{ "scope": "192 deposited cases with a parsed gold and top-1 (joinable slice; not the full roster of 500)", "source": "SI molecule pack 2026-09-24 / cases.jsonl", "rank_convention": "self_rank and true_self_rank are source zero-based indices; gold_pool_rank is true_self_rank + 1, null when absent", "records": [ { "qid": "main-R01", "gold_smiles": "O=C(CN1CCCCC1)c1nnnn1-c1ccc(F)cc1", "pred_top1_smiles": "O=C1CCCCCN1Cc1nnnn1-c1ccc(F)cc1", "tanimoto_morgan_r2": 0.481481, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R02", "gold_smiles": "O=c1oc(-c2ccccc2)nc2cc([N+](=O)[O-])ccc12", "pred_top1_smiles": "N#Cc1ccc(OC(=O)c2ccccc2)cc1[N+](=O)[O-]", "tanimoto_morgan_r2": 0.209677, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R04", "gold_smiles": "OC(c1ccccc1)c1ncccc1F", "pred_top1_smiles": "OC(c1ccccc1)c1ncccc1F", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R05", "gold_smiles": "O=S(=O)(c1ccc2nc(Cl)c(Cl)nc2c1)N1CCCC1", "pred_top1_smiles": "O=S(=O)(c1ccc2nc(Cl)c(Cl)nc2c1)N1CCCC1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "complex", "gold_pool_rank": 1 }, { "qid": "main-R06", "gold_smiles": "CC1(C)CC(=O)C2=C(C1)N(c1ccc(F)cc1)C1=C(C(=O)CC(C)(C)C1)C2c1ccccc1", "pred_top1_smiles": "CC1(C)CC(=O)C2=C(C1)N(c1ccccc1)C1=C(C(=O)CC(C)(C)C1)C2c1ccc(F)cc1", "tanimoto_morgan_r2": 0.904762, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R07", "gold_smiles": "Clc1ccc(-c2nc3ccc(Br)cc3c3c2CCCO3)cc1", "pred_top1_smiles": "Clc1ccc(-c2cc3c4c(c(Br)ccc4n2)OCCC3)cc1", "tanimoto_morgan_r2": 0.482143, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R08", "gold_smiles": "Cc1ccc2cc(-c3ccccc3Cl)oc(=O)c2c1", "pred_top1_smiles": "Cc1ccc(-c2cc3cccc(Cl)c3c(=O)o2)cc1", "tanimoto_morgan_r2": 0.468085, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R09", "gold_smiles": "Cc1ccc(-c2nc3ccc(Br)cn3c2NC(C)(C)C)cc1", "pred_top1_smiles": "Cc1ccc(Cn2c(NC(C)(C)C)nc3ccc(Br)cc32)cc1", "tanimoto_morgan_r2": 0.362069, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R10", "gold_smiles": "CCC(CC)CCC(=O)c1ccccc1", "pred_top1_smiles": "CCC(CC)CCC(=O)c1ccccc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R11", "gold_smiles": "NS(=O)(=O)c1ccc(N=Cc2cccc(Cl)c2O)cc1", "pred_top1_smiles": "NS(=O)(=O)c1ccc(/N=C/c2cc(Cl)ccc2O)cc1", "tanimoto_morgan_r2": 0.627907, "outcome": "in_pool_miss", "self_rank": 0, "true_self_rank": 2, "arm": "main", "difficulty": "simple", "gold_pool_rank": 3 }, { "qid": "main-R12", "gold_smiles": "COc1cc(C)cc(O)c1C(=O)/C=C/c1cccc(Br)c1", "pred_top1_smiles": "COc1ccc(C(=O)/C=C/c2ccc(C)c(Br)c2)c(O)c1", "tanimoto_morgan_r2": 0.413793, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R13", "gold_smiles": "Clc1ccc(-c2cn(Cc3ccccc3)c(-c3ccccc3)n2)cc1", "pred_top1_smiles": "Clc1ccc(-c2cc(-c3ccccc3)n(Cc3ccccc3)n2)cc1", "tanimoto_morgan_r2": 0.511628, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R15", "gold_smiles": "CC(=O)/C=C/c1cc(Br)ccc1OCC(=O)c1ccc(C)cc1", "pred_top1_smiles": "CC(=O)COc1ccc(Br)cc1C(=O)/C=C/c1ccc(C)cc1", "tanimoto_morgan_r2": 0.5, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R16", "gold_smiles": "O=C(CSc1nc2ccccc2c(=O)n1Cc1ccccc1)NN=C1C(=O)Nc2ccccc21", "pred_top1_smiles": "O=C(OCc1ccccc1)N1CC(=NNc2nnc(-c3ccccc3)s2)c2ccccc2C1=O", "tanimoto_morgan_r2": 0.222222, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R17", "gold_smiles": "CC1=NC(=Cc2ccccc2)C(=O)N1c1c(N)n(C)c(=S)[nH]c1=O", "pred_top1_smiles": "COC(=O)c1c(/N=N/c2ccccc2C)nc(=S)n(C)c1C", "tanimoto_morgan_r2": 0.186667, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R18", "gold_smiles": "C[Si](C)(C)C(=O)CC1CC1c1ccc(F)cc1", "pred_top1_smiles": "C[Si](C)(C)C(=O)C1CC1Cc1ccc(F)cc1", "tanimoto_morgan_r2": 0.454545, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R19", "gold_smiles": "O=S1(=O)CC(O)(c2ccc(Cl)cc2)C1", "pred_top1_smiles": "O=S1(=O)CC(O)(c2ccc(Cl)cc2)C1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R20", "gold_smiles": "COC(=O)N(C(=O)OC(C)(C)C)c1ccccc1C(=O)C#Cc1ccccc1", "pred_top1_smiles": "COC(=O)c1ccccc1N(C#CC(=O)OC(C)(C)C)C(=O)c1ccccc1", "tanimoto_morgan_r2": 0.416667, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R21", "gold_smiles": "CCc1ccc2[nH]cc(C(=O)C3CC3)c(=O)c2c1", "pred_top1_smiles": "CCC(=O)c1c(C2CC2)c2ccccc2[nH]c1=O", "tanimoto_morgan_r2": 0.288136, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R22", "gold_smiles": "CC[Si](CC)(CC)C1=CCOC(c2ccccc2)C1", "pred_top1_smiles": "CC[Si](CC)(CC)OC1C=CC(c2ccccc2)C1", "tanimoto_morgan_r2": 0.3125, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R23", "gold_smiles": "CCc1ccc(Nc2ccc(OC)cc2)cc1", "pred_top1_smiles": "CCc1ccc(Nc2ccc(OC)cc2)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R24", "gold_smiles": "COC(=O)c1ccc(C(Br)(Br)C(Br)Br)cc1", "pred_top1_smiles": "COC(=O)c1ccc(C(Br)(Br)C(Br)Br)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R25", "gold_smiles": "CC(=NN=C1CS(=O)(=O)N(C)c2ccccc21)c1cc(Cl)sc1Cl", "pred_top1_smiles": "Cc1nnc(SCc2nc3ccccc3s2)n1C", "tanimoto_morgan_r2": 0.131579, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R26", "gold_smiles": "CCOC(=O)Nc1ccccc1C#CC(C)(C)C", "pred_top1_smiles": "CCOC(=O)c1[nH]c2ccccc2c1C(C)(C)C", "tanimoto_morgan_r2": 0.314815, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R27", "gold_smiles": "COc1ccc(/C=C/C(=O)Nc2cc[n+](Cc3ccc(Br)cc3)cc2)cc1OC.