderately stable"}, "COC(=O)c1ccc(Cl)cc1N": {"valid_structure": true, "stability_score": 100, "issues": [], "metrics": {"molecular_weight": 185.60999999999999, "logP": 1.7087999999999999, "h_bond_donors": 1, "h_bond_acceptors": 3, "rotatable_bonds": 1}, "ring_data": {"num_rings": 1, "atom_rings": [[4, 10, 9, 7, 6, 5]], "bond_rings": [[11, 9, 8, 6, 5, 4]], "num_aliphatic_carbocycles": 0, "num_aliphatic_heterocycles": 0, "num_aliphatic_rings": 0, "num_aromatic_carbocycles": 1, "num_aromatic_heterocycles": 0, "num_aromatic_rings": 1, "num_bridgehead_atoms": 0}, "atom_data": {"num_atoms": 12, "num_bonds": 12, "num_heavy_atoms": 12, "num_heavy_bonds": 12, "num_aromatic_atoms": 6, "num_aliphatic_atoms": 6}, "assessment": "Likely stable"}}, "hallucination_raw": {"score": 5, "severity": "critical", "penalties": ["Atom count inconsistency: -5 points", "Atom count inconsistency: -5 points", "Ring structure changes: -50 points", "Significant aromaticity changes: -40 points"], "message": "Complete hallucination or invalid transformation", "details": {"valid_reactant": true, "valid_product": true, "atom_count_consistent": false, "ring_size_changes": ["6-membered ring added", "6-membered ring added"], "substituent_position_changes": [], "detected_issues": ["Atom count mismatch for O: Reactant has 6, Product has 5", "Atom count mismatch for C: Reactant has 14, Product has 13", "Ring size change detected: Reactant rings [6], Product rings [6, 6]", "Significant change in aromaticity: Reactant has 6 aromatic atoms, Product has 10"]}}} diff --git a/data/targets.smi b/data/targets.smi new file mode 100644 index 00000000..deba35b1 --- /dev/null +++ b/data/targets.smi @@ -0,0 +1,190 @@ +Cn1nccc1[C@]1(O)CCCC[C@H]1O +CC1=NC2(N=C1N)c1cc(-c3cc(Cl)cc(C#N)c3)ccc1CCC21CC1 +CCC/C=C/[C@H]1CC[C@H](C(CO)CO)CC1 +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1 +C=CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(O)C(OC)C3)C(C)C=CC1O)C(C)CC2OC +CC(=O)NC[C@H]1CC[C@@H](C(=O)Nc2cccc(OC(F)(F)F)c2)N1 +COC(=O)c1ccc2c(c1)C=CC(=C(Cl)Cl)CO2 +Cc1ccc(C(C)(C)C)cc1S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O +COC(=O)[C@@H]1CCCC2(CCCCC2)[C@H]1O +CC(C)S(=O)(=O)N[C@H]1CCOC[C@H]1c1ccc(I)cc1 +CN1CC[C@@H](c2c(O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4)oc23)[C@@H]1CO +CC#CCn1c(Br)nc(C=O)c1C(=O)OC +Cc1ccn2cc(CO)n(-c3ccccc3)c(=O)c12 +CC(C)(CO)n1c(CO)nc2cnc(Br)cc21 +C[C@H](c1ccccc1)N1C[C@]2(C(=O)OC(C)(C)C)C=CC[C@@H]2C1=S +CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C +COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1 +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCCC#N)c1 +C[C@@H](O)c1nc2cnc3ccsc3c2n1[C@H]1CC[C@H](CO)CC1 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+C[Si](C)(C)CCOCn1c(O[C@@H]2CO[C@H]3[C@@H]2OC[C@H]3O)nc2cc(Cl)c(-c3ccc(-c4ccc(N=S(C)(=O)N5CCCC5)cc4)cc3)nc21 +OC[C@H]1O[C@@H](SC(c2ccccc2)(c2ccccc2)c2ccccc2)[C@H](O)[C@@H](O)[C@@H]1O +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCc2ccc(C#N)cc2)c1 +CCCc1c(Cc2ccc(-c3ccccc3C#N)cc2F)c(=O)n([C@H]2CC[C@H](OCC3(C(C)=O)CCC3)CC2)c2ncnn12 +CCOC(=O)[C@@H]1C[C@H]1COc1cc(CCCOC)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1 +COC(=O)CC12CCC(c3ccc(-c4ccc(NC(=O)c5nc(C)oc5C(F)(F)F)cc4)cc3)(CC1)CO2 +O=S(=O)(c1cc(C(F)(F)F)ccc1Br)C1CCOC(c2ccc(Cl)cc2)C1 +COCC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)O +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OC[C@@H]2C[C@H]2CO)c1 +COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)OC)c1 +COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2CO)cc1 +COCCCc1cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCC(C)(C)O)c1 +COC(=O)[C@@]12C[C@H]1C=CCCCCC[C@H](NC(=O)CC1CC1)C(=O)N1C[C@H](Oc3nc(-c4ccccn4)nc4ccsc34)C[C@H]1C(=O)N2 +CCN1CCN(CCCCCCOc2c(OC)ccc3c(Nc4c(Cl)cncc4Cl)cc(=O)[nH]c23)CC1 +OCCN1CCC(c2ccc3c(c2)-n2nc(-c4ncnn4CC(F)(F)F)cc2CCO3)CC1 \ No newline at end of file diff --git a/scripts/clean_checker_data.py b/scripts/clean_checker_data.py new file mode 100644 index 00000000..1e318cc2 --- /dev/null +++ b/scripts/clean_checker_data.py @@ -0,0 +1,107 @@ +import json +import csv +from pathlib import Path + +INPUT_PATH = Path("data/checker_dataset_pistachio.jsonl") +OUTPUT_PATH = Path("data/checker_dataset_clean.csv") + +def main(): + rows = [] + + with INPUT_PATH.open("r", encoding="utf-8") as f: + for line in f: + line = line.strip() + if not line: + continue + rec = json.loads(line) + + target = rec.get("target_smiles_canonical") + product = rec.get("product_smiles_canonical") + hall = rec.get("hallucination_raw", {}) or {} + + hallucination_score = hall.get("score") + hallucination_severity = hall.get("severity") + + # stability_raw is a dict: reactant_smiles -> stability_dict + stability_raw = rec.get("stability_raw", {}) or {} + + # reactant_smiles_canonical is a list of all reactants for this reaction step + reactants_canonical = rec.get("reactant_smiles_canonical", []) + + # Join all reactants together (using "." as separator, common in SMILES) + all_reactants = ".".join(reactants_canonical) if reactants_canonical else "" + + # Aggregate stability data across all reactants + stability_scores = [] + stability_assessments = [] + all_stability_issues = [] + + for rcanon in reactants_canonical: + stab = stability_raw.get(rcanon, {}) # prefer canonical key if present + if not stab: + # fallback: try by non-canonical reactant name if needed + for key, val in stability_raw.items(): + if key == rcanon: + stab = val + break + + score = stab.get("stability_score") + if score is not None: + stability_scores.append(score) + + assessment = stab.get("assessment") + if assessment: + stability_assessments.append(assessment) + + issues = stab.get("issues", []) or [] + if issues: + # Prefix issues with reactant SMILES for clarity + for issue in issues: + all_stability_issues.append(f"{rcanon}: {issue}") + + # Calculate average stability score + avg_stability_score = sum(stability_scores) / len(stability_scores) if stability_scores else None + + # Determine overall assessment (use worst case if mixed) + overall_assessment = None + if stability_assessments: + if "Potentially unstable" in stability_assessments: + overall_assessment = "Potentially unstable" + elif "Moderately stable" in stability_assessments: + overall_assessment = "Moderately stable" + else: + overall_assessment = "Likely stable" + + stability_issues = "; ".join(all_stability_issues) if all_stability_issues else "" + + rows.append({ + "target_smiles_canonical": target, + "product_smiles_canonical": product, + "reactant_smiles_canonical": all_reactants, + "stability_score": avg_stability_score, + "stability_assessment": overall_assessment, + "stability_issues": stability_issues, + "hallucination_score": hallucination_score, + "hallucination_severity": hallucination_severity, + }) + + OUTPUT_PATH.parent.mkdir(parents=True, exist_ok=True) + with OUTPUT_PATH.open("w", encoding="utf-8", newline="") as out_f: + writer = csv.DictWriter( + out_f, + fieldnames=[ + "target_smiles_canonical", + "product_smiles_canonical", + "reactant_smiles_canonical", + "stability_score", + "stability_assessment", + "stability_issues", + "hallucination_score", + "hallucination_severity", + ], + ) + writer.writeheader() + writer.writerows(rows) + +if __name__ == "__main__": + main() \ No newline at end of file diff --git a/src/api.py b/src/api.py index 6bc7519c..61a7c8df 100644 --- a/src/api.py +++ b/src/api.py @@ -224,7 +224,9 @@ def retrosynthesis_api(): use_protecting_group_feature=use_protecting_group_feature) save_result(smiles, result) except Exception as e: - print(e) + print(f"ERROR in retrosynthesis:") + print(f" EXCEPTION: {str(e)}") + print(f" TRACEBACK: {traceback.format_exc()}") return jsonify( {"error": f"Error in retrosynthesis: {str(e)}. Please rerun."}), 500 @@ -345,7 +347,9 @@ def rerun_retrosynthesis(): # Store the result in partial.json save_result(molecule, result) except Exception as e: - print(e) + print(f"ERROR in rerun_retrosynthesis:") + print(f" EXCEPTION: {str(e)}") + print(f" TRACEBACK: {traceback.format_exc()}") return jsonify( {"error": f"Error in retrosynthesis: {str(e)}. Please rerun."}), 500 diff --git a/src/metadata.py b/src/metadata.py index baa2a5e2..4b34e88e 100644 --- a/src/metadata.py +++ b/src/metadata.py @@ -25,14 +25,7 @@ litellm.success_callback = ["langfuse"] litellm.drop_params = True -metadata = { - "generation_name": "prod", # set langfuse generation name - "project": "Retrosynthesis", # set langfuse project name - "version": "0.0.3", # set langfuse version - "trace_name": "prod", # set langfuse Trace Name - "trace_user_id": "sv", # set langfuse Trace User ID - "session_id": "metadata", # set langfuse Session ID -} +from src.utils.langfuse_config import get_langfuse_metadata @cache_results @@ -146,7 +139,7 @@ def reagent_llm_call(reactants: list[str], temperature=temperature, seed=42, top_p=0.9, - metadata=metadata) + metadata=get_langfuse_metadata("metadata")) res_text = response.choices[0].message.content except Exception as e: logger.info(f"Error in calling {LLM}: {e}") @@ -263,7 +256,7 @@ def conditions_llm_call(reactants: list[str], temperature=temperature, seed=42, top_p=0.9, - metadata=metadata) + metadata=get_langfuse_metadata("metadata")) res_text = response.choices[0].message.content except Exception as e: @@ -338,7 +331,7 @@ def literature_agent(reactants: list[str], temperature=temperature, seed=42, top_p=0.9, - metadata=metadata) + metadata=get_langfuse_metadata("metadata")) res_text = response.choices[0].message.content except Exception as e: logger.info(f"Error in calling {LLM}: {e}") diff --git a/src/runners/rule_checker_dataset_run.py b/src/runners/rule_checker_dataset_run.py new file mode 100644 index 00000000..fab59fb9 --- /dev/null +++ b/src/runners/rule_checker_dataset_run.py @@ -0,0 +1,345 @@ +"""Offline runner to collect rule-based checker data over a SMILES dataset. + +This script runs multi-step retrosynthesis and collects outputs from +rule-based validation engines (stability and hallucination checkers) +for training purposes. It does not modify any core pipeline code. +""" + +from __future__ import annotations + +import argparse +import json +import os +import sys +import traceback +import time +from typing import Any, Dict, List, Tuple, Optional + +from rdkit import Chem +import structlog + +from src.rec_prithvi import rec_run_prithvi +from src.utils.stability_checks import check_molecule_stability +from src.utils.hallucination_checks import calculate_hallucination_score +from src.utils.job_context import logger as context_logger + + +def _canonical_smiles(smiles: str) -> str: + """Return canonical SMILES string using RDKit. + + Parameters + ---------- + smiles : str + Input SMILES string + + Returns + ------- + str + Canonical SMILES, or original string if