smiles
stringlengths
13
37
canonsmiles
stringlengths
12
39
isSmilesEqual
bool
2 classes
generic_scaffold
stringlengths
12
31
scaffold
stringlengths
0
37
rdkit_WT
float64
146
259
rdkit_MR
float64
29.7
65.2
rdkit_LogP
float64
-3.99
5.42
rdkit_HA
float64
0
7
rdkit_HD
float64
0
5
rdkit_NumAtoms
float64
10
35
rdkit_TPSA
float64
0
158
COC(=C)C1=NC(C)=CS1
C=C(OC)c1nc(C)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
155.222
42.894
2.06862
3
0
19
22.12
CCC1CC1NC(=S)NC
CCC1CC1NC(=S)NC
true
CCC(C)CC1CC1CC
C1CC1
158.27
46.9794
0.8788
1
2
24
24.06
CC=C(C)C1=CC=C(C)S1
CC=C(C)c1ccc(C)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
152.262
48.381
3.47972
1
0
22
0
CN=C1SC=CN1N1CC1
CN=c1sccn1N1CC1
false
CCC1CCCC1C1CC1
N=c1sccn1N1CC1
155.226
41.747
0.0317
4
0
19
20.3
CN=C1SN=CN1OC=C
C=COn1cnsc1=NC
false
CCCC1CCCC1CC
N=c1[nH]cns1
157.198
38.368
0.0472
5
0
17
39.41
CC1=CNOC2=C1C=CS2
CC1=CNOc2sccc21
false
CC1CCCC2CCCC12
C1=Cc2ccsc2ON1
153.206
41.7337
2.0059
3
1
17
21.26
O=S1(=O)ON=CNC11CC1
O=S1(=O)ON=CNC12CC2
false
CC1(C)CCCCC12CC2
O=S1(=O)ON=CNC12CC2
162.17
33.5975
-0.6306
5
1
16
67.76
O=CS(=O)(=O)C1=NNC=C1
O=CS(=O)(=O)c1cc[nH]n1
false
CCC(C)(C)C1CCCC1
c1cn[nH]c1
160.154
32.524
-0.6264
4
1
14
79.89
CC1=CN2C(=O)NN=C2S1
Cc1cn2c(=O)[nH]nc2s1
false
CC1CC2CCC(C)C2C1
O=c1[nH]nc2sccn12
155.182
38.4267
0.39252
4
1
15
50.16
CC(C=NN=C)S(N)(=O)=O
C=NN=CC(C)S(N)(=O)=O
false
CCCCC(C)C(C)(C)C
163.202
40.6102
-0.6502
4
1
19
84.88
CNN(C1CC1)S(C)(=O)=O
CNN(C1CC1)S(C)(=O)=O
true
CCC(C1CC1)C(C)(C)C
C1CC1
164.23
38.7645
-0.4552
3
1
22
49.41
CCNCCC1=NC=CS1
CCNCCc1nccs1
false
CCCCCC1CCCC1
c1cscn1
156.254
44.3617
1.2951
3
1
22
24.92
C=CCCN1SC(=O)C=C1
C=CCCn1ccc(=O)s1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
155.222
43.393
1.4859
3
0
19
22
CCN1C(C)=CC(Cl)=C1C
CCn1c(C)cc(Cl)c1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
157.644
44.59
2.77824
1
0
22
4.93
ON=CNCC1=CSN=C1
ON=CNCc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
157.198
39.2322
0.6502
4
2
17
57.51
OC1COCCS(=O)(=O)C1
O=S1(=O)CCOCC(O)C1
false
CC1CCCCC(C)(C)C1
O=S1(=O)CCCOCC1
166.198
35.4796
-1.2077
4
1
20
63.6
NC1C2NC3=C(SC=N3)C12
NC1C2Nc3ncsc3C12
false
CC1C2CC3CCCC3C12
c1nc2c(s1)C1CC1N2
153.21
40.2411
0.3617
4
2
17
50.94
CC1OC2=CSC=C2C1C
CC1Oc2cscc2C1C
false
CC1CC2CCCC2C1C
c1scc2c1CCO2
154.234
42.824
2.6325
2
0
20