[Br-]", "pred_top1_smiles": "COc1ccc(/C=C/C(=O)OCc2ccc(Br)c(Br)c2)cc1OC", "tanimoto_morgan_r2": 0.460317, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R28", "gold_smiles": "CC(C)C[C@@H]([C@@H]1CNC(=O)O1)N(Cc1ccccc1)Cc1ccccc1", "pred_top1_smiles": "CC(C)C1C(NCc2ccccc2)C(=O)N1Cc1ccccc1", "tanimoto_morgan_r2": 0.25, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R29", "gold_smiles": "CC1CCC(C)(CCCC=O)O1", "pred_top1_smiles": "CC1CCCC(CCC=O)O1", "tanimoto_morgan_r2": 0.35, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R31", "gold_smiles": "COCN1CCc2c(n(Cc3ccccc3)c3ccc(OC)cc23)-c2ccccc2C1=O", "pred_top1_smiles": "C=CCC1C(c2ccc(OC)c(OC)c2)c2ccccc2C(=O)N1C", "tanimoto_morgan_r2": 0.207317, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R32", "gold_smiles": "CNC(C=Cc1ccccc1)C1C(=O)CNC1=O", "pred_top1_smiles": "CC(=O)C1(Cc2ccccc2)NC(=O)N(C)C1=O", "tanimoto_morgan_r2": 0.169492, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R33", "gold_smiles": "CCOC(=O)C1=C(C)N/C(=C/c2cc(CC)n(-c3ccccc3C(F)(F)F)c2CC)C1=O", "pred_top1_smiles": "CCC1=C(C)C(=O)C(NC(=O)c2ccccc2C(F)(F)F)=C(C)C1=O", "tanimoto_morgan_r2": 0.289474, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R34", "gold_smiles": "O=C(N/N=C/c1ccccc1)c1ccc(O)cc1", "pred_top1_smiles": "O=C(NN=Cc1ccc(O)cc1)c1ccccc1", "tanimoto_morgan_r2": 0.875, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R35", "gold_smiles": "O=C1c2ccccc2C(=O)c2c(O)c3c(c(O)c21)CN(c1ccccc1)C3", "pred_top1_smiles": "CC(C)=CCOC(=O)c1ccc2c(c1)OCO2.O=C1c2ccccc2C(=O)c2ccccc21", "tanimoto_morgan_r2": 0.213115, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R36", "gold_smiles": "CC(C)COC(C)n1ncc(-c2ccccc2)n1", "pred_top1_smiles": "CC(C)CNN1C(c2ccccc2)=NOC1C", "tanimoto_morgan_r2": 0.277778, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R37", "gold_smiles": "O=S(=O)(NCc1cccc(Br)c1)c1ccccc1CO", "pred_top1_smiles": "O=S(=O)(NCC(=Cc1ccccc1)CO)c1ccccc1Br", "tanimoto_morgan_r2": 0.345455, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R38", "gold_smiles": "CCOC(=O)/C(=C/c1ccc(CC)cc1)[N+](=O)[O-]", "pred_top1_smiles": "CCOC(=O)/C(=C/c1ccc(CC)cc1)[N+](=O)[O-]", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R39", "gold_smiles": "CCOC(=O)c1c(NCc2ccccc2)cc(-c2ccccc2)cc1-c1ccccc1", "pred_top1_smiles": "CCOC(=O)c1cc(/C=C/c2ccccc2)c(-c2ccccc2)n1Cc1ccccc1", "tanimoto_morgan_r2": 0.370968, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R40", "gold_smiles": "C[C@H](CC(=O)O)CC(=O)Nc1ccccc1", "pred_top1_smiles": "O=C(O)CCCCC(=O)Nc1ccccc1", "tanimoto_morgan_r2": 0.514286, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R41", "gold_smiles": "CNOC1CCCCO1", "pred_top1_smiles": "CN1CCCCC1(O)O", "tanimoto_morgan_r2": 0.081081, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R42", "gold_smiles": "O=C(O)c1ccc(NCc2n[nH]c(=S)o2)c(Cl)c1", "pred_top1_smiles": "N=C1SCCC(=O)N1c1ccc(Cl)cc1[N+](=O)[O-]", "tanimoto_morgan_r2": 0.125, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R43", "gold_smiles": "COc1ccccc1NC(=S)C(C)(C#N)c1ccccc1Br", "pred_top1_smiles": "COc1ccc(Br)cc1C(=S)c1cn(C)c2nccc(C)c12", "tanimoto_morgan_r2": 0.214286, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R44", "gold_smiles": "COC(=O)C1(C(=O)O)CCC1", "pred_top1_smiles": "COC(=O)C1CCC1C(=O)O", "tanimoto_morgan_r2": 0.28125, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R45", "gold_smiles": "Cc1ccc(NC(=O)CSc2nc3ccccc3c(=O)n2C(C)C)c(C)c1", "pred_top1_smiles": "Cc1cccc(NC(=O)CSc2nc3ccccc3c(=O)n2C(C)C)c1C", "tanimoto_morgan_r2": 0.745763, "outcome": "in_pool_miss", "self_rank": 0, "true_self_rank": 1, "arm": "main", "difficulty": "complex", "gold_pool_rank": 2 }, { "qid": "main-R46", "gold_smiles": "Cc1ccc(C(=O)/C=C/C(=O)c2ccc(C)c(C)c2)cc1C", "pred_top1_smiles": "Cc1c(C=O)ccc(/C=C/c2ccc(C=O)c(C)c2C)c1C", "tanimoto_morgan_r2": 0.212121, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R47", "gold_smiles": "C#CCOC(=O)N=S(C)(=O)CCC(NC(=O)OC(C)(C)C)C(=O)OC(C)(C)C", "pred_top1_smiles": "C#CCOC(=O)C(CCS(C)(=O)=NC(=O)OC(C)(C)C)NC(=O)OC(C)(C)C", "tanimoto_morgan_r2": 0.87234, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R48", "gold_smiles": "Clc1ccc(Nc2n[n+](-c3ccccc3)c(/C=C/c3ccccc3)s2)cc1.[Cl-]", "pred_top1_smiles": "Clc1ccc(CNNc2nc(-c3ccccc3)c(-c3ccccc3)s2)cc1Cl", "tanimoto_morgan_r2": 0.188406, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R49", "gold_smiles": "Cc1ccc(S(=O)(=O)N2CC=C(Cl)CC2c2ccc(F)cc2)cc1", "pred_top1_smiles": "Cc1ccc(S(=O)(=O)NC2CC(c3ccc(F)cc3)=CC2Cl)cc1", "tanimoto_morgan_r2": 0.366667, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R50", "gold_smiles": "Cc1ccc(NC(=O)C#N)cc1NC(=O)C#N", "pred_top1_smiles": "Cc1ccc([N+](=O)[O-])cc1-c1cc(C#N)[nH]n1", "tanimoto_morgan_r2": 0.218182, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R51", "gold_smiles": "COc1ccc(CC(C)N)cc1OC", "pred_top1_smiles": "COc1ccc(CC(C)N)cc1OC", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R52", "gold_smiles": "COC(=O)OC/C=C/C(=O)O", "pred_top1_smiles": "COC(=O)OCC=CC(=O)O", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R53", "gold_smiles": "CCCn1c(N=CN(C)C)cc(=O)n(Cc2ccccc2)c1=O", "pred_top1_smiles": "CCCN1C(=O)C2N=CN(Cc3ccccc3)C2N(C)C1=O", "tanimoto_morgan_r2": 