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(C1CC1)C1=NN=NS1
CC(c1nnns1)C1CC1
false
CC(C1CCCC1)C1CC1
C1CC1Cc1nnns1
155.226
38.843
1.4466
4
0
19
38.67
CCNC(C)=CS(N)(=O)=O
CCNC(C)=CS(N)(=O)=O
true
CCCC(C)CC(C)(C)C
164.23
40.5409
-0.2543
3
2
22
72.19
CN1NS(=O)(=O)NC2CC12
CN1NS(=O)(=O)NC2CC21
false
CC1CC(C)(C)CC2CC12
O=S1(=O)NNC2CC2N1
163.202
35.1472
-1.5883
3
2
19
61.44
CCC1CC2=NSC=C2O1
CCC1Cc2nscc2O1
false
CCC1CC2CCCC2C1
c1snc2c1OCC2
155.222
40.525
1.8566
3
0
19
22.12
CC1(O)C2CC2NS1(=O)=O
CC1(O)C2CC2NS1(=O)=O
true
CC1(C)CC2CC2C1(C)C
O=S1(=O)CC2CC2N1
163.198
34.5743
-0.9836
3
2
19
66.4
CC1=NN(C2CC12)C(N)=S
CC1=NN(C(N)=S)C2CC12
false
CC(C)C1CC(C)C2CC12
C1=NNC2CC12
155.226
43.6284
0.31
2
1
19
41.62
CC(C#CCN)S(N)(=O)=O
CC(C#CCN)S(N)(=O)=O
true
CCCCC(C)C(C)(C)C
162.214
39.3996
-1.3745
3
2
20
86.18
N=C1NC2=NSC=C2CO1
N=C1Nc2nscc2CO1
false
CC1CCC2CCCC2C1
N=C1Nc2nscc2CO1
155.182
38.2524
1.01997
4
2
15
58
OS(=O)(=O)C1=COC2CC12
O=S(=O)(O)C1=COC2CC12
false
CC(C)(C)C1CCC2CC21
C1=CC2CC2O1
162.166
32.6116
0.1343
3
1
16
63.6
COCC#CS(=O)(=O)C=C
C=CS(=O)(=O)C#CCOC
false
CCCCCC(C)(C)CC
160.194
38.7688
0.152
3
0
18
43.37
CC1C=CC2CN2S1(=O)=O
CC1C=CC2CN2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=S1(=O)CC=CC2CN21
159.21
38.0158
-0.0413
2
0
19
37.15
CC1CS(=O)(=O)CC2CN12
CC1CS(=O)(=O)CC2CN12
true
CC1CC(C)(C)CC2CC12
O=S1(=O)CCN2CC2C1
161.226
38.6098
-0.5125
3
0
21
37.15
NC12CC1C(=N)NS2(=O)=O
N=C1NS(=O)(=O)C2(N)CC12
false
CC1CC(C)(C)C2(C)CC12
N=C1NS(=O)(=O)C2CC12
161.186
34.8076
-1.42843
4
3
17
96.04
CCC1=CC(N)S(=O)(=O)O1
CCC1=CC(N)S(=O)(=O)O1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CC=CO1
163.198
36.3542
-0.0749
4
1
19
69.39
CN1C(=O)SN2CCN=C12
CN1C(=O)SN2CCN=C21
false
CC1CC2CCCC2C1C
O=C1NC2=NCCN2S1
157.198
39.758
0.3716
4
0
17
35.91
N#CCCCC1=CSN=N1
N#CCCCc1csnn1
false
CCCCCC1CCCC1
c1csnn1
153.21
38.46
1.38438
4
0
17
49.57
CCN1C(=N)CN(O)C1=S
CCN1C(=N)CN(O)C1=S
true
CCC1C(C)CC(C)C1C
N=C1CNC(=S)N1
159.214
41.1972
0.27527
3
2
19
50.56
NC1C2CN2C(=S)N2CC12
NC1C2CN2C(=S)N2CC12
true
CC1C2CC2C(C)C2CC12
S=C1N2CC2CC2CN12
155.226
41.5614
-1.0194
2
1
19
32.04
CC=CC1CS(=O)(=O)N1C
CC=CC1CS(=O)(=O)N1C
true
CCCC1CC(C)(C)C1C
O=S1(=O)CCN1
161.226
40.1518
0.2063
2
0
21
37.38
