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
CC(COC=O)S(C)(=O)=O
CC(COC=O)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
166.198
36.3218
-0.4075
4
0
20
60.44
CC1CC(C)=NOS1(=O)=O
CC1=NOS(=O)(=O)C(C)C1
false
CC1CCC(C)(C)C(C)C1
O=S1(=O)CCC=NO1
163.198
37.1928
0.5009
4
0
19
55.73
CC1NCC1(C)NC(N)=S
CC1NCC1(C)NC(N)=S
true
CC(C)CC1(C)CCC1C
C1CNC1
159.258
45.7908
-0.43
2
3
23
50.08
CC(NC1=NSC=N1)C#C
C#CC(C)Nc1ncsn1
false
CCC(C)CC1CCCC1
c1ncsn1
153.21
41.8267
0.9717
4
1
17
37.81
OC(C=C)C1=CC(O)=CS1
C=CC(O)c1cc(O)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.206
41.1406
1.6731
3
2
18
40.46
ClC1=CC=NC2=C1OC=C2
Clc1ccnc2ccoc12
false
CC1CCCC2CCCC12
c1cnc2ccoc2c1
153.568
39.019
2.4812
2
0
14
26.03
CC=CN1SC(C)=NC1=N
CC=Cn1sc(C)nc1=N
false
CCCC1CC(C)CC1C
N=c1ncs[nH]1
155.226
41.6997
1.22309
4
1
19
41.67
CC1(CN1)C1=CN=C(N)S1
CC1(c2cnc(N)s2)CN1
false
CC1CCC(C2(C)CC2)C1
c1ncc(C2CN2)s1
155.226
41.8811
0.5437
4
2
19
60.85
NCC1=NC2=CSN=C2O1
NCc1nc2csnc2o1
false
CCC1CC2CCCC2C1
c1nc2csnc2o1
155.182
37.5724
0.743
5
1
15
64.94
CC(=C)CN1CCS1(=O)=O
C=C(C)CN1CCS1(=O)=O
false
CC(C)CC1CCC1(C)C
O=S1(=O)CCN1
161.226
40.1738
0.2079
2
0
21
37.38
CC=NOCC1=NSC=C1
CC=NOCc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
156.21
41.069
1.6654
4
0
18
34.48
CC=CC1=CSC(=N)N1O
CC=Cc1csc(=N)n1O
false
CCCC1CCC(C)C1C
N=c1[nH]ccs1
156.21
40.0562
1.29947
4
2
18
49.01
OC12CNC(C1)S(=O)(=O)C2
O=S1(=O)CC2(O)CNC1C2
false
CC12CCC(C1)C(C)(C)C2
O=S1(=O)CC2CNC1C2
163.198
35.1443
-1.5347
4
2
19
66.4
CC1CC1C1=C(C)C=NS1
Cc1cnsc1C1CC1C
false
CC1CCCC1C1CC1C
c1cc(C2CC2)sn1
153.25
43.373
2.57492
2
0
21
12.89
OCC1C2CC(C2)S1(=O)=O
O=S1(=O)C2CC(C2)C1CO
false
CCC1C2CC(C2)C1(C)C
O=S1(=O)CC2CC1C2
162.21
36.3056
-0.4457
3
1
20
54.37
CCC=CNS(=O)(=O)NC
CCC=CNS(=O)(=O)NC
true
CCCCCC(C)(C)CC
164.23
40.5462
-0.0361
2
2
22
58.2
CC=NN1SC=C(Cl)C1=N
CC=Nn1scc(Cl)c1=N
false
CCCC1CCC(C)C1C
N=c1ccs[nH]1
175.644
42.7377
1.53627
4
1
16
41.14
CC(=O)C1NC(=S)N2CC12
CC(=O)C1NC(=S)N2CC12
true
CC(C)C1CC(C)C2CC12
S=C1NCC2CN12
156.21
40.6967
-0.4837
2
1
18
32.11
CNCCS(=O)(=O)C=CC
CC=CS(=O)(=O)CCNC
false
CCCCC(C)(C)CCC
163.242
42.5275
0.1542
3
1
23
46.17
CC1CC(CO1)S(N)(=O)=O
CC1CC(S(N)(=O)=O)CO1
false
CC1CCC(C(C)(C)C)C1
C1CCOC1
165.214
36.9262