0.296875, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R54", "gold_smiles": "CC(=O)OCc1cc(NCCO)n2ncc(C#N)c2n1", "pred_top1_smiles": "CC(=O)NCCOCn1cc(C#N)c2nccc(=O)n21", "tanimoto_morgan_r2": 0.28, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R55", "gold_smiles": "Cc1ccc(S(=O)(=O)NCC(=O)O)cc1", "pred_top1_smiles": "Cc1ccc(S(=O)(=O)NCC(=O)O)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R56", "gold_smiles": "[2H][C]([2H])([2H])[Sn]([CH2]CCC)([C]([2H])([2H])[2H])[C]([2H])([2H])[2H]", "pred_top1_smiles": "CCC[CH2][Sn]([CH3])([CH3])[CH3]", "tanimoto_morgan_r2": 0.611111, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R57", "gold_smiles": "O=Cc1c(O)c(N=Nc2ccc(Cl)cc2[N+](=O)[O-])cc2ccccc12", "pred_top1_smiles": "O=N/C(=C\\C(=O)c1c[nH]c2ccccc12)c1ccc(Cl)cc1[N+](=O)[O-]", "tanimoto_morgan_r2": 0.382353, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R58", "gold_smiles": "CC[Si](CC)(CC)C(=O)C[C@@H]1C[C@H]1c1ccccc1", "pred_top1_smiles": "CC[Si](CC)(CC)C(=O)CC1CC1c1ccccc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R59", "gold_smiles": "CCCCCCNc1cc(-c2ccccc2)cc2c1c(=O)oc1ccccc12", "pred_top1_smiles": "CCCCCCN1c2ccccc2OC(=O)c2ccc(-c3ccccc3)cc21", "tanimoto_morgan_r2": 0.313433, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R60", "gold_smiles": "C[C@]1(C2CCCCC2)CO1", "pred_top1_smiles": "CC1(C2CCCCC2)CO1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R61", "gold_smiles": "Cc1ccc(S(=O)(=O)N(C(=O)c2ccccc2)C(Cc2cc3ccccc3[nH]2)C(=O)Nc2cnc3ccccc3c2)cc1", "pred_top1_smiles": "Cc1ccc(S(=O)(=O)NC(Cc2c[nH]c3ccccc23)C(=O)Nc2ccc(-c3ccccc3N=Nc3ccccc3)cc2)cc1", "tanimoto_morgan_r2": 0.30303, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R62", "gold_smiles": "O=C(O)c1cncc(NC(=S)Nc2cccc(Br)c2)c1", "pred_top1_smiles": "O=C(NC(=S)Nc1cccc(Br)c1O)c1cccnc1", "tanimoto_morgan_r2": 0.338983, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R63", "gold_smiles": "Cc1ccc(S(=O)(=O)NCc2cscn2)cc1", "pred_top1_smiles": "Cc1nc(S(=O)(=O)NCc2ccccc2)cs1", "tanimoto_morgan_r2": 0.333333, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R64", "gold_smiles": "C=C(C)C1CCC(C)(CCCC=O)O1", "pred_top1_smiles": "C=C(C)C1CCC(CCC=O)OC1C", "tanimoto_morgan_r2": 0.346939, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R66", "gold_smiles": "CC(C)=CCCC(C)=CCN[C@@H](CC(=O)O)C(=O)O", "pred_top1_smiles": "CC(C)=CCCC(C)=CCNC(CC(=O)O)C(=O)O", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R68", "gold_smiles": "COc1ccc2c3c1C(=O)CC3(c1ccccc1)CCC2", "pred_top1_smiles": "COc1ccccc1C1(c2ccccc2)CCCC1=O", "tanimoto_morgan_r2": 0.46, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R69", "gold_smiles": "C/C=C/C=N/NC(N)=S", "pred_top1_smiles": "C/C=C/C=N/NC(N)=S", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R70", "gold_smiles": "COc1ccc(NC(=O)C#N)cc1", "pred_top1_smiles": "COc1ccc(NC(=O)C#N)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R71", "gold_smiles": "CCC(=NNC(=O)c1ccco1)C(=O)[O-].CCC(=NNC(=O)c1ccco1)C(=O)[O-].c1cc[c]([Sn+2][c]2ccccc2)cc1", "pred_top1_smiles": "CCc1cc(C(=O)[O][Sn]([O]C(=O)c2cc(CC)on2)([c]2ccccc2)[c]2ccccc2)on1", "tanimoto_morgan_r2": 0.222222, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R72", "gold_smiles": "COc1ccc(-c2c([Se]c3ccccc3)c3ccccc3n2S(=O)(=O)c2ccc(C)cc2)cc1", "pred_top1_smiles": "COc1ccc(C(=O)N(c2ccccc2)c2ccccc2[Se]c2ccc(C)cc2)cc1", "tanimoto_morgan_r2": 0.338235, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R74", "gold_smiles": "CCCCCCCCCN1CCCc2ccccc21", "pred_top1_smiles": "CCCCCCCCCN1CCCc2ccccc21", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "complex", "gold_pool_rank": 1 }, { "qid": "main-R75", "gold_smiles": "CC(C)C[C@@]1([C@H]2CC(=O)c3ccccc3O2)N=C(c2ccccc2)OC1=O", "pred_top1_smiles": "CC(C)CC1Oc2ccccc2C(=O)C1C(=O)c1ccccc1ON", "tanimoto_morgan_r2": 0.287671, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R76", "gold_smiles": "CS(=O)(=O)N=Nc1ccc(Oc2ccccc2)cc1", "pred_top1_smiles": "CN(c1ccccc1)S(=O)(=O)c1ccc(N=O)cc1", "tanimoto_morgan_r2": 0.325581, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R77", "gold_smiles": "C=C(C)C(CC#N)C(=O)O", "pred_top1_smiles": "C=C(C)C(CC#N)C(=O)O", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R78", "gold_smiles": "COc1cc(C=NNC(=O)c2ccccc2)cc(OC)c1O", "pred_top1_smiles": "COc1cc(/C=N/NC(=O)c2ccccc2)cc(OC)c1O", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R79", "gold_smiles": "O=C(/C=C/c1ccccc1F)c1cnccn1", "pred_top1_smiles": "O=C(/C=C/c1ccc(F)nc1)c1cccnc1", "tanimoto_morgan_r2": 0.42, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R80", "gold_smiles": "CC1=C(c2ccc(Cl)cc2)C(c2ccc([N+](=O)[O-])cc2)NC(=O)N1", "pred_top1_smiles": "CC1(c2ccc(Cl)cc2)CC(c2ccc([N+](=O)[O-])cc2)=NO1", "tanimoto_morgan_r2": 0.418182, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R81", "gold_smiles": "O=c1oc(-c2ccccc2Br)cc2ccccc12", "pred_top1_smiles": "O=C1Oc2ccccc2/C1=C\\c1cccc(Br)c1", "tanimoto_morgan_r2": 0.3125, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R83", "gold_smiles": "Cc1cccc(C)c1N1C(=O)C2C(C1=O)C(C(=O)c1ccccc1)N1c3ccccc3SC21", "pred_top1_smiles": "CC1(C)SC(c2ccccc2)N2C(=O)c3ccccc3C2(C(=O)c2ccccc2)C1=O", "tanimoto_morgan_r2": 