parsing fails + """ + try: + mol = Chem.MolFromSmiles(smiles) + if mol is None: + return smiles + return Chem.MolToSmiles(mol, canonical=True) + except Exception: + return smiles + + +def _read_smiles_file(path: str) -> List[Tuple[str, Optional[str]]]: + """Read SMILES dataset file. + + Parameters + ---------- + path : str + Path to input file (one SMILES per line, optional ID) + + Returns + ------- + List[Tuple[str, Optional[str]]] + List of (smiles, optional_id) tuples + """ + entries: List[Tuple[str, Optional[str]]] = [] + with open(path, "r", encoding="utf-8") as f: + for line in f: + line = line.strip() + if not line or line.startswith("#"): + continue + parts = line.split() + smiles = parts[0] + mol_id = parts[1] if len(parts) > 1 else None + entries.append((smiles, mol_id)) + return entries + + +def _traverse_tree_and_collect_steps( + root: Dict[str, Any], +) -> List[Tuple[str, List[str], int, Optional[int], int]]: + """Traverse retrosynthesis tree and extract reaction steps. + + Parameters + ---------- + root : Dict[str, Any] + Root node from rec_run_prithvi result + + Returns + ------- + List[Tuple[str, List[str], int, Optional[int], int]] + List of (product_smiles, reactant_smiles_list, step_id, parent_step_id, depth) + """ + steps: List[Tuple[str, List[str], int, Optional[int], int]] = [] + + step_counter = 0 + + def visit_mol_node( + mol_node: Dict[str, Any], + parent_step_id: Optional[int], + depth: int, + ) -> None: + nonlocal step_counter + product_smiles = mol_node.get("smiles", "") + children = mol_node.get("children") or [] + + for child in children: + if child.get("type") != "reaction": + continue + + reactant_smiles: List[str] = [] + for reactant_node in child.get("children") or []: + if reactant_node.get("type") == "mol": + reactant_smiles.append(reactant_node.get("smiles", "")) + + step_id = step_counter + step_counter += 1 + + steps.append( + (product_smiles, reactant_smiles, step_id, parent_step_id, depth) + ) + + for reactant_node in child.get("children") or []: + if reactant_node.get("type") == "mol": + visit_mol_node( + reactant_node, + parent_step_id=step_id, + depth=depth + 1, + ) + + if root.get("type") == "mol": + visit_mol_node(root, parent_step_id=None, depth=0) + + return steps + + +def collect_checker_data_for_target( + target_smiles: str, + target_id: Optional[str], + llm: str, + az_model: str, +) -> List[Dict[str, Any]]: + """Run retrosynthesis and collect checker outputs for a target molecule. + + Parameters + ---------- + target_smiles : str + Target molecule SMILES + target_id : Optional[str] + Optional identifier for the target + llm : str + LLM model name + az_model : str + AiZynthFinder model name + + Returns + ------- + List[Dict[str, Any]] + List of records, one per reaction step + """ + job_id = f"checker_{time.strftime('%Y%m%d_%H%M%S')}_{os.getpid()}" + + log = structlog.get_logger().bind(job_id=job_id) + token = context_logger.set(log) + + try: + print(f"[checker] Starting job_id={job_id} for target={target_smiles!r}") + + result_dict, solved = rec_run_prithvi( + molecule=target_smiles, + job_id=job_id, + llm=llm, + az_model=az_model, + stability_flag="True", + hallucination_check="True", + use_protecting_group_feature=False, + ) + finally: + context_logger.reset(token) + + steps = _traverse_tree_and_collect_steps(result_dict) + + records: List[Dict[str, Any]] = [] + target_canonical = _canonical_smiles(target_smiles) + timestamp = time.strftime("%Y-%m-%dT%H:%M:%S") + + print( + f"[checker] Finished retrosynthesis for target={target_smiles!r}, " + f"solved={bool(solved)}, steps_found={len(steps)}" + ) + + for product_smiles, reactant_smiles, step_id, parent_step_id, depth in steps: + try: + stability_results: Dict[str, Any] = {} + for rs in reactant_smiles: + try: + stability_results[rs] = check_molecule_stability(rs) + except Exception as e: + stability_results[rs] = {"error": str(e), "error_type": type(e).