text
stringlengths 25
599
| label
int64 0
999
|
---|---|
C1CNC1.CCC[C@H](NC(=O)OC(C)(C)C)C(=O)O.CCN=C=NCCCN(C)C.CN1CCOCC1.Cl.ClCCl>>CCC[C@H](NC(=O)OC(C)(C)C)C(=O)N1CCC1 | 146 |
C1COCCO1.Cc1ccc2cccc(Br)c2n1.O.O=[Se]=O>>O=Cc1ccc2cccc(Br)c2n1 | 619 |
CO.COC(=O)CCNC(=O)c1ccc(OC(CC(C)C)c2ccc(-n3cnc(C(F)(F)F)c3)cc2)cc1.[Li+].[OH-]>>CC(C)CC(Oc1ccc(C(=O)NCCC(=O)O)cc1)c1ccc(-n2cnc(C(F)(F)F)c2)cc1 | 88 |
CC(C)(C)[Si](C)(C)Oc1ccc([N+](=O)[O-])cc1.CO.[Pd]>>CC(C)(C)[Si](C)(C)Oc1ccc(N)cc1 | 1 |
C1COCCO1.CO.COC(=O)CN1C(=S)C(C(C)C)Oc2ccccc21.Cl.O.[Na+].[OH-]>>CC(C)C1Oc2ccccc2N(CC(=O)O)C1=S | 88 |
CCOC(=O)c1cc([N+](=O)[O-])c(Nc2cccc(C)n2)c(S(N)(=O)=O)c1.Cl.O.[Na+].[OH-]>>Cc1cccc(Nc2c([N+](=O)[O-])cc(C(=O)O)cc2S(N)(=O)=O)n1 | 5 |
C(=NC1CCCCC1)=NC1CCCCC1.C=C[C@@H](C[C@H](O)[C@H](CC1CCCCC1)NC(=O)[C@@H](N)Cc1c[nH]cn1)C(C)C.CCN1CCOCC1.CN(C)C=O.O=C(O)C(Cc1ccccc1)Cc1ccccc1.On1nnc2ccccc21>>C=C[C@@H](C[C@H](O)[C@H](CC1CCCCC1)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)C(Cc1ccccc1)Cc1ccccc1)C(C)C | 133 |
CCOCc1nc2cnc3ccccc3c2n1CC(C)(C)NC(=O)CCCCCNC(=O)OC(C)(C)C.ClCCl.O.O=C(O)C(F)(F)F.[NH4+]~[OH-]>>CCOCc1nc2cnc3ccccc3c2n1CC(C)(C)NC(=O)CCCCCN | 538 |
CN1CCc2nc(Nc3cc(-c4ccnc(N5CCn6c7c(c(F)c6C5=O)CCCC7)c4C=O)cn(C)c3=O)sc2C1.CO.[BH4-]~[Na+]>>CN1CCc2nc(Nc3cc(-c4ccnc(N5CCn6c7c(c(F)c6C5=O)CCCC7)c4CO)cn(C)c3=O)sc2C1 | 476 |
Cc1ccc(Br)c(O)n1.O=[N+]([O-])O>>Cc1nc(O)c(Br)cc1[N+](=O)[O-] | 328 |
CCN(CC)CC.CCOC(C)=O.CN(C)c1ccncc1.Cc1ccc(S(=O)(=O)Cl)cc1.ClCCl.N#CC1(CO)CCC(OCc2ccccc2)CC1>>Cc1ccc(S(=O)(=O)OCC2(C#N)CCC(OCc3ccccc3)CC2)cc1 | 197 |
CCO.CCOc1cc(C(=O)OC)ccc1-c1ccccc1C(F)(F)F.[Na+]~[OH-]>>CCOc1cc(C(=O)O)ccc1-c1ccccc1C(F)(F)F | 247 |
CC1CC(=O)N(C)c2cnc(Cl)nc2N1C1CCCC1.CCO.COc1cc(C(=O)O)ccc1N.Cl.O>>COc1cc(C(=O)O)ccc1Nc1ncc2c(n1)N(C1CCCC1)C(C)CC(=O)N2C | 808 |