0.22973, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R84", "gold_smiles": "COc1ccc(CNC(=O)NCC(=O)O)cc1", "pred_top1_smiles": "COc1ccc(CNC(=O)NCC(=O)O)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R85", "gold_smiles": "O=C(O)CCN(C1=NC(=O)/C(=C/c2cccs2)S1)c1ccccc1", "pred_top1_smiles": "O=C(O)CCN1C(=O)C(=Cc2cccs2)SC1=Nc1ccccc1", "tanimoto_morgan_r2": 0.444444, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R86", "gold_smiles": "Nc1c(-c2ccccc2)nc2ncnn2c1-c1ccccc1", "pred_top1_smiles": "Nc1nc(-c2ccccc2)nc2nc(-c3ccccc3)cn12", "tanimoto_morgan_r2": 0.297872, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R87", "gold_smiles": "COc1ccc(C2(O)CS(=O)(=O)C2)cc1", "pred_top1_smiles": "COc1ccc(C2(O)CS(=O)(=O)C2)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R88", "gold_smiles": "C=CCn1c(=O)cc(N)n(Cc2ccccc2)c1=O", "pred_top1_smiles": "C=CCOc1cc(N)nc(=O)n1Cc1ccccc1", "tanimoto_morgan_r2": 0.442308, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R89", "gold_smiles": "O=C1c2ccccc2C(=O)C12C[C@@](O)(c1cccc([N+](=O)[O-])c1)[C@H]([N+](=O)[O-])[C@H]2c1ccccc1", "pred_top1_smiles": "O=C(CC12CC1(O)c1ccccc1C(=O)C2c1ccccc1[N+](=O)[O-])c1ccc([N+](=O)[O-])cc1", "tanimoto_morgan_r2": 0.278481, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R90", "gold_smiles": "CN1C(=O)/C(=C/c2coc3ccccc23)N=C1N1CCCCC1", "pred_top1_smiles": "CN1C(=CN2COC(C)(C)C2)C(=O)c2cc3ccccc3nc21", "tanimoto_morgan_r2": 0.216216, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R91", "gold_smiles": "O=C(NCCSc1nc2ccccc2c(=O)n1-c1ccccc1)NCc1ccc(Cl)cc1", "pred_top1_smiles": "O=C(NCCSc1nc2ccccc2c(=O)n1-c1ccccc1)NCc1ccc(Cl)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "complex", "gold_pool_rank": 1 }, { "qid": "main-R92", "gold_smiles": "CCOc1ccc(NC(=O)C#N)cc1", "pred_top1_smiles": "CCOc1ccc(NC(=O)C#N)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R93", "gold_smiles": "Cc1ccc(S(=O)(=O)N2CCCC2C(=O)O)cc1", "pred_top1_smiles": "Cc1ccc(S(=O)(=O)N2CCCC2C(=O)O)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R94", "gold_smiles": "CC1=NCCN1c1ccccc1", "pred_top1_smiles": "CC1=NCCN1c1ccccc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R95", "gold_smiles": "CC1=C/C(=N\\c2ccccc2)C(C)=CC1=O", "pred_top1_smiles": "CC1=CC(=Nc2ccccc2)C=C(C)C1=O", "tanimoto_morgan_r2": 0.515152, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R96", "gold_smiles": "CC(C)(C)c1ccc(-c2cnn(C3CCCCO3)n2)cc1", "pred_top1_smiles": "CC(C)(C)c1ccc(-c2nnc(C3CCCCN3)o2)cc1", "tanimoto_morgan_r2": 0.338983, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R97", "gold_smiles": "CN1C(=O)C(=C(c2ccc([N+](=O)[O-])cc2)c2ccc([N+](=O)[O-])cc2)c2ccccc21", "pred_top1_smiles": "CN1C(=O)C(=C(c2ccc([N+](=O)[O-])cc2)c2ccc([N+](=O)[O-])cc2)c2ccccc21", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "complex", "gold_pool_rank": 1 }, { "qid": "main-R98", "gold_smiles": "CCSc1nnnn1-c1ccc(OC)cc1", "pred_top1_smiles": "CCSc1nnnn1-c1ccc(OC)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R99", "gold_smiles": "CCOC(=O)/C(=C/c1ccccc1)CC(=O)CC(=O)OC", "pred_top1_smiles": "CCOC(=O)/C=C(\\CC(=O)Cc1ccccc1)C(=O)OC", "tanimoto_morgan_r2": 0.46, "outcome": "in_pool_miss", "self_rank": 0, "true_self_rank": 1, "arm": "main", "difficulty": "simple", "gold_pool_rank": 2 }, { "qid": "main-R100", "gold_smiles": "FC(F)(F)c1ccc(-c2ccc[nH]2)cc1", "pred_top1_smiles": "FC(F)(F)c1ccc(-c2ccc[nH]2)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R101", "gold_smiles": "CCN1C(=O)C(=CNc2ccccn2)C(=O)N(CC)C1=S", "pred_top1_smiles": "CCN1C(=O)C(=CNc2ccccn2)C(=O)N(CC)C1=S", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R102", "gold_smiles": "CCC[C@H]1CC(=O)C=C(C(C)(C)C)N1", "pred_top1_smiles": "CCCC1CC(=O)C=C(C(C)(C)C)N1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R103", "gold_smiles": "C#CC(C)(C)Oc1ccc(/C=C(\\N=[N+]=[N-])C(=O)OC)cc1OC", "pred_top1_smiles": "C#CC(C)(C)Oc1cc(/C=C/C(=O)OC)c(N=[N+]=[N-])cc1OC", "tanimoto_morgan_r2": 0.476923, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R104", "gold_smiles": "Cc1ccc([C@@H](C)Nc2ncnc3[nH]c(-c4ccc(O)cc4)cc23)cc1", "pred_top1_smiles": "Cc1ccc(Nc2n[nH]c3ccc(NC(C)c4ccccc4)cc23)c(O)c1", "tanimoto_morgan_r2": 0.309859, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R105", "gold_smiles": "Cc1ccc(/C(COC2=C(c3cccs3)C(=O)NC2)=N/Nc2ccc(Br)cc2)cc1", "pred_top1_smiles": "Cc1ccc(C2C(=O)CN(Cc3cccs3)C(=O)C2=NNc2ccc(Br)cc2)cc1", "tanimoto_morgan_r2": 0.349398, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R106", "gold_smiles": "C#CC(C)c1ccc(-c2ccccc2)nc1", "pred_top1_smiles": "C#CC(C)c1ccc(-c2ccccc2)nc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R107", "gold_smiles": "CCCCC1CCC(C)(CCCC=O)O1", "pred_top1_smiles": "CCCCC(CCC=O)C1CCC(C)O1", "tanimoto_morgan_r2": 0.32, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R108", "gold_smiles": "Cc1cc(C)nc(Nc2ccc(Cl)cc2)n1", "pred_top1_smiles": "Cc1cc(Nc2ccc(Cl)cc2)nc(C)n1", "tanimoto_morgan_r2": 0.606061, "outcome": "in_pool_miss", "self_rank": 0, "true_self_rank": 1, "arm": "main", "difficulty": "simple", "gold_pool_rank": 2 }, { "qid": "main-R109", "gold_smiles": "C=CCn1c(/C=C/CCCCCCCCC)cc(=O)c2ccccc21", "pred_top1_smiles": "C=CCn1c(=O)c(/C=C/CCCCCCCCC)cc2ccccc21", "tanimoto_morgan_r2": 