Unique_identifier stringlengths 18 26 | OriginalReaction stringlengths 117 2.94k | InputReaction stringlengths 31 801 | TargetReaction stringlengths 32 1.27k | TargetReaction_with_stereo stringlengths 32 1.27k | has_unresolved_stereo bool 1
class | CanonicalOriginalReaction stringlengths 31 800 | CanonicalReaction stringlengths 31 800 | MissingNrAtoms int64 0 131 | MissingNrCarbons int64 0 48 | MissingMw float64 0 880 | IsBalanced bool 2
classes | Balance stringlengths 13 34 | rxn_class stringclasses 10
values | 1kTPLLabel stringclasses 698
values | FlowER_ID stringlengths 18 25 | PatentNumber stringlengths 10 12 | ParagraphNum stringlengths 1 13 ⌀ | Year int64 1.98k 2.02k |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
USPTO_US03930836_0 | [Br:1][CH2:2][CH2:3][OH:4].[CH2:5]([S:7](Cl)(=[O:9])=[O:8])[CH3:6].CCOCC>C(N(CC)CC)C>[CH2:5]([S:7]([O:4][CH2:3][CH2:2][Br:1])(=[O:9])=[O:8])[CH3:6] | CCN(CC)CC.CCOCC.CCS(=O)(=O)Cl.OCCBr>>CCS(=O)(=O)OCCBr | CCN(CC)CC.CCOCC.CCS(=O)(=O)Cl.OCCBr>>CCOCC.CCS(=O)(=O)OCCBr.CC[NH+](CC)CC.[Cl-] | CCN(CC)CC.CCOCC.CCS(=O)(=O)Cl.OCCBr>>CCOCC.CCS(=O)(=O)OCCBr.CC[NH+](CC)CC.[Cl-] | false | CCOCC.CCS(=O)(=O)Cl.OCCBr>CCN(CC)CC>CCS(=O)(=O)OCCBr | CCS(=O)(=O)Cl.OCCBr>CCN(CC)CC.CCOCC>CCS(=O)(=O)OCCBr | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 0 | ['flower_train_123904.0'] | US03930836 | null | 1,976 |
USPTO_US03930836_1 | [Br:1][CH2:2][CH2:3][CH2:4][OH:5].[CH3:6][S:7](Cl)(=[O:9])=[O:8].CCOCC>C(N(CC)CC)C>[CH3:6][S:7]([O:5][CH2:4][CH2:3][CH2:2][Br:1])(=[O:9])=[O:8] | CCN(CC)CC.CCOCC.CS(=O)(=O)Cl.OCCCBr>>CS(=O)(=O)OCCCBr | CCN(CC)CC.CCOCC.CS(=O)(=O)Cl.OCCCBr>>CCOCC.CC[NH+](CC)CC.CS(=O)(=O)OCCCBr.[Cl-] | CCN(CC)CC.CCOCC.CS(=O)(=O)Cl.OCCCBr>>CCOCC.CC[NH+](CC)CC.CS(=O)(=O)OCCCBr.[Cl-] | false | CCOCC.CS(=O)(=O)Cl.OCCCBr>CCN(CC)CC>CS(=O)(=O)OCCCBr | CS(=O)(=O)Cl.OCCCBr>CCN(CC)CC.CCOCC>CS(=O)(=O)OCCCBr | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 0 | ['flower_train_156933.0'] | US03930836 | null | 1,976 |
USPTO_US03930836_2 | [CH2:1]([Cl:4])[CH2:2][OH:3].CCOCC.[CH2:10]([S:14](Cl)(=[O:16])=[O:15])[CH:11]([CH3:13])[CH3:12]>C(N(CC)CC)C>[CH2:10]([S:14]([O:3][CH2:2][CH2:1][Cl:4])(=[O:16])=[O:15])[CH:11]([CH3:13])[CH3:12] | CC(C)CS(=O)(=O)Cl.CCN(CC)CC.CCOCC.OCCCl>>CC(C)CS(=O)(=O)OCCCl | CC(C)CS(=O)(=O)Cl.CCN(CC)CC.CCOCC.OCCCl>>CC(C)CS(=O)(=O)OCCCl.CCOCC.CC[NH+](CC)CC.[Cl-] | CC(C)CS(=O)(=O)Cl.CCN(CC)CC.CCOCC.OCCCl>>CC(C)CS(=O)(=O)OCCCl.CCOCC.CC[NH+](CC)CC.[Cl-] | false | CC(C)CS(=O)(=O)Cl.CCOCC.OCCCl>CCN(CC)CC>CC(C)CS(=O)(=O)OCCCl | CC(C)CS(=O)(=O)Cl.OCCCl>CCN(CC)CC.CCOCC>CC(C)CS(=O)(=O)OCCCl | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 0 | ['flower_train_115045.0'] | US03930836 | null | 1,976 |
USPTO_US03931103_8 | [CH3:1][O:2][C:3]1[C:4]([C:13]([OH:15])=O)=[CH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2.S(Cl)([Cl:18])=O>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[C:4]([C:13]([Cl:18])=[O:15])=[CH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2 | COc1cc2ccccc2cc1C(=O)O.O=S(Cl)Cl.c1ccccc1>>COc1cc2ccccc2cc1C(=O)Cl | COc1cc2ccccc2cc1C(=O)O.O=S(Cl)Cl.c1ccccc1>>COc1cc2ccccc2cc1C(=O)Cl.Cl.O=S=O.c1ccccc1 | COc1cc2ccccc2cc1C(=O)O.O=S(Cl)Cl.c1ccccc1>>COc1cc2ccccc2cc1C(=O)Cl.Cl.O=S=O.c1ccccc1 | false | COc1cc2ccccc2cc1C(=O)O.O=S(Cl)Cl>c1ccccc1>COc1cc2ccccc2cc1C(=O)Cl | COc1cc2ccccc2cc1C(=O)O.O=S(Cl)Cl>c1ccccc1>COc1cc2ccccc2cc1C(=O)Cl | 5 | 0 | 100.526 | false | $L: $R:1Cl1H2O1S $Charge: | 8 | 3 | ['flower_train_125658.0'] | US03931103 | null | 1,976 |
USPTO_US03931151_13 | [CH2:1]([S:3][C:4]1[CH:26]=[CH:25][C:7]2[N:8]([CH3:24])[C:9]3[CH:23]=[CH:22][CH:21]=[CH:20][C:10]=3[CH2:11][C:12](O)([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:6]=2[CH:5]=1)[CH3:2].Cl>C(O)C>[CH2:1]([S:3][C:4]1[CH:26]=[CH:25][C:7]2[N:8]([CH3:24])[C:9]3[CH:23]=[CH:22][CH:21]=[CH:20][C:10]=3[CH2:11][C:12](=[CH:13][C... | CCO.CCOC(=O)CC1(O)Cc2ccccc2N(C)c2ccc(SCC)cc21.Cl>>CCOC(=O)C=C1Cc2ccccc2N(C)c2ccc(SCC)cc21 | CCO.CCOC(=O)CC1(O)Cc2ccccc2N(C)c2ccc(SCC)cc21.Cl>>CCO.CCOC(=O)C=C1Cc2ccccc2N(C)c2ccc(SCC)cc21.Cl.O | CCO.CCOC(=O)CC1(O)Cc2ccccc2N(C)c2ccc(SCC)cc21.Cl>>CCO.CCOC(=O)C=C1Cc2ccccc2N(C)c2ccc(SCC)cc21.Cl.O | false | CCOC(=O)CC1(O)Cc2ccccc2N(C)c2ccc(SCC)cc21.Cl>CCO>CCOC(=O)C=C1Cc2ccccc2N(C)c2ccc(SCC)cc21 | CCOC(=O)CC1(O)Cc2ccccc2N(C)c2ccc(SCC)cc21>CCO.Cl>CCOC(=O)C=C1Cc2ccccc2N(C)c2ccc(SCC)cc21 | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 6 | null | ['flower_train_36631.0'] | US03931151 | null | 1,976 |
USPTO_US03931151_18 | OO.Cl.[CH2:4]([S:6][C:7]1[CH:27]=[CH:26][C:10]2[N:11]([CH3:25])[C:12]3[CH:24]=[CH:23][CH:22]=[CH:21][C:13]=3[CH:14]=[C:15]([CH2:16][CH2:17][N:18]([CH3:20])[CH3:19])[C:9]=2[CH:8]=1)[CH3:5].[OH2:28].[OH-:29].[Na+]>C(O)(=O)C>[CH2:4]([S:6]([C:7]1[CH:27]=[CH:26][C:10]2[N:11]([CH3:25])[C:12]3[CH:24]=[CH:23][CH:22]=[CH:21][C:... | CC(=O)O.CCSc1ccc2c(c1)C(CCN(C)C)=Cc1ccccc1N2C.Cl.O.OO.[Na+].[OH-]>>CCS(=O)(=O)c1ccc2c(c1)C(CCN(C)C)=Cc1ccccc1N2C | CC(=O)O.CCSc1ccc2c(c1)C(CCN(C)C)=Cc1ccccc1N2C.Cl.O.OO.OO.[Na+].[OH-]>>CC(=O)O.CCS(=O)(=O)c1ccc2c(c1)C(CCN(C)C)=Cc1ccccc1N2C.Cl.O.[Na+].[OH-].[OH-].[OH3+] | CC(=O)O.CCSc1ccc2c(c1)C(CCN(C)C)=Cc1ccccc1N2C.Cl.O.OO.OO.[Na+].[OH-]>>CC(=O)O.CCS(=O)(=O)c1ccc2c(c1)C(CCN(C)C)=Cc1ccccc1N2C.Cl.O.[Na+].[OH-].[OH-].[OH3+] | false | CCSc1ccc2c(c1)C(CCN(C)C)=Cc1ccccc1N2C.Cl.O.OO.[Na+].[OH-]>CC(=O)O>CCS(=O)(=O)c1ccc2c(c1)C(CCN(C)C)=Cc1ccccc1N2C | CCSc1ccc2c(c1)C(CCN(C)C)=Cc1ccccc1N2C.O.[OH-]>CC(=O)O.Cl.OO.[Na+]>CCS(=O)(=O)c1ccc2c(c1)C(CCN(C)C)=Cc1ccccc1N2C | 3 | 0 | 3.024 | false | $L: $R:3H $Charge:1 | 1 | null | ['flower_train_247227.0'] | US03931151 | null | 1,976 |
USPTO_US03931156_21 | [C:1]([C:6]1[CH:17]=[CH:16][C:9]2[N:10]3[CH2:15][CH2:14][CH2:13][C:11]3=[N:12][C:8]=2[CH:7]=1)([O:3]CC)=[O:2].C(O)(=O)C>C(O)C.[OH-].[Na+]>[C:1]([C:6]1[CH:17]=[CH:16][C:9]2[N:10]3[CH2:15][CH2:14][CH2:13][C:11]3=[N:12][C:8]=2[CH:7]=1)([OH:3])=[O:2] |f:3.4| | CC(=O)O.CCO.CCOC(=O)c1ccc2c(c1)nc1n2CCC1.[Na+].[OH-]>>O=C(O)c1ccc2c(c1)nc1n2CCC1 | CC(=O)O.CCO.CCOC(=O)c1ccc2c(c1)nc1n2CCC1.[Na+].[OH-]>>CC(=O)O.CCO.CC[O-].O=C(O)c1ccc2c(c1)nc1n2CCC1.[Na+] | CC(=O)O.CCO.CCOC(=O)c1ccc2c(c1)nc1n2CCC1.[Na+].[OH-]>>CC(=O)O.CCO.CC[O-].O=C(O)c1ccc2c(c1)nc1n2CCC1.[Na+] | false | CC(=O)O.CCOC(=O)c1ccc2c(c1)nc1n2CCC1>CCO.[Na+].[OH-]>O=C(O)c1ccc2c(c1)nc1n2CCC1 | CCOC(=O)c1ccc2c(c1)nc1n2CCC1>CC(=O)O.CCO.[Na+].[OH-]>O=C(O)c1ccc2c(c1)nc1n2CCC1 | 6 | 2 | 28.054 | false | $L: $R:2C4H $Charge: | 6 | 5 | ['flower_train_41474.0'] | US03931156 | null | 1,976 |
USPTO_US03931143_34 | [OH-].[Na+].[C:3]([N:7]=[N:8][C:9]([C:17]#[N:18])([CH3:16])[CH2:10][C:11]([O:13]CC)=[O:12])([CH3:6])([CH3:5])[CH3:4].O>CO>[C:3]([N:7]=[N:8][C:9]([C:17]#[N:18])([CH3:16])[CH2:10][C:11]([OH:13])=[O:12])([CH3:6])([CH3:4])[CH3:5] |f:0.1| | CCOC(=O)CC(C)(C#N)N=NC(C)(C)C.CO.O.[Na+].[OH-]>>CC(C)(C)N=NC(C)(C#N)CC(=O)O | CCOC(=O)CC(C)(C#N)N=NC(C)(C)C.CO.O.[Na+].[OH-]>>CC(C)(C)N=NC(C)(C#N)CC(=O)O.CC[O-].CO.O.[Na+] | CCOC(=O)CC(C)(C#N)N=NC(C)(C)C.CO.O.[Na+].[OH-]>>CC(C)(C)N=NC(C)(C#N)CC(=O)O.CC[O-].CO.O.[Na+] | false | CCOC(=O)CC(C)(C#N)N=NC(C)(C)C.O.[Na+].[OH-]>CO>CC(C)(C)N=NC(C)(C#N)CC(=O)O | CCOC(=O)CC(C)(C#N)N=NC(C)(C)C>CO.O.[Na+].[OH-]>CC(C)(C)N=NC(C)(C#N)CC(=O)O | 6 | 2 | 28.054 | false | $L: $R:2C4H $Charge: | 1 | 7 | ['flower_train_46578.0'] | US03931143 | null | 1,976 |
USPTO_US03931153_37 | [NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.[OH-].[Na+].[CH:16]1([C:19](Cl)=[O:20])[CH2:18][CH2:17]1>C1COCC1.O>[CH:16]1([C:19]([NH:1][C:2]2[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=2)=[O:20])[CH2:18][CH2:17]1 |f:1.2| | C1CCOC1.Nc1ccc(C(=O)O)c([N+](=O)[O-])c1.O.O=C(Cl)C1CC1.[Na+].[OH-]>>O=C(O)c1ccc(NC(=O)C2CC2)cc1[N+](=O)[O-] | C1CCOC1.Nc1ccc(C(=O)O)c([N+](=O)[O-])c1.O.O=C(Cl)C1CC1.[Na+].[OH-]>>C1CCOC1.O.O.O=C(O)c1ccc(NC(=O)C2CC2)cc1[N+](=O)[O-].[Cl-].[Na+] | C1CCOC1.Nc1ccc(C(=O)O)c([N+](=O)[O-])c1.O.O=C(Cl)C1CC1.[Na+].[OH-]>>C1CCOC1.O.O.O=C(O)c1ccc(NC(=O)C2CC2)cc1[N+](=O)[O-].[Cl-].[Na+] | false | Nc1ccc(C(=O)O)c([N+](=O)[O-])c1.O=C(Cl)C1CC1.[Na+].[OH-]>C1CCOC1.O>O=C(O)c1ccc(NC(=O)C2CC2)cc1[N+](=O)[O-] | Nc1ccc(C(=O)O)c([N+](=O)[O-])c1.O=C(Cl)C1CC1>C1CCOC1.O.[Na+].[OH-]>O=C(O)c1ccc(NC(=O)C2CC2)cc1[N+](=O)[O-] | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 2 | 9 | ['flower_train_188499.0'] | US03931153 | null | 1,976 |
USPTO_US03931153_44 | [NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[C:11]1([C:17](Cl)=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH:12]=1.C(N(CC)CC)C>>[C:11]1([C:17]([NH:1][C:2]2[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=2)=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH:12]=1 | CCN(CC)CC.Nc1ccc(C(=O)O)cc1.O=C(Cl)C1=CCCCC1>>O=C(Nc1ccc(C(=O)O)cc1)C1=CCCCC1 | CCN(CC)CC.Nc1ccc(C(=O)O)cc1.O=C(Cl)C1=CCCCC1>>CC[NH+](CC)CC.O=C(Nc1ccc(C(=O)O)cc1)C1=CCCCC1.[Cl-] | CCN(CC)CC.Nc1ccc(C(=O)O)cc1.O=C(Cl)C1=CCCCC1>>CC[NH+](CC)CC.O=C(Nc1ccc(C(=O)O)cc1)C1=CCCCC1.[Cl-] | false | CCN(CC)CC.Nc1ccc(C(=O)O)cc1.O=C(Cl)C1=CCCCC1>>O=C(Nc1ccc(C(=O)O)cc1)C1=CCCCC1 | Nc1ccc(C(=O)O)cc1.O=C(Cl)C1=CCCCC1>CCN(CC)CC>O=C(Nc1ccc(C(=O)O)cc1)C1=CCCCC1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 2 | 10 | ['flower_train_160640.0'] | US03931153 | null | 1,976 |
USPTO_US03931168_64 | [Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[CH3:13])[CH:5]=[CH:6][C:7]([OH:9])=O.O=S(Cl)Cl.Cl.[NH2:19][N:20]1[CH2:26][C:24](=[O:25])[NH:23][C:21]1=[O:22].Cl>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[CH3:13])[CH:5]=[CH:6][C:7]([NH:19][N:20]1[CH2:26][C:24](=[O:25])[NH:23][C:21]1=[O:22])=[O:9] |f:2... | Cc1ccc(C=CC(=O)O)cc1Cl.Cl.Cl.NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1>>Cc1ccc(C=CC(=O)NN2CC(=O)NC2=O)cc1Cl | Cc1ccc(C=CC(=O)O)cc1Cl.Cl.Cl.NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1>>Cc1ccc(C=CC(=O)NN2CC(=O)NC2=O)cc1Cl.Cl.Cl.O.O=S(Cl)Cl.c1ccncc1 | Cc1ccc(C=CC(=O)O)cc1Cl.Cl.Cl.NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1>>Cc1ccc(C=CC(=O)NN2CC(=O)NC2=O)cc1Cl.Cl.Cl.O.O=S(Cl)Cl.c1ccncc1 | false | Cc1ccc(C=CC(=O)O)cc1Cl.Cl.Cl.NN1CC(=O)NC1=O.O=S(Cl)Cl>c1ccncc1>Cc1ccc(C=CC(=O)NN2CC(=O)NC2=O)cc1Cl | Cc1ccc(C=CC(=O)O)cc1Cl.NN1CC(=O)NC1=O>Cl.Cl.O=S(Cl)Cl.c1ccncc1>Cc1ccc(C=CC(=O)NN2CC(=O)NC2=O)cc1Cl | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 1 | null | ['flower_train_18679.0'] | US03931168 | null | 1,976 |
USPTO_US03931168_65 | [Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([OH:10])=O)=[CH:4][CH:3]=1.O=S(Cl)Cl.Cl.[NH2:18][N:19]1[CH2:25][C:23](=[O:24])[NH:22][C:20]1=[O:21].Cl>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:6]=[CH:7][C:8]([NH:18][N:19]2[CH2:25][C:23](=[O:24])[NH:22][C:20]2=[O:21])=[O:10])=[CH:11][CH:12]=1 |f:2.3| | Cl.Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(Cl)cc1.O=S(Cl)Cl.c1ccncc1>>O=C(C=Cc1ccc(Cl)cc1)NN1CC(=O)NC1=O | Cl.Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(Cl)cc1.O=S(Cl)Cl.c1ccncc1>>Cl.Cl.O.O=C(C=Cc1ccc(Cl)cc1)NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1 | Cl.Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(Cl)cc1.O=S(Cl)Cl.c1ccncc1>>Cl.Cl.O.O=C(C=Cc1ccc(Cl)cc1)NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1 | false | Cl.Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(Cl)cc1.O=S(Cl)Cl>c1ccncc1>O=C(C=Cc1ccc(Cl)cc1)NN1CC(=O)NC1=O | NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(Cl)cc1>Cl.Cl.O=S(Cl)Cl.c1ccncc1>O=C(C=Cc1ccc(Cl)cc1)NN1CC(=O)NC1=O | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 2 | null | ['flower_test_565.0'] | US03931168 | null | 1,976 |
USPTO_US03931168_66 | [Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([OH:10])=O)=[CH:4][C:3]=1[C:13]([F:16])([F:15])[F:14].Cl.[NH2:18][N:19]1[CH2:25][C:23](=[O:24])[NH:22][C:20]1=[O:21]>O=S(Cl)Cl.N1C=CC=CC=1>[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([NH:18][N:19]2[CH2:25][C:23](=[O:24])[NH:22][C:20]2=[O:21])=[O:10])=[CH:4][C:... | Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(Cl)c(C(F)(F)F)c1.O=S(Cl)Cl.c1ccncc1>>O=C(C=Cc1ccc(Cl)c(C(F)(F)F)c1)NN1CC(=O)NC1=O | Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(Cl)c(C(F)(F)F)c1.O=S(Cl)Cl.c1ccncc1>>Cl.O.O=C(C=Cc1ccc(Cl)c(C(F)(F)F)c1)NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1 | Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(Cl)c(C(F)(F)F)c1.O=S(Cl)Cl.c1ccncc1>>Cl.O.O=C(C=Cc1ccc(Cl)c(C(F)(F)F)c1)NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1 | false | Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(Cl)c(C(F)(F)F)c1>O=S(Cl)Cl.c1ccncc1>O=C(C=Cc1ccc(Cl)c(C(F)(F)F)c1)NN1CC(=O)NC1=O | NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(Cl)c(C(F)(F)F)c1>Cl.O=S(Cl)Cl.c1ccncc1>O=C(C=Cc1ccc(Cl)c(C(F)(F)F)c1)NN1CC(=O)NC1=O | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 2 | null | ['flower_train_186185.0'] | US03931168 | null | 1,976 |
USPTO_US03931168_67 | [F:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([OH:10])=O)=[CH:4][CH:3]=1.Cl.[NH2:14][N:15]1[CH2:21][C:19](=[O:20])[NH:18][C:16]1=[O:17].N1C=CC=CC=1>O=S(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:6]=[CH:7][C:8]([NH:14][N:15]2[CH2:21][C:19](=[O:20])[NH:18][C:16]2=[O:17])=[O:10])=[CH:11][CH:12]=1 |f:1.2| | Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(F)cc1.O=S(Cl)Cl.c1ccncc1>>O=C(C=Cc1ccc(F)cc1)NN1CC(=O)NC1=O | Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(F)cc1.O=S(Cl)Cl.c1ccncc1>>Cl.O.O=C(C=Cc1ccc(F)cc1)NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1 | Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(F)cc1.O=S(Cl)Cl.c1ccncc1>>Cl.O.O=C(C=Cc1ccc(F)cc1)NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1 | false | Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(F)cc1.c1ccncc1>O=S(Cl)Cl>O=C(C=Cc1ccc(F)cc1)NN1CC(=O)NC1=O | NN1CC(=O)NC1=O.O=C(O)C=Cc1ccc(F)cc1>Cl.O=S(Cl)Cl.c1ccncc1>O=C(C=Cc1ccc(F)cc1)NN1CC(=O)NC1=O | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 2 | null | ['flower_train_148616.0'] | US03931168 | null | 1,976 |