-0.5477
3
1
21
69.39
O=S1(=O)CCC2=CCNN12
O=S1(=O)CCC2=CCNN21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCC2=CCNN21
160.198
36.3285
-0.576
3
1
18
49.41
C=NN1SC(C=O)=CC1=N
C=Nn1sc(C=O)cc1=N
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
155.182
38.4982
0.30527
5
1
15
58.21
NN=CC(O)C1=CN=CS1
NN=CC(O)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
157.198
39.7532
0.121
5
2
17
71.5
NC1=CC=C(Cl)C(Cl)=C1N
Nc1ccc(Cl)c(Cl)c1N
false
CC1CCC(C)C(C)C1C
c1ccccc1
177.034
45.2868
2.1578
2
2
16
52.04
C=C1C=CC2=CC(=O)SN12
C=c1ccc2cc(=O)sn12
false
CC1CC2CCC(C)C2C1
C=c1ccc2cc(=O)sn12
151.19
42.284
0.4902
3
0
15
21.48
C#CC1=NC2=C(ON=C2)S1
C#Cc1nc2cnoc2s1
false
CCC1CC2CCCC2C1
c1nc2cnoc2s1
150.162
37.616
1.2656
4
0
12
38.92
NCC1=NSC(CC=C)=N1
C=CCc1nc(CN)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
155.226
41.7014
0.7253
4
1
19
51.8
NCCC1=C(N)C(Cl)=CO1
NCCc1occ(Cl)c1N
false
CCCC1CCC(C)C1C
c1ccoc1
160.604
40.8888
1.0164
3
2
19
65.18
CCN1SC2=NNCC2=C1
CCN1C=C2CNN=C2S1
false
CCC1CC2CCCC2C1
C1=C2CNN=C2SN1
155.226
43.4917
0.7707
4
1
19
27.63
CC#CC1=CSC=C1C=C
C=Cc1cscc1C#CC
false
CCCC1CCCC1CC
c1ccsc1
148.23
46.962
2.7625
1
0
18
0
NC(=O)C1=C(C=CS1)C#N
N#Cc1ccsc1C(N)=O
false
CCC1CCCC1C(C)C
c1ccsc1
152.178
37.5519
0.71868
3
1
14
66.88
N=C1SN2CC=COC2=N1
N=c1nc2n(s1)CC=CO2
false
CC1CC2CCCCC2C1
N=c1nc2n(s1)CC=CO2
155.182
35.7267
0.33017
5
1
15
50.9
CC1=CC2=CSC(C)=C2C1
CC1=Cc2csc(C)c2C1
false
CC1CC2CCC(C)C2C1
C1=Cc2cscc2C1
150.246
46.411
3.01592
1
0
20
0
CC1CC2=C(Cl)C=CN2N1
CC1Cc2c(Cl)ccn2N1
false
CC1CC2CCC(C)C2C1
c1cc2n(c1)NCC2
156.616
41.9687
1.6296
2
1
19
16.96
CC(O)=CC1=CC(Cl)=CO1
CC(O)=Cc1cc(Cl)co1
false
CC(C)CC1CCC(C)C1
c1ccoc1
158.584
39.9978
2.8518
2
1
17
33.37
CC(=NN1CC1)S(O)(=O)=O
CC(=NN1CC1)S(=O)(=O)O
false
CC(CC1CC1)C(C)(C)C
C1CN1
164.186
36.2306
-0.4768
4
1
18
69.74
CC(=O)C1=C(SN=N1)C#C
C#Cc1snnc1C(C)=O
false
CCC1CCCC1C(C)C
c1csnn1
152.178
37.8485
0.722
4
0
14
42.85
CC(C)(CO)NC(=S)NN
CC(C)(CO)NC(=S)NN
true
CCC(C)CC(C)(C)CC
163.246
44.2216
-0.9049
3
4
23
70.31
N=C1C=NSN1CCC#N
N#CCCn1sncc1=N
false
CCCCC1CCCC1C
N=c1cns[nH]1
154.198
36.1887
0.33775
5
1
16
65.46
CC1NC(=S)NC1C=NO
CC1NC(=S)NC1C=NO
true
CCCC1CC(C)CC1C
S=C1NCCN1
159.214
42.3979
-0.3188
3
3
19
56.65
CC(C1CC1)S(=O)(=O)CO