9.23
CC=NN1SC=C(N)C1=O
CC=Nn1scc(N)c1=O
false
CCCC1CCC(C)C1C
O=c1ccs[nH]1
157.198
42.5554
0.3458
5
1
17
60.38
C=CC1=CN2C=CSC2=N1
C=Cc1cn2ccsc2n1
false
CCC1CC2CCCC2C1
c1cn2ccsc2n1
150.206
43.16
2.0388
3
0
16
17.3
S=C1NCC2(CO2)CNN1
S=C1NCC2(CNN1)CO2
false
CC1CCCC2(CC1)CC2
S=C1NCC2(CNN1)CO2
159.214
40.4221
-1.2623
3
3
19
48.62
OCC1=CCNNS1(=O)=O
O=S1(=O)NNCC=C1CO
false
CCC1CCCCC1(C)C
O=S1(=O)C=CCNN1
164.186
35.227
-1.6998
4
3
18
78.43
CCC1=CSC(CC=O)=N1
CCc1csc(CC=O)n1
false
CCCC1CCC(CC)C1
c1cscn1
155.222
41.26
1.4469
3
0
19
29.96
ONC(=S)N1CC(C1)C#C
C#CC1CN(C(=S)NO)C1
false
CCC1CC(C(C)CC)C1
C1CNC1
156.21
41.4162
-0.1849
2
2
18
35.5
O=S1(=O)OC2C3NC3CC12
O=S1(=O)OC2C3NC3CC21
false
CC1(C)CC2C3CC3CC21
O=S1(=O)OC2C3NC3CC21
161.182
32.9095
-1.1723
4
1
17
65.31
C=C1NC(=S)NN=CC=C1
C=C1C=CC=NNC(=S)N1
false
CC1CCCCCC(C)C1
C=C1C=CC=NNC(=S)N1
153.21
45.6414
0.5198
2
2
17
36.42
CN1C=CC=CN(N)C1=S
CN1C=CC=CN(N)C1=S
true
CC1CCCCC(C)C1C
S=C1NC=CC=CN1
155.226
44.6674
0.4198
2
1
19
32.5
CC1C2CN2S(=O)(=O)C1=C
C=C1C(C)C2CN2S1(=O)=O
false
CC1C2CC2C(C)(C)C1C
C=C1CC2CN2S1(=O)=O
159.21
37.7178
0.1638
2
0
19
37.15
OC1=CC2=C(SC=C2)C=N1
Oc1cc2ccsc2cn1
false
CC1CCC2CCCC2C1
c1cc2ccsc2cn1
151.19
41.2848
2.0019
3
1
15
33.12
CC12CC1C=CN2C(N)=S
CC12CC1C=CN2C(N)=S
true
CC(C)C1CCC2CC21C
C1=CC2CC2N1
154.238
44.2764
0.8379
1
1
20
29.26
CC1CC2=C(N1)OC(=O)S2
CC1Cc2sc(=O)oc2N1
false
CC1CC2CC(C)CC2C1
O=c1oc2c(s1)CCN2
157.194
39.6437
1.0578
4
1
17
42.24
CC1=NN(N2CC2)C(=O)S1
Cc1nn(N2CC2)c(=O)s1
false
CC1CC(C)C(C2CC2)C1
O=c1scnn1N1CC1
157.198
39.062
-0.43518
5
0
17
37.9
CNC1=CN=C(S1)C(C)=O
CNc1cnc(C(C)=O)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
156.21
41.6652
1.3874
4
1
18
41.99
O=S1(=O)CCC2=NNCC12
O=S1(=O)CCC2=NNCC21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCC2=NNCC21
160.198
37.6295
-0.8673
4
1
18
58.53
CC1N2C(=S)NC(=O)C12C
CC1N2C(=S)NC(=O)C12C
true
CC1CC(C)C2(C)C(C)C12
O=C1NC(=S)N2CC12
156.21
40.4467
-0.1361
2
1
18
32.11
C1CC2=NSN=C2C2NC12
C1CC2NC2c2nsnc21
false
C1CC2CCC3CC3C2C1
C1CC2NC2c2nsnc21
153.21
37.8947
0.4972
4
1
17
47.72
C=C(CC=O)C1=CSC=N1
C=C(CC=O)c1cscn1
false
CCCC(C)C1CCCC1
c1cscn1
153.206
41.829
1.7453
3
0
17
29.96
CS(=O)(=O)C1CN=C(N)C1
CS(=O)(=O)C1CN=C(N)C1
true
CC1CCC(C(C)(C)C)C1
C1=NCCC1
162.214
39.7382
-0.8395
4
1
20
72.52
CC=C(NC(N)=S)C1CC1
CC=C(NC(N)=S)C1CC1
true
CCC(CC(C)C)C1CC1