__name__} + + combined_reactants = ".".join(reactant_smiles) + try: + hallucination_result = calculate_hallucination_score( + reactant_smiles=combined_reactants, + product_smiles=product_smiles, + ) + except Exception as e: + hallucination_result = {"error": str(e), "error_type": type(e).__name__} + except Exception as e: + print(f"[warning] Skipping step {step_id} due to error: {e}", file=sys.stderr) + continue + + record: Dict[str, Any] = { + "timestamp": timestamp, + "job_id": job_id, + "target_smiles_raw": target_smiles, + "target_smiles_canonical": target_canonical, + "target_id": target_id, + "llm": llm, + "az_model": az_model, + "solved": bool(solved), + "step_id": step_id, + "parent_step_id": parent_step_id, + "depth": depth, + "product_smiles": product_smiles, + "product_smiles_canonical": _canonical_smiles(product_smiles), + "reactant_smiles": reactant_smiles, + "reactant_smiles_canonical": [ + _canonical_smiles(rs) for rs in reactant_smiles + ], + "stability_raw": stability_results, + "hallucination_raw": hallucination_result, + } + records.append(record) + + return records + + +def main() -> None: + parser = argparse.ArgumentParser( + description="Collect rule-based checker data from retrosynthesis runs" + ) + parser.add_argument( + "--input", + default="data/targets.smi", + help="Path to input SMILES file (one SMILES per line, optional ID)", + ) + parser.add_argument( + "--output", + default="data/checker_dataset_pistachio.jsonl", + help="Path to output JSONL file", + ) + parser.add_argument( + "--llm", + default="claude-opus-4-20250514", + help="LLM model name", + ) + parser.add_argument( + "--az_model", + default="USPTO", + help="AiZynthFinder model name", + ) + + args = parser.parse_args() + + entries = _read_smiles_file(args.input) + + os.makedirs(os.path.dirname(args.output) or ".", exist_ok=True) + import gc + + with open(args.output, "a", encoding="utf-8") as out_f: + total = len(entries) + successful = 0 + failed = 0 + failed_compounds: List[Dict[str, str]] = [] + + for idx, (smiles, mol_id) in enumerate(entries): + compound_id = mol_id or f"compound_{idx + 1}" + print(f"\n[{idx + 1}/{total}] Processing {compound_id}: {smiles}") + + try: + records = collect_checker_data_for_target( + target_smiles=smiles, + target_id=mol_id, + llm=args.llm, + az_model=args.az_model, + ) + for rec in records: + out_f.write(json.dumps(rec) + "\n") + out_f.flush() + successful += 1 + print(f"[✓] Successfully processed {compound_id} ({len(records)} steps)") + except KeyboardInterrupt: + print("\n[!] Interrupted by user. Stopping.") + sys.exit(1) + except Exception as e: + failed += 1 + error_info = { + "compound_id": compound_id, + "smiles": smiles, + "error": str(e), + "error_type": type(e).__name__, + } + failed_compounds.append(error_info) + + print(f"[✗] FAILED: {compound_id}", file=sys.stderr) + print(f" SMILES: {smiles}", file=sys.stderr) + print(f" Error: {str(e)}", file=sys.stderr) + print(f" Type: {type(e).