CC(C1CC1)S(=O)(=O)CO
true
CCC(C)(C)C(C)C1CC1
C1CC1
164.226
38.1916
0.1495
3
1
22
54.37
CS(=O)(=O)C1=NC(=N)N=C1
CS(=O)(=O)C1=NC(=N)N=C1
true
CC1CCC(C(C)(C)C)C1
N=C1N=CC=N1
159.17
38.4975
-0.55133
3
1
15
82.71
CC1C2(CN2)CNS1(=O)=O
CC1C2(CN2)CNS1(=O)=O
true
CC1C(C)(C)CCC12CC2
O=S1(=O)CC2(CN2)CN1
162.214
37.1182
-1.3501
3
2
20
68.11
OC1CCN2C(=O)SC=C12
O=c1scc2n1CCC2O
false
CC1CCC2C(C)CCC12
O=c1scc2n1CCC2
157.194
38.1558
0.3469
4
1
17
42.23
CNN1CC(NC1=S)=CC
CC=C1CN(NC)C(=S)N1
false
CCC1CC(C)C(CC)C1
C=C1CNC(=S)N1
157.242
45.2564
0.2147
2
2
21
27.3
CC1CC2=CSC(C)=C2N1
Cc1scc2c1NC(C)C2
false
CC1CC2CCC(C)C2C1
c1scc2c1CCN2
153.25
45.8447
2.41302
2
1
21
12.03
OCC1=CS(=O)(=O)CCN1
O=S1(=O)C=C(CO)NCC1
false
CCC1CCCC(C)(C)C1
O=S1(=O)C=CNCC1
163.198
36.9583
-1.1619
4
2
19
66.4
O=S1(=O)C=CC2C=CCN12
O=S1(=O)C=CC2C=CCN21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=CC2C=CCN21
157.194
37.6938
0.0839
2
0
17
37.38
CCS(=O)(=O)C1=COCO1
CCS(=O)(=O)C1=COCO1
true
CCC(C)(C)C1CCCC1
C1=COCO1
164.182
34.5808
0.2243
4
0
18
52.6
C=COCCC1=CSC=N1
C=COCCc1cscn1
false
CCCCCC1CCCC1
c1cscn1
155.222
41.967
1.8457
3
0
19
22.12
OS(=O)(=O)C1C2CC1OC2
O=S(=O)(O)C1C2COC1C2
false
CC(C)(C)C1C2CCC1C2
C1OC2CC1C2
164.182
33.1836
-0.3385
3
1
18
63.6
ON=C1C(=C)CCS1(=O)=O
C=C1CCS(=O)(=O)C1=NO
false
CCC1C(C)CCC1(C)C
C=C1CCS(=O)(=O)C1=N
161.182
36.7653
0.1488
4
1
17
66.73
OC1C2CC2C2=C1N=CS2
OC1c2ncsc2C2CC12
false
CC1C2CCCC2C2CC12
c1nc2c(s1)C1CC1C2
153.206
37.9218
1.2936
3
1
17
33.12
OC(=O)S(=O)(=O)C(=C)C=C
C=CC(=C)S(=O)(=O)C(=O)O
false
CCC(C)C(C)(C)C(C)C
162.166
36.2816
0.7789
3
1
16
71.44
CN1C(C#C)C2CN2C1=S
C#CC1C2CN2C(=S)N1C
false
CCC1C(C)C(C)C2CC12
S=C1NCC2CN12
152.222
43.476
-0.0973
1
0
18
6.25
CC1=CS(=O)(=O)N2CC2C1
CC1=CS(=O)(=O)N2CC2C1
true
CC1CC2CC2C(C)(C)C1
O=S1(=O)C=CCC2CN21
159.21
37.7878
0.3079
2
0
19
37.15
COCC1=NSC=C1C=C
C=Cc1csnc1COC
false
CCCC1CCCC1CC
c1cnsc1
155.222
42.918
1.9325
3
0
19
22.12
COC1C2NNC(=S)NC12
COC1C2NNC(=S)NC21
false
CCC1C2CCC(C)CC12
S=C1NNC2CC2N1
159.214
40.3781
-1.2655
3
3
19
45.32
CN1C=C2NC=C(Cl)C2=C1
Cn1cc2[nH]cc(Cl)c2c1
false
CC1CC2CCC(C)C2C1
c1cc2c[nH]cc2[nH]1
154.6
42.2797
2.1598
1
1
17
20.72
NCCCN1CCNC1=S
NCCCN1CCNC1=S
true
CCCCC1CCCC1C
S=C1NCCN1
159.258
45.8451
-0.4747
2
2