BrCC1CC1.CN(C)C=O.O=C([O-])[O-].O=Cc1cccc(OCc2ccccc2)c1O.[Cl-].[Cs+].[Cs+].[NH4+]>>O=Cc1cccc(OCc2ccccc2)c1OCC1CC1 | 75 |
C1CCOC1.CO.COC(=O)c1cc(NC(=O)NC2CN(C(=O)c3cccs3)c3ccc(C)cc3N(CC(=O)c3ccccc3C)C2=O)ccc1C.Cl.O.[Li+].[OH-]>>Cc1ccc2c(c1)N(CC(=O)c1ccccc1C)C(=O)C(NC(=O)Nc1ccc(C)c(C(=O)O)c1)CN2C(=O)c1cccs1 | 247 |
CO.O.O=Cc1cccc2[nH]ccc12.[BH4-].[Na+]>>OCc1cccc2[nH]ccc12 | 356 |
COc1ccc2c(OCC(=O)O)ccnc2c1.NNc1ncc(-c2ccc(O)cc2)nn1.NNc1ncc(-c2ccccc2)nn1.O=C(O)Cc1ccc2ncccc2c1>>COc1ccc2c(OCC(=O)NNc3ncc(-c4ccc(O)cc4)nn3)ccnc2c1 | 459 |
CN1CCCC1=O.Cc1cccc(C#CC=C2CCNCC2)n1.Fc1ccccn1.O>>Cc1cccc(C#CC=C2CCN(c3ccccn3)CC2)n1 | 756 |
CN(C)C=O.Cc1c(CBr)cccc1C(F)(F)F.O.O=C([O-])[O-]~[K+]~[K+].O=[N+]([O-])c1cc(Br)c2nc(C(F)F)[nH]c2c1>>Cc1c(Cn2c(C(F)F)nc3c(Br)cc([N+](=O)[O-])cc32)cccc1C(F)(F)F | 593 |
CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)C=O.COC(=O)CCCCCN.Cl.Cl.O.O=C(O)C=C1c2ccccc2-c2ccccc21.Oc1cccc2[nH]nnc12.[Cl-].[Na+]>>COC(=O)CCCCCNC(=O)C=C1c2ccccc2-c2ccccc21 | 549 |
C/C=C/[C@@H](c1ccc(-c2ccc(F)cc2)cc1)[C@H](NC(=O)OC(C)(C)C)C(=O)OC.C1CCOC1.CO.[Li+].[OH-]>>C/C=C/[C@@H](c1ccc(-c2ccc(F)cc2)cc1)[C@H](NC(=O)OC(C)(C)C)C(=O)O | 88 |
Oc1ccc2c(c1)C(O)CC(c1cc(F)cc(F)c1)O2.Oc1ccc2c(c1)CCC(c1cccc(F)c1)O2>>Oc1ccc2c(c1)CCC(c1cc(F)cc(F)c1)O2 | 447 |
CCCc1nc(CC)n(-c2ccc(OC(C)C)cc2)c(=O)c1Cc1ccc(-c2ccccc2C#N)cc1.CS(C)=O.O.O=C([O-])O~[Na+].[Cl-]~[NH3+]O>>CCCc1nc(CC)n(-c2ccc(OC(C)C)cc2)c(=O)c1Cc1ccc(-c2ccccc2-c2noc(=O)[nH]2)cc1 | 979 |
CCCCCCCCCCCCCCCCOCC(O)CSCCCCCCCCCCCC.CCCCCCCCCCCCSCC(O)CSCCCCCCCCCCCC.COC(=O)CCc1cc(C(C)(C)C)c(O)c(C)c1C.COC(=O)CCc1cc(C)c(O)c(C(C)(C)C)c1>>CCCCCCCCCCCCSCC(CSCCCCCCCCCCCC)OC(=O)CCc1cc(C(C)(C)C)c(O)c(C)c1C | 289 |
CC(C)CBr.COC(=O)c1cc(-c2ccc(OC)c(Cl)c2)n[nH]c1=O>>COC(=O)c1cc(-c2ccc(OC)c(Cl)c2)nn(CC(C)C)c1=O | 577 |