__name__}", file=sys.stderr) + if "--verbose" in sys.argv or "-v" in sys.argv: + traceback.print_exc() + continue + finally: + if 'records' in locals(): + del records + gc.collect() + + print(f"\n{'='*60}") + print(f"[Summary] Processed {total} compounds:") + print(f" ✓ Successful: {successful}") + print(f" ✗ Failed: {failed}") + print(f"{'='*60}") + + if failed_compounds: + print(f"\n[Failed Compounds List]") + for i, fail_info in enumerate(failed_compounds, 1): + print(f" {i}. {fail_info['compound_id']}: {fail_info['smiles']}") + print(f" Error: {fail_info['error']}") + + failed_file = args.output.replace(".jsonl", "_failed.txt") + try: + with open(failed_file, "w", encoding="utf-8") as f: + f.write("Failed Compounds\n") + f.write("=" * 60 + "\n\n") + for fail_info in failed_compounds: + f.write(f"Compound ID: {fail_info['compound_id']}\n") + f.write(f"SMILES: {fail_info['smiles']}\n") + f.write(f"Error Type: {fail_info['error_type']}\n") + f.write(f"Error: {fail_info['error']}\n") + f.write("-" * 60 + "\n") + print(f"\n[Info] Failed compounds saved to: {failed_file}") + except Exception as e: + print(f"[Warning] Could not write failed compounds file: {e}", file=sys.stderr) + + +if __name__ == "__main__": + main() + + diff --git a/src/utils/az.py b/src/utils/az.py index bf78a93a..8ac5310b 100644 --- a/src/utils/az.py +++ b/src/utils/az.py @@ -33,17 +33,16 @@ def run_az(smiles: str, A tuple containing the status of the retrosynthesis, the results dictionary """ + logger = context_logger.get() try: config_path = f"{AZ_MODELS_PATH}/{az_model}/config.yml" with open(config_path, "r") as file: - logger = context_logger.get() logger.info(f"AZ_MODEL_CONFIG_PATH found: {config_path}") config_filename = config_path except FileNotFoundError: logger.error(f"AZ_MODEL_CONFIG_PATH not found at {config_path}") try: with open(AZ_MODEL_CONFIG_PATH, "r") as file: - logger = context_logger.get() logger.info( f"AZ_MODEL_CONFIG_PATH found: {AZ_MODEL_CONFIG_PATH}") config_filename = AZ_MODEL_CONFIG_PATH diff --git a/src/utils/langfuse_config.py b/src/utils/langfuse_config.py new file mode 100644 index 00000000..e791c0a3 --- /dev/null +++ b/src/utils/langfuse_config.py @@ -0,0 +1,40 @@ +"""Simple Langfuse configuration helper.""" + +import json +import os +from pathlib import Path +from typing import Dict, Any + + +def get_langfuse_metadata(session_type: str = "default") -> Dict[str, Any]: + """Get Langfuse metadata from config file. + + Args: + session_type: Type of session ("default", "metadata", "retrosynthesis") + + Returns: + Metadata dictionary for Langfuse + + Raises: + FileNotFoundError: If config file doesn't exist + KeyError: If session_type doesn't exist in config + json.JSONDecodeError: If config file is invalid JSON + """ + # Try to load config file + config_path = Path(__file__).parent.parent.parent / "config" / "langfuse_config.json" + + if not config_path.exists(): + raise FileNotFoundError(f"Langfuse config file not found: {config_path}") + + with open(config_path, 'r') as f: + config = json.load(f) + + # Get the session config + sessions = config.get('sessions', {}) + + if session_type in sessions: + # Return the full config for this session + return sessions[session_type].copy() + else: + # Session type not found + raise KeyError(f"Session type '{session_type}' not found in config. Available sessions: {list(sessions.keys())}") \ No newline at end of file diff --git a/src/utils/llm.py b/src/utils/llm.py index 3843af72..d885e331 100644 --- a/src/utils/llm.py +++ b/src/utils/llm.py @@ -25,14 +25,7 @@ litellm.success_callback = ["langfuse"] litellm.drop_params = True -metadata = { - "generation_name": "prod", # set langfuse generation name - "project": "Retrosynthesis", # set langfuse project name - "version": "0.0.3", # set langfuse version - "trace_name": "prod", # set langfuse Trace Name - "trace_user_id": "sv", # set langfuse