23
41.29
NCC(=O)NC1=NSC=C1
NCC(=O)Nc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
157.198
39.7981
0.0403
4
2
17
68.01
OS(=O)(=O)C1=CCC=CC1
O=S(=O)(O)C1=CCC=CC1
false
CC(C)(C)C1CCCCC1
C1=CCC=CC1
160.194
38.0056
1.1081
2
1
18
54.37
C=C1OC=CC=NS1(=O)=O
C=C1OC=CC=NS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1OC=CC=NS1(=O)=O
159.166
36.7768
0.4021
3
0
15
55.73
CCN=C1C=NSN1CC
CCN=c1cnsn1CC
false
CCCC1CCCC1CC
N=c1cns[nH]1
157.242
41.882
0.8851
4
0
21
30.18
OCC1C2CCS(=O)(=O)C12
O=S1(=O)CCC2C(CO)C21
false
CCC1C2CCC(C)(C)C12
O=S1(=O)CCC2CC21
162.21
36.2576
-0.5882
3
1
20
54.37
O=S1(=O)OC=CCC11CN1
O=S1(=O)OC=CCC12CN2
false
CC1(C)CCCCC12CC2
O=S1(=O)OC=CCC12CN2
161.182
34.4955
-0.4503
4
1
17
65.31
CC=CC1NC2=CSN=C12
CC=CC1Nc2csnc21
false
CCCC1CC2CCCC12
c1snc2c1NC2
152.222
43.2917
2.1858
3
1
18
24.92
O=S1(=O)CC2CC3C(N2)C13
O=S1(=O)CC2CC3C(N2)C31
false
CC1(C)CC2CC3C(C2)C31
O=S1(=O)CC2CC3C(N2)C31
159.21
36.3935
-0.8563
3
1
19
46.17
CC1(CC1)NS(=O)(=O)NN
CC1(NS(=O)(=O)NN)CC1
false
CCC(C)(C)CC1(C)CC1
C1CC1
165.218
37.0176
-1.1634
3
3
21
84.22
ON=CC1=CS(=O)(=O)C=N1
O=S1(=O)C=NC(C=NO)=C1
false
CCCC1CCC(C)(C)C1
O=S1(=O)C=CN=C1
160.154
35.7733
-0.2555
5
1
14
79.09
ONS(=O)(=O)N1CC1C=C
C=CC1CN1S(=O)(=O)NO
false
CCC1CC1C(C)(C)CC
C1CN1
164.186
34.533
-0.9198
3
2
18
69.41
CCC(CC=O)S(O)(=O)=O
CCC(CC=O)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
166.198
36.3086
0.2418
3
1
20
71.44
CC1=CC(=CS1)C(=C)C#N
C=C(C#N)c1csc(C)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
149.218
43.703
2.5933
2
0
17
23.79
CCN(C=CC)C(=S)NC
CC=CN(CC)C(=S)NC
false
CCCC(CC)C(C)CC
158.27
48.8517
1.3462
1
1
24
15.27
CC(=O)CN1SC=NC1=N
CC(=O)Cn1scnc1=N
false
CC(C)CC1CCCC1C
N=c1ncs[nH]1
157.198
36.6397
0.01307
5
1
17
58.74
CON1C(C)C(=C)NC1=S
C=C1NC(=S)N(OC)C1C
false
CCC1C(C)CC(C)C1C
C=C1CNC(=S)N1
158.226
43.1837
0.6401
2
1
20
24.5
NC1=NC=NC(CO)=C1Cl
Nc1ncnc(CO)c1Cl
false
CCC1CCCC(C)C1C
c1cncnc1
159.576
37.3772
0.2045
4
2
16
72.03
C1CCC(C1)C1=NSC=N1
c1nc(C2CCCC2)ns1
false
C1CCC(C2CCCC2)C1
c1nc(C2CCCC2)ns1
154.238
41.118
2.1957
3
0
20
25.78
CCCC1=CC(Cl)=C(C)N1
CCCc1cc(Cl)c(C)[nH]1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
157.644
44.5347
2.92902
0
1
22
15.79
CC(=CNS(N)(=O)=O)C#C
C#CC(C)=CNS(N)(=O)=O