0.6, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R110", "gold_smiles": "CCN(CC)C(=S)NCc1ccccc1", "pred_top1_smiles": "CCN(CC)C(=S)NCc1ccccc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R111", "gold_smiles": "CC[C@](O)(c1ccccc1)[C@@H](C)/C=C/c1ccccc1", "pred_top1_smiles": "CCC(O)(C=Cc1ccccc1)C(C)c1ccccc1", "tanimoto_morgan_r2": 0.47619, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R112", "gold_smiles": "COc1cc([N+](=O)[O-])ccc1NC(=O)Cn1cc(COc2ccc(-c3nc4ccccc4c(=O)n3Nc3ccc([N+](=O)[O-])cc3[N+](=O)[O-])cc2OC)nn1", "pred_top1_smiles": "COC(=O)c1cc2nc(-c3ccccc3)c(Nc3ccc([N+](=O)[O-])c([N+](=O)[O-])c3)nc2cc1OCc1nnnn1-c1ccc([N+](=O)[O-])cc1OC", "tanimoto_morgan_r2": 0.344538, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R113", "gold_smiles": "Cc1nccnc1C(=O)Nc1ccc(B(O)O)cc1", "pred_top1_smiles": "Cc1ccc(C(=O)Nc2cnc(B(O)O)cn2)cc1", "tanimoto_morgan_r2": 0.313725, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R114", "gold_smiles": "Cn1c(=O)c2c3cnccc3c(=O)oc2c2ccc(Cl)cc21", "pred_top1_smiles": "Cn1cc(-c2cc3cc(Cl)ccc3oc2=O)cn1", "tanimoto_morgan_r2": 0.301587, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R115", "gold_smiles": "CC1=NN(c2ccccc2)C(=O)C1=CNC(N)=O", "pred_top1_smiles": "Cn1c(N)c(/C=N/c2ccccc2)c(=O)[nH]c1=O", "tanimoto_morgan_r2": 0.2, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "main-R116", "gold_smiles": "CCN(CC)c1ccc(C(=CC[C@H]2C=C(C=O)C[C@H]([N+](=O)[O-])[C@@H]2c2ccccc2)c2ccc(N(CC)CC)cc2)cc1", "pred_top1_smiles": "CCN(CC)c1ccc(C(Cc2ccccc2)C(C=O)C(C[N+](=O)[O-])c2ccc(N(CC)CC)cc2)cc1", "tanimoto_morgan_r2": 0.337838, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R117", "gold_smiles": "C[n+]1cn(Cc2ccccc2)cc1-c1ccc[n-]1", "pred_top1_smiles": "Cn1cccc1-c1cn(Cc2ccccc2)cn1", "tanimoto_morgan_r2": 0.301887, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R118", "gold_smiles": "C[C@H](C=O)CCO[Si](C)(C)C(C)(C)C", "pred_top1_smiles": "CC(C=O)CCO[Si](C)(C)C(C)(C)C", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R119", "gold_smiles": "CC(NS(=O)(=O)c1ccccc1)C(=O)NCC(=O)Nc1ccccc1", "pred_top1_smiles": "CC(NC(=O)c1ccccc1)C(=O)N(C)c1ccc(S(N)(=O)=O)cc1", "tanimoto_morgan_r2": 0.278689, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R120", "gold_smiles": "O=C1C(Cl)=C(Nc2cccc([N+](=O)[O-])c2)C(=O)c2ccccc21", "pred_top1_smiles": "O=C1C=C(Nc2ccc(Cl)cc2[N+](=O)[O-])C(=O)c2ccccc21", "tanimoto_morgan_r2": 0.381818, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R121", "gold_smiles": "COc1cc(CC(=O)Nc2ccc(C(=O)/C=C/c3cn(S(C)(=O)=O)c4ccccc34)cc2)cc(OC)c1OC", "pred_top1_smiles": "COc1cc(Cc2c(/C=C/C(=O)Nc3ccccc3)[nH]c3ccccc23)cc(OC)c1OC.CS(=O)(=O)O", "tanimoto_morgan_r2": 0.409639, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R122", "gold_smiles": "Cn1nc(-c2ccccc2)c2c1NC1=C(C(=O)CCC1)C21C(=O)Nc2ccccc21", "pred_top1_smiles": "Cn1c2c(c3ccccc31)C(=NNC(=O)Nc1ccccc1)CCC2", "tanimoto_morgan_r2": 0.170732, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R123", "gold_smiles": "O=c1c2c(Cl)cc(Cl)cc2[nH]c2cc(-c3ccccc3)cc(-c3ccccc3)c12", "pred_top1_smiles": "O=C1/C(=C/c2ccc(Cl)cc2)C(=Cc2ccco2)c2cc(-c3ccc(Cl)cc3)[nH]c21", "tanimoto_morgan_r2": 0.208955, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R124", "gold_smiles": "Cc1ccc(-n2c3c(c4ccccc42)C(C)c2c([nH]c4c2C(S(=O)(=O)c2ccc(C)cc2)CCC4)NC(S(=O)(=O)c2ccc(C)cc2)C(C)C=CC=N3)cc1", "pred_top1_smiles": "COc1ccc(/C=C/c2cc3ccccc3n2CCCn2c(/C=C/c3ccc(OC)cc3)cc3ccccc32)cc1.Cc1ccc(S)cc1.Cc1ccc(S)cc1", "tanimoto_morgan_r2": 0.12381, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R125", "gold_smiles": "C=CCOc1cc(C)c(OC(C)=O)c(C)c1C", "pred_top1_smiles": "C=CCOc1cc(C)c(OC(C)=O)c(C)c1C", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R126", "gold_smiles": "Cc1ccc(S(=O)(=O)Nc2ccccc2C(=O)NC(C)C)cc1", "pred_top1_smiles": "Cc1ccc(S(=O)(=O)c2ccccc2NC(=O)NC(C)C)cc1", "tanimoto_morgan_r2": 0.510204, "outcome": "in_pool_miss", "self_rank": 0, "true_self_rank": 1, "arm": "main", "difficulty": "complex", "gold_pool_rank": 2 }, { "qid": "main-R127", "gold_smiles": "Cc1ccc(C)n1NC(=O)C1CC(=O)N(c2ccc(-c3cnc(N)s3)cc2)C1", "pred_top1_smiles": "Cc1cc(C)n(C/C=C(/Cc2nccs2)C(=O)Nc2ccc(C(N)=O)cc2)n1", "tanimoto_morgan_r2": 0.163043, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R128", "gold_smiles": "CCCCCNC(=O)NCc1ccc(OC)cc1", "pred_top1_smiles": "CCCCCNC(=O)NCc1ccc(OC)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R129", "gold_smiles": "CCCCCCCCCCc1cc(C=O)cs1", "pred_top1_smiles": "CCCCCCCCCCc1cc(C=O)cs1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R130", "gold_smiles": "NC1=C(Cl)C(=O)C(=O)c2c1nc1ccccn21", "pred_top1_smiles": "C#Cc1ccc2nc(Cl)c(C(=O)C(N)=O)n2c1", "tanimoto_morgan_r2": 0.224138, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R132", "gold_smiles": "Cn1c(=O)c2c(c3ccccc31)OC(c1ccccc1)(c1ccccc1)C=C2[Si](C)(C)C", "pred_top1_smiles": "COc1ccc(C(=O)c2c(C#C[Si](C)(C)C)c3ccccc3n2C)cc1-c1ccccc1", "tanimoto_morgan_r2": 0.24, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R133", "gold_smiles": "O=C(COc1ccc2c(=O)c3ccccc3oc2c1)N[C@H](C(=O)O)c1ccccc1", "pred_top1_smiles": "O=C(Oc1ccc2c(c1)OC(C(=O)Nc1ccccc1)CC2=O)c1ccccc1O", "tanimoto_morgan_r2": 