USPTO_US03931168_68 | [Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[CH2:13][CH3:14])[CH:5]=[CH:6][C:7]([OH:9])=O.Cl.[NH2:16][N:17]1[CH2:23][C:21](=[O:22])[NH:20][C:18]1=[O:19].N1C=CC=CC=1>O=S(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[CH2:13][CH3:14])[CH:5]=[CH:6][C:7]([NH:16][N:17]1[CH2:23][C:21](=[O:22])[NH:20][C:18]1=[O:19... | CCc1ccc(C=CC(=O)O)cc1Cl.Cl.NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1>>CCc1ccc(C=CC(=O)NN2CC(=O)NC2=O)cc1Cl | CCc1ccc(C=CC(=O)O)cc1Cl.Cl.NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1>>CCc1ccc(C=CC(=O)NN2CC(=O)NC2=O)cc1Cl.Cl.O.O=S(Cl)Cl.c1ccncc1 | CCc1ccc(C=CC(=O)O)cc1Cl.Cl.NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1>>CCc1ccc(C=CC(=O)NN2CC(=O)NC2=O)cc1Cl.Cl.O.O=S(Cl)Cl.c1ccncc1 | false | CCc1ccc(C=CC(=O)O)cc1Cl.Cl.NN1CC(=O)NC1=O.c1ccncc1>O=S(Cl)Cl>CCc1ccc(C=CC(=O)NN2CC(=O)NC2=O)cc1Cl | CCc1ccc(C=CC(=O)O)cc1Cl.NN1CC(=O)NC1=O>Cl.O=S(Cl)Cl.c1ccncc1>CCc1ccc(C=CC(=O)NN2CC(=O)NC2=O)cc1Cl | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 2 | null | ['flower_train_223060.0'] | US03931168 | null | 1,976 |
USPTO_US03931168_69 | [F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[CH:5]=[CH:6][C:7]([OH:9])=O.S(Cl)(Cl)=O.Cl.[NH2:18][N:19]1[CH2:25][C:23](=[O:24])[NH:22][C:20]1=[O:21]>N1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[CH:5]=[CH:6][C:7]([NH:18][N:19]1[CH2:25][C:23](=[O:24])[NH:22][C:20]1=[O:21])=[O:9] |f:2.3| | Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1cccc(F)c1.O=S(Cl)Cl.c1ccncc1>>O=C(C=Cc1cccc(F)c1)NN1CC(=O)NC1=O | Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1cccc(F)c1.O=S(Cl)Cl.c1ccncc1>>Cl.O.O=C(C=Cc1cccc(F)c1)NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1 | Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1cccc(F)c1.O=S(Cl)Cl.c1ccncc1>>Cl.O.O=C(C=Cc1cccc(F)c1)NN1CC(=O)NC1=O.O=S(Cl)Cl.c1ccncc1 | false | Cl.NN1CC(=O)NC1=O.O=C(O)C=Cc1cccc(F)c1.O=S(Cl)Cl>c1ccncc1>O=C(C=Cc1cccc(F)c1)NN1CC(=O)NC1=O | NN1CC(=O)NC1=O.O=C(O)C=Cc1cccc(F)c1>Cl.O=S(Cl)Cl.c1ccncc1>O=C(C=Cc1cccc(F)c1)NN1CC(=O)NC1=O | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 2 | null | ['flower_train_21640.0'] | US03931168 | null | 1,976 |
USPTO_US03931173_77 | [Cl:1][C:2]1[CH:21]=[CH:20][C:5]2[O:6][CH:7]([C:17](O)=[O:18])[O:8][C:9]3[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:10]=3[CH2:11][C:4]=2[CH:3]=1.S(Cl)(Cl)=O.[NH2:26][CH2:27][C:28]1[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=1>C1C=CC=CC=1>[Cl:16][C:13]1[CH:14]=[CH:15][C:9]2[O:8][CH:7]([C:17]([NH:26][CH2:27][C:28]3[CH:29]=[N:30][... | NCc1cccnc1.O=C(O)C1Oc2ccc(Cl)cc2Cc2cc(Cl)ccc2O1.O=S(Cl)Cl.c1ccccc1>>O=C(NCc1cccnc1)C1Oc2ccc(Cl)cc2Cc2cc(Cl)ccc2O1 | NCc1cccnc1.O=C(O)C1Oc2ccc(Cl)cc2Cc2cc(Cl)ccc2O1.O=S(Cl)Cl.c1ccccc1>>Cl.Cl.O=C(NCc1cccnc1)C1Oc2ccc(Cl)cc2Cc2cc(Cl)ccc2O1.O=S=O.c1ccccc1 | NCc1cccnc1.O=C(O)C1Oc2ccc(Cl)cc2Cc2cc(Cl)ccc2O1.O=S(Cl)Cl.c1ccccc1>>Cl.Cl.O=C(NCc1cccnc1)C1Oc2ccc(Cl)cc2Cc2cc(Cl)ccc2O1.O=S=O.c1ccccc1 | false | NCc1cccnc1.O=C(O)C1Oc2ccc(Cl)cc2Cc2cc(Cl)ccc2O1.O=S(Cl)Cl>c1ccccc1>O=C(NCc1cccnc1)C1Oc2ccc(Cl)cc2Cc2cc(Cl)ccc2O1 | NCc1cccnc1.O=C(O)C1Oc2ccc(Cl)cc2Cc2cc(Cl)ccc2O1>O=S(Cl)Cl.c1ccccc1>O=C(NCc1cccnc1)C1Oc2ccc(Cl)cc2Cc2cc(Cl)ccc2O1 | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 9 | null | ['flower_train_27044.0'] | US03931173 | null | 1,976 |
USPTO_US03931180_103 | [CH2:1]([N:3]([CH2:12][CH3:13])[C:4]1[N:9]=[C:8]([OH:10])[CH:7]=[C:6]([OH:11])[N:5]=1)[CH3:2].S(OC)(O[CH3:18])(=O)=O>[OH-].[Na+]>[CH2:12]([N:3]([CH2:1][CH3:2])[C:4]1[N:5]=[C:6]([O:11][CH3:18])[CH:7]=[C:8]([OH:10])[N:9]=1)[CH3:13] |f:2.3| | CCN(CC)c1nc(O)cc(O)n1.COS(=O)(=O)OC.[Na+].[OH-]>>CCN(CC)c1nc(O)cc(OC)n1 | CCN(CC)c1nc(O)cc(O)n1.COS(=O)(=O)OC.[Na+].[OH-]>>CCN(CC)c1nc(O)cc(OC)n1.COS(=O)(=O)[O-].O.[Na+] | CCN(CC)c1nc(O)cc(O)n1.COS(=O)(=O)OC.[Na+].[OH-]>>CCN(CC)c1nc(O)cc(OC)n1.COS(=O)(=O)[O-].O.[Na+] | false | CCN(CC)c1nc(O)cc(O)n1.COS(=O)(=O)OC>[Na+].[OH-]>CCN(CC)c1nc(O)cc(OC)n1 | CCN(CC)c1nc(O)cc(O)n1.COS(=O)(=O)OC>[Na+].[OH-]>CCN(CC)c1nc(O)cc(OC)n1 | 10 | 1 | 112.106 | false | $L: $R:1C4H4O1S $Charge: | 1 | null | ['flower_test_15419.0'] | US03931180 | null | 1,976 |
USPTO_US03931180_104 | [CH3:1][N:2]([CH3:11])[C:3]1[N:8]=[C:7]([OH:9])[CH:6]=[C:5]([OH:10])[N:4]=1.S(OCC)(O[CH2:16][CH3:17])(=O)=O>[OH-].[Na+]>[CH3:1][N:2]([CH3:11])[C:3]1[N:4]=[C:5]([O:10][CH2:16][CH3:17])[CH:6]=[C:7]([OH:9])[N:8]=1 |f:2.3| | CCOS(=O)(=O)OCC.CN(C)c1nc(O)cc(O)n1.[Na+].[OH-]>>CCOc1cc(O)nc(N(C)C)n1 | CCOS(=O)(=O)OCC.CN(C)c1nc(O)cc(O)n1.[Na+].[OH-]>>CCOS(=O)(=O)[O-].CCOc1cc(O)nc(N(C)C)n1.O.[Na+] | CCOS(=O)(=O)OCC.CN(C)c1nc(O)cc(O)n1.[Na+].[OH-]>>CCOS(=O)(=O)[O-].CCOc1cc(O)nc(N(C)C)n1.O.[Na+] | false | CCOS(=O)(=O)OCC.CN(C)c1nc(O)cc(O)n1>[Na+].[OH-]>CCOc1cc(O)nc(N(C)C)n1 | CCOS(=O)(=O)OCC.CN(C)c1nc(O)cc(O)n1>[Na+].[OH-]>CCOc1cc(O)nc(N(C)C)n1 | 13 | 2 | 126.133 | false | $L: $R:2C6H4O1S $Charge: | 1 | null | ['flower_train_200422.0'] | US03931180 | null | 1,976 |
USPTO_US03931180_105 | [CH3:1][O:2][C:3]1[N:8]=[C:7]([OH:9])[CH:6]=[C:5]([OH:10])[N:4]=1.S(OCC)(O[CH2:15][CH3:16])(=O)=O>[OH-].[Na+]>[CH3:1][O:2][C:3]1[N:8]=[C:7]([O:9][CH2:15][CH3:16])[CH:6]=[C:5]([OH:10])[N:4]=1 |f:2.3| | CCOS(=O)(=O)OCC.COc1nc(O)cc(O)n1.[Na+].[OH-]>>CCOc1cc(O)nc(OC)n1 | CCOS(=O)(=O)OCC.COc1nc(O)cc(O)n1.[Na+].[OH-]>>CCOS(=O)(=O)[O-].CCOc1cc(O)nc(OC)n1.O.[Na+] | CCOS(=O)(=O)OCC.COc1nc(O)cc(O)n1.[Na+].[OH-]>>CCOS(=O)(=O)[O-].CCOc1cc(O)nc(OC)n1.O.[Na+] | false | CCOS(=O)(=O)OCC.COc1nc(O)cc(O)n1>[Na+].[OH-]>CCOc1cc(O)nc(OC)n1 | CCOS(=O)(=O)OCC.COc1nc(O)cc(O)n1>[Na+].[OH-]>CCOc1cc(O)nc(OC)n1 | 13 | 2 | 126.133 | false | $L: $R:2C6H4O1S $Charge: | 1 | null | ['flower_train_168546.0'] | US03931180 | null | 1,976 |
USPTO_US03931180_106 | [CH3:1][O:2][C:3]1[N:8]=[C:7]([OH:9])[CH:6]=[C:5]([OH:10])[N:4]=1.[OH-].[Na+].S(OC)(O[CH3:17])(=O)=O>CCOCC.C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[N:8]=[C:7]([O:9][CH3:17])[CH:6]=[C:5]([OH:10])[N:4]=1 |f:1.2,4.5| | CCOCC.COS(=O)(=O)OC.COc1nc(O)cc(O)n1.ClC(Cl)Cl.[Na+].[OH-]>>COc1cc(O)nc(OC)n1 | CCOCC.COS(=O)(=O)OC.COc1nc(O)cc(O)n1.ClC(Cl)Cl.[Na+].[OH-]>>CCOCC.COS(=O)(=O)[O-].COc1cc(O)nc(OC)n1.ClC(Cl)Cl.O.[Na+] | CCOCC.COS(=O)(=O)OC.COc1nc(O)cc(O)n1.ClC(Cl)Cl.[Na+].[OH-]>>CCOCC.COS(=O)(=O)[O-].COc1cc(O)nc(OC)n1.ClC(Cl)Cl.O.[Na+] | false | COS(=O)(=O)OC.COc1nc(O)cc(O)n1.[Na+].[OH-]>CCOCC.ClC(Cl)Cl>COc1cc(O)nc(OC)n1 | COS(=O)(=O)OC.COc1nc(O)cc(O)n1>CCOCC.ClC(Cl)Cl.[Na+].[OH-]>COc1cc(O)nc(OC)n1 | 10 | 1 | 112.106 | false | $L: $R:1C4H4O1S $Charge: | 1 | null | ['flower_train_146743.0'] | US03931180 | null | 1,976 |
USPTO_US03931180_107 | [CH3:1][S:2][C:3]1[N:8]=[C:7]([OH:9])[CH:6]=[C:5]([OH:10])[N:4]=1.S(OCC)(O[CH2:15][CH3:16])(=O)=O.S([O-])([O-])(=O)=O.[Na+].[Na+]>[OH-].[Na+]>[CH3:1][S:2][C:3]1[N:8]=[C:7]([O:9][CH2:15][CH3:16])[CH:6]=[C:5]([OH:10])[N:4]=1 |f:2.3.4,5.6| | CCOS(=O)(=O)OCC.CSc1nc(O)cc(O)n1.O=S(=O)([O-])[O-].[Na+].[Na+].[Na+].[OH-]>>CCOc1cc(O)nc(SC)n1 | CCOS(=O)(=O)OCC.CSc1nc(O)cc(O)n1.O=S(=O)([O-])[O-].[Na+].[Na+].[Na+].[OH-]>>CCOS(=O)(=O)[O-].CCOc1cc(O)nc(SC)n1.O=S(=O)([O-])O.[Na+].[Na+].[Na+].[OH-] | CCOS(=O)(=O)OCC.CSc1nc(O)cc(O)n1.O=S(=O)([O-])[O-].[Na+].[Na+].[Na+].[OH-]>>CCOS(=O)(=O)[O-].CCOc1cc(O)nc(SC)n1.O=S(=O)([O-])O.[Na+].[Na+].[Na+].[OH-] | false | CCOS(=O)(=O)OCC.CSc1nc(O)cc(O)n1.O=S(=O)([O-])[O-].[Na+].[Na+]>[Na+].[OH-]>CCOc1cc(O)nc(SC)n1 | CCOS(=O)(=O)OCC.CSc1nc(O)cc(O)n1>O=S(=O)([O-])[O-].[Na+].[Na+].[Na+].[OH-]>CCOc1cc(O)nc(SC)n1 | 13 | 2 | 126.133 | false | $L: $R:2C6H4O1S $Charge: | 1 | null | ['flower_train_22281.0'] | US03931180 | null | 1,976 |
USPTO_US03931180_108 | [CH3:1][S:2][C:3]1[N:8]=[C:7]([OH:9])[CH:6]=[C:5]([OH:10])[N:4]=1.S(OC)(O[CH3:15])(=O)=O>[OH-].[Na+]>[CH3:1][S:2][C:3]1[N:8]=[C:7]([O:9][CH3:15])[CH:6]=[C:5]([OH:10])[N:4]=1 |f:2.3| | COS(=O)(=O)OC.CSc1nc(O)cc(O)n1.[Na+].[OH-]>>COc1cc(O)nc(SC)n1 | COS(=O)(=O)OC.CSc1nc(O)cc(O)n1.[Na+].[OH-]>>COS(=O)(=O)[O-].COc1cc(O)nc(SC)n1.O.[Na+] | COS(=O)(=O)OC.CSc1nc(O)cc(O)n1.[Na+].[OH-]>>COS(=O)(=O)[O-].COc1cc(O)nc(SC)n1.O.[Na+] | false | COS(=O)(=O)OC.CSc1nc(O)cc(O)n1>[Na+].[OH-]>COc1cc(O)nc(SC)n1 | COS(=O)(=O)OC.CSc1nc(O)cc(O)n1>[Na+].[OH-]>COc1cc(O)nc(SC)n1 | 10 | 1 | 112.106 | false | $L: $R:1C4H4O1S $Charge: | 1 | null | ['flower_train_176036.0'] | US03931180 | null | 1,976 |
USPTO_US03931183_110 | [F:1][C:2]1[CH:21]=[CH:20][C:5]([CH2:6][N:7]2[C:12]3[N:13]=[CH:14][CH:15]=[CH:16][C:11]=3[C:10](=[O:17])[N:9]=[C:8]2[NH:18][CH3:19])=[CH:4][CH:3]=1.[CH3:22]C(C)([O-])C.[K+].CI>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:12]3[N:13]=[CH:14][CH:15]=[CH:16][C:11]=3[C:10](=[O:17])[N:9]=[C:8]2[N:18]([CH3:22])[CH3:1... | C1CCOC1.CC(C)(C)[O-].CI.CNc1nc(=O)c2cccnc2n1Cc1ccc(F)cc1.[K+]>>CN(C)c1nc(=O)c2cccnc2n1Cc1ccc(F)cc1 | C1CCOC1.CC(C)(C)[O-].CI.CNc1nc(=O)c2cccnc2n1Cc1ccc(F)cc1.[K+]>>C1CCOC1.CC(C)(C)O.CN(C)c1nc(=O)c2cccnc2n1Cc1ccc(F)cc1.[I-].[K+] | C1CCOC1.CC(C)(C)[O-].CI.CNc1nc(=O)c2cccnc2n1Cc1ccc(F)cc1.[K+]>>C1CCOC1.CC(C)(C)O.CN(C)c1nc(=O)c2cccnc2n1Cc1ccc(F)cc1.[I-].[K+] | false | CC(C)(C)[O-].CI.CNc1nc(=O)c2cccnc2n1Cc1ccc(F)cc1.[K+]>C1CCOC1>CN(C)c1nc(=O)c2cccnc2n1Cc1ccc(F)cc1 | CC(C)(C)[O-].CNc1nc(=O)c2cccnc2n1Cc1ccc(F)cc1>C1CCOC1.CI.[K+]>CN(C)c1nc(=O)c2cccnc2n1Cc1ccc(F)cc1 | 11 | 3 | 59.088 | false | $L: $R:3C7H1O $Charge:1 | 1 | null | ['flower_train_188595.0'] | US03931183 | null | 1,976 |
USPTO_US03931177_115 | [OH:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([CH2:8][CH2:9][C:10]([NH:12][CH3:13])=[O:11])=[O:7])=[CH:4][CH:3]=1.[CH2:16]([CH:18]1[O:20][CH2:19]1)Cl.N1CCCCC1.[OH-].[Na+]>ClCCl>[O:20]1[CH2:19][CH:18]1[CH2:16][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([CH2:8][CH2:9][C:10]([NH:12][CH3:13])=[O:11])=[O:7])=[CH:14][CH:15]=1 |f:3.4| | C1CCNCC1.CNC(=O)CCC(=O)c1ccc(O)cc1.ClCC1CO1.ClCCl.[Na+].[OH-]>>CNC(=O)CCC(=O)c1ccc(OCC2CO2)cc1 | C1CCNCC1.CNC(=O)CCC(=O)c1ccc(O)cc1.ClCC1CO1.ClCCl.[Na+].[OH-]>>C1CCNCC1.CNC(=O)CCC(=O)c1ccc(OCC2CO2)cc1.ClCCl.O.[Cl-].[Na+] | C1CCNCC1.CNC(=O)CCC(=O)c1ccc(O)cc1.ClCC1CO1.ClCCl.[Na+].[OH-]>>C1CCNCC1.CNC(=O)CCC(=O)c1ccc(OCC2CO2)cc1.ClCCl.O.[Cl-].[Na+] | false | C1CCNCC1.CNC(=O)CCC(=O)c1ccc(O)cc1.ClCC1CO1.[Na+].[OH-]>ClCCl>CNC(=O)CCC(=O)c1ccc(OCC2CO2)cc1 | CNC(=O)CCC(=O)c1ccc(O)cc1.ClCC1CO1>C1CCNCC1.ClCCl.[Na+].[OH-]>CNC(=O)CCC(=O)c1ccc(OCC2CO2)cc1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 15 | ['flower_train_39132.0'] | US03931177 | null | 1,976 |
USPTO_US03931177_119 | Cl.[OH:2][C:3]1[CH:15]=[CH:14][CH:13]=[CH:12][C:4]=1[C:5]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[O:6].[CH3:16]O>>[OH:2][C:3]1[CH:15]=[CH:14][CH:13]=[CH:12][C:4]=1[C:5]([CH2:7][CH2:8][C:9]([O:11][CH3:16])=[O:10])=[O:6] | CO.Cl.O=C(O)CCC(=O)c1ccccc1O>>COC(=O)CCC(=O)c1ccccc1O | CO.Cl.O=C(O)CCC(=O)c1ccccc1O>>COC(=O)CCC(=O)c1ccccc1O.Cl.O | CO.Cl.O=C(O)CCC(=O)c1ccccc1O>>COC(=O)CCC(=O)c1ccccc1O.Cl.O | false | CO.Cl.O=C(O)CCC(=O)c1ccccc1O>>COC(=O)CCC(=O)c1ccccc1O | CO.O=C(O)CCC(=O)c1ccccc1O>Cl>COC(=O)CCC(=O)c1ccccc1O | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 1 | 17 | ['flower_train_132726.0'] | US03931177 | null | 1,976 |
USPTO_US03931177_120 | [OH:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([CH2:6][CH2:7][C:8]([O:10][CH3:11])=[O:9])=[O:5].C(=O)([O-])[O-].[K+].[K+].[CH2:22]([CH:24]1[O:26][CH2:25]1)Br>CC(CC)=O>[O:26]1[CH2:25][CH:24]1[CH2:22][O:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([CH2:6][CH2:7][C:8]([O:10][CH3:11])=[O:9])=[O:5] |f:1.2.3| | BrCC1CO1.CCC(C)=O.COC(=O)CCC(=O)c1ccccc1O.O=C([O-])[O-].[K+].[K+]>>COC(=O)CCC(=O)c1ccccc1OCC1CO1 | BrCC1CO1.CCC(C)=O.COC(=O)CCC(=O)c1ccccc1O.O=C([O-])[O-].[K+].[K+]>>CCC(C)=O.COC(=O)CCC(=O)c1ccccc1OCC1CO1.O=C([O-])O.[Br-].[K+].[K+] | BrCC1CO1.CCC(C)=O.COC(=O)CCC(=O)c1ccccc1O.O=C([O-])[O-].[K+].[K+]>>CCC(C)=O.COC(=O)CCC(=O)c1ccccc1OCC1CO1.O=C([O-])O.[Br-].[K+].[K+] | false | BrCC1CO1.COC(=O)CCC(=O)c1ccccc1O.O=C([O-])[O-].[K+].[K+]>CCC(C)=O>COC(=O)CCC(=O)c1ccccc1OCC1CO1 | BrCC1CO1.COC(=O)CCC(=O)c1ccccc1O>CCC(C)=O.O=C([O-])[O-].[K+].[K+]>COC(=O)CCC(=O)c1ccccc1OCC1CO1 | 2 | 0 | 80.912 | false | $L: $R:1Br1H $Charge: | 1 | 18 | ['flower_train_16794.0'] | US03931177 | null | 1,976 |
USPTO_US03931177_123 | [OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2[CH2:13][CH2:14][C:15](=[O:18])[NH:16][N:17]=2)=[CH:4][CH:3]=1.[CH2:19]([CH:21]1[O:23][CH2:22]1)Cl.N1CCCCC1.[OH-].[Na+]>ClCCl>[O:23]1[CH2:22][CH:21]1[CH2:19][O:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2[CH2:13][CH2:14][C:15](=[O:1... | C1CCNCC1.ClCC1CO1.ClCCl.O=C1CCC(c2ccc(O)c3ccccc23)=NN1.[Na+].[OH-]>>O=C1CCC(c2ccc(OCC3CO3)c3ccccc23)=NN1 | C1CCNCC1.ClCC1CO1.ClCCl.O=C1CCC(c2ccc(O)c3ccccc23)=NN1.[Na+].[OH-]>>C1CCNCC1.ClCCl.O.O=C1CCC(c2ccc(OCC3CO3)c3ccccc23)=NN1.[Cl-].[Na+] | C1CCNCC1.ClCC1CO1.ClCCl.O=C1CCC(c2ccc(O)c3ccccc23)=NN1.[Na+].[OH-]>>C1CCNCC1.ClCCl.O.O=C1CCC(c2ccc(OCC3CO3)c3ccccc23)=NN1.[Cl-].[Na+] | false | C1CCNCC1.ClCC1CO1.O=C1CCC(c2ccc(O)c3ccccc23)=NN1.[Na+].[OH-]>ClCCl>O=C1CCC(c2ccc(OCC3CO3)c3ccccc23)=NN1 | ClCC1CO1.O=C1CCC(c2ccc(O)c3ccccc23)=NN1>C1CCNCC1.ClCCl.[Na+].[OH-]>O=C1CCC(c2ccc(OCC3CO3)c3ccccc23)=NN1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | null | ['flower_train_62740.0'] | US03931177 | null | 1,976 |