false
CCC(C)CCC(C)(C)C
160.198
38.8329
-0.6835
2
2
18
72.19
NC(=S)N1C(C=C)C1C=O
C=CC1C(C=O)N1C(N)=S
false
CCC1C(CC)C1C(C)C
C1CN1
156.21
42.4614
-0.3323
2
1
18
46.1
CN1C2CN(N)S(=O)(=O)C12
CN1C2CN(N)S(=O)(=O)C21
false
CC1C2CC(C)C(C)(C)C12
O=S1(=O)NCC2NC21
163.202
35.1522
-1.8544
4
1
19
66.41
CC#CC1=NSC(O)=C1C
CC#Cc1nsc(O)c1C
false
CCCC1CCC(C)C1C
c1cnsc1
153.206
41.0678
1.52852
3
1
17
33.12
CS(=O)(=O)C=CCC1CC1
CS(=O)(=O)C=CCC1CC1
true
CC(C)(C)CCCC1CC1
C1CC1
160.238
41.3248
1.3448
2
0
22
34.14
CC#CCC#CS(O)(=O)=O
CC#CCC#CS(=O)(=O)O
false
CCCCCCC(C)(C)C
158.178
37.3916
0.2485
2
1
16
54.37
CCC1=C(OC=C1Cl)C=C
C=Cc1occ(Cl)c1CC
false
CCC1CCC(C)C1CC
c1ccoc1
156.612
43.187
3.1384
1
0
19
13.14
CC=NOC1=NNC=C1Cl
CC=NOc1n[nH]cc1Cl
false
CCCCC1CCCC1C
c1cn[nH]c1
159.576
38.3917
1.4476
3
1
16
50.27
CNC(=S)NCCC(C)=C
C=C(C)CCNC(=S)NC
false
CCC(C)CCCC(C)C
158.27
49.0914
1.0465
1
2
24
24.06
C1OC2=C(CC=C1)N=CS2
C1=CCc2ncsc2OC1
false
C1CCC2CCCC2CC1
C1=CCc2ncsc2OC1
153.206
40.453
1.6342
3
0
17
22.12
O=S1(=O)C2C3CCC1CN23
O=S1(=O)C2CCC3C1N3C2
false
CC1(C)C2CCC3C(C2)C31
O=S1(=O)C2CCC3C1N3C2
159.21
36.2238
-0.4125
3
0
19
37.15
CC1=C2C=NN(O)C2=CS1
Cc1scc2c1cnn2O
false
CC1CCC2C(C)CCC12
c1n[nH]c2cscc12
154.194
39.5315
1.64352
4
1
16
38.05
CS(=O)(=O)CC1NCC1=O
CS(=O)(=O)CC1NCC1=O
true
CC1CCC1CC(C)(C)C
O=C1CNC1
163.198
36.5085
-1.4281
4
1
19
63.24
CCN1SN=C(C)C1=NC
CCn1snc(C)c1=NC
false
CCC1CCC(C)C1CC
N=c1cns[nH]1
157.242
42.002
0.80342
4
0
21
30.18
ON1CC2CC(N2)S1(=O)=O
O=S1(=O)C2CC(CN1O)N2
false
CC1CC2CC(C2)C1(C)C
O=S1(=O)NCC2CC1N2
164.186
32.741
-1.291
4
2
18
69.64
CNC1=CC=C(Cl)C(C)=N1
CNc1ccc(Cl)c(C)n1
false
CCC1CCC(C)C(C)C1
c1ccncc1
156.616
43.5307
2.08512
2
1
19
24.92
NNS(=O)(=O)CNCC=C
C=CCNCS(=O)(=O)NN
false
CCCCCC(C)(C)CC
165.218
39.3096
-1.4874
4
3
21
84.22
C1OCC2=NSC=C2C=C1
C1=Cc2csnc2COC1
false
C1CCC2CCCC2CC1
C1=Cc2csnc2COC1
153.206
40.804
1.6865
3
0
17
22.12
COC1=NC(=CS1)[N+]([O-])=O
COc1nc([N+](=O)[O-])cs1
false
CCC1CCC(C(C)C)C1
c1cscn1
160.154
35.3204
1.0599
5
0
14
65.26
NN1C=CC=C1S(O)(=O)=O
Nn1cccc1S(=O)(=O)O
false
CC1CCCC1C(C)(C)C
c1cc[nH]c1
162.17
34.397
-0.5514
4
2
16
85.32
C=CC1OCCCS1(=O)=O
C=CC1OCCCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCCOC1
162.21
38.3408
0.3336
3
0
20
43.37