0.195122, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R134", "gold_smiles": "COC(=O)c1cc([Se][Se]c2ccc(NC=O)c(C(=O)OC)c2)ccc1NC=O", "pred_top1_smiles": "COC(=O)c1ccc([Se][Se]c2ccc(C(=O)OC)cc2NC=O)c(NC=O)c1", "tanimoto_morgan_r2": 0.536585, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R135", "gold_smiles": "COc1ccc(C=NNC(=O)Cn2nc(N3CCN(c4ccc(Cl)cc4)CC3)ccc2=O)cc1", "pred_top1_smiles": "COc1cc(Cl)ccc1/C=N/NC(=O)Cn1nc(-c2ccc(N3CCNCC3)cc2)ccc1=O", "tanimoto_morgan_r2": 0.530864, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "main", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "main-R136", "gold_smiles": "Cc1ccc(NC(=O)N[C@H](C)c2ccccc2)cc1", "pred_top1_smiles": "Cc1ccc(NC(=O)NC(C)c2ccccc2)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R137", "gold_smiles": "CCCCCCCCCCCC(=O)NCc1ccc(CO)o1", "pred_top1_smiles": "CCCCCCCCCCCC(=O)NCc1ccc(CO)o1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R138", "gold_smiles": "CC(C)(C)Oc1ccc([N+](=O)[O-])cc1", "pred_top1_smiles": "CC(C)(C)Oc1ccc([N+](=O)[O-])cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R139", "gold_smiles": "CCC[C@@H]1CCCCN1C(=O)OC(C)(C)C", "pred_top1_smiles": "CCCC1CCCCN1C(=O)OC(C)(C)C", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "main-R140", "gold_smiles": "C#CC(C)c1ccc(-c2ccccc2)cc1", "pred_top1_smiles": "C#CC(C)c1ccc(-c2ccccc2)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "main", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "v3-R01", "gold_smiles": "COC(=O)C(=O)CCC=C[Si](C)(C)C", "pred_top1_smiles": "COC(=O)CCC(=O)C#C[Si](C)(C)C", "tanimoto_morgan_r2": 0.275, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v3-R02", "gold_smiles": "C=C1C(C(N)=O)=C(O)c2ccc([N+](=O)[O-])cc2N1c1cccc(F)c1", "pred_top1_smiles": "Cn1c(=O)c(C(=O)Nc2ccccc2[N+](=O)[O-])cc2cc(F)ccc21", "tanimoto_morgan_r2": 0.230769, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R03", "gold_smiles": "Cc1ccc(C(=O)c2ccc(CC(=O)NN=Cc3ccccc3O)n2C)cc1", "pred_top1_smiles": "Cc1ccc(C(=O)CC(=O)N/N=C/c2cccn2C)c(-c2ccccc2O)c1", "tanimoto_morgan_r2": 0.369863, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R04", "gold_smiles": "Cc1ccc(S(=O)(=O)NC(CC(C)C)C(=O)O)cc1", "pred_top1_smiles": "Cc1ccc(S(=O)(=O)NC(CC(C)C)C(=O)O)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v3", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "v3-R05", "gold_smiles": "COc1cccc(C(=O)C2(C)CC2(Cl)Cl)c1", "pred_top1_smiles": "COc1cccc(C(=O)C2(C)CC2(Cl)Cl)c1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v3", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "v3-R06", "gold_smiles": "CC#Cc1cccc(OCOC)c1C=O", "pred_top1_smiles": "CC#Cc1cccc(OCOC)c1C=O", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v3", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "v3-R07", "gold_smiles": "CCCCCCCC(=O)CCc1ccc(O)c(OC)c1", "pred_top1_smiles": "CCCCCCCC(=O)CCc1ccc(O)c(OC)c1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v3", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "v3-R08", "gold_smiles": "NS(=O)(=O)c1cccc(NCc2cccc(Cl)c2O)c1", "pred_top1_smiles": "NS(=O)(=O)c1cc(Cl)ccc1NCc1ccccc1O", "tanimoto_morgan_r2": 0.415094, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v3-R09", "gold_smiles": "O=S(=O)(NCc1ccccc1Br)c1ccccc1CO", "pred_top1_smiles": "O=S(=O)(NCc1ccccc1CO)c1ccccc1Br", "tanimoto_morgan_r2": 0.777778, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v3-R10", "gold_smiles": "CC(C)N1C/C(=C\\c2ccc(F)cc2)C(=O)/C(=C/c2ccc(F)cc2)C1", "pred_top1_smiles": "CC(C)N1CC(=Cc2ccc(F)cc2)C(=O)C(=Cc2ccc(F)cc2)C1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v3", "difficulty": "complex", "gold_pool_rank": 1 }, { "qid": "v3-R11", "gold_smiles": "O=C(Nc1cc(C(F)(F)F)ccc1-c1nc2ccccc2s1)c1ccccc1", "pred_top1_smiles": "O=C(Nc1nc2ccccc2s1)c1ccc(-c2ccccc2)cc1C(F)(F)F", "tanimoto_morgan_r2": 0.435484, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R12", "gold_smiles": "CCOc1ccc2nc(CC(O)(c3cc4ccccc4oc3=O)C(F)(F)F)ccc2c1", "pred_top1_smiles": "CCOC(=O)c1ccc2cc3c(cc2c1)C(=O)N(Cc1ccccc1)C3(O)C(F)(F)F", "tanimoto_morgan_r2": 0.244186, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R13", "gold_smiles": "Cc1nc(C)c(Cn2cc(CCCN3CCN(C)CC3)nn2)c(-c2ccccc2)c1Cn1cc(CCCN2CCN(C)CC2)nn1", "pred_top1_smiles": "CCCN(C1CCN(CCCc2nnn(Cc3ccccc3)n2)CC1)C1CCN(CCCc2nnn(Cc3ccccc3)n2)CC1", "tanimoto_morgan_r2": 0.310811, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R14", "gold_smiles": "C=C/C=C(/C(=O)C(=O)c1ccccc1)c1ccccc1", "pred_top1_smiles": "C=CC(=O)c1ccccc1/C=C/C(=O)c1ccccc1", "tanimoto_morgan_r2": 0.333333, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v3-R15", "gold_smiles": "CCCn1c(-c2ccccc2)nc2ccccc21", "pred_top1_smiles": "CCCn1c(-c2ccccc2)nc2ccccc21", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v3", "difficulty": "complex", "gold_pool_rank": 1 }, { "qid": "v3-R16", "gold_smiles": "C1=NCCN1c1ccccc1", "pred_top1_smiles": "C1=NCCN1c1ccccc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v3", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "v3-R17", "gold_smiles": "CCN(CC)C(=O)c1cc2c(ccc3c4ccccc4ccc23)cc1-c1cc2ccccc2cc1C", "pred_top1_smiles": "CCN(CC)C(=O)c1cc(-c2ccccc2)c2ccc3cc(-c4ccc(C)cc4)cc4ccc1c2c43", "tanimoto_morgan_r2": 