C1CC1
156.254
46.4021
1.1334
1
2
22
38.05
CC1=C(N)C(CC=O)=NS1
Cc1snc(CC=O)c1N
false
CCCC1CCC(C)C1C
c1cnsc1
156.21
41.0314
0.77512
4
1
18
55.98
CN(CC=C)CS(N)(=O)=O
C=CCN(C)CS(N)(=O)=O
false
CCCC(C)CC(C)(C)C
164.23
40.8012
-0.6498
3
1
22
63.4
CC1C=COC2=NSN=C12
CC1C=COc2nsnc21
false
CC1CCCC2CCCC12
C1=COc2nsnc2C1
154.194
38.092
1.5477
4
0
16
35.01
CC=C1CCS(=O)(=O)CO1
CC=C1CCS(=O)(=O)CO1
true
CCC1CCC(C)(C)CC1
C=C1CCS(=O)(=O)CO1
162.21
38.1128
0.6828
3
0
20
43.37
OCC1OCC(=C)S1(=O)=O
C=C1COC(CO)S1(=O)=O
false
CCC1CCC(C)C1(C)C
C=C1COCS1(=O)=O
164.182
34.8856
-0.7365
4
1
18
63.6
NC(=S)N1C2CCC(=C)C12
C=C1CCC2C1N2C(N)=S
false
CC(C)C1C2CCC(C)C21
C=C1CCC2NC12
154.238
44.5744
0.6328
1
1
20
29.03
CN1N=CC(=C)CNC1=S
C=C1C=NN(C)C(=S)NC1
false
CC1CCC(C)C(C)CC1
C=C1C=NNC(=S)NC1
155.226
45.9957
0.3483
2
1
19
27.63
C1NC=NCC2=CSN=C12
C1=NCc2csnc2CN1
false
C1CCC2CCCC2CC1
C1=NCc2csnc2CN1
153.21
41.1497
0.7746
4
1
17
37.28
O=CN1CC1C1=CSN=C1
O=CN1CC1c1cnsc1
false
CCC1CC1C1CCCC1
c1nscc1C1CN1
154.194
37.625
0.6562
3
0
16
32.97
C1CC(C=C1)C1=NN=NS1
C1=CC(c2nnns2)CC1
false
C1CCC(C2CCCC2)C1
C1=CC(c2nnns2)CC1
153.21
38.819
1.3667
4
0
17
38.67
CC12CC(O1)C1=CSN=C21
CC12CC(O1)c1csnc12
false
CC12CC(C1)C1CCCC12
c1snc2c1C1CC2O1
153.206
37.909
1.8333
3
0
17
22.12
C=CCCNC1=NSN=C1
C=CCCNc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
155.226
43.2127
1.5261
4
1
19
37.81
OCC12CC1NC(=S)NC2
OCC12CNC(=S)NC1C2
false
CCC12CCC(C)CC1C2
S=C1NCC2CC2N1
158.226
41.6602
-0.7849
2
3
20
44.29
CC1OC2CC1(C)S2(=O)=O
CC1OC2CC1(C)S2(=O)=O
true
CC1CC2CC1(C)C2(C)C
O=S1(=O)C2COC1C2
162.21
36.2768
0.3084
3
0
20
43.37
CN=CN(N)S(=O)(=O)C=C
C=CS(=O)(=O)N(N)C=NC
false
CCCC(C)C(C)(C)CC
163.202
39.5592
-0.7065
4
1
19
75.76
CC#CCC1=CNC(=O)S1
CC#CCc1c[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
153.206
42.0937
1.0022
2
1
17
32.86
C=CC1CNC(=S)NC1=O
C=CC1CNC(=S)NC1=O
true
CCC1CCC(C)CC1C
O=C1CCNC(=S)N1
156.21
42.4304
-0.2071
2
2
18
41.13
CC1=C(C=CS1)C(O)C=C
C=CC(O)c1ccsc1C
false
CCC(C)C1CCCC1C
c1ccsc1
154.234
44.2128
2.27592
2
1
20
20.23
CC1CC(O1)S(=O)(=O)C#C
C#CS(=O)(=O)C1CC(C)O1
false
CCC(C)(C)C1CC(C)C1
C1COC1
160.194
36.7048
0.1268
3
0
18
43.37
CN(CC(C)=O)S(C)(=O)=O
CC(=O)CN(C)S(C)(=O)=O
false
CC(C)CC(C)C(C)(C)C
165.214
38.1548
-0.5332
3
0
21
54.45
CNC1=NS(=O)(=O)C(=C)N1
C=C1NC(NC)=NS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1NC=NS1(=O)=O