CN=C1N(C)SN=C1C=C
C=Cc1nsn(C)c1=NC
false
CCC1CCC(C)C1CC
N=c1cns[nH]1
155.226
42.663
0.6551
4
0
19
30.18
C=C1CN=C2NC(=O)SN12
C=C1CN=C2NC(=O)SN12
true
CC1CC2CCC(C)C2C1
C=C1CN=C2NC(=O)SN12
155.182
39.4037
0.5431
4
1
15
44.7
CNN1C=C(Cl)C=C1CN
CNn1cc(Cl)cc1CN
false
CCC1CC(C)CC1CC
c1cc[nH]c1
159.62
42.6181
0.7735
3
2
20
42.98
CCC(N=CN)S(C)(=O)=O
CCC(N=CN)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
164.23
41.6022
-0.2459
3
1
22
72.52
CN(C(N)=S)C(=N)C1CC1
CN(C(=N)C1CC1)C(N)=S
false
CC(C)C(C)C(C)C1CC1
C1CC1
157.242
44.9991
0.54907
2
2
21
53.11
CN=CN1OCCS1(=O)=O
CN=CN1OCCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCON1
164.186
35.9938
-0.7785
4
0
18
58.97
CS(=O)(=O)C1(CO)CC1O
CS(=O)(=O)C1(CO)CC1O
true
CCC1(C(C)(C)C)CC1C
C1CC1
166.198
35.2844
-1.4733
4
2
20
74.6
N#CC1CCC2=NSC=C12
N#CC1CCc2nscc21
false
CCC1CCC2CCCC12
c1snc2c1CCC2
150.206
38.789
1.69648
3
0
16
36.68
NS(=O)(=O)NCC#CC=C
C=CC#CCNS(N)(=O)=O
false
CCCCCCC(C)(C)C
160.198
39.0829
-1.0311
2
2
18
72.19
C=CC1NC1C1=NSN=C1
C=CC1NC1c1cnsn1
false
CCC1CC1C1CCCC1
c1nsnc1C1CN1
153.21
39.7707
0.737
4
1
17
47.72
CCC(=C)C1=C(C)N=CS1
C=C(CC)c1scnc1C
false
CCC(C)C1CCCC1C
c1cscn1
153.25
46.176
2.87472
2
0
21
12.89
NS(=O)(=O)N1CC1CC#N
N#CCC1CN1S(N)(=O)=O
false
CCCC1CC1C(C)(C)C
C1CN1
161.186
33.8312
-1.21222
3
1
17
86.96
CC12CC(CCO1)S2(=O)=O
CC12CC(CCO1)S2(=O)=O
true
CC12CCCC(C1)C2(C)C
O=S1(=O)C2CCOC1C2
162.21
36.2988
0.31
3
0
20
43.37
CC1=C(C)N2C=NSC2=C1
Cc1cc2sncn2c1C
false
CC1CC2CCCC2C1C
c1cc2sncn2c1
152.222
42.543
2.01264
3
0
18
17.3
CN(CC#C)NS(C)(=O)=O
C#CCN(C)NS(C)(=O)=O
false
CCCC(C)CC(C)(C)C
162.214
39.4425
-0.9844
3
1
20
49.41
NCS(=O)(=O)NC(=C)C=C
C=CC(=C)NS(=O)(=O)CN
false
CCC(C)CC(C)(C)CC
162.214
40.4469
-0.4783
3
2
20
72.19
OC1CC(=C)S(=O)(=O)C1=C
C=C1CC(O)C(=C)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
C=C1CCC(=C)S1(=O)=O
160.194
37.8236
0.1932
3
1
18
54.37
NN=C1CCCNS1(=O)=O
NN=C1CCCNS1(=O)=O
true
CCC1CCCCC1(C)C
N=C1CCCNS1(=O)=O
163.202
37.7789
-1.0282
4
2
19
84.55
O=C1C2CNC2CS1(=O)=O
O=C1C2CNC2CS1(=O)=O
true
CC1C2CCC2CC1(C)C
O=C1C2CNC2CS1(=O)=O
161.182
34.0745
-1.4706
4
1
17
63.24
S=C1NC=C(C=NN1)C#C
C#CC1=CNC(=S)NN=C1
false
CCC1CCCC(C)CC1
S=C1NC=CC=NN1
151.194
44.2774
-0.033
2
2
15
36.42
C1CON=C2SNN=C2C1