CC(=O)[O-].CC(=O)[O-].CC(C)(C)[O-].CC1CNCCN1.Cc1cccc(Br)c1C.Cc1ccccc1.[Na+].[Pd+2].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>>Cc1cccc(N2CCNC(C)C2)c1C | 294 |
CC(F)CO.CCN(CC)CC.O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F>>CC(F)COS(=O)(=O)C(F)(F)F | 582 |
CN1CCCC1=O.Cc1cc(C(=O)c2cc(Cl)nc(OCc3ccccc3)c2)cc2oc(=O)n(C)c12.O=c1[nH]c2ncccc2n1C1CCNCC1>>Cc1cc(C(=O)c2cc(OCc3ccccc3)nc(N3CCC(n4c(=O)[nH]c5ncccc54)CC3)c2)cc2oc(=O)n(C)c12 | 220 |
NC[C@@H]1C[C@@H]2C[C@@H]2N1C(=O)c1nc(N)sc1-c1cccc(F)c1.O=C(O)c1nccc2ccccc12>>Nc1nc(C(=O)N2[C@H](CNC(=O)c3nccc4ccccc34)C[C@@H]3C[C@@H]32)c(-c2cccc(F)c2)s1 | 137 |
COc1cn(C(CC2(C)CCOCC2)C(=O)OC(C)(C)C)c(=O)cc1-c1cc(Cl)ccc1C#N.ClCCl.O=C(O)C(F)(F)F>>COc1cn(C(CC2(C)CCOCC2)C(=O)O)c(=O)cc1-c1cc(Cl)ccc1C#N | 278 |
CC(=O)Cl.CCOC(C)=O.CN(C)CCOc1ccc(C(=C(CCOCc2ccccc2)c2ccc(Cl)cc2)c2ccccc2)cc1.Cc1ccccc1.[Zn]>>CN(C)CCOc1ccc(C(=C(CCO)c2ccc(Cl)cc2)c2ccccc2)cc1 | 178 |
CC(C)(C)[Si](C)(C)Cl.CCOC(C)=O.CN(C)C=O.Cc1cc(Nc2nccc(C(F)F)n2)cc(-c2cnn(CC(O)CO)c2)c1.c1c[nH]cn1>>Cc1cc(Nc2nccc(C(F)F)n2)cc(-c2cnn(CC(O)CO[Si](C)(C)C(C)(C)C)c2)c1 | 193 |
CO.O=C(Cc1cccs1)Nc1cccc(-c2nn3ccccc3c2-c2ccnc(Nc3ccc4c(c3)CC(NC(=O)C(F)(F)F)C4)n2)c1.[Li+].[OH-]>>NC1Cc2ccc(Nc3nccc(-c4c(-c5cccc(NC(=O)Cc6cccs6)c5)nn5ccccc45)n3)cc2C1 | 805 |
CC(C)(C)OC(=O)Nc1ccc(-c2ccccc2F)cc1N.Cc1nccn1-c1cccc(C(=O)CC(=O)OC(C)(C)C)c1>>Cc1nccn1-c1cccc(C(=O)CC(=O)Nc2cc(-c3ccccc3F)ccc2NC(=O)OC(C)(C)C)c1 | 929 |
CO.O=C(Nc1nc(-c2ccc(F)c(C(F)(F)F)c2)ns1)c1ccc(Nc2cc(OCCOCc3ccccc3)ncn2)cc1.[H][H].[OH-].[OH-].[Pd+2]>>O=C(Nc1nc(-c2ccc(F)c(C(F)(F)F)c2)ns1)c1ccc(Nc2cc(OCCO)ncn2)cc1 | 178 |
CC(=O)OCc1ncccc1C(C)=O.Cl>>CC(=O)c1cccnc1CO | 348 |
CCN.CCN1CCOCC1.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.Cl.Cl.O=C(Cn1c(-c2ccc(F)cc2)ncc(NC(=O)OCc2ccccc2)c1=O)NC(Cc1ccccc1)C(O)c1nc2cc(C(=O)O)ccc2o1.On1nnc2ccccc21>>CCNC(=O)c1ccc2oc(C(O)C(Cc3ccccc3)NC(=O)Cn3c(-c4ccc(F)cc4)ncc(NC(=O)OCc4ccccc4)c3=O)nc2c1 | 334 |