161.186
37.6902
-1.034
4
2
17
70.56
OC1CNC(C#C)S1(=O)=O
C#CC1NCC(O)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)CCNC1
161.182
35.5503
-1.7179
4
2
17
66.4
CC1=CC(Cl)=C(NC=O)S1
Cc1cc(Cl)c(NC=O)s1
false
CCCC1CC(C)CC1C
c1ccsc1
175.64
43.7527
2.27822
2
1
16
29.1
O=CC(=O)NC1=CSC=C1
O=CC(=O)Nc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
155.178
39.0127
0.8855
3
1
15
46.17
NC1CC2=CSN=C2C1=C
C=C1c2nscc2CC1N
false
CC1CC2CCCC2C1C
C=C1CCc2csnc21
152.222
42.8274
1.0397
3
1
18
38.91
CC1CC1CS(=O)(=O)C#C
C#CS(=O)(=O)CC1CC1C
false
CCC(C)(C)CC1CC1C
C1CC1
158.222
39.8908
0.6479
2
0
20
34.14
NCCNC1=CC(Cl)=CS1
NCCNc1cc(Cl)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
176.672
46.8731
1.7721
3
2
19
38.05
C=C1NS(=O)(=O)N=CC=C1
C=C1C=CC=NS(=O)(=O)N1
false
CC1CCCCC(C)(C)C1
C=C1C=CC=NS(=O)(=O)N1
158.182
38.8275
-0.0249
2
1
16
58.53
O=S(=O)(COCC#C)C#N
C#CCOCS(=O)(=O)C#N
false
CCCCCC(C)(C)CC
159.166
34.1848
-0.51042
4
0
15
67.16
CC1=CSC=C1COC=C
C=COCc1cscc1C
false
CCCCC1CCCC1C
c1ccsc1
154.234
44.042
2.71662
2
0
20
9.23
CC(O)C1=CS(=O)(=O)N=C1
CC(O)C1=CS(=O)(=O)N=C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)C=CC=N1
161.182
37.1756
-0.3347
3
1
17
66.73
C=CN1SC=C(C#N)C1=N
C=Cn1scc(C#N)c1=N
false
CCC1CCC(CC)C1C
N=c1ccs[nH]1
151.194
39.2657
1.00125
4
1
15
52.57
CN(N=CC#C)S(C)(=O)=O
C#CC=NN(C)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
160.198
39.9318
-0.5032
3
0
18
49.74
CCC1=NN(C)S(=O)(=O)C1
CCC1=NN(C)S(=O)(=O)C1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CC=NN1
162.214
39.2758
0.0276
3
0
20
49.74
NC(=S)NC1(CNC1)C=O
NC(=S)NC1(C=O)CNC1
false
CCC1(CC(C)C)CCC1
C1CNC1
159.214
41.5858
-1.6395
3
3
19
67.15
CC12NCS(=O)(=O)C1C2O
CC12NCS(=O)(=O)C1C2O
true
CC1C2C(C)(C)CCC12C
O=S1(=O)CNC2CC21
163.198
35.1223
-1.5363
4
2
19
66.4
CC(O)C(C)C1=NN=NS1
CC(O)C(C)c1nnns1
false
CC(C)C(C)C1CCCC1
c1nnns1
159.214
37.7998
0.4174
5
1
19
58.9
ON=C1SNC(=C1)N1CC1
ON=c1cc(N2CC2)[nH]s1
false
CCC1CCC(C2CC2)C1
N=c1cc(N2CC2)[nH]s1
157.198
38.2322
0.1861
4
2
17
51.39
CN1C(CN)C2=NSC=C12
CN1c2csnc2C1CN
false
CCC1C(C)C2CCCC12
c1snc2c1NC2
155.226
42.3124
0.5927
4
1
19
42.15
O1C=CC(=C1)C1=CSC=N1
c1cc(-c2cscn2)co1
false
C1CCC(C2CCCC2)C1
c1cc(-c2cscn2)co1
151.19
39.816
2.4031
3
0
15
26.03
OCC1=COCS(=O)(=O)C1
O=S1(=O)COC=C(CO)C1
false
CCC1CCCC(C)(C)C1
O=S1(=O)CC=COC1