C1CON=C2SNN=C2C1
true
C1CCC2CCCC2CC1
C1CON=C2SNN=C2C1
157.198
40.7827
0.7177
5
1
17
45.98
NC1C2CC2ONS1(=O)=O
NC1C2CC2ONS1(=O)=O
true
CC1C2CC2CCC1(C)C
O=S1(=O)CC2CC2ON1
164.186
33.0109
-1.4757
4
2
18
81.42
C=C(OC1=NSC=C1)C#N
C=C(C#N)Oc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
152.178
37.495
1.55918
4
0
14
45.91
CCS(=O)(=O)C(CO)C#C
C#CC(CO)S(=O)(=O)CC
false
CCC(CC)C(C)(C)CC
162.21
39.1676
-0.5848
3
1
20
54.37
OCCC(=O)C1=CN=CS1
O=C(CCO)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
157.194
38.1473
0.7082
4
1
17
50.19
CC1(CO)CCNS1(=O)=O
CC1(CO)CCNS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CCCN1
165.214
37.0303
-0.9395
3
2
21
66.4
OC1C=CS(=O)(=O)C1C#C
C#CC1C(O)C=CS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)C=CCC1
158.178
36.6876
-0.7088
3
1
16
54.37
CC1=CC(C=CCO)=CS1
Cc1cc(C=CCO)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
154.234
45.1758
2.06202
2
1
20
20.23
CC=C1CN(C)NS1(=O)=O
CC=C1CN(C)NS1(=O)=O
true
CCC1CC(C)CC1(C)C
C=C1CNNS1(=O)=O
162.214
38.4425
-0.33
3
1
20
49.41
NC1=CC(Cl)=C(N=N1)C#C
C#Cc1nnc(N)cc1Cl
false
CCC1CCC(C)CC1C
c1ccnnc1
153.572
39.3894
0.6935
3
1
14
51.8
NS(=O)(=O)CCC1CC1O
NS(=O)(=O)CCC1CC1O
true
CC1CC1CCC(C)(C)C
C1CC1
165.214
36.705
-0.9542
3
2
21
80.39
CC1(CN1C=O)S(N)(=O)=O
CC1(S(N)(=O)=O)CN1C=O
false
CCC1CC1(C)C(C)(C)C
C1CN1
164.186
34.2822
-1.5369
3
1
18
80.24
N#CC=CNC1=CN=CS1
N#CC=CNc1cncs1
false
CCCCCC1CCCC1
c1cscn1
151.194
40.4897
1.59228
4
1
15
48.71
CNC1(C)CN(C1)C(N)=S
CNC1(C)CN(C(N)=S)C1
false
CCC1(C)CC(C(C)C)C1
C1CNC1
159.258
45.8231
-0.4763
2
2
23
41.29
O=C1SN2CCNCC2=C1
O=c1cc2n(s1)CCNC2
false
CC1CC2CCCCC2C1
O=c1cc2n(s1)CCNC2
156.21
40.2857
0.013
4
1
18
34.03
CS(=O)(=O)C(=C)OCC#N
C=C(OCC#N)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
161.182
35.5488
0.04238
4
0
17
67.16
CCCNC1=CSC(N)=N1
CCCNc1csc(N)n1
false
CCCCC1CCC(C)C1
c1cscn1
157.242
45.3071
1.5472
4
2
21
50.94
ON=CCNC1=CSC=N1
ON=CCNc1cscn1
false
CCCCCC1CCCC1
c1cscn1
157.198
40.8822
1.015
5
2
17
57.51
CNN=CC1CS(=O)(=O)C1
CNN=CC1CS(=O)(=O)C1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCC1
162.214
39.6955
-0.7638
4
1
20
58.53
CON1C(C)=NSC1=NC
CN=c1snc(C)n1OC
false
CCC1CCC(C)C1CC
N=c1[nH]cns1
159.214
38.832
-0.15808
5
0
19