CO.Cc1nc(Nc2ccccc2)c(C)c(C)c1OCc1ccccc1.[Pd]>>Cc1nc(Nc2ccccc2)c(C)c(C)c1O | 264 |
CO.Nc1nc(NCCc2ccccc2OCc2ccccc2)nc2nc(-c3ccco3)nn12.[H][H].[Pd]>>Nc1nc(NCCc2ccccc2O)nc2nc(-c3ccco3)nn12 | 23 |
CCO.NCCN(CCN(Cc1ccccc1O)Cc1ccccc1O)Cc1ccc([N+](=O)[O-])cc1.[Pd]>>NCCN(CCN(Cc1ccccc1O)Cc1ccccc1O)Cc1ccc(N)cc1 | 507 |
CO.COC(=O)c1coc(Cc2ccc(OC)cc2)n1.Cl.O.[Na+]~[OH-]>>COc1ccc(Cc2nc(C(=O)O)co2)cc1 | 152 |
C1COCCO1.CCOC(=O)c1cc(-c2ccccc2F)n(-c2cccc(Cl)c2)n1.O.[Li+]~[OH-]>>O=C(O)c1cc(-c2ccccc2F)n(-c2cccc(Cl)c2)n1 | 171 |
CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C~Cl.CCOCCn1c(N2CCCN(CCC3(c4ccccc4)CCNC3)CC2)nc2ccccc21~Cl.COc1ccc(O)cc1C(=O)O.CO~ClCCl.ClCCl.O~On1nnc2ccccc21>>CCOCCn1c(N2CCCN(CCC3(c4ccccc4)CCN(C(=O)c4cc(O)ccc4OC)C3)CC2)nc2ccccc21 | 44 |
CC(=O)O.CO.O=C1CCCC1.O=[N+]([O-])c1ccc(C2CCNCC2)cc1.[BH3-]C#N.[Na+]>>O=[N+]([O-])c1ccc(C2CCN(C3CCCC3)CC2)cc1 | 187 |
CCOc1ccc(-c2nc3ccccn3c2-c2ccnc(Cl)n2)cc1C(=O)Nc1c(F)cccc1F.CO.COc1cc(N2CCCN(CCS(C)(=O)=O)CC2)c(C)cc1N.Cc1ccc(S(=O)(=O)O)cc1.ClCCl.N.OCC(F)(F)F>>CCOc1ccc(-c2nc3ccccn3c2-c2ccnc(Nc3cc(C)c(N4CCCN(CCS(C)(=O)=O)CC4)cc3OC)n2)cc1C(=O)Nc1c(F)cccc1F | 808 |
CCBr.CN(C)C=O.COc1cc(C=O)cc(Br)c1O.O.O=C([O-])[O-]~[Cs+]~[Cs+]>>CCOc1c(Br)cc(C=O)cc1OC | 75 |
CC(C)(C)O.CC(C)(C)OC(=O)N[C@H]1CNC[C@@H]1N1CCCCC1=O.CC(C)c1noc(N2CCC([C@H](C)CCOc3cc(Cl)ncn3)CC2)n1.CCN(CC)CC>>CC(C)c1noc(N2CCC([C@H](C)CCOc3cc(N4C[C@H](NC(=O)OC(C)(C)C)[C@@H](N5CCCCC5=O)C4)ncn3)CC2)n1 | 162 |
CCN(C(C)C)C(C)C.CCS(=O)(=O)n1c2c(c3cc(C(=O)O)ccc31)CC(C1CCOCC1)CC2.CN(C)C(On1nnc2cccnc21)=[N+](C)C~F[P-](F)(F)(F)(F)F.CN(C)C=O.O[C@H]1CCNC1>>CCS(=O)(=O)n1c2c(c3cc(C(=O)N4CC[C@H](O)C4)ccc31)CC(C1CCOCC1)CC2 | 44 |
COc1ccc(Nc2cc(-c3ccccc3)ccc2C(=O)OC(C)(C)C)cc1.O=C(O)C(F)(F)F>>COc1ccc(Nc2cc(-c3ccccc3)ccc2C(=O)O)cc1 | 752 |