USPTO_US03931177_125 | [OH:1][C:2]1[CH:3]=[C:4]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:21](Br)[CH:22]=[CH2:23]>CC(C)=O>[CH2:23]([O:1][C:2]1[CH:3]=[C:4]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)[CH:5]=[CH:6][CH:7]=1)[CH:22]=[CH2:21] |f:1.2.3| | C=CCBr.CC(C)=O.O=C([O-])[O-].O=C1CCC(c2cccc(O)c2)=NN1.[K+].[K+]>>C=CCOc1cccc(C2=NNC(=O)CC2)c1 | C=CCBr.CC(C)=O.O=C([O-])[O-].O=C1CCC(c2cccc(O)c2)=NN1.[K+].[K+]>>C=CCOc1cccc(C2=NNC(=O)CC2)c1.CC(C)=O.O=C([O-])O.[Br-].[K+].[K+] | C=CCBr.CC(C)=O.O=C([O-])[O-].O=C1CCC(c2cccc(O)c2)=NN1.[K+].[K+]>>C=CCOc1cccc(C2=NNC(=O)CC2)c1.CC(C)=O.O=C([O-])O.[Br-].[K+].[K+] | false | C=CCBr.O=C([O-])[O-].O=C1CCC(c2cccc(O)c2)=NN1.[K+].[K+]>CC(C)=O>C=CCOc1cccc(C2=NNC(=O)CC2)c1 | C=CCBr.O=C1CCC(c2cccc(O)c2)=NN1>CC(C)=O.O=C([O-])[O-].[K+].[K+]>C=CCOc1cccc(C2=NNC(=O)CC2)c1 | 2 | 0 | 80.912 | false | $L: $R:1Br1H $Charge: | 1 | null | ['flower_train_165854.0'] | US03931177 | null | 1,976 |
USPTO_US03931177_126 | [OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.[CH2:15](Br)[CH:16]=[CH2:17].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:17]([O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1)[CH:16]=[CH2:15] |f:2.3.4| | C=CCBr.CC(C)=O.O=C([O-])[O-].O=C1CCC(c2ccc(O)cc2)=NN1.[K+].[K+]>>C=CCOc1ccc(C2=NNC(=O)CC2)cc1 | C=CCBr.CC(C)=O.O=C([O-])[O-].O=C1CCC(c2ccc(O)cc2)=NN1.[K+].[K+]>>C=CCOc1ccc(C2=NNC(=O)CC2)cc1.CC(C)=O.O=C([O-])O.[Br-].[K+].[K+] | C=CCBr.CC(C)=O.O=C([O-])[O-].O=C1CCC(c2ccc(O)cc2)=NN1.[K+].[K+]>>C=CCOc1ccc(C2=NNC(=O)CC2)cc1.CC(C)=O.O=C([O-])O.[Br-].[K+].[K+] | false | C=CCBr.O=C([O-])[O-].O=C1CCC(c2ccc(O)cc2)=NN1.[K+].[K+]>CC(C)=O>C=CCOc1ccc(C2=NNC(=O)CC2)cc1 | C=CCBr.O=C1CCC(c2ccc(O)cc2)=NN1>CC(C)=O.O=C([O-])[O-].[K+].[K+]>C=CCOc1ccc(C2=NNC(=O)CC2)cc1 | 2 | 0 | 80.912 | false | $L: $R:1Br1H $Charge: | 1 | null | ['flower_train_29938.0'] | US03931177 | null | 1,976 |
USPTO_US03931177_128 | [CH2:1]([C:4]1[CH:5]=[C:6]([C:11]2[CH2:12][CH2:13][C:14](=[O:17])[NH:15][N:16]=2)[CH:7]=[CH:8][C:9]=1[OH:10])[CH:2]=[CH2:3].[CH2:18]([CH:20]1[O:22][CH2:21]1)Cl.N1CCCCC1.[OH-].[Na+]>ClCCl>[CH2:1]([C:4]1[CH:5]=[C:6]([C:11]2[CH2:12][CH2:13][C:14](=[O:17])[NH:15][N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH2:18][CH:20]1[O:22][CH2... | C1CCNCC1.C=CCc1cc(C2=NNC(=O)CC2)ccc1O.ClCC1CO1.ClCCl.[Na+].[OH-]>>C=CCc1cc(C2=NNC(=O)CC2)ccc1OCC1CO1 | C1CCNCC1.C=CCc1cc(C2=NNC(=O)CC2)ccc1O.ClCC1CO1.ClCCl.[Na+].[OH-]>>C1CCNCC1.C=CCc1cc(C2=NNC(=O)CC2)ccc1OCC1CO1.ClCCl.O.[Cl-].[Na+] | C1CCNCC1.C=CCc1cc(C2=NNC(=O)CC2)ccc1O.ClCC1CO1.ClCCl.[Na+].[OH-]>>C1CCNCC1.C=CCc1cc(C2=NNC(=O)CC2)ccc1OCC1CO1.ClCCl.O.[Cl-].[Na+] | false | C1CCNCC1.C=CCc1cc(C2=NNC(=O)CC2)ccc1O.ClCC1CO1.[Na+].[OH-]>ClCCl>C=CCc1cc(C2=NNC(=O)CC2)ccc1OCC1CO1 | C=CCc1cc(C2=NNC(=O)CC2)ccc1O.ClCC1CO1>C1CCNCC1.ClCCl.[Na+].[OH-]>C=CCc1cc(C2=NNC(=O)CC2)ccc1OCC1CO1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | null | ['flower_train_151683.0'] | US03931177 | null | 1,976 |
USPTO_US03931177_129 | [OH:1][C:2]1[CH:3]=[C:4]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:15]([CH:17]1[O:19][CH2:18]1)Cl.N1CCCCC1.[OH-].[Na+]>ClCCl>[O:19]1[CH2:18][CH:17]1[CH2:15][O:1][C:2]1[CH:3]=[C:4]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)[CH:5]=[CH:6][CH:7]=1 |f:3.4| | C1CCNCC1.ClCC1CO1.ClCCl.O=C1CCC(c2cccc(O)c2)=NN1.[Na+].[OH-]>>O=C1CCC(c2cccc(OCC3CO3)c2)=NN1 | C1CCNCC1.ClCC1CO1.ClCCl.O=C1CCC(c2cccc(O)c2)=NN1.[Na+].[OH-]>>C1CCNCC1.ClCCl.O.O=C1CCC(c2cccc(OCC3CO3)c2)=NN1.[Cl-].[Na+] | C1CCNCC1.ClCC1CO1.ClCCl.O=C1CCC(c2cccc(O)c2)=NN1.[Na+].[OH-]>>C1CCNCC1.ClCCl.O.O=C1CCC(c2cccc(OCC3CO3)c2)=NN1.[Cl-].[Na+] | false | C1CCNCC1.ClCC1CO1.O=C1CCC(c2cccc(O)c2)=NN1.[Na+].[OH-]>ClCCl>O=C1CCC(c2cccc(OCC3CO3)c2)=NN1 | ClCC1CO1.O=C1CCC(c2cccc(O)c2)=NN1>C1CCNCC1.ClCCl.[Na+].[OH-]>O=C1CCC(c2cccc(OCC3CO3)c2)=NN1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | null | ['flower_train_98994.0'] | US03931177 | null | 1,976 |
USPTO_US03931177_132 | [OH:1][C:2]1[CH:3]=[C:4]([C:9]2[CH2:10][CH2:11][C:12](=[O:15])[NH:13][N:14]=2)[CH:5]=[CH:6][C:7]=1[CH3:8].[CH2:16]([CH:18]1[O:20][CH2:19]1)Cl.N1CCCCC1.[OH-].[Na+]>ClCCl>[O:20]1[CH2:19][CH:18]1[CH2:16][O:1][C:2]1[CH:3]=[C:4]([C:9]2[CH2:10][CH2:11][C:12](=[O:15])[NH:13][N:14]=2)[CH:5]=[CH:6][C:7]=1[CH3:8] |f:3.4| | C1CCNCC1.Cc1ccc(C2=NNC(=O)CC2)cc1O.ClCC1CO1.ClCCl.[Na+].[OH-]>>Cc1ccc(C2=NNC(=O)CC2)cc1OCC1CO1 | C1CCNCC1.Cc1ccc(C2=NNC(=O)CC2)cc1O.ClCC1CO1.ClCCl.[Na+].[OH-]>>C1CCNCC1.Cc1ccc(C2=NNC(=O)CC2)cc1OCC1CO1.ClCCl.O.[Cl-].[Na+] | C1CCNCC1.Cc1ccc(C2=NNC(=O)CC2)cc1O.ClCC1CO1.ClCCl.[Na+].[OH-]>>C1CCNCC1.Cc1ccc(C2=NNC(=O)CC2)cc1OCC1CO1.ClCCl.O.[Cl-].[Na+] | false | C1CCNCC1.Cc1ccc(C2=NNC(=O)CC2)cc1O.ClCC1CO1.[Na+].[OH-]>ClCCl>Cc1ccc(C2=NNC(=O)CC2)cc1OCC1CO1 | Cc1ccc(C2=NNC(=O)CC2)cc1O.ClCC1CO1>C1CCNCC1.ClCCl.[Na+].[OH-]>Cc1ccc(C2=NNC(=O)CC2)cc1OCC1CO1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | null | ['flower_train_105480.0'] | US03931177 | null | 1,976 |
USPTO_US03931177_137 | [OH-].[Na+].[NH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:17])=[C:8]([CH:16]=1)[C:9]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[O:10].[C:18](OC(=O)C)(=[O:20])[CH3:19]>>[C:18]([NH:3][C:4]1[CH:5]=[CH:6][C:7]([OH:17])=[C:8]([CH:16]=1)[C:9]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[O:10])(=[O:20])[CH3:19] |f:0.1| | CC(=O)OC(C)=O.Nc1ccc(O)c(C(=O)CCC(=O)O)c1.[Na+].[OH-]>>CC(=O)Nc1ccc(O)c(C(=O)CCC(=O)O)c1 | CC(=O)OC(C)=O.Nc1ccc(O)c(C(=O)CCC(=O)O)c1.[Na+].[OH-]>>CC(=O)Nc1ccc(O)c(C(=O)CCC(=O)O)c1.CC(=O)[O-].O.[Na+] | CC(=O)OC(C)=O.Nc1ccc(O)c(C(=O)CCC(=O)O)c1.[Na+].[OH-]>>CC(=O)Nc1ccc(O)c(C(=O)CCC(=O)O)c1.CC(=O)[O-].O.[Na+] | false | CC(=O)OC(C)=O.Nc1ccc(O)c(C(=O)CCC(=O)O)c1.[Na+].[OH-]>>CC(=O)Nc1ccc(O)c(C(=O)CCC(=O)O)c1 | CC(=O)OC(C)=O.Nc1ccc(O)c(C(=O)CCC(=O)O)c1>[Na+].[OH-]>CC(=O)Nc1ccc(O)c(C(=O)CCC(=O)O)c1 | 8 | 2 | 60.052 | false | $L: $R:2C4H2O $Charge: | 2 | 6 | ['flower_train_165762.0'] | US03931177 | null | 1,976 |
USPTO_US03931177_146 | C([O:4][C:5]1[CH:6]=[C:7]([CH:16]=[CH:17][C:18]=1[N+:19]([O-:21])=[O:20])[C:8]([CH:10]([CH3:15])[CH2:11][C:12]([OH:14])=[O:13])=[O:9])(=O)C.Cl>[OH-].[Na+]>[OH:4][C:5]1[CH:6]=[C:7]([CH:16]=[CH:17][C:18]=1[N+:19]([O-:21])=[O:20])[C:8]([CH:10]([CH3:15])[CH2:11][C:12]([OH:14])=[O:13])=[O:9] |f:2.3| | CC(=O)Oc1cc(C(=O)C(C)CC(=O)O)ccc1[N+](=O)[O-].Cl.[Na+].[OH-]>>CC(CC(=O)O)C(=O)c1ccc([N+](=O)[O-])c(O)c1 | CC(=O)Oc1cc(C(=O)C(C)CC(=O)O)ccc1[N+](=O)[O-].Cl.[Na+].[OH-]>>CC(=O)[O-].CC(CC(=O)O)C(=O)c1ccc([N+](=O)[O-])c(O)c1.Cl.[Na+] | CC(=O)Oc1cc(C(=O)C(C)CC(=O)O)ccc1[N+](=O)[O-].Cl.[Na+].[OH-]>>CC(=O)[O-].CC(CC(=O)O)C(=O)c1ccc([N+](=O)[O-])c(O)c1.Cl.[Na+] | false | CC(=O)Oc1cc(C(=O)C(C)CC(=O)O)ccc1[N+](=O)[O-].Cl>[Na+].[OH-]>CC(CC(=O)O)C(=O)c1ccc([N+](=O)[O-])c(O)c1 | CC(=O)Oc1cc(C(=O)C(C)CC(=O)O)ccc1[N+](=O)[O-]>Cl.[Na+].[OH-]>CC(CC(=O)O)C(=O)c1ccc([N+](=O)[O-])c(O)c1 | 5 | 2 | 42.037 | false | $L: $R:2C2H1O $Charge: | 6 | 22 | ['flower_test_29044.0'] | US03931177 | null | 1,976 |
USPTO_US03931181_171 | [NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:15]=[C:14]([O:16][CH2:17][CH3:18])[C:13]([C:19](=[O:25])[CH2:20][S:21]([CH3:24])(=[O:23])=[O:22])=[C:12]([O:26][CH2:27][CH3:28])[CH:11]=2)=[CH:4][N:3]=1.C(O)C.[BH4-].[Na+]>O>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:11]=[C:12]([O:26][CH2:27][CH3:28... | CCO.CCOc1cc(Cc2cnc(N)nc2N)cc(OCC)c1C(=O)CS(C)(=O)=O.O.[BH4-].[Na+]>>CCOc1cc(Cc2cnc(N)nc2N)cc(OCC)c1C(O)CS(C)(=O)=O | CCO.CCOc1cc(Cc2cnc(N)nc2N)cc(OCC)c1C(=O)CS(C)(=O)=O.O.[BH4-].[Na+]>>B.CCOc1cc(Cc2cnc(N)nc2N)cc(OCC)c1C(O)CS(C)(=O)=O.CC[O-].O.[Na+] | CCO.CCOc1cc(Cc2cnc(N)nc2N)cc(OCC)c1C(=O)CS(C)(=O)=O.O.[BH4-].[Na+]>>B.CCOc1cc(Cc2cnc(N)nc2N)cc(OCC)c1C(O)CS(C)(=O)=O.CC[O-].O.[Na+] | false | CCO.CCOc1cc(Cc2cnc(N)nc2N)cc(OCC)c1C(=O)CS(C)(=O)=O.[BH4-].[Na+]>O>CCOc1cc(Cc2cnc(N)nc2N)cc(OCC)c1C(O)CS(C)(=O)=O | CCOc1cc(Cc2cnc(N)nc2N)cc(OCC)c1C(=O)CS(C)(=O)=O>CCO.O.[BH4-].[Na+]>CCOc1cc(Cc2cnc(N)nc2N)cc(OCC)c1C(O)CS(C)(=O)=O | 2 | 0 | 2.016 | false | $L:2H $R: $Charge: | 7 | 24 | ['flower_train_22925.0'] | US03931181 | null | 1,976 |
USPTO_US03931181_172 | [NH2:1][C:2]1[N:7]=[C:6]([NH:8]C(=O)C)[C:5]([CH2:12][C:13]2[CH:18]=[C:17]([O:19][CH3:20])[C:16]([C:21]([OH:24])([CH3:23])[CH3:22])=[C:15]([O:25][CH3:26])[CH:14]=2)=[CH:4][N:3]=1.[OH-].[K+]>>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:12][C:13]2[CH:14]=[C:15]([O:25][CH3:26])[C:16]([C:21]([OH:24])([CH3:23])[CH3:22])=[C:1... | COc1cc(Cc2cnc(N)nc2NC(C)=O)cc(OC)c1C(C)(C)O.[K+].[OH-]>>COc1cc(Cc2cnc(N)nc2N)cc(OC)c1C(C)(C)O | COc1cc(Cc2cnc(N)nc2NC(C)=O)cc(OC)c1C(C)(C)O.[K+].[OH-]>>CC(=O)[O-].COc1cc(Cc2cnc(N)nc2N)cc(OC)c1C(C)(C)O.[K+] | COc1cc(Cc2cnc(N)nc2NC(C)=O)cc(OC)c1C(C)(C)O.[K+].[OH-]>>CC(=O)[O-].COc1cc(Cc2cnc(N)nc2N)cc(OC)c1C(C)(C)O.[K+] | false | COc1cc(Cc2cnc(N)nc2NC(C)=O)cc(OC)c1C(C)(C)O.[K+].[OH-]>>COc1cc(Cc2cnc(N)nc2N)cc(OC)c1C(C)(C)O | COc1cc(Cc2cnc(N)nc2NC(C)=O)cc(OC)c1C(C)(C)O>[K+].[OH-]>COc1cc(Cc2cnc(N)nc2N)cc(OC)c1C(C)(C)O | 5 | 2 | 42.037 | false | $L: $R:2C2H1O $Charge: | 6 | null | ['flower_train_14618.0'] | US03931181 | null | 1,976 |
USPTO_US03931195_190 | [C:1](Cl)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH2:12][C:13]1[CH:27]=[CH:26][CH:25]=[CH:24][C:14]=1[CH2:15][CH2:16][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][N:18]1[CH3:23]>N1C=CC=CC=1>[CH3:23][N:18]1[CH2:19][CH2:20][CH2:21][CH2:22][CH:17]1[CH2:16][CH2:15][C:14]1[CH:24]=[CH:25][CH:26]=[CH:27][C:... | CN1CCCCC1CCc1ccccc1N.O=C(Cl)C=Cc1ccccc1.c1ccncc1>>CN1CCCCC1CCc1ccccc1NC(=O)C=Cc1ccccc1 | CN1CCCCC1CCc1ccccc1N.O=C(Cl)C=Cc1ccccc1.c1ccncc1>>CN1CCCCC1CCc1ccccc1NC(=O)C=Cc1ccccc1.[Cl-].c1cc[nH+]cc1 | CN1CCCCC1CCc1ccccc1N.O=C(Cl)C=Cc1ccccc1.c1ccncc1>>CN1CCCCC1CCc1ccccc1NC(=O)C=Cc1ccccc1.[Cl-].c1cc[nH+]cc1 | false | CN1CCCCC1CCc1ccccc1N.O=C(Cl)C=Cc1ccccc1>c1ccncc1>CN1CCCCC1CCc1ccccc1NC(=O)C=Cc1ccccc1 | CN1CCCCC1CCc1ccccc1N.O=C(Cl)C=Cc1ccccc1>c1ccncc1>CN1CCCCC1CCc1ccccc1NC(=O)C=Cc1ccccc1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 2 | 10 | ['flower_train_92346.0'] | US03931195 | null | 1,976 |
USPTO_US03931195_191 | [N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:13][C:14]1[CH:28]=[CH:27][CH:26]=[CH:25][C:15]=1[CH2:16][CH2:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][N:19]1[CH3:24]>N1C=CC=CC=1>[CH3:24][N:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH:18]1[CH2:17][CH2:16][C:15]1[CH:25]=[CH:26][CH:27]=[... | CN1CCCCC1CCc1ccccc1N.O=C(Cl)c1ccc([N+](=O)[O-])cc1.c1ccncc1>>CN1CCCCC1CCc1ccccc1NC(=O)c1ccc([N+](=O)[O-])cc1 | CN1CCCCC1CCc1ccccc1N.O=C(Cl)c1ccc([N+](=O)[O-])cc1.c1ccncc1>>CN1CCCCC1CCc1ccccc1NC(=O)c1ccc([N+](=O)[O-])cc1.[Cl-].c1cc[nH+]cc1 | CN1CCCCC1CCc1ccccc1N.O=C(Cl)c1ccc([N+](=O)[O-])cc1.c1ccncc1>>CN1CCCCC1CCc1ccccc1NC(=O)c1ccc([N+](=O)[O-])cc1.[Cl-].c1cc[nH+]cc1 | false | CN1CCCCC1CCc1ccccc1N.O=C(Cl)c1ccc([N+](=O)[O-])cc1>c1ccncc1>CN1CCCCC1CCc1ccccc1NC(=O)c1ccc([N+](=O)[O-])cc1 | CN1CCCCC1CCc1ccccc1N.O=C(Cl)c1ccc([N+](=O)[O-])cc1>c1ccncc1>CN1CCCCC1CCc1ccccc1NC(=O)c1ccc([N+](=O)[O-])cc1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 2 | 11 | ['flower_train_220136.0'] | US03931195 | null | 1,976 |
USPTO_US03931195_193 | [NH2:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[CH2:4][CH2:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][N:7]1[CH3:12].[C:17]([O:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1)(=[O:19])[CH3:18]>N1C=CC=CC=1>[C:17]([O:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([NH:1][C:2]2[CH:16]=[CH:15][CH:14]=[CH:13][C:3]... | CC(=O)Oc1ccc(C(=O)Cl)cc1.CN1CCCCC1CCc1ccccc1N.c1ccncc1>>CC(=O)Oc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1 | CC(=O)Oc1ccc(C(=O)Cl)cc1.CN1CCCCC1CCc1ccccc1N.c1ccncc1>>CC(=O)Oc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1.[Cl-].c1cc[nH+]cc1 | CC(=O)Oc1ccc(C(=O)Cl)cc1.CN1CCCCC1CCc1ccccc1N.c1ccncc1>>CC(=O)Oc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1.[Cl-].c1cc[nH+]cc1 | false | CC(=O)Oc1ccc(C(=O)Cl)cc1.CN1CCCCC1CCc1ccccc1N>c1ccncc1>CC(=O)Oc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1 | CC(=O)Oc1ccc(C(=O)Cl)cc1.CN1CCCCC1CCc1ccccc1N>c1ccncc1>CC(=O)Oc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 2 | 11 | ['flower_train_206305.0'] | US03931195 | null | 1,976 |
USPTO_US03931195_194 | [NH2:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[CH2:4][CH2:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][N:7]1[CH3:12].[C:17]1([CH3:26])[CH:22]=[CH:21][C:20]([C:23](Cl)=[O:24])=[CH:19][CH:18]=1>N1C=CC=CC=1>[CH3:12][N:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH:6]1[CH2:5][CH2:4][C:3]1[CH:13]=[CH:14][CH:15]=[CH:16][C:2]=1[NH:1][C:... | CN1CCCCC1CCc1ccccc1N.Cc1ccc(C(=O)Cl)cc1.c1ccncc1>>Cc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1 | CN1CCCCC1CCc1ccccc1N.Cc1ccc(C(=O)Cl)cc1.c1ccncc1>>Cc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1.[Cl-].c1cc[nH+]cc1 | CN1CCCCC1CCc1ccccc1N.Cc1ccc(C(=O)Cl)cc1.c1ccncc1>>Cc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1.[Cl-].c1cc[nH+]cc1 | false | CN1CCCCC1CCc1ccccc1N.Cc1ccc(C(=O)Cl)cc1>c1ccncc1>Cc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1 | CN1CCCCC1CCc1ccccc1N.Cc1ccc(C(=O)Cl)cc1>c1ccncc1>Cc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 2 | 11 | ['flower_test_5972.0'] | US03931195 | null | 1,976 |