39.41
CC1CC1NNS(N)(=O)=O
CC1CC1NNS(N)(=O)=O
true
CC1CC1CCC(C)(C)C
C1CC1
165.218
36.9476
-1.3075
3
3
21
84.22
OCC1=C2C=CSN2N=N1
OCc1nnn2sccc12
false
CCC1CCC2CCCC12
c1cc2cnnn2s1
155.182
36.7868
0.2831
5
1
15
50.42
NC(=O)CC1=COC=C1Cl
NC(=O)Cc1cocc1Cl
false
CC(C)CC1CCCC1C
c1ccoc1
159.572
36.6164
0.9608
2
1
16
56.23
CC(CO)N(C)C(=S)NN
CC(CO)N(C)C(=S)NN
true
CCC(C)C(C)C(C)CC
163.246
44.2319
-0.9528
3
3
23
61.52
CN=CNS(=O)(=O)CC=O
CN=CNS(=O)(=O)CC=O
true
CCCCC(C)(C)CCC
164.186
37.4025
-1.2372
4
1
18
75.6
CC(C)(CN)C1=CSN=C1
CC(C)(CN)c1cnsc1
false
CCC(C)(C)C1CCCC1
c1cnsc1
156.254
44.1944
1.3794
3
1
22
38.91
NC1=CC(Cl)=CC(NO)=N1
Nc1cc(Cl)cc(NO)n1
false
CCC1CC(C)CC(C)C1
c1ccncc1
159.576
39.0686
1.1183
4
3
16
71.17
OC1CC11CCOS1(=O)=O
O=S1(=O)OCCC12CC2O
false
CC1CC12CCCC2(C)C
O=S1(=O)OCCC12CC2
164.182
32.8436
-0.7601
4
1
18
63.6
CC1=NNC(S1)=NCC=C
C=CCN=c1[nH]nc(C)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ncs1
155.226
41.8287
0.86632
3
1
19
41.04
NC1=C(CC#N)OC=C1Cl
N#CCc1occ(Cl)c1N
false
CCCC1CCC(C)C1C
c1ccoc1
156.572
37.4474
1.58128
3
1
15
62.95
C1CC2=C(SN=C2)C2OC12
c1nsc2c1CCC1OC21
false
C1CC2CCC3CC3C2C1
c1nsc2c1CCC1OC21
153.206
38.049
1.5292
3
0
17
25.42
CN1CC2=C(O)NSC2=N1
CN1CC2=C(O)NSC2=N1
true
CC1CC2CCC(C)C2C1
C1=C2CNN=C2SN1
157.198
40.4465
0.2663
5
2
17
47.86
CN1CCC(=CN)S1(=O)=O
CN1CCC(=CN)S1(=O)=O
true
CCC1CCC(C)C1(C)C
C=C1CCNS1(=O)=O
162.214
38.4372
-0.5482
3
1
20
63.4
ClC1=COC2=C1CC(=N)N2
N=C1Cc2c(Cl)coc2N1
false
CC1CC2CCC(C)C2C1
N=C1Cc2ccoc2N1
156.572
38.7714
1.87827
2
2
15
49.02
NC(=S)NC(=O)C(=C)C=C
C=CC(=C)C(=O)NC(N)=S
false
CCC(C)C(C)CC(C)C
156.21
44.2651
0.0884
2
2
18
55.12
NC1COCCNS1(=O)=O
NC1COCCNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CCOCCN1
166.202
35.7169
-1.7792
4
2
20
81.42
O=CCC1=C2OCC2=CS1
O=CCc1scc2c1OC2
false
CCCC1CCC2CCC12
c1scc2c1CO2
154.19
38.419
1.3819
3
0
16
26.3
CN1CC2=NSC(C=O)=C12
CN1Cc2nsc(C=O)c21
false
CCC1CCC2CC(C)C12
c1snc2c1NC2
154.194
39.6085
0.9054
4
0
16
33.2
CCCNC(=S)NN=CC
CC=NNC(=S)NCCC
false
CCCCC(C)CCCC
159.258
48.1934
0.8662
2
2
23
36.42
OC(C=C)C1=C(O)SC=N1
C=CC(O)c1ncsc1O
false
CCC(C)C1CCCC1C
c1cscn1
157.194
38.9356
1.0681
4
2
17
53.35
OS(=O)(=O)C#CC#CC#N
N#CC#CC#CS(=O)(=O)O
false
CCCCCCC(C)(C)C
155.134
32.7136