164.182
34.9076
-0.7349
4
1
18
63.6
CC1=C2C(NC2=NS1)C#N
Cc1snc2c1C(C#N)N2
false
CCC1CC2CCC(C)C12
c1snc2c1CN2
151.194
38.8277
1.4417
4
1
15
48.71
C=C1CC(=C)NS(=O)(=O)N1
C=C1CC(=C)NS(=O)(=O)N1
true
CC1CC(C)CC(C)(C)C1
C=C1CC(=C)NS(=O)(=O)N1
160.198
38.0882
-0.1585
2
2
18
58.2
NN=C1C(O)=CNC=C1Cl
NN=c1c(O)c[nH]cc1Cl
false
CCC1C(C)CCCC1C
N=c1cc[nH]cc1
159.576
37.2179
0.1481
3
3
16
74.4
CC1=C2C(NC2(C)C)=NS1
Cc1snc2c1C(C)(C)N2
false
CC1CCC2CC(C)(C)C12
c1snc2c1CN2
154.238
43.4997
2.11212
3
1
20
24.92
COS(=O)(=O)C(C)C1CN1
COS(=O)(=O)C(C)C1CN1
true
CCC(C)(C)C(C)C1CC1
C1CN1
165.214
37.1815
-0.6771
4
1
21
65.31
CCNCC1CS(=O)(=O)N1
CCNCC1CS(=O)(=O)N1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCN1
164.23
39.2542
-1.1025
3
2
22
58.2
C=CN1SC(=O)C=C1C#N
C=Cn1sc(=O)cc1C#N
false
CCC1CC(C)CC1CC
O=c1cc[nH]s1
152.178
39.681
0.88198
4
0
14
45.79
CC=CC1=C(C=NS1)C#C
C#Cc1cnsc1C=CC
false
CCCC1CCCC1CC
c1cnsc1
149.218
44.757
2.1575
2
0
17
12.89
NC1CC(=C)C2=C1SN=C2
C=C1CC(N)c2sncc21
false
CC1CC(C)C2CCCC12
C=C1CCc2sncc21
152.222
42.6934
1.5598
3
1
18
38.91
C=C1CC=CCOS1(=O)=O
C=C1CC=CCOS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1CC=CCOS1(=O)=O
160.194
37.7688
0.8064
3
0
18
43.37
C=CN1SC(C=C1)=NN=C
C=Cn1ccc(=NN=C)s1
false
CCCC1CCC(CC)C1
N=c1cc[nH]s1
153.21
43.808
1.1664
4
0
17
29.65
CN1C=C(Cl)C(N)=C1C=C
C=Cc1c(N)c(Cl)cn1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
156.616
44.9264
1.9037
2
1
19
30.95
CON(C=N)C1=CC=NS1
CON(C=N)c1ccns1
false
CCC(CC)C1CCCC1
c1cnsc1
157.198
40.3857
1.11797
4
1
17
49.21
NC1=C(Cl)C2=C(S1)C=NN2
Nc1sc2cn[nH]c2c1Cl
false
CC1CC2CCCC2C1C
c1cc2[nH]ncc2s1
173.628
43.3931
1.86
3
2
14
54.7
N#CCCCC1=CSN=C1
N#CCCCc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
152.222
40.665
1.98938
3
0
18
36.68
CCNC(=S)NCC(C)=O
CCNC(=S)NCC(C)=O
true
CCCC(C)CCC(C)C
160.242
44.9584
0.0594
2
2
22
41.13
NS(=O)(=O)C(C=C)=CC#N
C=CC(=CC#N)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
158.182
37.0002
-0.13162
3
1
16
83.95
CN1C(O)=CC(Cl)=C1C#N
Cn1c(O)cc(Cl)c1C#N
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
156.572
36.8028
1.25578
3
1
15
48.95
CCC(CO)NS(C)(=O)=O
CCC(CO)NS(C)(=O)=O
true
CCC(CC)CC(C)(C)C
167.23
39.1443
-0.6935
3
2
23
66.4
NCC1OS(=O)(=O)C2CC12
NCC1OS(=O)(=O)C2CC12
true
CCC1CC(C)(C)C2CC12
O=S1(=O)OCC2CC21
163.198
34.7422
-0.9378
4
1
19
69.39