USPTO_US03931195_206 | CO[C:3]1[CH:27]=[CH:26][C:6]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH2:16][CH2:17][CH2:18][CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][N:20]2[CH3:25])=[O:8])=[CH:5][CH:4]=1.Cl.[OH-].[Na+].N[C:32]1C=CC=C[C:33]=1CCCC1CCCCN1C.C(Cl)(=O)C=CC1C=CC=CC=1>O.N1C=CC=CC=1.C1COCC1>[CH3:25][N:20]1[CH2:21][CH2:22][CH2... | C1CCOC1.CN1CCCCC1CCCc1ccccc1N.COc1ccc(C(=O)Nc2ccccc2CCCC2CCCCN2C)cc1.Cl.O.O=C(Cl)C=Cc1ccccc1.[Na+].[OH-].c1ccncc1>>CN1CCCCC1CCCc1ccccc1NC(=O)C=Cc1ccccc1 | C1CCOC1.CN1CCCCC1CCCc1ccccc1N.COc1ccc(C(=O)Nc2ccccc2CCCC2CCCCN2C)cc1.Cl.O.O=C(Cl)C=Cc1ccccc1.[Na+].[OH-].c1ccncc1>>C1CCOC1.CN1CCCCC1CCCc1ccccc1NC(=O)C=Cc1ccccc1.COc1ccc(C(=O)Nc2ccccc2CCCC2CCCCN2C)cc1.Cl.O.[Cl-].[Na+].[OH-].c1cc[nH+]cc1 | C1CCOC1.CN1CCCCC1CCCc1ccccc1N.COc1ccc(C(=O)Nc2ccccc2CCCC2CCCCN2C)cc1.Cl.O.O=C(Cl)C=Cc1ccccc1.[Na+].[OH-].c1ccncc1>>C1CCOC1.CN1CCCCC1CCCc1ccccc1NC(=O)C=Cc1ccccc1.COc1ccc(C(=O)Nc2ccccc2CCCC2CCCCN2C)cc1.Cl.O.[Cl-].[Na+].[OH-].c1cc[nH+]cc1 | false | CN1CCCCC1CCCc1ccccc1N.COc1ccc(C(=O)Nc2ccccc2CCCC2CCCCN2C)cc1.Cl.O=C(Cl)C=Cc1ccccc1.[Na+].[OH-]>C1CCOC1.O.c1ccncc1>CN1CCCCC1CCCc1ccccc1NC(=O)C=Cc1ccccc1 | CN1CCCCC1CCCc1ccccc1N.COc1ccc(C(=O)Nc2ccccc2CCCC2CCCCN2C)cc1>C1CCOC1.Cl.O.O=C(Cl)C=Cc1ccccc1.[Na+].[OH-].c1ccncc1>CN1CCCCC1CCCc1ccccc1NC(=O)C=Cc1ccccc1 | 41 | 14 | 236.359 | false | $L: $R:14C24H2N1O $Charge: | 1 | null | ['flower_train_125330.0'] | US03931195 | null | 1,976 |
USPTO_US03931199_221 | Cl.[NH2:2][OH:3].[O:4]=[C:5]1[C:14]2[C:9](=[N:10][CH:11]=[CH:12][CH:13]=2)[O:8][C:7]2[CH:15]=[CH:16][C:17]([CH:19]=O)=[CH:18][C:6]1=2>N1C=CC=CC=1>[O:4]=[C:5]1[C:14]2[C:9](=[N:10][CH:11]=[CH:12][CH:13]=2)[O:8][C:7]2[CH:15]=[CH:16][C:17]([CH:19]=[N:2][OH:3])=[CH:18][C:6]1=2 |f:0.1| | Cl.NO.O=Cc1ccc2oc3ncccc3c(=O)c2c1.c1ccncc1>>O=c1c2cc(C=NO)ccc2oc2ncccc12 | Cl.NO.O=Cc1ccc2oc3ncccc3c(=O)c2c1.c1ccncc1>>O.O=c1c2cc(C=NO)ccc2oc2ncccc12.[Cl-].c1cc[nH+]cc1 | Cl.NO.O=Cc1ccc2oc3ncccc3c(=O)c2c1.c1ccncc1>>O.O=c1c2cc(C=NO)ccc2oc2ncccc12.[Cl-].c1cc[nH+]cc1 | false | Cl.NO.O=Cc1ccc2oc3ncccc3c(=O)c2c1>c1ccncc1>O=c1c2cc(C=NO)ccc2oc2ncccc12 | NO.O=Cc1ccc2oc3ncccc3c(=O)c2c1>Cl.c1ccncc1>O=c1c2cc(C=NO)ccc2oc2ncccc12 | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 3 | 30 | ['flower_train_119636.0'] | US03931199 | null | 1,976 |
USPTO_US03931199_226 | [Cl-].[Al+3].[Cl-].[Cl-].[C:5]([C:8]1[CH:23]=[CH:22][C:11]([O:12][C:13]2[N:21]=[CH:20][CH:19]=[CH:18][C:14]=2[C:15](Cl)=[O:16])=[CH:10][CH:9]=1)(=[O:7])[CH3:6].O>[N+](C1C=CC=CC=1)([O-])=O>[C:5]([C:8]1[CH:23]=[CH:22][C:11]2[O:12][C:13]3=[N:21][CH:20]=[CH:19][CH:18]=[C:14]3[C:15](=[O:16])[C:10]=2[CH:9]=1)(=[O:7])[CH3:6] ... | CC(=O)c1ccc(Oc2ncccc2C(=O)Cl)cc1.O.O=[N+]([O-])c1ccccc1.[Al+3].[Cl-].[Cl-].[Cl-]>>CC(=O)c1ccc2oc3ncccc3c(=O)c2c1 | CC(=O)c1ccc(Oc2ncccc2C(=O)Cl)cc1.O.O=[N+]([O-])c1ccccc1.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>CC(=O)c1ccc2oc3ncccc3c(=O)c2c1.Cl.Cl[Al](Cl)Cl.Cl[Al](Cl)Cl.O.O=[N+]([O-])c1ccccc1 | CC(=O)c1ccc(Oc2ncccc2C(=O)Cl)cc1.O.O=[N+]([O-])c1ccccc1.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>CC(=O)c1ccc2oc3ncccc3c(=O)c2c1.Cl.O.O=[N+]([O-])c1ccccc1.[Cl][Al]([Cl])[Cl].[Cl][Al]([Cl])[Cl] | false | CC(=O)c1ccc(Oc2ncccc2C(=O)Cl)cc1.O.[Al+3].[Cl-].[Cl-].[Cl-]>O=[N+]([O-])c1ccccc1>CC(=O)c1ccc2oc3ncccc3c(=O)c2c1 | CC(=O)c1ccc(Oc2ncccc2C(=O)Cl)cc1>O.O=[N+]([O-])c1ccccc1.[Al+3].[Cl-].[Cl-].[Cl-]>CC(=O)c1ccc2oc3ncccc3c(=O)c2c1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | null | ['flower_test_19984.0'] | US03931199 | null | 1,976 |
USPTO_US03931199_227 | [C:1](Cl)(=[O:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].[N:9]1[CH:14]=[CH:13][CH:12]=[C:11]2[CH2:15][C:16]3[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=3[O:18][C:10]=12.Cl>>[C:1]([C:21]1[CH:20]=[CH:19][C:17]2[O:18][C:10]3=[N:9][CH:14]=[CH:13][CH:12]=[C:11]3[CH2:15][C:16]=2[CH:22]=1)(=[O:3])[CH3:2] |f:1.2.3.4| | CC(=O)Cl.Cl.[Al+3].[Cl-].[Cl-].[Cl-].c1ccc2c(c1)Cc1cccnc1O2>>CC(=O)c1ccc2c(c1)Cc1cccnc1O2 | CC(=O)Cl.Cl.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].c1ccc2c(c1)Cc1cccnc1O2>>CC(=O)c1ccc2c(c1)Cc1cccnc1O2.Cl.Cl.Cl[Al](Cl)Cl.Cl[Al](Cl)Cl | CC(=O)Cl.Cl.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].c1ccc2c(c1)Cc1cccnc1O2>>CC(=O)c1ccc2c(c1)Cc1cccnc1O2.Cl.Cl.[Cl][Al]([Cl])[Cl].[Cl][Al]([Cl])[Cl] | false | CC(=O)Cl.Cl.[Al+3].[Cl-].[Cl-].[Cl-].c1ccc2c(c1)Cc1cccnc1O2>>CC(=O)c1ccc2c(c1)Cc1cccnc1O2 | CC(=O)Cl.c1ccc2c(c1)Cc1cccnc1O2>Cl.[Al+3].[Cl-].[Cl-].[Cl-]>CC(=O)c1ccc2c(c1)Cc1cccnc1O2 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 31 | ['flower_train_214990.0'] | US03931199 | null | 1,976 |
USPTO_US03931199_228 | [Cl-].[Al+3].[Cl-].[Cl-].[CH3:5][C:6]1([CH3:20])[C:15]2[C:10](=[N:11][CH:12]=[CH:13][CH:14]=2)[O:9][C:8]2[CH:16]=[CH:17][CH:18]=[CH:19][C:7]1=2.[C:21](Cl)(=[O:23])[CH3:22]>>[C:21]([C:18]1[CH:17]=[CH:16][C:8]2[O:9][C:10]3=[N:11][CH:12]=[CH:13][CH:14]=[C:15]3[C:6]([CH3:20])([CH3:5])[C:7]=2[CH:19]=1)(=[O:23])[CH3:22] |f:0... | CC(=O)Cl.CC1(C)c2ccccc2Oc2ncccc21.[Al+3].[Cl-].[Cl-].[Cl-]>>CC(=O)c1ccc2c(c1)C(C)(C)c1cccnc1O2 | CC(=O)Cl.CC1(C)c2ccccc2Oc2ncccc21.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>CC(=O)c1ccc2c(c1)C(C)(C)c1cccnc1O2.Cl.Cl[Al](Cl)Cl.Cl[Al](Cl)Cl | CC(=O)Cl.CC1(C)c2ccccc2Oc2ncccc21.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>CC(=O)c1ccc2c(c1)C(C)(C)c1cccnc1O2.Cl.[Cl][Al]([Cl])[Cl].[Cl][Al]([Cl])[Cl] | false | CC(=O)Cl.CC1(C)c2ccccc2Oc2ncccc21.[Al+3].[Cl-].[Cl-].[Cl-]>>CC(=O)c1ccc2c(c1)C(C)(C)c1cccnc1O2 | CC(=O)Cl.CC1(C)c2ccccc2Oc2ncccc21>[Al+3].[Cl-].[Cl-].[Cl-]>CC(=O)c1ccc2c(c1)C(C)(C)c1cccnc1O2 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 31 | ['flower_train_244704.0'] | US03931199 | null | 1,976 |
USPTO_US03931199_234 | [Cl-].[Al+3].[Cl-].[Cl-].[CH2:5]([O:7][C:8]([C:10]1[CH:25]=[CH:24][C:13]([O:14][C:15]2[N:23]=[CH:22][CH:21]=[CH:20][C:16]=2[C:17](Cl)=[O:18])=[CH:12][CH:11]=1)=[O:9])[CH3:6]>[N+](C1C=CC=CC=1)([O-])=O>[O:18]=[C:17]1[C:16]2[C:15](=[N:23][CH:22]=[CH:21][CH:20]=2)[O:14][C:13]2[CH:12]=[CH:11][C:10]([C:8]([O:7][CH2:5][CH3:6]... | CCOC(=O)c1ccc(Oc2ncccc2C(=O)Cl)cc1.O=[N+]([O-])c1ccccc1.[Al+3].[Cl-].[Cl-].[Cl-]>>CCOC(=O)c1ccc2oc3ncccc3c(=O)c2c1 | CCOC(=O)c1ccc(Oc2ncccc2C(=O)Cl)cc1.O=[N+]([O-])c1ccccc1.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>CCOC(=O)c1ccc2oc3ncccc3c(=O)c2c1.Cl.Cl[Al](Cl)Cl.Cl[Al](Cl)Cl.O=[N+]([O-])c1ccccc1 | CCOC(=O)c1ccc(Oc2ncccc2C(=O)Cl)cc1.O=[N+]([O-])c1ccccc1.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>CCOC(=O)c1ccc2oc3ncccc3c(=O)c2c1.Cl.O=[N+]([O-])c1ccccc1.[Cl][Al]([Cl])[Cl].[Cl][Al]([Cl])[Cl] | false | CCOC(=O)c1ccc(Oc2ncccc2C(=O)Cl)cc1.[Al+3].[Cl-].[Cl-].[Cl-]>O=[N+]([O-])c1ccccc1>CCOC(=O)c1ccc2oc3ncccc3c(=O)c2c1 | CCOC(=O)c1ccc(Oc2ncccc2C(=O)Cl)cc1>O=[N+]([O-])c1ccccc1.[Al+3].[Cl-].[Cl-].[Cl-]>CCOC(=O)c1ccc2oc3ncccc3c(=O)c2c1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | null | ['flower_train_113159.0'] | US03931199 | null | 1,976 |
USPTO_US03931200_242 | C(N(CC)CC)C.Cl.[CH3:9][O:10][NH:11][CH3:12].[Cl:13][C:14]1[C:15]([CH2:21][O:22][C:23]2[CH:28]=[CH:27][C:26]([N:29]=[C:30]=[O:31])=[CH:25][CH:24]=2)=[N:16][C:17]([Cl:20])=[CH:18][CH:19]=1>N1C=CC=CC=1>[Cl:13][C:14]1[C:15]([CH2:21][O:22][C:23]2[CH:28]=[CH:27][C:26]([NH:29][C:30](=[O:31])[N:11]([O:10][CH3:9])[CH3:12])=[CH:... | CCN(CC)CC.CNOC.Cl.O=C=Nc1ccc(OCc2nc(Cl)ccc2Cl)cc1.c1ccncc1>>CON(C)C(=O)Nc1ccc(OCc2nc(Cl)ccc2Cl)cc1 | CCN(CC)CC.CNOC.Cl.O=C=Nc1ccc(OCc2nc(Cl)ccc2Cl)cc1.c1ccncc1>>CCN(CC)CC.CON(C)C(=O)Nc1ccc(OCc2nc(Cl)ccc2Cl)cc1.Cl.c1ccncc1 | CCN(CC)CC.CNOC.Cl.O=C=Nc1ccc(OCc2nc(Cl)ccc2Cl)cc1.c1ccncc1>>CCN(CC)CC.CON(C)C(=O)Nc1ccc(OCc2nc(Cl)ccc2Cl)cc1.Cl.c1ccncc1 | false | CCN(CC)CC.CNOC.Cl.O=C=Nc1ccc(OCc2nc(Cl)ccc2Cl)cc1>c1ccncc1>CON(C)C(=O)Nc1ccc(OCc2nc(Cl)ccc2Cl)cc1 | CNOC.O=C=Nc1ccc(OCc2nc(Cl)ccc2Cl)cc1>CCN(CC)CC.Cl.c1ccncc1>CON(C)C(=O)Nc1ccc(OCc2nc(Cl)ccc2Cl)cc1 | 0 | 0 | 0 | true | $L $R $Charge | 2 | null | ['flower_train_148114.0'] | US03931200 | null | 1,976 |
USPTO_US03931200_244 | [Cl:1][C:2]1[C:3]([C:9](O)=O)=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.[BH4-].[Na+].[Cl:14]C1C(CO)=NC(Cl)=CC=1.S(Cl)(Cl)=O.Cl.N1C=CC=CC=1>O.CO>[Cl:1][C:2]1[C:3]([CH2:9][Cl:14])=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1 |f:1.2,5.6| | CO.Cl.O.O=C(O)c1nc(Cl)ccc1Cl.O=S(Cl)Cl.OCc1nc(Cl)ccc1Cl.[BH4-].[Na+].c1ccncc1>>ClCc1nc(Cl)ccc1Cl | CO.Cl.O.O=C(O)c1nc(Cl)ccc1Cl.O=S(Cl)Cl.OCc1nc(Cl)ccc1Cl.[BH4-].[Na+].c1ccncc1>>C[OH2+].Cl.ClCc1nc(Cl)ccc1Cl.O.O=C(O)c1nc(Cl)ccc1Cl.O=S=O.[BH4-].[Cl-].[Na+].c1ccncc1 | CO.Cl.O.O=C(O)c1nc(Cl)ccc1Cl.O=S(Cl)Cl.OCc1nc(Cl)ccc1Cl.[BH4-].[Na+].c1ccncc1>>C[OH2+].Cl.ClCc1nc(Cl)ccc1Cl.O.O=C(O)c1nc(Cl)ccc1Cl.O=S=O.[BH4-].[Cl-].[Na+].c1ccncc1 | false | Cl.O=C(O)c1nc(Cl)ccc1Cl.O=S(Cl)Cl.OCc1nc(Cl)ccc1Cl.[BH4-].[Na+].c1ccncc1>CO.O>ClCc1nc(Cl)ccc1Cl | O=C(O)c1nc(Cl)ccc1Cl.OCc1nc(Cl)ccc1Cl>CO.Cl.O.O=S(Cl)Cl.[BH4-].[Na+].c1ccncc1>ClCc1nc(Cl)ccc1Cl | 15 | 6 | 173.555 | false | $L: $R:6C1Cl4H1N3O $Charge: | 1 | null | ['flower_train_109178.0'] | US03931200 | null | 1,976 |
USPTO_US03931202_245 | [N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]=[C:11]=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[N:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][OH:20])[CH:14]=1>C1C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11](=[O:12])[O:20][CH2:19][C:15]2[CH:14]=[N:13][CH:18]=[CH:17][CH:16]=2)=[CH:8][CH:9]=1)([O-:3])=[O:2] | O=C=Nc1ccc([N+](=O)[O-])cc1.OCc1cccnc1.c1ccccc1>>O=C(Nc1ccc([N+](=O)[O-])cc1)OCc1cccnc1 | O=C=Nc1ccc([N+](=O)[O-])cc1.OCc1cccnc1.c1ccccc1>>O=C(Nc1ccc([N+](=O)[O-])cc1)OCc1cccnc1.c1ccccc1 | O=C=Nc1ccc([N+](=O)[O-])cc1.OCc1cccnc1.c1ccccc1>>O=C(Nc1ccc([N+](=O)[O-])cc1)OCc1cccnc1.c1ccccc1 | false | O=C=Nc1ccc([N+](=O)[O-])cc1.OCc1cccnc1>c1ccccc1>O=C(Nc1ccc([N+](=O)[O-])cc1)OCc1cccnc1 | O=C=Nc1ccc([N+](=O)[O-])cc1.OCc1cccnc1>c1ccccc1>O=C(Nc1ccc([N+](=O)[O-])cc1)OCc1cccnc1 | 0 | 0 | 0 | true | $L $R $Charge | 3 | 34 | ['flower_train_4608.0'] | US03931202 | null | 1,976 |
USPTO_US03931202_246 | [N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][OH:8])[CH:2]=1.[F:9][C:10]([F:21])([F:20])[C:11]1[CH:16]=[CH:15][C:14]([N:17]=[C:18]=[O:19])=[CH:13][CH:12]=1>C1N2CCN(CC2)C1.C1C=CC=CC=1>[F:9][C:10]([F:20])([F:21])[C:11]1[CH:12]=[CH:13][C:14]([NH:17][C:18](=[O:19])[O:8][CH2:7][C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)=[CH:15][CH:1... | C1CN2CCN1CC2.O=C=Nc1ccc(C(F)(F)F)cc1.OCc1cccnc1.c1ccccc1>>O=C(Nc1ccc(C(F)(F)F)cc1)OCc1cccnc1 | C1CN2CCN1CC2.O=C=Nc1ccc(C(F)(F)F)cc1.OCc1cccnc1.OCc1cccnc1.c1ccccc1>>C1C[NH+]2CCN1CC2.O=C(Nc1ccc(C(F)(F)F)cc1)OCc1cccnc1.[O-]Cc1cccnc1.c1ccccc1 | C1CN2CCN1CC2.O=C=Nc1ccc(C(F)(F)F)cc1.OCc1cccnc1.OCc1cccnc1.c1ccccc1>>C1C[NH+]2CCN1CC2.O=C(Nc1ccc(C(F)(F)F)cc1)OCc1cccnc1.[O-]Cc1cccnc1.c1ccccc1 | false | O=C=Nc1ccc(C(F)(F)F)cc1.OCc1cccnc1>C1CN2CCN1CC2.c1ccccc1>O=C(Nc1ccc(C(F)(F)F)cc1)OCc1cccnc1 | O=C=Nc1ccc(C(F)(F)F)cc1.OCc1cccnc1>C1CN2CCN1CC2.c1ccccc1>O=C(Nc1ccc(C(F)(F)F)cc1)OCc1cccnc1 | 0 | 0 | 0 | true | $L $R $Charge | 2 | 34 | ['flower_test_1145.0'] | US03931202 | null | 1,976 |
USPTO_US03931202_247 | [N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][OH:8])[CH:2]=1.[CH3:9][S:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]=[C:18]=[O:19])=[CH:13][CH:12]=1>C1N2CCN(CC2)C1.C1C=CC=CC=1>[CH3:9][S:10][C:11]1[CH:12]=[CH:13][C:14]([NH:17][C:18](=[O:19])[O:8][CH2:7][C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)=[CH:15][CH:16]=1 | C1CN2CCN1CC2.CSc1ccc(N=C=O)cc1.OCc1cccnc1.c1ccccc1>>CSc1ccc(NC(=O)OCc2cccnc2)cc1 | C1CN2CCN1CC2.CSc1ccc(N=C=O)cc1.OCc1cccnc1.OCc1cccnc1.c1ccccc1>>C1C[NH+]2CCN1CC2.CSc1ccc(NC(=O)OCc2cccnc2)cc1.[O-]Cc1cccnc1.c1ccccc1 | C1CN2CCN1CC2.CSc1ccc(N=C=O)cc1.OCc1cccnc1.OCc1cccnc1.c1ccccc1>>C1C[NH+]2CCN1CC2.CSc1ccc(NC(=O)OCc2cccnc2)cc1.[O-]Cc1cccnc1.c1ccccc1 | false | CSc1ccc(N=C=O)cc1.OCc1cccnc1>C1CN2CCN1CC2.c1ccccc1>CSc1ccc(NC(=O)OCc2cccnc2)cc1 | CSc1ccc(N=C=O)cc1.OCc1cccnc1>C1CN2CCN1CC2.c1ccccc1>CSc1ccc(NC(=O)OCc2cccnc2)cc1 | 0 | 0 | 0 | true | $L $R $Charge | 7 | 34 | ['flower_train_85048.0'] | US03931202 | null | 1,976 |
USPTO_US03931203_249 | [N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]=[C:11]=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:13][CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1>C1(C)C=CC=CC=1>[N:17]1[CH:18]=[CH:19][CH:20]=[C:15]([CH2:14][NH:13][C:11]([NH:10][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)=[O:12])[CH:16]=1 | Cc1ccccc1.NCc1cccnc1.O=C=Nc1ccc([N+](=O)[O-])cc1>>O=C(NCc1cccnc1)Nc1ccc([N+](=O)[O-])cc1 | Cc1ccccc1.NCc1cccnc1.O=C=Nc1ccc([N+](=O)[O-])cc1>>Cc1ccccc1.O=C(NCc1cccnc1)Nc1ccc([N+](=O)[O-])cc1 | Cc1ccccc1.NCc1cccnc1.O=C=Nc1ccc([N+](=O)[O-])cc1>>Cc1ccccc1.O=C(NCc1cccnc1)Nc1ccc([N+](=O)[O-])cc1 | false | NCc1cccnc1.O=C=Nc1ccc([N+](=O)[O-])cc1>Cc1ccccc1>O=C(NCc1cccnc1)Nc1ccc([N+](=O)[O-])cc1 | NCc1cccnc1.O=C=Nc1ccc([N+](=O)[O-])cc1>Cc1ccccc1>O=C(NCc1cccnc1)Nc1ccc([N+](=O)[O-])cc1 | 0 | 0 | 0 | true | $L $R $Charge | 2 | 35 | ['flower_train_225342.0'] | US03931203 | null | 1,976 |