0.419355, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R18", "gold_smiles": "O=[N+]([O-])c1ccccc1COC1COC1", "pred_top1_smiles": "O=[N+]([O-])c1ccccc1OCC1COC1", "tanimoto_morgan_r2": 0.5, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v3-R19", "gold_smiles": "CCCCCCCCCCCc1ccccc1C(=O)NS(=O)(=O)c1ccc(Cl)cc1", "pred_top1_smiles": "CCCCCCCCCCCc1ccc(C(=O)NS(=O)(=O)c2ccc(Cl)cc2)cc1", "tanimoto_morgan_r2": 0.64, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R20", "gold_smiles": "CC(=O)/C(Cl)=N/Nc1ccc(Br)cc1", "pred_top1_smiles": "CC(=O)C(Br)=NNc1ccc(Cl)cc1", "tanimoto_morgan_r2": 0.513514, "outcome": "in_pool_miss", "self_rank": 0, "true_self_rank": 1, "arm": "v3", "difficulty": "simple", "gold_pool_rank": 2 }, { "qid": "v3-R21", "gold_smiles": "C[Si](C)(C)c1cc(F)c(F)cc1OS(=O)(=O)c1ccc(Cl)cc1", "pred_top1_smiles": "C[Si](C)(C)c1cc(F)c(F)cc1OS(=O)(=O)c1ccc(Cl)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v3", "difficulty": "complex", "gold_pool_rank": 1 }, { "qid": "v3-R22", "gold_smiles": "O=C1NC(c2ccccc2)=CC(c2ccc(Cl)cc2)N1", "pred_top1_smiles": "O=C1NC(c2ccc(Cl)cc2)=CC(c2ccccc2)N1", "tanimoto_morgan_r2": 0.882353, "outcome": "in_pool_miss", "self_rank": 0, "true_self_rank": 1, "arm": "v3", "difficulty": "complex", "gold_pool_rank": 2 }, { "qid": "v3-R23", "gold_smiles": "COc1ccc(Oc2ccccc2Br)cc1OC", "pred_top1_smiles": "COc1ccc(Oc2ccccc2OC)c(Br)c1", "tanimoto_morgan_r2": 0.666667, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v3-R24", "gold_smiles": "C#CC(C)c1ccc(-c2ccc(F)cc2)cc1OC", "pred_top1_smiles": "C#CC(C)c1ccc(-c2ccccc2F)cc1OC", "tanimoto_morgan_r2": 0.658537, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v3-R25", "gold_smiles": "CC(C)(C)NC(=O)c1ccccn1", "pred_top1_smiles": "CC(C)(C)NC(=O)c1cccnc1", "tanimoto_morgan_r2": 0.486486, "outcome": "in_pool_miss", "self_rank": 0, "true_self_rank": 2, "arm": "v3", "difficulty": "simple", "gold_pool_rank": 3 }, { "qid": "v3-R26", "gold_smiles": "O=C1NC(c2cccc([N+](=O)[O-])c2)Nc2ccccc21", "pred_top1_smiles": "O=C1NC(c2ccccc2[N+](=O)[O-])Nc2ccccc21", "tanimoto_morgan_r2": 0.568182, "outcome": "in_pool_miss", "self_rank": 0, "true_self_rank": 1, "arm": "v3", "difficulty": "complex", "gold_pool_rank": 2 }, { "qid": "v3-R27", "gold_smiles": "COc1cc2c(cc1OCc1ccccc1)N(COCC[Si](C)(C)C)C(=O)[C@@H]1CC(=O)CN1C2=O", "pred_top1_smiles": "COc1ccc2c(c1)C1C(=O)CC(C(=O)OCC[Si](C)(C)C)N1C(=O)OCc1ccccc1N2C", "tanimoto_morgan_r2": 0.272727, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R28", "gold_smiles": "FC(F)(F)c1cccc(CCCI)c1", "pred_top1_smiles": "FC(F)(F)c1ccccc1CCCI", "tanimoto_morgan_r2": 0.444444, "outcome": "in_pool_miss", "self_rank": 0, "true_self_rank": 2, "arm": "v3", "difficulty": "simple", "gold_pool_rank": 3 }, { "qid": "v3-R29", "gold_smiles": "CN1CC[C@](C(=O)OC(C)(C)C)(c2ccccc2[N+](=O)[O-])C1", "pred_top1_smiles": "CN1CC(C(=O)OC(C)(C)C)C(c2ccccc2[N+](=O)[O-])C1", "tanimoto_morgan_r2": 0.474576, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v3-R30", "gold_smiles": "Cn1cc(C(c2cc(Br)ccc2OS(N)(=O)=O)c2c[nH]c3ccccc23)c2ccccc21", "pred_top1_smiles": "Cn1cc(CC2(NS(=O)(=O)c3ccc(Br)cc3)C(=O)Nc3ccccc32)c2ccccc21", "tanimoto_morgan_r2": 0.292683, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R31", "gold_smiles": "COCN1CCc2c(n(Cc3ccccc3)c3ccccc23)-c2cc(OC)c(OC)cc2C1=O", "pred_top1_smiles": "C=CCN1c2ccccc2N(Cc2ccc(O)cc2)C(=O)C1(C=C)c1ccc(OC)c(OC)c1", "tanimoto_morgan_r2": 0.229885, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R32", "gold_smiles": "CC(=O)/C(Cl)=N/Nc1ccc(C)cc1", "pred_top1_smiles": "CC(=O)C(Cl)=NNc1ccc(C)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v3", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "v3-R33", "gold_smiles": "O=C1C2=C(O[C@H]3[C@@H]([C@H]2c2ccc(Cl)cc2)[C@H](c2ccccc2)C2(C(=O)c4ccccc4C2=O)[C@H](c2ccc(Cl)cc2)N3Cc2ccccc2)c2ccccc21", "pred_top1_smiles": "O=C(Oc1ccccc1)C1(c2ccc(Cl)cc2)N(c2ccccc2)C(C(=O)c2ccccc2)(c2ccccc2)C1(C(=O)c1ccccc1)c1ccc(Cl)cc1", "tanimoto_morgan_r2": 0.174419, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R34", "gold_smiles": "Cc1ccc(S(=O)(=O)Nc2cc(Br)c(Br)cc2N)cc1", "pred_top1_smiles": "Cc1ccc(S(=O)(=O)Nc2cc(Br)c(Br)cc2N)cc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v3", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "v3-R35", "gold_smiles": "CC(C)[C@H](NC(=O)OC(C)(C)C)C(=O)NCc1ccccc1", "pred_top1_smiles": "CC(C)C(NC(=O)OC(C)(C)C)C(=O)NCc1ccccc1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v3", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "v3-R36", "gold_smiles": "COc1ccc(NC(=O)Cn2cc(CSc3nc4ccccc4c4nc5ccccc5n34)nn2)cc1", "pred_top1_smiles": "COc1ccc(NC(=O)Cn2cc(-c3nc(-c4ccccc4)nc(-c4nc5ccccc5s4)n3)nn2)cc1", "tanimoto_morgan_r2": 0.469136, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R37", "gold_smiles": "Cc1cc(C)c(-n2c(=[Se])n(-c3ccc(C(F)(F)F)cn3)c3ccccc32)c(C)c1", "pred_top1_smiles": "Cc1cc(C)c([Se]c2nc(-c3cnc4ccccc4c3)c(C(F)(F)F)[nH]2)c(C)c1", "tanimoto_morgan_r2": 0.275362, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R38", "gold_smiles": "CC(C)Cc1ccc(C(C)C(=O)NNS(=O)(=O)c2cc(Cl)ccc2Cl)cc1", "pred_top1_smiles": "CC(C)Cc1ccc(S(=O)(=O)NC(C)C(=O)Nc2ccc(Cl)cc2Cl)cc1", "tanimoto_morgan_r2": 