CCCCBr.CO.[Na+].[OH-].c1c[nH]cn1>>CCCCn1ccnc1 | 495 |
CN(C)C=O.C[C@H](O)COC(C)(C)C.C[Si](C)(C)[N-][Si](C)(C)C.N#Cc1cc(F)cc(Br)c1.O.[Na+]>>C[C@@H](COC(C)(C)C)Oc1cc(Br)cc(C#N)c1 | 485 |
CN1NCCc2c(Cl)cccc21.O=C(O)c1cc2ncc(Cl)cn2n1>>CN1c2cccc(Cl)c2CCN1C(=O)c1cc2ncc(Cl)cn2n1 | 995 |
CC(=O)O.CCO.CCOCC.COc1cc2ncnc(N3CCC(=O)CC3)c2cc1OC.NCc1ccccn1.O.[BH4-].[Na+].[Na+].[OH-].c1ccccc1>>COc1cc2ncnc(N3CCC(NCc4ccccn4)CC3)c2cc1OC | 236 |
CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)C=O.COc1cccc(CN)c1F~Cl.Nc1ccc(C(=O)O)c(N)n1.O.On1nnc2ccccc21>>COc1cccc(CNC(=O)c2ccc(N)nc2N)c1F | 790 |
CN(C)C(On1nnc2cccnc21)=[N+](C)C.Cc1ccc(C(=O)O)cc1O.F[P-](F)(F)(F)(F)F.c1ccc2c(c1)C[C@@H]1NCCC[C@H]21>>Cc1ccc(C(=O)N2CCC[C@@H]3c4ccccc4C[C@@H]32)cc1O | 44 |
CCOC(=O)CN(CCNC(=O)OC(C)(C)C)C(=O)CCn1cc(C)c(=O)[nH]c1=O.CO.[Na+].[OH-]>>Cc1cn(CCC(=O)N(CCNC(=O)OC(C)(C)C)CC(=O)O)c(=O)[nH]c1=O | 7 |
CCO.Cl.O.O=C([O-])[O-]~[Na+]~[Na+].O=c1[nH]c2ccc(CCBr)cc2o1.[I-]~[Na+].c1ccc2c(N3CCNCC3)ncnc2c1>>O=c1[nH]c2ccc(CCN3CCN(c4ncnc5ccccc45)CC3)cc2o1 | 73 |
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.CCOC(C)=O.ClCCl.[Na+]~[OH-].c1ccc2c(c1)NCCCO2>>CC(C)(C)OC(=O)N1CCCOc2ccccc21 | 827 |
CC(c1ccc(C(F)(F)F)cc1)n1cc(C#N)c(=O)c2cc(F)c(F)cc21.CNC>>CC(c1ccc(C(F)(F)F)cc1)n1cc(C#N)c(=O)c2cc(F)c(N(C)C)cc21 | 676 |
CC1(C)CC(=O)c2ccc(OS(=O)(=O)C(F)(F)F)cc21.OB(O)c1ccc(C(F)(F)F)cc1>>CC1(C)CC(=O)c2ccc(-c3ccc(C(F)(F)F)cc3)cc21 | 825 |
C1CCOC1~CCOC(C)=O.CCN(CC)C[C@@H](O)COc1cc2nccc(Oc3ccc(N)cc3)c2cc1C#N.CS(C)=O.O.O=C(Nc1nccs1)Oc1ccccc1>>CCN(CC)C[C@@H](O)COc1cc2nccc(Oc3ccc(NC(=O)Nc4nccs4)cc3)c2cc1C#N | 965 |
CCOC(=O)CNc1cc(F)c(Cl)cc1[N+](=O)[O-].c1c[nH]cn1.c1ccncc1>>CCOC(=O)CNc1cc(-n2ccnc2)c(Cl)cc1[N+](=O)[O-] | 701 |
CCO.COC(=O)c1ccc(-n2nc(C(F)(F)F)c3c2CCCC3)cc1.O.[Na+]~[OH-]>>O=C(O)c1ccc(-n2nc(C(F)(F)F)c3c2CCCC3)cc1 | 247 |