Trace User ID - "session_id": "prod", # set langfuse Session ID -} +from src.utils.langfuse_config import get_langfuse_metadata ENABLE_LOGGING = False if os.getenv("ENABLE_LOGGING", "true").lower() == "false" else True @@ -160,7 +153,7 @@ def call_LLM(molecule: str, "temperature": temperature, "seed": 42, "top_p": 0.9, - "metadata": metadata, + "metadata": get_langfuse_metadata("retrosynthesis"), } if LLM in DEEPSEEK_MODELS: diff --git a/test_langfuse_config.py b/test_langfuse_config.py new file mode 100644 index 00000000..f354d83a --- /dev/null +++ b/test_langfuse_config.py @@ -0,0 +1,54 @@ +#!/usr/bin/env python3 +"""Test script for Langfuse configuration helper.""" + +import sys +import os +from pathlib import Path + +# Add src to path +sys.path.append(str(Path(__file__).parent / "src")) + +from utils.langfuse_config import get_langfuse_metadata + + +def test_langfuse_config(): + """Test the Langfuse configuration helper.""" + print("Testing Langfuse configuration helper...") + + # Test default session + print("\n1. Testing default session:") + metadata = get_langfuse_metadata() + print(f" Default metadata: {metadata}") + assert metadata["session_id"] == "default" + assert metadata["generation_name"] == "retrosynthesis" + + # Test metadata session + print("\n2. Testing metadata session:") + metadata = get_langfuse_metadata("metadata") + print(f" Metadata session: {metadata}") + assert metadata["session_id"] == "metadata_agent" + assert metadata["generation_name"] == "metadata_prediction" + assert metadata["trace_name"] == "metadata_pipeline" + + # Test retrosynthesis session + print("\n3. Testing retrosynthesis session:") + metadata = get_langfuse_metadata("retrosynthesis") + print(f" Retrosynthesis session: {metadata}") + assert metadata["session_id"] == "retrosynthesis_pipeline" + assert metadata["generation_name"] == "retrosynthesis" + assert metadata["trace_name"] == "retrosynthesis_pipeline" + + # Test unknown session (should raise KeyError) + print("\n4. Testing unknown session:") + try: + metadata = get_langfuse_metadata("unknown") + print("Expected KeyError but got success") + assert False, "Should have raised KeyError" + except KeyError as e: + print(f"Correctly raised KeyError: {e}") + + print("\n Langfuse configuration helper test completed!") + + +if __name__ == "__main__": + test_langfuse_config() \ No newline at end of file diff --git a/viewer/index.html b/viewer/index.html index 88eba248..a1bd24a0 100644 --- a/viewer/index.html +++ b/viewer/index.html @@ -1777,6 +1777,35 @@ initializeServerSettings(); } } + + // --- API KEY + BACKEND HEALTH CHECK ON LOAD --- + try { + const apiKey = localStorage.getItem("API_KEY") || ""; + console.log("DEBUG (index.html): API_KEY length:", apiKey.length); + + if (typeof config !== "undefined" && config.instances && config.instances.length > 0) { + const serverConfig = config.instances[0]; + const healthPath = (config.endpoints && config.endpoints.health) || "/api/health"; + const healthUrl = `${serverConfig.url}${healthPath}`; + console.log("DEBUG (index.html): Health URL:", healthUrl); + + const resp = await fetch(healthUrl, { + method: "GET", + headers: { + "X-API-KEY": apiKey, + }, + }); + + console.log("DEBUG (index.html): Health status:", resp.status); + const data = await resp.json().catch(() => ({})); + console.log("DEBUG (index.html): Health response:", data); + } else { + console.warn("DEBUG (index.html): Config instances not available for health check"); + } + } catch (e) { + console.error("DEBUG (index.html): Health check failed:", e); + } + // --- END HEALTH CHECK --- });