USPTO_US03931201_252 | [C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([SH:11])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C[O-].[Na+].C(NC1C=CC(S)=CC=1)(=O)C.[Na].[Cl:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30](Cl)[N:29]=1>CS(C)=O>[Cl:27][C:28]1[N:29]=[C:30]([S:11][C:8]2[CH:9]=[CH:10][C:5]([NH:4][C:1](=[O:3])[CH3:2])=[CH:6][CH:7]=2)[CH:31]=[CH:32][CH:33]=1 |f:1.2,3.... | CC(=O)Nc1ccc(S)cc1.CC(=O)Nc1ccc(S)cc1.CS(C)=O.C[O-].Clc1cccc(Cl)n1.[Na+].[Na]>>CC(=O)Nc1ccc(Sc2cccc(Cl)n2)cc1 | CC(=O)Nc1ccc(S)cc1.CC(=O)Nc1ccc(S)cc1.CS(C)=O.C[O-].Clc1cccc(Cl)n1.[Na+].[Na]>>CC(=O)Nc1ccc(S)cc1.CC(=O)Nc1ccc(Sc2cccc(Cl)n2)cc1.CO.CS(C)=O.[Cl-].[Na+].[Na] | CC(=O)Nc1ccc(S)cc1.CC(=O)Nc1ccc(S)cc1.CS(C)=O.C[O-].Clc1cccc(Cl)n1.[Na+].[Na]>>CC(=O)Nc1ccc(S)cc1.CC(=O)Nc1ccc(Sc2cccc(Cl)n2)cc1.CO.CS(C)=O.[Cl-].[Na+].[Na] | false | CC(=O)Nc1ccc(S)cc1.CC(=O)Nc1ccc(S)cc1.C[O-].Clc1cccc(Cl)n1.[Na+].[Na]>CS(C)=O>CC(=O)Nc1ccc(Sc2cccc(Cl)n2)cc1 | CC(=O)Nc1ccc(S)cc1.Clc1cccc(Cl)n1>CC(=O)Nc1ccc(S)cc1.CS(C)=O.C[O-].[Na+].[Na]>CC(=O)Nc1ccc(Sc2cccc(Cl)n2)cc1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | null | ['flower_train_230110.0'] | US03931201 | null | 1,976 |
USPTO_US03931201_253 | [Cl:1][C:2]1[N:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][C:10]=2[Cl:16])[CH:5]=[CH:4][CH:3]=1.[C:17](Cl)(=[O:20])[CH2:18][CH3:19].N1C=CC=CC=1>O>[Cl:16][C:10]1[CH:11]=[C:12]([NH:15][C:17](=[O:20])[CH2:18][CH3:19])[CH:13]=[CH:14][C:9]=1[O:8][C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([Cl:1])[N:7]=1 | CCC(=O)Cl.Nc1ccc(Oc2cccc(Cl)n2)c(Cl)c1.O.c1ccncc1>>CCC(=O)Nc1ccc(Oc2cccc(Cl)n2)c(Cl)c1 | CCC(=O)Cl.Nc1ccc(Oc2cccc(Cl)n2)c(Cl)c1.O.c1ccncc1>>CCC(=O)Nc1ccc(Oc2cccc(Cl)n2)c(Cl)c1.O.[Cl-].c1cc[nH+]cc1 | CCC(=O)Cl.Nc1ccc(Oc2cccc(Cl)n2)c(Cl)c1.O.c1ccncc1>>CCC(=O)Nc1ccc(Oc2cccc(Cl)n2)c(Cl)c1.O.[Cl-].c1cc[nH+]cc1 | false | CCC(=O)Cl.Nc1ccc(Oc2cccc(Cl)n2)c(Cl)c1.c1ccncc1>O>CCC(=O)Nc1ccc(Oc2cccc(Cl)n2)c(Cl)c1 | CCC(=O)Cl.Nc1ccc(Oc2cccc(Cl)n2)c(Cl)c1>O.c1ccncc1>CCC(=O)Nc1ccc(Oc2cccc(Cl)n2)c(Cl)c1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 2 | null | ['flower_train_150510.0'] | US03931201 | null | 1,976 |
USPTO_US03931204_266 | Cl[C:2]1[N:3]=[C:4]([NH:11][CH:12]([CH3:14])[CH3:13])[C:5]2[C:6](=[CH:8][S:9][CH:10]=2)[N:7]=1.[CH3:15][CH2:16][O-:17].[Na+]>C(O)C>[CH2:16]([O:17][C:2]1[N:3]=[C:4]([NH:11][CH:12]([CH3:14])[CH3:13])[C:5]2[C:6](=[CH:8][S:9][CH:10]=2)[N:7]=1)[CH3:15] |f:1.2| | CC(C)Nc1nc(Cl)nc2cscc12.CCO.CC[O-].[Na+]>>CCOc1nc(NC(C)C)c2cscc2n1 | CC(C)Nc1nc(Cl)nc2cscc12.CCO.CC[O-].[Na+]>>CCO.CCOc1nc(NC(C)C)c2cscc2n1.[Cl-].[Na+] | CC(C)Nc1nc(Cl)nc2cscc12.CCO.CC[O-].[Na+]>>CCO.CCOc1nc(NC(C)C)c2cscc2n1.[Cl-].[Na+] | false | CC(C)Nc1nc(Cl)nc2cscc12.CC[O-].[Na+]>CCO>CCOc1nc(NC(C)C)c2cscc2n1 | CC(C)Nc1nc(Cl)nc2cscc12.CC[O-]>CCO.[Na+]>CCOc1nc(NC(C)C)c2cscc2n1 | 1 | 0 | 35.453 | false | $L: $R:1Cl $Charge:1 | 1 | 37 | ['flower_train_153032.0'] | US03931204 | null | 1,976 |
USPTO_US03931205_281 | [N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[CH2:7][C:8]3[CH:14]=[C:13]([CH:15]([CH3:21])[C:16]([O:18]CC)=[O:17])[CH:12]=[CH:11][C:9]=3[S:10][C:2]=12.[OH-].[Na+]>C(O)C.O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[CH2:7][C:8]3[CH:14]=[C:13]([CH:15]([CH3:21])[C:16]([OH:18])=[O:17])[CH:12]=[CH:11][C:9]=3[S:10][C:2]=12 |f:1.2| | CCO.CCOC(=O)C(C)c1ccc2c(c1)Cc1cccnc1S2.O.[Na+].[OH-]>>CC(C(=O)O)c1ccc2c(c1)Cc1cccnc1S2 | CCO.CCOC(=O)C(C)c1ccc2c(c1)Cc1cccnc1S2.O.[Na+].[OH-]>>CC(C(=O)O)c1ccc2c(c1)Cc1cccnc1S2.CCO.CC[O-].O.[Na+] | CCO.CCOC(=O)C(C)c1ccc2c(c1)Cc1cccnc1S2.O.[Na+].[OH-]>>CC(C(=O)O)c1ccc2c(c1)Cc1cccnc1S2.CCO.CC[O-].O.[Na+] | false | CCOC(=O)C(C)c1ccc2c(c1)Cc1cccnc1S2.[Na+].[OH-]>CCO.O>CC(C(=O)O)c1ccc2c(c1)Cc1cccnc1S2 | CCOC(=O)C(C)c1ccc2c(c1)Cc1cccnc1S2>CCO.O.[Na+].[OH-]>CC(C(=O)O)c1ccc2c(c1)Cc1cccnc1S2 | 6 | 2 | 28.054 | false | $L: $R:2C4H $Charge: | 6 | 7 | ['flower_train_169445.0'] | US03931205 | null | 1,976 |
USPTO_US03931209_299 | [CH3:1][NH:2][NH2:3].[C:4](=[O:15])=[N:5][C:6]1[S:10][C:9]([C:11]([F:14])([F:13])[F:12])=[N:8][N:7]=1.[C:4](=[O:15])=[N:5][C:6]1[S:10][C:9]([C:11]([F:13])([F:12])[F:14])=[N:8][N:7]=1.NN>C(Cl)Cl>[CH3:1][N:2]([C:4]([NH:5][C:6]1[S:10][C:9]([C:11]([F:13])([F:12])[F:14])=[N:8][N:7]=1)=[O:15])[NH2:3] |f:1.2| | CNN.ClCCl.NN.O=C=Nc1nnc(C(F)(F)F)s1.O=C=Nc1nnc(C(F)(F)F)s1>>CN(N)C(=O)Nc1nnc(C(F)(F)F)s1 | CNN.ClCCl.NN.O=C=Nc1nnc(C(F)(F)F)s1.O=C=Nc1nnc(C(F)(F)F)s1>>CN(N)C(=O)Nc1nnc(C(F)(F)F)s1.ClCCl.NN.O=C=Nc1nnc(C(F)(F)F)s1 | CNN.ClCCl.NN.O=C=Nc1nnc(C(F)(F)F)s1.O=C=Nc1nnc(C(F)(F)F)s1>>CN(N)C(=O)Nc1nnc(C(F)(F)F)s1.ClCCl.NN.O=C=Nc1nnc(C(F)(F)F)s1 | false | CNN.NN.O=C=Nc1nnc(C(F)(F)F)s1.O=C=Nc1nnc(C(F)(F)F)s1>ClCCl>CN(N)C(=O)Nc1nnc(C(F)(F)F)s1 | CNN.O=C=Nc1nnc(C(F)(F)F)s1.O=C=Nc1nnc(C(F)(F)F)s1>ClCCl.NN>CN(N)C(=O)Nc1nnc(C(F)(F)F)s1 | 12 | 4 | 195.125 | false | $L: $R:4C3F3N1O1S $Charge: | 1 | null | ['flower_train_60225.0'] | US03931209 | null | 1,976 |
USPTO_US03931209_308 | [CH2:1]([NH:4][NH2:5])[CH2:2][CH3:3].[CH3:6][O:7][C:8]1[S:12][C:11]([N:13]=[C:14]=[O:15])=[N:10][N:9]=1.NN>C(Cl)Cl>[CH2:1]([N:4]([C:14]([NH:13][C:11]1[S:12][C:8]([O:7][CH3:6])=[N:9][N:10]=1)=[O:15])[NH2:5])[CH2:2][CH3:3] | CCCNN.COc1nnc(N=C=O)s1.ClCCl.NN>>CCCN(N)C(=O)Nc1nnc(OC)s1 | CCCNN.COc1nnc(N=C=O)s1.ClCCl.NN>>CCCN(N)C(=O)Nc1nnc(OC)s1.ClCCl.NN | CCCNN.COc1nnc(N=C=O)s1.ClCCl.NN>>CCCN(N)C(=O)Nc1nnc(OC)s1.ClCCl.NN | false | CCCNN.COc1nnc(N=C=O)s1.NN>ClCCl>CCCN(N)C(=O)Nc1nnc(OC)s1 | CCCNN.COc1nnc(N=C=O)s1>ClCCl.NN>CCCN(N)C(=O)Nc1nnc(OC)s1 | 0 | 0 | 0 | true | $L $R $Charge | 1 | null | ['flower_train_74588.0'] | US03931209 | null | 1,976 |
USPTO_US03931222_343 | [H-].[Na+].[C:3]([CH:7]1[CH2:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[NH:11][C:10]=2[CH2:9][CH2:8]1)([CH3:6])([CH3:5])[CH3:4].[N:20]1([CH2:25][CH2:26]Cl)[CH2:24][CH2:23][CH2:22][CH2:21]1.O>CN(C)C=O>[C:3]([CH:7]1[CH2:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]([CH2:26][CH2:25][N:20]3... | CC(C)(C)C1CCc2[nH]c3ccccc3c2C1.CN(C)C=O.ClCCN1CCCC1.O.[H-].[Na+]>>CC(C)(C)C1CCc2c(c3ccccc3n2CCN2CCCC2)C1 | CC(C)(C)C1CCc2[nH]c3ccccc3c2C1.CN(C)C=O.ClCCN1CCCC1.O.[H-].[Na+]>>CC(C)(C)C1CCc2c(c3ccccc3n2CCN2CCCC2)C1.CN(C)C=O.O.[Cl-].[H][H].[Na+] | CC(C)(C)C1CCc2[nH]c3ccccc3c2C1.CN(C)C=O.ClCCN1CCCC1.O.[H-].[Na+]>>CC(C)(C)C1CCc2c(c3ccccc3n2CCN2CCCC2)C1.CN(C)C=O.O.[Cl-].[H][H].[Na+] | false | CC(C)(C)C1CCc2[nH]c3ccccc3c2C1.ClCCN1CCCC1.O.[H-].[Na+]>CN(C)C=O>CC(C)(C)C1CCc2c(c3ccccc3n2CCN2CCCC2)C1 | CC(C)(C)C1CCc2[nH]c3ccccc3c2C1.ClCCN1CCCC1>CN(C)C=O.O.[H-].[Na+]>CC(C)(C)C1CCc2c(c3ccccc3n2CCN2CCCC2)C1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 2 | 42 | ['flower_train_95658.0'] | US03931222 | null | 1,976 |
USPTO_US03931226_354 | [Cl:1][CH:2]([Cl:6])[C:3](Cl)=[O:4].[NH2:7][C:8]1[CH:21]=[CH:20][CH:19]=[CH:18][C:9]=1[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:11]>ClCCl.C(N(CC)CC)C>[C:10]([C:9]1[CH:18]=[CH:19][CH:20]=[CH:21][C:8]=1[NH:7][C:3](=[O:4])[CH:2]([Cl:6])[Cl:1])(=[O:11])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1 | CCN(CC)CC.ClCCl.Nc1ccccc1C(=O)c1ccccc1.O=C(Cl)C(Cl)Cl>>O=C(c1ccccc1)c1ccccc1NC(=O)C(Cl)Cl | CCN(CC)CC.ClCCl.Nc1ccccc1C(=O)c1ccccc1.O=C(Cl)C(Cl)Cl>>CC[NH+](CC)CC.ClCCl.O=C(c1ccccc1)c1ccccc1NC(=O)C(Cl)Cl.[Cl-] | CCN(CC)CC.ClCCl.Nc1ccccc1C(=O)c1ccccc1.O=C(Cl)C(Cl)Cl>>CC[NH+](CC)CC.ClCCl.O=C(c1ccccc1)c1ccccc1NC(=O)C(Cl)Cl.[Cl-] | false | Nc1ccccc1C(=O)c1ccccc1.O=C(Cl)C(Cl)Cl>CCN(CC)CC.ClCCl>O=C(c1ccccc1)c1ccccc1NC(=O)C(Cl)Cl | Nc1ccccc1C(=O)c1ccccc1.O=C(Cl)C(Cl)Cl>CCN(CC)CC.ClCCl>O=C(c1ccccc1)c1ccccc1NC(=O)C(Cl)Cl | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 9 | ['flower_train_240348.0'] | US03931226 | null | 1,976 |
USPTO_US03931218_366 | [C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH2:12]([NH:14][CH2:15][CH2:16][NH2:17])[CH3:13]>N1C=CC=CC=1>[CH2:12]([NH:14][CH2:15][CH2:16][NH:17][S:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=1)(=[O:9])=[O:8])[CH3:13] | CCNCCN.Cc1ccc(S(=O)(=O)Cl)cc1.c1ccncc1>>CCNCCNS(=O)(=O)c1ccc(C)cc1 | CCNCCN.Cc1ccc(S(=O)(=O)Cl)cc1.c1ccncc1>>CCNCCNS(=O)(=O)c1ccc(C)cc1.[Cl-].c1cc[nH+]cc1 | CCNCCN.Cc1ccc(S(=O)(=O)Cl)cc1.c1ccncc1>>CCNCCNS(=O)(=O)c1ccc(C)cc1.[Cl-].c1cc[nH+]cc1 | false | CCNCCN.Cc1ccc(S(=O)(=O)Cl)cc1>c1ccncc1>CCNCCNS(=O)(=O)c1ccc(C)cc1 | CCNCCN.Cc1ccc(S(=O)(=O)Cl)cc1>c1ccncc1>CCNCCNS(=O)(=O)c1ccc(C)cc1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 43 | ['flower_train_218617.0'] | US03931218 | null | 1,976 |
USPTO_US03931232_380 | C([O:4][C:5]1[C:18]2[CH:17]([CH3:19])[C:16]3[CH2:15][CH2:14][CH2:13][CH2:12][C:11]=3[O:10][C:9]=2[CH:8]=[C:7]([CH:20]([CH3:28])[CH:21]([CH3:27])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH:6]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+].CO>O>[CH3:28][CH:20]([C:7]1[CH:6]=[C:5]([OH:4])[C:18]2[CH:17]([CH3:19])[C:16]3[CH2:15][CH2:14]... | CCCCCC(C)C(C)c1cc(OC(C)=O)c2c(c1)OC1=C(CCCC1)C2C.CO.O.O=C([O-])[O-].[K+].[K+]>>CCCCCC(C)C(C)c1cc(O)c2c(c1)OC1=C(CCCC1)C2C | CCCCCC(C)C(C)c1cc(OC(C)=O)c2c(c1)OC1=C(CCCC1)C2C.CO.O.O=C([O-])[O-].[K+].[K+]>>CC(=O)OC(=O)[O-].CCCCCC(C)C(C)c1cc(O)c2c(c1)OC1=C(CCCC1)C2C.C[O-].O.[K+].[K+] | CCCCCC(C)C(C)c1cc(OC(C)=O)c2c(c1)OC1=C(CCCC1)C2C.CO.O.O=C([O-])[O-].[K+].[K+]>>CC(=O)OC(=O)[O-].CCCCCC(C)C(C)c1cc(O)c2c(c1)OC1=C(CCCC1)C2C.C[O-].O.[K+].[K+] | false | CCCCCC(C)C(C)c1cc(OC(C)=O)c2c(c1)OC1=C(CCCC1)C2C.CO.O=C([O-])[O-].[K+].[K+]>O>CCCCCC(C)C(C)c1cc(O)c2c(c1)OC1=C(CCCC1)C2C | CCCCCC(C)C(C)c1cc(OC(C)=O)c2c(c1)OC1=C(CCCC1)C2C>CO.O.O=C([O-])[O-].[K+].[K+]>CCCCCC(C)C(C)c1cc(O)c2c(c1)OC1=C(CCCC1)C2C | 5 | 2 | 42.037 | false | $L: $R:2C2H1O $Charge: | 7 | 22 | ['flower_train_129163.0'] | US03931232 | null | 1,976 |
USPTO_US03931232_391 | [CH3:1][CH:2]([C:10]1[CH:11]=[C:12]([OH:26])[C:13]2[CH:14]([CH3:25])[C:15]3[CH2:16][CH2:17][CH:18]([CH3:24])[CH2:19][C:20]=3[O:21][C:22]=2[CH:23]=1)[CH:3]([CH3:9])[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[C:27](OC(=O)C)(=[O:29])[CH3:28]>N1C=CC=CC=1>[C:27]([O:26][C:12]1[C:13]2[CH:14]([CH3:25])[C:15]3[CH2:16][CH2:17][CH:18]([... | CC(=O)OC(C)=O.CCCCCC(C)C(C)c1cc(O)c2c(c1)OC1=C(CCC(C)C1)C2C.c1ccncc1>>CCCCCC(C)C(C)c1cc(OC(C)=O)c2c(c1)OC1=C(CCC(C)C1)C2C | CC(=O)OC(C)=O.CCCCCC(C)C(C)c1cc(O)c2c(c1)OC1=C(CCC(C)C1)C2C.c1ccncc1>>CC(=O)[O-].CCCCCC(C)C(C)c1cc(OC(C)=O)c2c(c1)OC1=C(CCC(C)C1)C2C.c1cc[nH+]cc1 | CC(=O)OC(C)=O.CCCCCC(C)C(C)c1cc(O)c2c(c1)OC1=C(CCC(C)C1)C2C.c1ccncc1>>CC(=O)[O-].CCCCCC(C)C(C)c1cc(OC(C)=O)c2c(c1)OC1=C(CCC(C)C1)C2C.c1cc[nH+]cc1 | false | CC(=O)OC(C)=O.CCCCCC(C)C(C)c1cc(O)c2c(c1)OC1=C(CCC(C)C1)C2C>c1ccncc1>CCCCCC(C)C(C)c1cc(OC(C)=O)c2c(c1)OC1=C(CCC(C)C1)C2C | CC(=O)OC(C)=O.CCCCCC(C)C(C)c1cc(O)c2c(c1)OC1=C(CCC(C)C1)C2C>c1ccncc1>CCCCCC(C)C(C)c1cc(OC(C)=O)c2c(c1)OC1=C(CCC(C)C1)C2C | 8 | 2 | 60.052 | false | $L: $R:2C4H2O $Charge: | 2 | 46 | ['flower_train_165017.0'] | US03931232 | null | 1,976 |
USPTO_US03931247_432 | [BH4-].[Na+].[N+:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[O:16][C:15]([C:17]([CH3:19])=[O:18])=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)([O-:5])=[O:4]>CO>[CH3:19][CH:17]([OH:18])[C:15]1[O:16][C:12]([C:9]2[CH:10]=[CH:11][C:6]([N+:3]([O-:5])=[O:4])=[CH:7][CH:8]=2)=[CH:13][CH:14]=1 |f:0.1| | CC(=O)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1.CO.[BH4-].[Na+]>>CC(O)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1 | CC(=O)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1.CO.[BH4-].[Na+]>>B.CC(O)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1.C[O-].[Na+] | CC(=O)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1.CO.[BH4-].[Na+]>>B.CC(O)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1.C[O-].[Na+] | false | CC(=O)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1.[BH4-].[Na+]>CO>CC(O)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1 | CC(=O)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1>CO.[BH4-].[Na+]>CC(O)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1 | 2 | 0 | 2.016 | false | $L:2H $R: $Charge: | 1 | null | ['flower_train_158139.0'] | US03931247 | null | 1,976 |
USPTO_US03931247_434 | [BH4-].[Na+].[CH3:3][C:4]([C:6]1[O:7][C:8]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=2)=[CH:9][CH:10]=1)=[O:5]>CO>[Cl:18][C:13]1[CH:12]=[C:11]([C:8]2[O:7][C:6]([CH:4]([OH:5])[CH3:3])=[CH:10][CH:9]=2)[CH:16]=[CH:15][C:14]=1[Cl:17] |f:0.1| | CC(=O)c1ccc(-c2ccc(Cl)c(Cl)c2)o1.CO.[BH4-].[Na+]>>CC(O)c1ccc(-c2ccc(Cl)c(Cl)c2)o1 | CC(=O)c1ccc(-c2ccc(Cl)c(Cl)c2)o1.CO.[BH4-].[Na+]>>B.CC(O)c1ccc(-c2ccc(Cl)c(Cl)c2)o1.C[O-].[Na+] | CC(=O)c1ccc(-c2ccc(Cl)c(Cl)c2)o1.CO.[BH4-].[Na+]>>B.CC(O)c1ccc(-c2ccc(Cl)c(Cl)c2)o1.C[O-].[Na+] | false | CC(=O)c1ccc(-c2ccc(Cl)c(Cl)c2)o1.[BH4-].[Na+]>CO>CC(O)c1ccc(-c2ccc(Cl)c(Cl)c2)o1 | CC(=O)c1ccc(-c2ccc(Cl)c(Cl)c2)o1>CO.[BH4-].[Na+]>CC(O)c1ccc(-c2ccc(Cl)c(Cl)c2)o1 | 2 | 0 | 2.016 | false | $L:2H $R: $Charge: | 1 | null | ['flower_train_103875.0'] | US03931247 | null | 1,976 |
USPTO_US03931247_439 | [C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:15][C:14]([C:16]([CH3:18])=[O:17])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>O1CCOCC1.O>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[O:15][C:14]([CH:16]([OH:17])[CH3:18])=[CH:13][CH:12]=2)=[CH:9][CH:10]=1)(=[O:3])[CH3:2] |f:1.2,3.4| | C1COCCO1.CC(=O)Nc1ccc(-c2ccc(C(C)=O)o2)cc1.O.[BH4-].[Na+]>>CC(=O)Nc1ccc(-c2ccc(C(C)O)o2)cc1 | C1COCCO1.CC(=O)Nc1ccc(-c2ccc(C(C)=O)o2)cc1.O.[BH4-].[Na+]>>B.C1COCCO1.CC(=O)Nc1ccc(-c2ccc(C(C)O)o2)cc1.[Na+].[OH-] | C1COCCO1.CC(=O)Nc1ccc(-c2ccc(C(C)=O)o2)cc1.O.[BH4-].[Na+]>>B.C1COCCO1.CC(=O)Nc1ccc(-c2ccc(C(C)O)o2)cc1.[Na+].[OH-] | false | CC(=O)Nc1ccc(-c2ccc(C(C)=O)o2)cc1.[BH4-].[Na+]>C1COCCO1.O>CC(=O)Nc1ccc(-c2ccc(C(C)O)o2)cc1 | CC(=O)Nc1ccc(-c2ccc(C(C)=O)o2)cc1>C1COCCO1.O.[BH4-].[Na+]>CC(=O)Nc1ccc(-c2ccc(C(C)O)o2)cc1 | 2 | 0 | 2.016 | false | $L:2H $R: $Charge: | 1 | null | ['flower_train_76878.0'] | US03931247 | null | 1,976 |