-0.63792
3
1
11
78.16
CCN(CC1CN1)C(N)=S
CCN(CC1CN1)C(N)=S
true
CCC(CC1CC1)C(C)C
C1CN1
159.258
45.8231
-0.4763
2
2
23
51.2
CC1C2NS(=O)(=O)C1C2N
CC1C2NS(=O)(=O)C1C2N
true
CC1C2CC(C)(C)C1C2C
O=S1(=O)NC2CC1C2
162.214
36.7709
-1.3664
3
2
20
72.19
CC1CN1CS(=O)(=O)C=C
C=CS(=O)(=O)CN1CC1C
false
CCC(C)(C)CC1CC1C
C1CN1
161.226
40.1518
0.2063
3
0
21
37.15
CS(=O)(=O)CC1NC1C=O
CS(=O)(=O)CC1NC1C=O
true
CCC1CC1CC(C)(C)C
C1CN1
163.198
36.4865
-1.4297
4
1
19
73.15
CC1=CNS(=O)(=O)NC=C1
CC1=CNS(=O)(=O)NC=C1
true
CC1CCCC(C)(C)CC1
O=S1(=O)NC=CC=CN1
160.198
38.0882
-0.1585
2
2
18
58.2
S=C1NNC2C(N1)C2C#N
N#CC1C2NNC(=S)NC12
false
CCC1C2CCC(C)CC12
S=C1NNC2CC2N1
154.198
38.6841
-1.14072
3
3
16
59.88
OCC1=CSN(C=N)C1=N
N=Cn1scc(CO)c1=N
false
CCC1CCC(CC)C1C
N=c1ccs[nH]1
157.198
38.2682
-0.02346
5
3
17
72.86
CC(=C)CC1=CSC(C)=C1
C=C(C)Cc1csc(C)c1
false
CC(C)CC1CCC(C)C1
c1ccsc1
152.262
47.574
3.17512
1
0
22
0
NC(=O)C1=C(CO)SC=C1
NC(=O)c1ccsc1CO
false
CCC1CCCC1C(C)C
c1ccsc1
157.194
38.7597
0.3393
3
2
17
63.32
CCNN1C=C(Cl)C=C1C
CCNn1cc(Cl)cc1C
false
CCCC1CC(C)CC1C
c1cc[nH]c1
158.632
44.0807
2.01332
2
1
21
16.96
COC1CS(=O)(=O)C1C=C
C=CC1C(OC)CS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCC1
162.21
38.5688
-0.0156
3
0
20
43.37
CC(=C)C(=O)CNC(N)=S
C=C(C)C(=O)CNC(N)=S
false
CC(C)CCC(C)C(C)C
158.226
44.6091
-0.0352
2
2
20
55.12
CNS(=O)(=O)C1=NN=CC1
CNS(=O)(=O)C1=NN=CC1
true
CCC(C)(C)C1CCCC1
C1=NN=CC1
161.186
38.5235
-0.6764
4
1
17
70.89
NCS(=O)(=O)OCCC#C
C#CCCOS(=O)(=O)CN
false
CCCCCC(C)(C)CC
163.198
37.3762
-0.7277
4
1
19
69.39
CC#CC(=C)C1=CN=CS1
C=C(C#CC)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
149.218
44.598
2.1796
2
0
17
12.89
CN(C)C1=CC=C(Cl)C=C1
CN(C)c1ccc(Cl)cc1
false
CC1CCC(C(C)C)CC1
c1ccccc1
155.628
45.779
2.406
1
0
20
3.24
NC1=CSC(=C1)C(=C)C#N
C=C(C#N)c1cc(N)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
150.206
43.3784
1.86708
3
1
16
49.81
ClC1=C2CC=CC(N2)=C1Cl
Clc1c2[nH]c(c1Cl)CC=C2
false
CC1C2CCCC(C2)C1C
C1=Cc2ccc([nH]2)C1
174.03
43.5507
2.8908
0
1
15
15.79
CCONC(=S)NN(C)C
CCONC(=S)NN(C)C
true
CCCCC(C)CC(C)C
163.246
44.1824
-0.1214
3
2
23
36.53
O=S1(=O)C2NC3CC1NC23
O=S1(=O)C2CC3NC1C3N2
false
CC1(C)C2CC3CC1C3C2
O=S1(=O)C2CC3NC1C3N2
160.198
34.9602
-1.5993
4
2
18
58.2