0.483333, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R39", "gold_smiles": "O=C1C(c2ccccc2)=C(c2ccccc2)/C1=C1/c2ccccc2-c2nc3cc(Cl)c(Cl)cc3nc21", "pred_top1_smiles": "O=C1c2ccccc2-c2c1c1ccccc1c1nc(-c3ccc(Cl)cc3)c(-c3ccc(Cl)cc3)nc21", "tanimoto_morgan_r2": 0.290909, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v3-R40", "gold_smiles": "O=C(OCC=Cc1ccccc1)c1cnccn1", "pred_top1_smiles": "O=C(OCC=Cc1cccnc1)c1cccnc1", "tanimoto_morgan_r2": 0.565217, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v3", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v2c-R01", "gold_smiles": "CCOC(=O)c1c(N)sc2c1CCC1=C2C(c2ccccc2Cl)C(C#N)=C(N)O1", "pred_top1_smiles": "CCOC(=O)c1sc(N)c2c1CCC1=C2C(c2ccccc2Cl)C(C#N)=C(N)O1", "tanimoto_morgan_r2": 0.742857, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v2c-R02", "gold_smiles": "COc1ccccc1-c1n[nH]c(=O)o1", "pred_top1_smiles": "Cn1c(=O)c2ccccc2n(O)c1=O", "tanimoto_morgan_r2": 0.163265, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v2c-R03", "gold_smiles": "C#CCOC(=O)N=S(C)(=O)C(C)(C)C", "pred_top1_smiles": "C#CCOC(=O)N(S(C)=O)C(C)(C)C", "tanimoto_morgan_r2": 0.390244, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v2c-R04", "gold_smiles": "COc1cc(-c2coc3cc(O)ccc3c2=O)ccc1O", "pred_top1_smiles": "COc1ccc(-c2coc3cc(O)cc(O)c3c2=O)cc1", "tanimoto_morgan_r2": 0.5, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v2c-R05", "gold_smiles": "CCCCCCCCC(=O)c1cc(OC)ccc1CC(=O)OCC", "pred_top1_smiles": "CCCCCCC(=O)CCc1ccc(OC)c(CC(=O)OCC)c1", "tanimoto_morgan_r2": 0.517857, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v2c-R06", "gold_smiles": "C=C(c1cccc(C)c1)c1c(-c2ccccc2)n(C(=C)CCSC)n(-c2ccccc2)c1=O", "pred_top1_smiles": "C=C(C)C(=O)Nc1ccccc1C(=C)/N=C(\\SCCc1ccc(C)cc1)c1ccccc1", "tanimoto_morgan_r2": 0.211765, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v2c-R07", "gold_smiles": "C=C1CCN(c2ccccn2)C1=O", "pred_top1_smiles": "O=C1C=CCCN1c1ccccn1", "tanimoto_morgan_r2": 0.512821, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v2c-R08", "gold_smiles": "Cc1cc(SC#N)ccc1O", "pred_top1_smiles": "Cc1cc(SC#N)ccc1O", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v2_ctrl", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "v2c-R09", "gold_smiles": "Oc1ccc2ncc(-c3ccccc3)cc2c1", "pred_top1_smiles": "Oc1ccc2cc(-c3ccccc3)ncc2c1", "tanimoto_morgan_r2": 0.513514, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v2c-R10", "gold_smiles": "Cc1ccc(-c2[nH]c3c(c(-c4cccs4)nn3C)c2-c2c(-c3cccs3)nn(C)c2N)cc1", "pred_top1_smiles": "Cc1ccc(Cn2cc(-c3ccccc3)nc2Sc2nnc(-c3ccccn3)n2C)cc1", "tanimoto_morgan_r2": 0.154762, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v2c-R11", "gold_smiles": "CC(C)NC(=NS(=O)(=O)c1ccc([N+](=O)[O-])cc1)NC(C)C", "pred_top1_smiles": "CC(C)N(C(=N)NS(=O)(=O)c1ccc([N+](=O)[O-])cc1)C(C)C", "tanimoto_morgan_r2": 0.456522, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v2c-R12", "gold_smiles": "C=CCc1c(C)c(OC)c(C)c(C)c1OC", "pred_top1_smiles": "C=CCc1c(C)c(C)c(C)c(OC)c1OC", "tanimoto_morgan_r2": 0.740741, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v2c-R13", "gold_smiles": "CC(C)C[C@@H]1N[C@H](CC(C)C)C(=O)N[C@@H]1C(C)C", "pred_top1_smiles": "CC(C)C1CCN(C(C)C)CC(C(C)C)C(=O)N1", "tanimoto_morgan_r2": 0.26087, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v2c-R14", "gold_smiles": "CCOC(=O)CC/C(C)=C/CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C", "pred_top1_smiles": "CCOC(=O)CCC(C)=CCCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v2_ctrl", "difficulty": "complex", "gold_pool_rank": 1 }, { "qid": "v2c-R15", "gold_smiles": "Cc1cccc(C(=O)CBr)c1", "pred_top1_smiles": "Cc1ccccc1C(=O)CBr", "tanimoto_morgan_r2": 0.454545, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v2c-R16", "gold_smiles": "CC(=O)Cc1ccc(C(O[Si](C)(C)C(C)(C)C)C(C)C)o1", "pred_top1_smiles": "CC(=O)Cc1ccc(C(O[Si](C)(C)C(C)(C)C)C(C)C)o1", "tanimoto_morgan_r2": 1.0, "outcome": "correct_top1", "self_rank": 0, "true_self_rank": 0, "arm": "v2_ctrl", "difficulty": "simple", "gold_pool_rank": 1 }, { "qid": "v2c-R17", "gold_smiles": "Cc1cc([N+](=O)[O-])ccc1Oc1ccc(SC#N)cc1", "pred_top1_smiles": "Cc1ccc(Oc2ccc([N+](=O)[O-])cc2SC#N)cc1", "tanimoto_morgan_r2": 0.659574, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "simple", "gold_pool_rank": null }, { "qid": "v2c-R18", "gold_smiles": "CCCCn1c(-c2ccc(-c3ccccc3OC)cc2)nnc1-c1ccc(-c2ccccc2OC)cc1", "pred_top1_smiles": "CCCCn1nc(-c2ccc(-c3ccc(OC)cc3)cc2)nc1-c1ccc(-c2ccc(OC)cc2)cc1", "tanimoto_morgan_r2": 0.384615, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v2c-R19", "gold_smiles": "Cn1c(=O)c2c(c3ccccc31)O/C(=C\\c1cccc(F)c1)C2c1ccccc1", "pred_top1_smiles": "C=C(C(=O)OC)c1c(-c2ccccc2)nc(-c2ccc(F)cc2)c2ccccc12", "tanimoto_morgan_r2": 0.181818, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "complex", "gold_pool_rank": null }, { "qid": "v2c-R20", "gold_smiles": "O=C(CC(c1ccccc1)c1ccccc1)NCCC[NH2+]CCCC[NH2+]CCCNC(=O)CC(c1ccccc1)c1ccccc1.O=C([O-])C(F)(F)F.O=C([O-])C(F)(F)F", "pred_top1_smiles": "O=C(CCCCC(=O)NCCC[NH2+]C(Cc1ccccc1)c1ccccc1)NCCC[NH2+]C(Cc1ccccc1)c1ccccc1.O=C([O-])C(F)(F)F.O=C([O-])C(F)(F)F", "tanimoto_morgan_r2": 0.563636, "outcome": "never_proposed", "self_rank": 0, "true_self_rank": null, "arm": "v2_ctrl", "difficulty": "complex", "gold_pool_rank": null } ] }