USPTO_US03931247_443 | [C:1]([C:4]1[O:8][C:7]([C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>O1CCOCC1.O>[OH:3][CH:1]([C:4]1[O:8][C:7]([C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)[CH3:2] |f:1.2,3.4| | C1COCCO1.CC(=O)c1ccc(-c2ccc(C#N)cc2)o1.O.[BH4-].[Na+]>>CC(O)c1ccc(-c2ccc(C#N)cc2)o1 | C1COCCO1.CC(=O)c1ccc(-c2ccc(C#N)cc2)o1.O.[BH4-].[Na+]>>B.C1COCCO1.CC(O)c1ccc(-c2ccc(C#N)cc2)o1.[Na+].[OH-] | C1COCCO1.CC(=O)c1ccc(-c2ccc(C#N)cc2)o1.O.[BH4-].[Na+]>>B.C1COCCO1.CC(O)c1ccc(-c2ccc(C#N)cc2)o1.[Na+].[OH-] | false | CC(=O)c1ccc(-c2ccc(C#N)cc2)o1.[BH4-].[Na+]>C1COCCO1.O>CC(O)c1ccc(-c2ccc(C#N)cc2)o1 | CC(=O)c1ccc(-c2ccc(C#N)cc2)o1>C1COCCO1.O.[BH4-].[Na+]>CC(O)c1ccc(-c2ccc(C#N)cc2)o1 | 2 | 0 | 2.016 | false | $L:2H $R: $Charge: | 7 | null | ['flower_test_15748.0'] | US03931247 | null | 1,976 |
USPTO_US03931247_444 | [BH4-].[Na+].[N+:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[O:16][C:15]([C:17]([CH2:19][Cl:20])=[O:18])=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)([O-:5])=[O:4].O.Cl>CO>[Cl:20][CH2:19][CH:17]([OH:18])[C:15]1[O:16][C:12]([C:9]2[CH:10]=[CH:11][C:6]([N+:3]([O-:5])=[O:4])=[CH:7][CH:8]=2)=[CH:13][CH:14]=1 |f:0.1| | CO.Cl.O.O=C(CCl)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1.[BH4-].[Na+]>>O=[N+]([O-])c1ccc(-c2ccc(C(O)CCl)o2)cc1 | CO.Cl.O.O=C(CCl)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1.[BH4-].[Na+]>>B.C[O-].Cl.O.O=[N+]([O-])c1ccc(-c2ccc(C(O)CCl)o2)cc1.[Na+] | CO.Cl.O.O=C(CCl)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1.[BH4-].[Na+]>>B.C[O-].Cl.O.O=[N+]([O-])c1ccc(-c2ccc(C(O)CCl)o2)cc1.[Na+] | false | Cl.O.O=C(CCl)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1.[BH4-].[Na+]>CO>O=[N+]([O-])c1ccc(-c2ccc(C(O)CCl)o2)cc1 | O=C(CCl)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1>CO.Cl.O.[BH4-].[Na+]>O=[N+]([O-])c1ccc(-c2ccc(C(O)CCl)o2)cc1 | 2 | 0 | 2.016 | false | $L:2H $R: $Charge: | 1 | null | ['flower_train_248424.0'] | US03931247 | null | 1,976 |
USPTO_US03931247_445 | [Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([C:13](=[O:16])[CH2:14][CH3:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([CH:13]([OH:16])[CH2:14][CH3:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1 |f:1.2| | CCC(=O)c1ccc(-c2ccc(Cl)cc2)o1.CO.[BH4-].[Na+]>>CCC(O)c1ccc(-c2ccc(Cl)cc2)o1 | CCC(=O)c1ccc(-c2ccc(Cl)cc2)o1.CO.[BH4-].[Na+]>>B.CCC(O)c1ccc(-c2ccc(Cl)cc2)o1.C[O-].[Na+] | CCC(=O)c1ccc(-c2ccc(Cl)cc2)o1.CO.[BH4-].[Na+]>>B.CCC(O)c1ccc(-c2ccc(Cl)cc2)o1.C[O-].[Na+] | false | CCC(=O)c1ccc(-c2ccc(Cl)cc2)o1.[BH4-].[Na+]>CO>CCC(O)c1ccc(-c2ccc(Cl)cc2)o1 | CCC(=O)c1ccc(-c2ccc(Cl)cc2)o1>CO.[BH4-].[Na+]>CCC(O)c1ccc(-c2ccc(Cl)cc2)o1 | 2 | 0 | 2.016 | false | $L:2H $R: $Charge: | 1 | null | ['flower_train_22136.0'] | US03931247 | null | 1,976 |
USPTO_US03931239_446 | [CH3:1][C:2]1[CH:13]=[CH:12][C:5]2[CH2:6][CH:7]([C:9]([OH:11])=[O:10])[O:8][C:4]=2[C:3]=1[CH3:14].[C:15](Cl)(=[O:20])[CH2:16][CH:17]([CH3:19])[CH3:18].[Cl-].[Al+3].[Cl-].[Cl-].Cl>ClCCl>[C:15]([C:13]1[C:2]([CH3:1])=[C:3]([CH3:14])[C:4]2[O:8][CH:7]([C:9]([OH:11])=[O:10])[CH2:6][C:5]=2[CH:12]=1)(=[O:20])[CH2:16][CH:17]([C... | CC(C)CC(=O)Cl.Cc1ccc2c(c1C)OC(C(=O)O)C2.Cl.ClCCl.[Al+3].[Cl-].[Cl-].[Cl-]>>Cc1c(C(=O)CC(C)C)cc2c(c1C)OC(C(=O)O)C2 | CC(C)CC(=O)Cl.Cc1ccc2c(c1C)OC(C(=O)O)C2.Cl.ClCCl.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>Cc1c(C(=O)CC(C)C)cc2c(c1C)OC(C(=O)O)C2.Cl.Cl.ClCCl.Cl[Al](Cl)Cl.Cl[Al](Cl)Cl | CC(C)CC(=O)Cl.Cc1ccc2c(c1C)OC(C(=O)O)C2.Cl.ClCCl.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>Cc1c(C(=O)CC(C)C)cc2c(c1C)OC(C(=O)O)C2.Cl.Cl.ClCCl.[Cl][Al]([Cl])[Cl].[Cl][Al]([Cl])[Cl] | false | CC(C)CC(=O)Cl.Cc1ccc2c(c1C)OC(C(=O)O)C2.Cl.[Al+3].[Cl-].[Cl-].[Cl-]>ClCCl>Cc1c(C(=O)CC(C)C)cc2c(c1C)OC(C(=O)O)C2 | CC(C)CC(=O)Cl.Cc1ccc2c(c1C)OC(C(=O)O)C2>Cl.ClCCl.[Al+3].[Cl-].[Cl-].[Cl-]>Cc1c(C(=O)CC(C)C)cc2c(c1C)OC(C(=O)O)C2 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 31 | ['flower_train_134328.0'] | US03931239 | null | 1,976 |
USPTO_US03931239_447 | [C:1]([C:7]1[C:8]([CH3:20])=[C:9]([CH3:19])[C:10]2[O:14][CH:13]([C:15]([OH:17])=[O:16])[CH2:12][C:11]=2[CH:18]=1)(=[O:6])[CH2:2][CH:3]([CH3:5])[CH3:4].C=O.Cl.[CH3:24]NC.Cl>CN(C)C=O.C(O)(=O)C>[CH2:24]=[C:2]([CH:3]([CH3:5])[CH3:4])[C:1]([C:7]1[C:8]([CH3:20])=[C:9]([CH3:19])[C:10]2[O:14][CH:13]([C:15]([OH:17])=[O:16])[CH2... | C=O.CC(=O)O.CN(C)C=O.CNC.Cc1c(C(=O)CC(C)C)cc2c(c1C)OC(C(=O)O)C2.Cl.Cl>>C=C(C(=O)c1cc2c(c(C)c1C)OC(C(=O)O)C2)C(C)C | C=O.CC(=O)O.CN(C)C=O.CNC.Cc1c(C(=O)CC(C)C)cc2c(c1C)OC(C(=O)O)C2.Cl.Cl>>C=C(C(=O)c1cc2c(c(C)c1C)OC(C(=O)O)C2)C(C)C.CC(=O)O.CN(C)C=O.CNC.Cl.Cl.O | C=O.CC(=O)O.CN(C)C=O.CNC.Cc1c(C(=O)CC(C)C)cc2c(c1C)OC(C(=O)O)C2.Cl.Cl>>C=C(C(=O)c1cc2c(c(C)c1C)OC(C(=O)O)C2)C(C)C.CC(=O)O.CN(C)C=O.CNC.Cl.Cl.O | false | C=O.CNC.Cc1c(C(=O)CC(C)C)cc2c(c1C)OC(C(=O)O)C2.Cl.Cl>CC(=O)O.CN(C)C=O>C=C(C(=O)c1cc2c(c(C)c1C)OC(C(=O)O)C2)C(C)C | CNC.Cc1c(C(=O)CC(C)C)cc2c(c1C)OC(C(=O)O)C2>C=O.CC(=O)O.CN(C)C=O.Cl.Cl>C=C(C(=O)c1cc2c(c(C)c1C)OC(C(=O)O)C2)C(C)C | 9 | 1 | 33.074 | false | $L: $R:1C7H1N $Charge: | 1 | null | ['flower_train_233554.0'] | US03931239 | null | 1,976 |
USPTO_US03931239_449 | [CH3:1][C:2]1[CH:13]=[CH:12][C:5]2[CH:6]=[C:7]([C:9]([OH:11])=[O:10])[O:8][C:4]=2[C:3]=1[CH3:14].[C:15](Cl)(=[O:20])[CH2:16][CH:17]([CH3:19])[CH3:18].[Cl-].[Cl-].[Cl-].[Al+3].Cl>ClCCl>[C:15]([C:13]1[C:2]([CH3:1])=[C:3]([CH3:14])[C:4]2[O:8][C:7]([C:9]([OH:11])=[O:10])=[CH:6][C:5]=2[CH:12]=1)(=[O:20])[CH2:16][CH:17]([CH3... | CC(C)CC(=O)Cl.Cc1ccc2cc(C(=O)O)oc2c1C.Cl.ClCCl.[Al+3].[Cl-].[Cl-].[Cl-]>>Cc1c(C(=O)CC(C)C)cc2cc(C(=O)O)oc2c1C | CC(C)CC(=O)Cl.Cc1ccc2cc(C(=O)O)oc2c1C.Cl.ClCCl.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>Cc1c(C(=O)CC(C)C)cc2cc(C(=O)O)oc2c1C.Cl.Cl.ClCCl.Cl[Al](Cl)Cl.Cl[Al](Cl)Cl | CC(C)CC(=O)Cl.Cc1ccc2cc(C(=O)O)oc2c1C.Cl.ClCCl.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>Cc1c(C(=O)CC(C)C)cc2cc(C(=O)O)oc2c1C.Cl.Cl.ClCCl.[Cl][Al]([Cl])[Cl].[Cl][Al]([Cl])[Cl] | false | CC(C)CC(=O)Cl.Cc1ccc2cc(C(=O)O)oc2c1C.Cl.[Al+3].[Cl-].[Cl-].[Cl-]>ClCCl>Cc1c(C(=O)CC(C)C)cc2cc(C(=O)O)oc2c1C | CC(C)CC(=O)Cl.Cc1ccc2cc(C(=O)O)oc2c1C>Cl.ClCCl.[Al+3].[Cl-].[Cl-].[Cl-]>Cc1c(C(=O)CC(C)C)cc2cc(C(=O)O)oc2c1C | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 31 | ['flower_train_4337.0'] | US03931239 | null | 1,976 |
USPTO_US03931239_450 | [C:1]([C:7]1[C:8]([CH3:20])=[C:9]([CH3:19])[C:10]2[O:14][C:13]([C:15]([OH:17])=[O:16])=[CH:12][C:11]=2[CH:18]=1)(=[O:6])[CH2:2][CH:3]([CH3:5])[CH3:4].C=O.Cl.[CH3:24]NC.Cl>CN(C)C=O.C(O)(=O)C>[CH2:24]=[C:2]([CH:3]([CH3:5])[CH3:4])[C:1]([C:7]1[C:8]([CH3:20])=[C:9]([CH3:19])[C:10]2[O:14][C:13]([C:15]([OH:17])=[O:16])=[CH:1... | C=O.CC(=O)O.CN(C)C=O.CNC.Cc1c(C(=O)CC(C)C)cc2cc(C(=O)O)oc2c1C.Cl.Cl>>C=C(C(=O)c1cc2cc(C(=O)O)oc2c(C)c1C)C(C)C | C=O.CC(=O)O.CN(C)C=O.CNC.Cc1c(C(=O)CC(C)C)cc2cc(C(=O)O)oc2c1C.Cl.Cl>>C=C(C(=O)c1cc2cc(C(=O)O)oc2c(C)c1C)C(C)C.CC(=O)O.CN(C)C=O.CNC.Cl.Cl.O | C=O.CC(=O)O.CN(C)C=O.CNC.Cc1c(C(=O)CC(C)C)cc2cc(C(=O)O)oc2c1C.Cl.Cl>>C=C(C(=O)c1cc2cc(C(=O)O)oc2c(C)c1C)C(C)C.CC(=O)O.CN(C)C=O.CNC.Cl.Cl.O | false | C=O.CNC.Cc1c(C(=O)CC(C)C)cc2cc(C(=O)O)oc2c1C.Cl.Cl>CC(=O)O.CN(C)C=O>C=C(C(=O)c1cc2cc(C(=O)O)oc2c(C)c1C)C(C)C | CNC.Cc1c(C(=O)CC(C)C)cc2cc(C(=O)O)oc2c1C>C=O.CC(=O)O.CN(C)C=O.Cl.Cl>C=C(C(=O)c1cc2cc(C(=O)O)oc2c(C)c1C)C(C)C | 9 | 1 | 33.074 | false | $L: $R:1C7H1N $Charge: | 1 | null | ['flower_train_152578.0'] | US03931239 | null | 1,976 |
USPTO_US03931239_453 | [CH3:1][C:2]1[C:10]2[O:11][C:12]([C:14]([OH:16])=[O:15])=[CH:13][C:9]=2[C:8]2[CH2:7][CH:6]([CH:17]([CH3:19])[CH3:18])[C:5](=[O:20])[C:4]=2[C:3]=1[CH3:21].[Br:22]Br.S(=O)(O)[O-].[Na+]>C(O)(=O)C.Br>[CH3:1][C:2]1[C:10]2[O:11][C:12]([C:14]([OH:16])=[O:15])=[CH:13][C:9]=2[C:8]2[CH2:7][C:6]([Br:22])([CH:17]([CH3:18])[CH3:19]... | Br.BrBr.CC(=O)O.Cc1c2c(c3cc(C(=O)O)oc3c1C)CC(C(C)C)C2=O.O=S([O-])O.[Na+]>>Cc1c2c(c3cc(C(=O)O)oc3c1C)CC(Br)(C(C)C)C2=O | Br.BrBr.CC(=O)O.Cc1c2c(c3cc(C(=O)O)oc3c1C)CC(C(C)C)C2=O.O=S([O-])O.[Na+]>>Br.Br.CC(=O)O.Cc1c2c(c3cc(C(=O)O)oc3c1C)CC(Br)(C(C)C)C2=O.O=S([O-])O.[Na+] | Br.BrBr.CC(=O)O.Cc1c2c(c3cc(C(=O)O)oc3c1C)CC(C(C)C)C2=O.O=S([O-])O.[Na+]>>Br.Br.CC(=O)O.Cc1c2c(c3cc(C(=O)O)oc3c1C)CC(Br)(C(C)C)C2=O.O=S([O-])O.[Na+] | false | BrBr.Cc1c2c(c3cc(C(=O)O)oc3c1C)CC(C(C)C)C2=O.O=S([O-])O.[Na+]>Br.CC(=O)O>Cc1c2c(c3cc(C(=O)O)oc3c1C)CC(Br)(C(C)C)C2=O | BrBr.Cc1c2c(c3cc(C(=O)O)oc3c1C)CC(C(C)C)C2=O>Br.CC(=O)O.O=S([O-])O.[Na+]>Cc1c2c(c3cc(C(=O)O)oc3c1C)CC(Br)(C(C)C)C2=O | 2 | 0 | 80.912 | false | $L: $R:1Br1H $Charge: | 1 | null | ['flower_train_22308.0'] | US03931239 | null | 1,976 |
USPTO_US03931239_456 | [Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9][CH3:10].[Br:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17](Cl)=[O:18].[Cl-].[Al+3].[Cl-].[Cl-].Cl>C(Cl)Cl>[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([C:17](=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][Br:11])[CH:5]=[CH:4][C:3]=1[O:9][CH3:10] |f:2.3.4.5| | COc1cccc(Cl)c1Cl.Cl.ClCCl.O=C(Cl)CCCCCBr.[Al+3].[Cl-].[Cl-].[Cl-]>>COc1ccc(C(=O)CCCCCBr)c(Cl)c1Cl | COc1cccc(Cl)c1Cl.Cl.ClCCl.O=C(Cl)CCCCCBr.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>COc1ccc(C(=O)CCCCCBr)c(Cl)c1Cl.Cl.Cl.ClCCl.Cl[Al](Cl)Cl.Cl[Al](Cl)Cl | COc1cccc(Cl)c1Cl.Cl.ClCCl.O=C(Cl)CCCCCBr.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>COc1ccc(C(=O)CCCCCBr)c(Cl)c1Cl.Cl.Cl.ClCCl.[Cl][Al]([Cl])[Cl].[Cl][Al]([Cl])[Cl] | false | COc1cccc(Cl)c1Cl.Cl.O=C(Cl)CCCCCBr.[Al+3].[Cl-].[Cl-].[Cl-]>ClCCl>COc1ccc(C(=O)CCCCCBr)c(Cl)c1Cl | COc1cccc(Cl)c1Cl.O=C(Cl)CCCCCBr>Cl.ClCCl.[Al+3].[Cl-].[Cl-].[Cl-]>COc1ccc(C(=O)CCCCCBr)c(Cl)c1Cl | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 31 | ['flower_train_187329.0'] | US03931239 | null | 1,976 |
USPTO_US03931239_458 | [CH3:1][C:2]1[C:7]2[CH:8]=[C:9]([C:11]([OH:13])=[O:12])[O:10][C:6]=2[CH:5]=[CH:4][C:3]=1[CH3:14].[C:15](Cl)(=[O:20])[CH2:16][CH2:17][CH2:18][CH3:19].[Cl-].[Al+3].[Cl-].[Cl-].Cl>C(Cl)Cl>[CH3:1][C:2]1[C:7]2[CH:8]=[C:9]([C:11]([OH:13])=[O:12])[O:10][C:6]=2[CH:5]=[C:4]([C:15](=[O:20])[CH2:16][CH2:17][CH2:18][CH3:19])[C:3]=... | CCCCC(=O)Cl.Cc1ccc2oc(C(=O)O)cc2c1C.Cl.ClCCl.[Al+3].[Cl-].[Cl-].[Cl-]>>CCCCC(=O)c1cc2oc(C(=O)O)cc2c(C)c1C | CCCCC(=O)Cl.Cc1ccc2oc(C(=O)O)cc2c1C.Cl.ClCCl.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>CCCCC(=O)c1cc2oc(C(=O)O)cc2c(C)c1C.Cl.Cl.ClCCl.Cl[Al](Cl)Cl.Cl[Al](Cl)Cl | CCCCC(=O)Cl.Cc1ccc2oc(C(=O)O)cc2c1C.Cl.ClCCl.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>CCCCC(=O)c1cc2oc(C(=O)O)cc2c(C)c1C.Cl.Cl.ClCCl.[Cl][Al]([Cl])[Cl].[Cl][Al]([Cl])[Cl] | false | CCCCC(=O)Cl.Cc1ccc2oc(C(=O)O)cc2c1C.Cl.[Al+3].[Cl-].[Cl-].[Cl-]>ClCCl>CCCCC(=O)c1cc2oc(C(=O)O)cc2c(C)c1C | CCCCC(=O)Cl.Cc1ccc2oc(C(=O)O)cc2c1C>Cl.ClCCl.[Al+3].[Cl-].[Cl-].[Cl-]>CCCCC(=O)c1cc2oc(C(=O)O)cc2c(C)c1C | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | null | ['flower_train_257203.0'] | US03931239 | null | 1,976 |
USPTO_US03931239_459 | [CH3:1][C:2]1[C:7]2[CH:8]=[C:9]([C:11]([OH:13])=[O:12])[O:10][C:6]=2[CH:5]=[C:4]([C:14](=[O:19])[CH2:15][CH2:16][CH2:17][CH3:18])[C:3]=1[CH3:20].C=O.Cl.[CH3:24]NC>O1CCOCC1>[CH3:1][C:2]1[C:7]2[CH:8]=[C:9]([C:11]([OH:13])=[O:12])[O:10][C:6]=2[CH:5]=[C:4]([C:14](=[O:19])[C:15](=[CH2:24])[CH2:16][CH2:17][CH3:18])[C:3]=1[CH... | C1COCCO1.C=O.CCCCC(=O)c1cc2oc(C(=O)O)cc2c(C)c1C.CNC.Cl>>C=C(CCC)C(=O)c1cc2oc(C(=O)O)cc2c(C)c1C | C1COCCO1.C=O.CCCCC(=O)c1cc2oc(C(=O)O)cc2c(C)c1C.CNC.Cl>>C1COCCO1.C=C(CCC)C(=O)c1cc2oc(C(=O)O)cc2c(C)c1C.CNC.Cl.O | C1COCCO1.C=O.CCCCC(=O)c1cc2oc(C(=O)O)cc2c(C)c1C.CNC.Cl>>C1COCCO1.C=C(CCC)C(=O)c1cc2oc(C(=O)O)cc2c(C)c1C.CNC.Cl.O | false | C=O.CCCCC(=O)c1cc2oc(C(=O)O)cc2c(C)c1C.CNC.Cl>C1COCCO1>C=C(CCC)C(=O)c1cc2oc(C(=O)O)cc2c(C)c1C | CCCCC(=O)c1cc2oc(C(=O)O)cc2c(C)c1C.CNC>C1COCCO1.C=O.Cl>C=C(CCC)C(=O)c1cc2oc(C(=O)O)cc2c(C)c1C | 9 | 1 | 33.074 | false | $L: $R:1C7H1N $Charge: | 1 | null | ['flower_train_224054.0'] | US03931239 | null | 1,976 |
USPTO_US03931275_492 | [H-].[Na+].[OH:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)=[CH:6][CH:5]=1.[CH2:18](Cl)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CN(C)C=O>[CH2:18]([O:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)=[CH:8][CH:9]=1)[C:19]1[CH:24... | CN(C)C=O.ClCc1ccccc1.Oc1ccc(Cc2ccc(O)cc2)cc1.[H-].[Na+]>>Oc1ccc(Cc2ccc(OCc3ccccc3)cc2)cc1 | CN(C)C=O.ClCc1ccccc1.Oc1ccc(Cc2ccc(O)cc2)cc1.[H-].[Na+]>>C[NH+](C)C=O.Oc1ccc(Cc2ccc(OCc3ccccc3)cc2)cc1.[Cl-].[H-].[Na+] | CN(C)C=O.ClCc1ccccc1.Oc1ccc(Cc2ccc(O)cc2)cc1.[H-].[Na+]>>C[NH+](C)C=O.Oc1ccc(Cc2ccc(OCc3ccccc3)cc2)cc1.[Cl-].[H-].[Na+] | false | ClCc1ccccc1.Oc1ccc(Cc2ccc(O)cc2)cc1.[H-].[Na+]>CN(C)C=O>Oc1ccc(Cc2ccc(OCc3ccccc3)cc2)cc1 | ClCc1ccccc1.Oc1ccc(Cc2ccc(O)cc2)cc1>CN(C)C=O.[H-].[Na+]>Oc1ccc(Cc2ccc(OCc3ccccc3)cc2)cc1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 49 | ['flower_train_38072.0'] | US03931275 | null | 1,976 |