CCO.NCCO.O=[N+]([O-])c1cccc(F)c1F>>O=[N+]([O-])c1cccc(F)c1NCCO | 572 |
C1CCOC1~CO~O.COC(=O)C1CCc2cc(Br)ccc2N1C(C)=O.[Li+]~[OH-]>>CC(=O)N1c2ccc(Br)cc2CCC1C(=O)O | 88 |
C1CCOC1~O.CC(=O)Cl.CCOC(C)=O.Cc1cncc(Nc2nc(NC3CCNCC3N3C(=O)c4ccccc4C3=O)c(F)cc2C#N)c1.O=C([O-])O~[Na+]>>CC(=O)N1CCC(Nc2nc(Nc3cncc(C)c3)c(C#N)cc2F)C(N2C(=O)c3ccccc3C2=O)C1 | 125 |
Br.CCc1cc2c(c3c1[nH]c1ccc(OC)cc13)C(=O)N(CCN(CC)CC)C2=O.O.O=C([O-])[O-]~[K+]~[K+]>>CCc1cc2c(c3c1[nH]c1ccc(O)cc13)C(=O)N(CCN(CC)CC)C2=O | 48 |
COc1cc(Br)ccc1C(=O)C(NC(=O)OC(C)(C)C)c1ccc(Cl)c(Cl)c1.OB(O)c1cncc(F)c1>>COc1cc(-c2cncc(F)c2)ccc1C(=O)C(NC(=O)OC(C)(C)C)c1ccc(Cl)c(Cl)c1 | 899 |
C1CCOC1.CCOC(=O)c1ccccc1-c1cc2c(N(C)C)ncnc2[nH]1.CCOC(C)=O~CO.[AlH4-]~[Li+]>>CN(C)c1ncnc2[nH]c(-c3ccc(CO)cc3)cc12 | 311 |
CC(C)(C)c1nc2cc(C(=O)O)ccc2n1CC1CCC(F)(F)CC1.CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C~F[P-](F)(F)(F)(F)F.CN(C)C=O.COC(=O)C1CNC1~Cl>>COC(=O)C1CN(C(=O)c2ccc3c(c2)nc(C(C)(C)C)n3CC2CCC(F)(F)CC2)C1 | 44 |
C1COCCN1.Cc1cc(C)cc(-c2[nH]c3ccc(C(=O)O)cc3c2CCN(CCCCc2ccncc2)C(=O)OCc2ccccc2)c1~Cl.ClCCl.F[P-](F)(F)(F)(F)F~c1ccc2c(c1)nnn2O[P+](N1CCCC1)(N1CCCC1)N1CCCC1>>Cc1cc(C)cc(-c2[nH]c3ccc(C(=O)N4CCOCC4)cc3c2CCN(CCCCc2ccncc2)C(=O)OCc2ccccc2)c1 | 44 |
C1CCOC1.CCOC(=O)Cc1ccc(OCc2ccc3ccccc3n2)cc1.CO.Cl.O.[Li]O>>O=C(O)Cc1ccc(OCc2ccc3ccccc3n2)cc1 | 7 |
CCOC(=O)c1nnsc1Nc1ccccc1.Cl.[Na+].[OH-]>>O=C(O)c1nnsc1Nc1ccccc1 | 171 |
CCN(CC)CC.CCN=C=NCCCN(C)C~Cl.Cc1cc(Cl)ccc1C1CCCNC1~Cl.Cc1nn(C)cc1C(=O)O.ClCCl.O.O~On1nnc2ccccc21>>Cc1cc(Cl)ccc1C1CCCN(C(=O)c2cn(C)nc2C)C1 | 733 |
C1COCCO1.Cc1ccc(Cl)cc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1~O=C(/C=C/c1ccccc1)/C=C/c1ccccc1~O=C(/C=C/c1ccccc1)/C=C/c1ccccc1~[Pd]~[Pd].OB(O)c1ccccc1.[Cs+]~[F-]>>Cc1ccc(-c2ccccc2)cc1 | 892 |