USPTO_US03931268_503 | [CH3:1][N:2]([C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])[N:3]([CH2:14][C:15]1[CH:23]=[CH:22][C:18]([C:19](Cl)=[O:20])=[CH:17][CH:16]=1)[C:4]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:5].Cl.[CH:35]1([NH2:38])[CH2:37][CH2:36]1.C(N(CC)CC)C>C1C=CC=CC=1>[CH:35]1([NH:38][C:... | CCN(CC)CC.CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)Cl)cc1)C(=O)OCc1ccccc1.Cl.NC1CC1.c1ccccc1>>CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)NC2CC2)cc1)C(=O)OCc1ccccc1 | CCN(CC)CC.CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)Cl)cc1)C(=O)OCc1ccccc1.Cl.NC1CC1.c1ccccc1>>CC[NH+](CC)CC.CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)NC2CC2)cc1)C(=O)OCc1ccccc1.Cl.[Cl-].c1ccccc1 | CCN(CC)CC.CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)Cl)cc1)C(=O)OCc1ccccc1.Cl.NC1CC1.c1ccccc1>>CC[NH+](CC)CC.CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)NC2CC2)cc1)C(=O)OCc1ccccc1.Cl.[Cl-].c1ccccc1 | false | CCN(CC)CC.CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)Cl)cc1)C(=O)OCc1ccccc1.Cl.NC1CC1>c1ccccc1>CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)NC2CC2)cc1)C(=O)OCc1ccccc1 | CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)Cl)cc1)C(=O)OCc1ccccc1.NC1CC1>CCN(CC)CC.Cl.c1ccccc1>CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)NC2CC2)cc1)C(=O)OCc1ccccc1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | null | ['flower_test_21096.0'] | US03931268 | null | 1,976 |
USPTO_US03931268_506 | [CH3:1][NH:2][C:3]([NH2:5])=[O:4].[CH3:6][N:7]([C:29]([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:30])[N:8]([CH2:19][C:20]1[CH:28]=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][CH:21]=1)[C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10].N1C=CC=CC=1>C1C=CC=CC=1>[CH3:6][N:7]([C:29]... | CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)Cl)cc1)C(=O)OCc1ccccc1.CNC(N)=O.c1ccccc1.c1ccncc1>>CNC(=O)NC(=O)c1ccc(CN(C(=O)OCc2ccccc2)N(C)C(=O)OCc2ccccc2)cc1 | CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)Cl)cc1)C(=O)OCc1ccccc1.CNC(N)=O.c1ccccc1.c1ccncc1>>CNC(=O)NC(=O)c1ccc(CN(C(=O)OCc2ccccc2)N(C)C(=O)OCc2ccccc2)cc1.[Cl-].c1cc[nH+]cc1.c1ccccc1 | CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)Cl)cc1)C(=O)OCc1ccccc1.CNC(N)=O.c1ccccc1.c1ccncc1>>CNC(=O)NC(=O)c1ccc(CN(C(=O)OCc2ccccc2)N(C)C(=O)OCc2ccccc2)cc1.[Cl-].c1cc[nH+]cc1.c1ccccc1 | false | CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)Cl)cc1)C(=O)OCc1ccccc1.CNC(N)=O.c1ccncc1>c1ccccc1>CNC(=O)NC(=O)c1ccc(CN(C(=O)OCc2ccccc2)N(C)C(=O)OCc2ccccc2)cc1 | CN(C(=O)OCc1ccccc1)N(Cc1ccc(C(=O)Cl)cc1)C(=O)OCc1ccccc1.CNC(N)=O>c1ccccc1.c1ccncc1>CNC(=O)NC(=O)c1ccc(CN(C(=O)OCc2ccccc2)N(C)C(=O)OCc2ccccc2)cc1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | null | ['flower_train_59150.0'] | US03931268 | null | 1,976 |
USPTO_US03931268_507 | [H-].[Na+].[CH3:3][N:4]([C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17])[NH:5][C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7].[H][H].Br[CH2:29][C:30]1[CH:37]=[CH:36][C:33]([C:34]#[N:35])=[CH:32][CH:31]=1>CN(C)C=O>[CH3:3][N:4]([C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24... | CN(C)C=O.CN(NC(=O)OCc1ccccc1)C(=O)OCc1ccccc1.N#Cc1ccc(CBr)cc1.[H-].[H][H].[Na+]>>CN(C(=O)OCc1ccccc1)N(Cc1ccc(C#N)cc1)C(=O)OCc1ccccc1 | CN(C)C=O.CN(NC(=O)OCc1ccccc1)C(=O)OCc1ccccc1.N#Cc1ccc(CBr)cc1.[H-].[H][H].[Na+]>>CN(C(=O)OCc1ccccc1)N(Cc1ccc(C#N)cc1)C(=O)OCc1ccccc1.CN(C)C=O.[Br-].[H][H].[H][H].[Na+] | CN(C)C=O.CN(NC(=O)OCc1ccccc1)C(=O)OCc1ccccc1.N#Cc1ccc(CBr)cc1.[H-].[H][H].[Na+]>>CN(C(=O)OCc1ccccc1)N(Cc1ccc(C#N)cc1)C(=O)OCc1ccccc1.CN(C)C=O.[Br-].[H][H].[H][H].[Na+] | false | CN(NC(=O)OCc1ccccc1)C(=O)OCc1ccccc1.N#Cc1ccc(CBr)cc1.[H-].[H][H].[Na+]>CN(C)C=O>CN(C(=O)OCc1ccccc1)N(Cc1ccc(C#N)cc1)C(=O)OCc1ccccc1 | CN(NC(=O)OCc1ccccc1)C(=O)OCc1ccccc1.N#Cc1ccc(CBr)cc1>CN(C)C=O.[H-].[H][H].[Na+]>CN(C(=O)OCc1ccccc1)N(Cc1ccc(C#N)cc1)C(=O)OCc1ccccc1 | 2 | 0 | 80.912 | false | $L: $R:1Br1H $Charge: | 1 | null | ['flower_train_204862.0'] | US03931268 | null | 1,976 |
USPTO_US03931286_509 | [CH3:1][C:2]1[C:7]([C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:17][C:18]([OH:20])=O.S(Cl)([Cl:23])=O>>[CH3:1][C:2]1[C:7]([C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:17][C:18]([Cl:23])=[O:20] | Cc1c(CC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1 | Cc1c(CC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1.Cl.O=S=O | Cc1c(CC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1.Cl.O=S=O | false | Cc1c(CC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1 | Cc1c(CC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1 | 5 | 0 | 100.526 | false | $L: $R:1Cl1H2O1S $Charge: | 8 | 53 | ['flower_train_133434.0'] | US03931286 | null | 1,976 |
USPTO_US03931286_510 | [CH3:1][NH:2][O:3][CH3:4].[CH3:5][C:6]1[C:11]([C:12](=[O:20])[C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:21][C:22]([OH:24])=O.C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)(Cl)Cl>[CH3:4][O:3][N:2]([CH3:1])[C:22](=[O:24])[CH2:21][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]([C:12](=[O:20])[C:13]2[CH:14]=[... | C(=NC1CCCCC1)=NC1CCCCC1.CNOC.Cc1c(CC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.ClC(Cl)Cl>>CON(C)C(=O)Cc1cccc(C(=O)c2ccc(Cl)cc2)c1C | C(=NC1CCCCC1)=NC1CCCCC1.CNOC.Cc1c(CC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.ClC(Cl)Cl>>CON(C)C(=O)Cc1cccc(C(=O)c2ccc(Cl)cc2)c1C.ClC(Cl)Cl.O=C(NC1CCCCC1)NC1CCCCC1 | C(=NC1CCCCC1)=NC1CCCCC1.CNOC.Cc1c(CC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.ClC(Cl)Cl>>CON(C)C(=O)Cc1cccc(C(=O)c2ccc(Cl)cc2)c1C.ClC(Cl)Cl.O=C(NC1CCCCC1)NC1CCCCC1 | false | C(=NC1CCCCC1)=NC1CCCCC1.CNOC.Cc1c(CC(=O)O)cccc1C(=O)c1ccc(Cl)cc1>ClC(Cl)Cl>CON(C)C(=O)Cc1cccc(C(=O)c2ccc(Cl)cc2)c1C | CNOC.Cc1c(CC(=O)O)cccc1C(=O)c1ccc(Cl)cc1>C(=NC1CCCCC1)=NC1CCCCC1.ClC(Cl)Cl>CON(C)C(=O)Cc1cccc(C(=O)c2ccc(Cl)cc2)c1C | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 2 | 54 | ['flower_test_24556.0'] | US03931286 | null | 1,976 |
USPTO_US03931288_512 | COC1C=C(O)C=CC=1.C(=O)([O-])[O-].[K+].[K+].C(OC(C1CCC(=O)C(Br)C1)=O)C.C([O:31][C:32]([CH:34]1[CH2:39][CH2:38][C:37](=O)[CH:36]([O:41][C:42]2[CH:47]=[CH:46][CH:45]=[C:44]([O:48][CH3:49])[CH:43]=2)[CH2:35]1)=[O:33])C.C(OC(C1CC2OC3C=C(OC)C=CC=3C=2CC1)=O)C.[OH-].[Na+]>C(O)C.O.CN(C)C=O>[CH3:49][O:48][C:44]1[CH:45]=[CH:46][C... | CCO.CCOC(=O)C1CCC(=O)C(Br)C1.CCOC(=O)C1CCC(=O)C(Oc2cccc(OC)c2)C1.CCOC(=O)C1CCc2c(oc3cc(OC)ccc23)C1.CN(C)C=O.COc1cccc(O)c1.O.O=C([O-])[O-].[K+].[K+].[Na+].[OH-]>>COc1ccc2c3c(oc2c1)CC(C(=O)O)CC3 | CCO.CCOC(=O)C1CCC(=O)C(Br)C1.CCOC(=O)C1CCC(=O)C(Oc2cccc(OC)c2)C1.CCOC(=O)C1CCc2c(oc3cc(OC)ccc23)C1.CN(C)C=O.COc1cccc(O)c1.O.O=C([O-])[O-].[K+].[K+].[Na+].[OH-]>>CCO.CCOC(=O)C1CCC(=O)C(Br)C1.CCOC(=O)C1CCC(=O)C(Oc2cccc(OC)c2)C1.CC[O-].CN(C)C=O.COc1ccc2c3c(oc2c1)CC(C(=O)O)CC3.COc1cccc(O)c1.O.O=C([O-])[O-].[K+].[K+].[Na+] | CCO.CCOC(=O)C1CCC(=O)C(Br)C1.CCOC(=O)C1CCC(=O)C(Oc2cccc(OC)c2)C1.CCOC(=O)C1CCc2c(oc3cc(OC)ccc23)C1.CN(C)C=O.COc1cccc(O)c1.O.O=C([O-])[O-].[K+].[K+].[Na+].[OH-]>>CCO.CCOC(=O)C1CCC(=O)C(Br)C1.CCOC(=O)C1CCC(=O)C(Oc2cccc(OC)c2)C1.CC[O-].CN(C)C=O.COc1ccc2c3c(oc2c1)CC(C(=O)O)CC3.COc1cccc(O)c1.O.O=C([O-])[O-].[K+].[K+].[Na+] | false | CCOC(=O)C1CCC(=O)C(Br)C1.CCOC(=O)C1CCC(=O)C(Oc2cccc(OC)c2)C1.CCOC(=O)C1CCc2c(oc3cc(OC)ccc23)C1.COc1cccc(O)c1.O=C([O-])[O-].[K+].[K+].[Na+].[OH-]>CCO.CN(C)C=O.O>COc1ccc2c3c(oc2c1)CC(C(=O)O)CC3 | CCOC(=O)C1CCC(=O)C(Oc2cccc(OC)c2)C1>CCO.CCOC(=O)C1CCC(=O)C(Br)C1.CCOC(=O)C1CCc2c(oc3cc(OC)ccc23)C1.CN(C)C=O.COc1cccc(O)c1.O.O=C([O-])[O-].[K+].[K+].[Na+].[OH-]>COc1ccc2c3c(oc2c1)CC(C(=O)O)CC3 | 9 | 2 | 46.069 | false | $L: $R:2C6H1O $Charge: | 6 | 7 | ['flower_train_2859.0'] | US03931288 | null | 1,976 |
USPTO_US03931311_522 | Cl[CH2:2][N:3]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:4]([N:6]([CH3:8])[CH3:7])=[O:5].[CH2:15]([OH:18])[CH2:16][OH:17].C(N(CC)CC)C>C(OCC)(=O)C>[OH:17][CH2:16][CH2:15][O:18][CH2:2][N:3]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:4]([N:6]([CH3:8])[CH3:7])=[O:5] | CCN(CC)CC.CCOC(C)=O.CN(C)C(=O)N(CCl)c1ccccc1.OCCO>>CN(C)C(=O)N(COCCO)c1ccccc1 | CCN(CC)CC.CCOC(C)=O.CN(C)C(=O)N(CCl)c1ccccc1.OCCO>>CCOC(C)=O.CC[NH+](CC)CC.CN(C)C(=O)N(COCCO)c1ccccc1.[Cl-] | CCN(CC)CC.CCOC(C)=O.CN(C)C(=O)N(CCl)c1ccccc1.OCCO>>CCOC(C)=O.CC[NH+](CC)CC.CN(C)C(=O)N(COCCO)c1ccccc1.[Cl-] | false | CCN(CC)CC.CN(C)C(=O)N(CCl)c1ccccc1.OCCO>CCOC(C)=O>CN(C)C(=O)N(COCCO)c1ccccc1 | CN(C)C(=O)N(CCl)c1ccccc1.OCCO>CCN(CC)CC.CCOC(C)=O>CN(C)C(=O)N(COCCO)c1ccccc1 | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 2 | null | ['flower_train_67845.0'] | US03931311 | null | 1,976 |
USPTO_US03931318_528 | [CH3:1][S:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][CH:4]=1.S(Cl)(Cl)=O.[C:16]1([NH:22][NH2:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>N1C=CC=CC=1>[C:16]1([NH:22][NH:23][C:7](=[O:9])[C:6]2[CH:5]=[CH:4][C:3]([S:2][CH3:1])=[CH:11][CH:10]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1 | CSc1ccc(C(=O)O)cc1.NNc1ccccc1.O=S(Cl)Cl.c1ccncc1>>CSc1ccc(C(=O)NNc2ccccc2)cc1 | CSc1ccc(C(=O)O)cc1.NNc1ccccc1.O=S(Cl)Cl.c1ccncc1>>CSc1ccc(C(=O)NNc2ccccc2)cc1.O.O=S(Cl)Cl.c1ccncc1 | CSc1ccc(C(=O)O)cc1.NNc1ccccc1.O=S(Cl)Cl.c1ccncc1>>CSc1ccc(C(=O)NNc2ccccc2)cc1.O.O=S(Cl)Cl.c1ccncc1 | false | CSc1ccc(C(=O)O)cc1.NNc1ccccc1.O=S(Cl)Cl>c1ccncc1>CSc1ccc(C(=O)NNc2ccccc2)cc1 | CSc1ccc(C(=O)O)cc1.NNc1ccccc1>O=S(Cl)Cl.c1ccncc1>CSc1ccc(C(=O)NNc2ccccc2)cc1 | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 2 | 55 | ['flower_train_172024.0'] | US03931318 | null | 1,976 |
USPTO_US03931302_540 | [C:1]([C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][C:17]([OH:19])=O)[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:22])=O>>[C:1]([C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][C:17]([Cl:22])=[O:19])[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1 | O=C(O)CCc1cccc(C(=O)c2ccccc2)c1.O=S(Cl)Cl>>O=C(Cl)CCc1cccc(C(=O)c2ccccc2)c1 | O=C(O)CCc1cccc(C(=O)c2ccccc2)c1.O=S(Cl)Cl>>Cl.O=C(Cl)CCc1cccc(C(=O)c2ccccc2)c1.O=S=O | O=C(O)CCc1cccc(C(=O)c2ccccc2)c1.O=S(Cl)Cl>>Cl.O=C(Cl)CCc1cccc(C(=O)c2ccccc2)c1.O=S=O | false | O=C(O)CCc1cccc(C(=O)c2ccccc2)c1.O=S(Cl)Cl>>O=C(Cl)CCc1cccc(C(=O)c2ccccc2)c1 | O=C(O)CCc1cccc(C(=O)c2ccccc2)c1.O=S(Cl)Cl>>O=C(Cl)CCc1cccc(C(=O)c2ccccc2)c1 | 5 | 0 | 100.526 | false | $L: $R:1Cl1H2O1S $Charge: | 8 | 53 | ['flower_train_170250.0'] | US03931302 | null | 1,976 |
USPTO_US03931302_545 | [Cl:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([C:8]2[C:9]([CH3:19])=[C:10]([CH2:14][CH2:15][C:16](O)=[O:17])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1.S(Cl)([Cl:24])=O>>[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([C:8]2[C:9]([CH3:19])=[C:10]([CH2:14][CH2:15][C:16]([Cl:24])=[O:17])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=... | Cc1c(CCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CCC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1 | Cc1c(CCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CCC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1.Cl.O=S=O | Cc1c(CCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CCC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1.Cl.O=S=O | false | Cc1c(CCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CCC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1 | Cc1c(CCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CCC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1 | 5 | 0 | 100.526 | false | $L: $R:1Cl1H2O1S $Charge: | 9 | 53 | ['flower_train_86383.0'] | US03931302 | null | 1,976 |
USPTO_US03931302_546 | [CH3:1][O-:2].[K+].Cl[C:5]1[CH:25]=[CH:24][C:8]([C:9]([C:11]2[C:12]([CH3:23])=[C:13]([CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])[CH:14]=[CH:15][CH:16]=2)=[O:10])=[CH:7][CH:6]=1>CO>[CH3:1][O:2][C:5]1[CH:25]=[CH:24][C:8]([C:9]([C:11]2[C:12]([CH3:23])=[C:13]([CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])[CH:14]=[CH:1... | CO.C[O-].Cc1c(CCCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.[K+]>>COc1ccc(C(=O)c2cccc(CCCC(=O)O)c2C)cc1 | CO.C[O-].Cc1c(CCCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.[K+]>>CO.COc1ccc(C(=O)c2cccc(CCCC(=O)O)c2C)cc1.[Cl-].[K+] | CO.C[O-].Cc1c(CCCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.[K+]>>CO.COc1ccc(C(=O)c2cccc(CCCC(=O)O)c2C)cc1.[Cl-].[K+] | false | C[O-].Cc1c(CCCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.[K+]>CO>COc1ccc(C(=O)c2cccc(CCCC(=O)O)c2C)cc1 | C[O-].Cc1c(CCCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1>CO.[K+]>COc1ccc(C(=O)c2cccc(CCCC(=O)O)c2C)cc1 | 1 | 0 | 35.453 | false | $L: $R:1Cl $Charge:1 | 1 | 57 | ['flower_train_132034.0'] | US03931302 | null | 1,976 |
USPTO_US03931302_547 | [Cl:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([C:8]2[C:9]([CH3:20])=[C:10]([CH2:14][CH2:15][CH2:16][C:17](O)=[O:18])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1.S(Cl)([Cl:25])=O>>[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([C:8]2[C:9]([CH3:20])=[C:10]([CH2:14][CH2:15][CH2:16][C:17]([Cl:25])=[O:18])[CH:11]=[CH:12][CH:13]=2)=[O:7... | Cc1c(CCCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CCCC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1 | Cc1c(CCCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CCCC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1.Cl.O=S=O | Cc1c(CCCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CCCC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1.Cl.O=S=O | false | Cc1c(CCCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CCCC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1 | Cc1c(CCCC(=O)O)cccc1C(=O)c1ccc(Cl)cc1.O=S(Cl)Cl>>Cc1c(CCCC(=O)Cl)cccc1C(=O)c1ccc(Cl)cc1 | 5 | 0 | 100.526 | false | $L: $R:1Cl1H2O1S $Charge: | 9 | 53 | ['flower_train_40859.0'] | US03931302 | null | 1,976 |
USPTO_US03931302_549 | [C:1]([C:9]1[CH:10]=[C:11]([CH2:15][CH:16]=[C:17]([CH3:22])[C:18]([O:20]C)=[O:19])[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)C.[OH-].[K+]>O>[C:1]([C:9]1[CH:10]=[C:11]([CH2:15][CH:16]=[C:17]([CH3:22])[C:18]([OH:20])=[O:19])[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:... | CCO.COC(=O)C(C)=CCc1cccc(C(=O)c2ccccc2)c1.O.[K+].[OH-]>>CC(=CCc1cccc(C(=O)c2ccccc2)c1)C(=O)O | CCO.COC(=O)C(C)=CCc1cccc(C(=O)c2ccccc2)c1.O.[K+].[OH-]>>CC(=CCc1cccc(C(=O)c2ccccc2)c1)C(=O)O.CCO.C[O-].O.[K+] | CCO.COC(=O)C(C)=CCc1cccc(C(=O)c2ccccc2)c1.O.[K+].[OH-]>>CC(=CCc1cccc(C(=O)c2ccccc2)c1)C(=O)O.CCO.C[O-].O.[K+] | false | CCO.COC(=O)C(C)=CCc1cccc(C(=O)c2ccccc2)c1.[K+].[OH-]>O>CC(=CCc1cccc(C(=O)c2ccccc2)c1)C(=O)O | COC(=O)C(C)=CCc1cccc(C(=O)c2ccccc2)c1>CCO.O.[K+].[OH-]>CC(=CCc1cccc(C(=O)c2ccccc2)c1)C(=O)O | 3 | 1 | 14.027 | false | $L: $R:1C2H $Charge: | 4 | 58 | ['flower_train_36585.0'] | US03931302 | null | 1,976 |
USPTO_US03931302_550 | [C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([O-:5])=[O:4].[H-].[Na+].[H][H].Br[CH2:15][C:16]1[CH:17]=[C:18]([CH:28]=[CH:29][CH:30]=1)[C:19]([C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)=[O:20]>CN(C)C=O>[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([O:5][CH2:15][C:16]1[CH:30]=[CH:29][CH:28]=[C:18]([C:19](=... | CCOC(=O)CC(=O)[O-].CN(C)C=O.O=C(c1ccc(Cl)cc1)c1cccc(CBr)c1.[H-].[H][H].[Na+]>>CCOC(=O)CC(=O)OCc1cccc(C(=O)c2ccc(Cl)cc2)c1 | CCOC(=O)CC(=O)[O-].CN(C)C=O.O=C(c1ccc(Cl)cc1)c1cccc(CBr)c1.[H-].[H][H].[Na+]>>CCOC(=O)CC(=O)OCc1cccc(C(=O)c2ccc(Cl)cc2)c1.CN(C)C=O.[Br-].[H-].[H][H].[Na+] | CCOC(=O)CC(=O)[O-].CN(C)C=O.O=C(c1ccc(Cl)cc1)c1cccc(CBr)c1.[H-].[H][H].[Na+]>>CCOC(=O)CC(=O)OCc1cccc(C(=O)c2ccc(Cl)cc2)c1.CN(C)C=O.[Br-].[H-].[H][H].[Na+] | false | CCOC(=O)CC(=O)[O-].O=C(c1ccc(Cl)cc1)c1cccc(CBr)c1.[H-].[H][H].[Na+]>CN(C)C=O>CCOC(=O)CC(=O)OCc1cccc(C(=O)c2ccc(Cl)cc2)c1 | CCOC(=O)CC(=O)[O-].O=C(c1ccc(Cl)cc1)c1cccc(CBr)c1>CN(C)C=O.[H-].[H][H].[Na+]>CCOC(=O)CC(=O)OCc1cccc(C(=O)c2ccc(Cl)cc2)c1 | 1 | 0 | 79.904 | false | $L: $R:1Br $Charge:1 | 1 | null | ['flower_train_92539.0'] | US03931302 | null | 1,976 |
USPTO_US03931302_552 | [Cl:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([C:8]2[CH:9]=[C:10]([CH2:14][CH2:15][C:16](O)=[O:17])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1.S(Cl)([Cl:23])=O>>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([C:8]2[CH:9]=[C:10]([CH2:14][CH2:15][C:16]([Cl:23])=[O:17])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1 | O=C(O)CCc1cccc(C(=O)c2ccc(Cl)cc2)c1.O=S(Cl)Cl>>O=C(Cl)CCc1cccc(C(=O)c2ccc(Cl)cc2)c1 | O=C(O)CCc1cccc(C(=O)c2ccc(Cl)cc2)c1.O=S(Cl)Cl>>Cl.O=C(Cl)CCc1cccc(C(=O)c2ccc(Cl)cc2)c1.O=S=O | O=C(O)CCc1cccc(C(=O)c2ccc(Cl)cc2)c1.O=S(Cl)Cl>>Cl.O=C(Cl)CCc1cccc(C(=O)c2ccc(Cl)cc2)c1.O=S=O | false | O=C(O)CCc1cccc(C(=O)c2ccc(Cl)cc2)c1.O=S(Cl)Cl>>O=C(Cl)CCc1cccc(C(=O)c2ccc(Cl)cc2)c1 | O=C(O)CCc1cccc(C(=O)c2ccc(Cl)cc2)c1.O=S(Cl)Cl>>O=C(Cl)CCc1cccc(C(=O)c2ccc(Cl)cc2)c1 | 5 | 0 | 100.526 | false | $L: $R:1Cl1H2O1S $Charge: | 9 | 53 | ['flower_train_234541.0'] | US03931302 | null | 1,976 |
USPTO_US03931302_553 | [C:1]([C:9]1[CH:10]=[C:11]([CH2:15][C:16]([OH:18])=O)[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:21])=O>>[C:1]([C:9]1[CH:10]=[C:11]([CH2:15][C:16]([Cl:21])=[O:18])[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1 | O=C(O)Cc1cccc(C(=O)c2ccccc2)c1.O=S(Cl)Cl>>O=C(Cl)Cc1cccc(C(=O)c2ccccc2)c1 | O=C(O)Cc1cccc(C(=O)c2ccccc2)c1.O=S(Cl)Cl>>Cl.O=C(Cl)Cc1cccc(C(=O)c2ccccc2)c1.O=S=O | O=C(O)Cc1cccc(C(=O)c2ccccc2)c1.O=S(Cl)Cl>>Cl.O=C(Cl)Cc1cccc(C(=O)c2ccccc2)c1.O=S=O | false | O=C(O)Cc1cccc(C(=O)c2ccccc2)c1.O=S(Cl)Cl>>O=C(Cl)Cc1cccc(C(=O)c2ccccc2)c1 | O=C(O)Cc1cccc(C(=O)c2ccccc2)c1.O=S(Cl)Cl>>O=C(Cl)Cc1cccc(C(=O)c2ccccc2)c1 | 5 | 0 | 100.526 | false | $L: $R:1Cl1H2O1S $Charge: | 8 | 53 | ['flower_train_241588.0'] | US03931302 | null | 1,976 |
USPTO_US03931302_557 | O.[OH-].[K+].[C:4]([C:12]1[CH:13]=[C:14]([CH2:18][CH:19]([OH:26])[CH2:20][C:21]([O:23]CC)=[O:22])[CH:15]=[CH:16][CH:17]=1)(=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>C(O)C>[C:4]([C:12]1[CH:13]=[C:14]([CH2:18][CH:19]([OH:26])[CH2:20][C:21]([OH:23])=[O:22])[CH:15]=[CH:16][CH:17]=1)(=[O:11])[C:5]1[CH:10]=[CH:9][CH:... | CCO.CCOC(=O)CC(O)Cc1cccc(C(=O)c2ccccc2)c1.O.[K+].[OH-]>>O=C(O)CC(O)Cc1cccc(C(=O)c2ccccc2)c1 | CCO.CCOC(=O)CC(O)Cc1cccc(C(=O)c2ccccc2)c1.O.[K+].[OH-]>>CCO.CC[O-].O.O=C(O)CC(O)Cc1cccc(C(=O)c2ccccc2)c1.[K+] | CCO.CCOC(=O)CC(O)Cc1cccc(C(=O)c2ccccc2)c1.O.[K+].[OH-]>>CCO.CC[O-].O.O=C(O)CC(O)Cc1cccc(C(=O)c2ccccc2)c1.[K+] | false | CCOC(=O)CC(O)Cc1cccc(C(=O)c2ccccc2)c1.O.[K+].[OH-]>CCO>O=C(O)CC(O)Cc1cccc(C(=O)c2ccccc2)c1 | CCOC(=O)CC(O)Cc1cccc(C(=O)c2ccccc2)c1>CCO.O.[K+].[OH-]>O=C(O)CC(O)Cc1cccc(C(=O)c2ccccc2)c1 | 6 | 2 | 28.054 | false | $L: $R:2C4H $Charge: | 6 | 7 | ['flower_train_139008.0'] | US03931302 | null | 1,976 |
USPTO_US03931302_560 | [CH2:1]([Li])CCC.C(NCC)C.[C:11]([C:19]1[CH:20]=[C:21]([CH2:25][C:26]([O:28][CH3:29])=[O:27])[CH:22]=[CH:23][CH:24]=1)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.CI>CCCCCC.O1CCCC1>[C:11]([C:19]1[CH:20]=[C:21]([CH:25]([CH3:1])[C:26]([O:28][CH3:29])=[O:27])[CH:22]=[CH:23][CH:24]=1)(=[O:18])[C:12]1[CH:17]=[CH:1... | C1CCOC1.CCCCCC.CCNCC.CI.COC(=O)Cc1cccc(C(=O)c2ccccc2)c1.[Li]CCCC>>COC(=O)C(C)c1cccc(C(=O)c2ccccc2)c1 | C1CCOC1.CCCCCC.CCNCC.CI.COC(=O)Cc1cccc(C(=O)c2ccccc2)c1.[Li]CCCC>>C1CCOC1.CCCC.CCCCCC.CCNCC.COC(=O)C(C)c1cccc(C(=O)c2ccccc2)c1.[I-].[Li+] | C1CCOC1.CCCCCC.CCNCC.CI.COC(=O)Cc1cccc(C(=O)c2ccccc2)c1.[Li][CH2]CCC>>C1CCOC1.CCCC.CCCCCC.CCNCC.COC(=O)C(C)c1cccc(C(=O)c2ccccc2)c1.[I-].[Li+] | false | CCNCC.CI.COC(=O)Cc1cccc(C(=O)c2ccccc2)c1.[Li]CCCC>C1CCOC1.CCCCCC>COC(=O)C(C)c1cccc(C(=O)c2ccccc2)c1 | COC(=O)Cc1cccc(C(=O)c2ccccc2)c1.[Li]CCCC>C1CCOC1.CCCCCC.CCNCC.CI>COC(=O)C(C)c1cccc(C(=O)c2ccccc2)c1 | 11 | 3 | 50.03 | false | $L: $R:3C7H1Li $Charge: | 3 | null | ['flower_test_9497.0'] | US03931302 | null | 1,976 |
USPTO_US03931302_564 | [C:1]([C:9]1[CH:10]=[C:11]([CH:15]([CH3:24])[CH:16](O)[CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O.Cl>N1C=CC=CC=1>[C:1]([C:9]1[CH:10]=[C:11]([C:15]([CH3:24])=[CH:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:12]=[CH:13][CH... | CCOC(=O)CC(O)C(C)c1cccc(C(=O)c2ccccc2)c1.Cl.O=P(Cl)(Cl)Cl.c1ccncc1>>CCOC(=O)CC=C(C)c1cccc(C(=O)c2ccccc2)c1 | CCOC(=O)CC(O)C(C)c1cccc(C(=O)c2ccccc2)c1.Cl.O=P(Cl)(Cl)Cl.c1ccncc1>>CCOC(=O)CC=C(C)c1cccc(C(=O)c2ccccc2)c1.Cl.O.O=P(Cl)(Cl)Cl.c1ccncc1 | CCOC(=O)CC(O)C(C)c1cccc(C(=O)c2ccccc2)c1.Cl.O=P(Cl)(Cl)Cl.c1ccncc1>>CCOC(=O)CC=C(C)c1cccc(C(=O)c2ccccc2)c1.Cl.O.O=P(Cl)(Cl)Cl.c1ccncc1 | false | CCOC(=O)CC(O)C(C)c1cccc(C(=O)c2ccccc2)c1.Cl.O=P(Cl)(Cl)Cl>c1ccncc1>CCOC(=O)CC=C(C)c1cccc(C(=O)c2ccccc2)c1 | CCOC(=O)CC(O)C(C)c1cccc(C(=O)c2ccccc2)c1>Cl.O=P(Cl)(Cl)Cl.c1ccncc1>CCOC(=O)CC=C(C)c1cccc(C(=O)c2ccccc2)c1 | 3 | 0 | 18.015 | false | $L: $R:2H1O $Charge: | 2 | null | ['flower_train_221849.0'] | US03931302 | null | 1,976 |
USPTO_US03931302_565 | [C:1]([C:9]1[CH:10]=[C:11]([C:15]([CH3:23])=[CH:16][CH2:17][C:18]([O:20]CC)=[O:19])[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.[OH-].[Na+]>[C:1]([C:9]1[CH:10]=[C:11]([C:15]([CH3:23])=[CH:16][CH2:17][C:18]([OH:20])=[O:19])[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][... | CCOC(=O)CC=C(C)c1cccc(C(=O)c2ccccc2)c1.CO.[Na+].[OH-]>>CC(=CCC(=O)O)c1cccc(C(=O)c2ccccc2)c1 | CCOC(=O)CC=C(C)c1cccc(C(=O)c2ccccc2)c1.CO.[Na+].[OH-]>>CC(=CCC(=O)O)c1cccc(C(=O)c2ccccc2)c1.CC[O-].CO.[Na+] | CCOC(=O)CC=C(C)c1cccc(C(=O)c2ccccc2)c1.CO.[Na+].[OH-]>>CC(=CCC(=O)O)c1cccc(C(=O)c2ccccc2)c1.CC[O-].CO.[Na+] | false | CCOC(=O)CC=C(C)c1cccc(C(=O)c2ccccc2)c1>CO.[Na+].[OH-]>CC(=CCC(=O)O)c1cccc(C(=O)c2ccccc2)c1 | CCOC(=O)CC=C(C)c1cccc(C(=O)c2ccccc2)c1>CO.[Na+].[OH-]>CC(=CCC(=O)O)c1cccc(C(=O)c2ccccc2)c1 | 6 | 2 | 28.054 | false | $L: $R:2C4H $Charge: | 6 | 7 | ['flower_train_7553.0'] | US03931302 | null | 1,976 |
USPTO_US03931302_566 | [Cl-].[Al+3].[Cl-].[Cl-].[CH3:5][C:6]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][CH:12]=[CH:11][C:7]=1[C:8](Cl)=[O:9].Cl.[F:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH3:5][C:6]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][CH:12]=[CH:11][C:7]=1[C:8]([C:23]1[CH:24]=[CH:25][C:20]([F:19])=[CH:21][CH:22]=1)=[O:9] |f:0.1.... | Cc1c(C(=O)Cl)cccc1[N+](=O)[O-].Cl.Fc1ccccc1.[Al+3].[Cl-].[Cl-].[Cl-]>>Cc1c(C(=O)c2ccc(F)cc2)cccc1[N+](=O)[O-] | Cc1c(C(=O)Cl)cccc1[N+](=O)[O-].Cl.Fc1ccccc1.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>Cc1c(C(=O)c2ccc(F)cc2)cccc1[N+](=O)[O-].Cl.Cl.Cl[Al](Cl)Cl.Cl[Al](Cl)Cl | Cc1c(C(=O)Cl)cccc1[N+](=O)[O-].Cl.Fc1ccccc1.[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]>>Cc1c(C(=O)c2ccc(F)cc2)cccc1[N+](=O)[O-].Cl.Cl.[Cl][Al]([Cl])[Cl].[Cl][Al]([Cl])[Cl] | false | Cc1c(C(=O)Cl)cccc1[N+](=O)[O-].Cl.Fc1ccccc1.[Al+3].[Cl-].[Cl-].[Cl-]>>Cc1c(C(=O)c2ccc(F)cc2)cccc1[N+](=O)[O-] | Cc1c(C(=O)Cl)cccc1[N+](=O)[O-].Fc1ccccc1>Cl.[Al+3].[Cl-].[Cl-].[Cl-]>Cc1c(C(=O)c2ccc(F)cc2)cccc1[N+](=O)[O-] | 2 | 0 | 36.461 | false | $L: $R:1Cl1H $Charge: | 1 | 61 | ['flower_train_13888.0'] | US03931302 | null | 1,976 |
End of preview. Expand in Data Studio
CompleteRxn Benchmark
206,423 reactions for the task of reaction completion: given an atom-unbalanced USPTO reaction SMILES, predict the missing molecules to produce a balanced equation. Ground-truth targets come from FlowER mechanistic steps mapped to USPTO records. Three split types (random, group OOD, extreme OOD) with 5 repetitions each test generalization across structural novelty levels. Code: r/CompleteRxn-Benchmarking-2280
Files
benchmark_final.csv ← 206,423 reactions + metadata (join key: Unique_identifier)
benchmark_columns.json ← full column descriptions
splits/
random_splits/ ← split column: random_split (0=train, 1=valid, 2=test)
group_splits/ ← split column: group_split
extreme_ood_splits/ ← split column: extreme_ood_split
raw/ ← source files for pipeline reproduction (see below)
master_dataset_mapped.csv
flower_full_single_reactions_with_main_products.tsv
Columns in benchmark_final.csv
| Column | Type | Description |
|---|---|---|
Unique_identifier |
string | Row ID (e.g. USPTO_US03930836_0); join key for split files |
OriginalReaction |
string | Original USPTO reaction SMILES before curation |
InputReaction |
string | Model input — atom-imbalanced SMILES (reactants+reagents >> incomplete product) |
TargetReaction |
string | Ground truth — atom- and charge-balanced SMILES from FlowER |
TargetReaction_with_stereo |
string | Target with stereo transferred from USPTO; null if unresolvable |
has_unresolved_stereo |
bool | True if stereocentres could not be resolved |
CanonicalOriginalReaction |
string | Canonicalized original USPTO reaction, no atom mapping |
CanonicalReaction |
string | Canonicalized reaction with reagents identified from atom mapping |
MissingNrAtoms |
int | Heavy atoms missing from the product side (primary difficulty axis) |
MissingNrCarbons |
int | Carbon atoms missing from the product side |
MissingMw |
float | Molecular weight of the missing fragment |
IsBalanced |
bool | True if already atom-balanced before curation |
Balance |
string | Type and count of missing atoms |
rxn_class |
string | USPTO reaction class label |
1kTPLLabel |
string | Top-1000 template label (null if unmatched) |
FlowER_ID |
string | Linked FlowER mechanistic reaction ID |
PatentNumber |
string | USPTO patent number |
ParagraphNum |
string | Paragraph number within the patent |
Year |
int | Patent filing year |
Benchmark Task & Metric
Given InputReaction, predict the missing molecules such that the completed reaction is
atom- and charge-balanced. Primary metric: Equivalence match — a hierarchy
of SMILES normalisation steps (proton shuffling, ion dissociation, spectator
cancellation, artefact rewrites) that determines chemical correctness without penalising
equivalent representations. See utils/metrics.py in the code repository (r/CompleteRxn-Benchmarking-2280).
Reproducing the Dataset
Download the source files from this repo's raw/ folder and place them at
data/Template_curated/USPTO_FlowER_raw/ in the code repository (r/CompleteRxn-Benchmarking-2280), then run
bash data/Template_curated/run_data_processing.sh. See data/Template_curated/README.md
for full details.
Source Data
master_dataset_mapped.csv aligns five USPTO dataset variants via RDKit canonicalization:
| Dataset | Reference | Download |
|---|---|---|
| USPTO Full (grants only) | Lowe (2017) | figshare |
| USPTO 50k (2015) | Schneider et al., JCIM 2015 | rxn4chemistry/rxnfp |
| USPTO 50k (2016) | Schneider et al., JCIM 2016 | ACS SI |
| USPTO STEREO | Schwaller et al., Chem. Sci. 2018 | IBM Box |
| USPTO 1k TPL | Schwaller et al., Nat. Mach. Intell. 2021 | IBM Box |
flower_full_single_reactions_with_main_products.tsv is a preprocessed extract of
FlowER single-step mechanistic reactions: Joung et al., Nature 645, 115–123 (2025) —
figshare.
License
MIT (benchmark code). Underlying USPTO and FlowER data are subject to their respective original licenses.
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