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
OC1=C(Cl)C=C2CC=NN12
Oc1c(Cl)cc2n1N=CC2
false
CC1CC2CCCC2C1C
C1=Nn2cccc2C1
156.572
38.7008
1.2371
3
1
15
37.52
N#CC1=CC2=CSN=C2C1
N#CC1=Cc2csnc2C1
false
CCC1CC2CCCC2C1
C1=Cc2csnc2C1
148.19
39.408
1.60618
3
0
14
36.68
CC=NN1CCOS1(=O)=O
CC=NN1CCOS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)NCCO1
164.186
35.7438
-0.4309
4
0
18
58.97
CC(=O)C(=C)C1=NN=NS1
C=C(C(C)=O)c1nnns1
false
CC(C)C(C)C1CCCC1
c1nnns1
155.182
37.419
0.5353
5
0
15
55.74
CC=CN=CNC(=S)NO
CC=CN=CNC(=S)NO
true
CCCCCCC(C)CC
159.214
43.9619
0.4016
3
3
19
56.65
CC1=CC(Cl)=CN1CC=O
Cc1cc(Cl)cn1CC=O
false
CCCC1CC(C)CC1C
c1cc[nH]c1
157.6
40.243
1.64882
2
0
18
22
CC(=O)CN=C1NSC=N1
CC(=O)CN=c1ncs[nH]1
false
CC(C)CCC1CCCC1
N=c1ncs[nH]1
157.198
37.5757
-0.0391
4
1
17
58.11
CC1=C(NC(=N)S1)N1CC1
Cc1sc(=N)[nH]c1N1CC1
false
CC1CC(C)C(C2CC2)C1
N=c1[nH]c(N2CC2)cs1
155.226
41.4744
0.68409
3
2
19
42.65
NC(=S)N1C2CC1C(=C)C2
C=C1CC2CC1N2C(N)=S
false
CC(C)C1C2CC(C)C1C2
C=C1CC2CC1N2
154.238
44.5744
0.6328
1
1
20
29.26
CC1CCONC(=S)NN1
CC1CCONC(=S)NN1
true
CC1CCCCC(C)CC1
S=C1NNCCCON1
161.23
42.0361
-0.3211
3
3
21
45.32
COCC#CC1=NSC=N1
COCC#Cc1ncsn1
false
CCCCCC1CCCC1
c1ncsn1
154.194
38.663
0.536
4
0
16
35.01
O=S1(=O)C2OC2C2CC1N2
O=S1(=O)C2CC(N2)C2OC21
false
CC1(C)C2CC(C2)C2CC21
O=S1(=O)C2CC(N2)C2OC21
161.182
32.9095
-1.1723
4
1
17
58.7
CC1NC(C1=O)S(C)(=O)=O
CC1NC(S(C)(=O)=O)C1=O
false
CC1CC(C(C)(C)C)C1C
O=C1CNC1
163.198
36.2365
-1.0821
4
1
19
63.24
CC(C#C)N(C=O)C(N)=S
C#CC(C)N(C=O)C(N)=S
false
CCC(C)C(CC)C(C)C
156.21
42.9834
-0.2899
2
1
18
46.33
O=S1(=O)OCCC2CC1N2
O=S1(=O)OCCC2CC1N2
true
CC1(C)CCCC2CC1C2
O=S1(=O)OCCC2CC1N2
163.198
34.8175
-0.5755
4
1
19
55.4
CNN1C=C(CN)SC1=O
CNn1cc(CN)sc1=O
false
CCC1CC(C)C(CC)C1
O=c1[nH]ccs1
159.214
41.7551
-0.4582
5
2
19
60.05
C=CC=CS(=O)(=O)C1CC1
C=CC=CS(=O)(=O)C1CC1
true
CCCCC(C)(C)C1CC1
C1CC1
158.222
41.2788
1.2633
2
0
20
34.14
OS(=O)(=O)C1CCCC=C1
O=S(=O)(O)C1C=CCCC1
false
CC(C)(C)C1CCCCC1
C1=CCCCC1
162.21
38.3276
0.9829
2
1
20
54.37
CN1NS(=O)(=O)CCN=C1
CN1C=NCCS(=O)(=O)N1
false
CC1CCCCC(C)(C)C1
O=S1(=O)CCN=CNN1
163.202
38.0445
-1.2055
4
1
19
61.77
ClC1=CC=NC2=C1CNC2
Clc1ccnc2c1CNC2
false
CC1CCCC2CCCC12
c1cnc2c(c1)CNC2
154.6
39.7907
1.3382
2
1
17
24.92
COCC(C)N(C)C(N)=S
COCC(C)N(C)C(N)=S
true
CCCC(C)C(C)C(C)C
162.258
45.8864
0.1967
2
1
24
38.49
CC(C#C)C1=CC(O)=CS1
C#CC(C)c1cc(O)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
152.218
43.2318
2.1904
2
1
18
20.23
C=CNS(=O)(=O)CON=C
C=CNS(=O)(=O)CON=C
true
CCCCC(C)(C)CCC
164.186
37.7535
-0.361
4
1
18
67.76
O=S1(=O)CCC=CC2OC12
O=S1(=O)CCC=CC2OC21
false
CC1(C)CCCCC2CC21
O=S1(=O)CCC=CC2OC21
160.194
36.2048
0.086
3
0
18
46.67
CC1=CC2=C(NC(=N)C2)S1
Cc1cc2c(s1)NC(=N)C2
false
CC1CC2CC(C)CC2C1
N=C1Cc2ccsc2N1
152.222
44.1094
2.00179
2
2
18
35.88
O=S1(=O)CCCC2NC2C1
O=S1(=O)CCCC2NC2C1
true
CC1(C)CCCC2CC2C1
O=S1(=O)CCCC2NC2C1
161.226
38.5995
-0.4646
3
1
21
56.08
OC1CC2COS(=O)(=O)C12
O=S1(=O)OCC2CC(O)C21
false
CC1CC2CCC(C)(C)C12
O=S1(=O)OCC2CCC21
164.182
32.7736
-0.9042
4
1
18
63.6
CC1=C(Cl)C(=O)C=CC=C1
Cc1ccccc(=O)c1Cl
false
CC1CCCCC(C)C1C
O=c1cccccc1
154.596
42.459
2.00862
1
0
17
17.07
OCC=NN1CCS1(=O)=O
O=S1(=O)CCN1N=CCO
false
CCCCC1CCC1(C)C
O=S1(=O)CCN1
164.186
36.0706
-1.3901
4
1
18
69.97
CC=C1CNC2=CSC=C12
CC=C1CNc2cscc21
false
CCC1CCC2CCCC12
C=C1CNc2cscc21
151.234
46.4597
2.5769
2
1
19
12.03
CCC1=COS(=O)(=O)C1=C
C=C1C(CC)=COS1(=O)=O
false
CCC1CCC(C)(C)C1C
C=C1C=COS1(=O)=O
160.194
37.5188
1.154
3
0
18
43.37
NC(=S)NCC1=CC=CS1
NC(=S)NCc1cccs1
false
CC(C)CCC1CCCC1
c1ccsc1
172.278
47.9441
1.0813
2
2
18
38.05
C=C1CCNC2=NSC=C12
C=C1CCNc2nscc21
false
CC1CCCC2CCCC12
C=C1CCNc2nscc21
152.222
44.2547
1.9719
3
1
18
24.92
CC1=NNC(S1)=NCC=O
Cc1n[nH]c(=NCC=O)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ncs1
157.198
37.6957
-0.12078
4
1
17
58.11
CC1C=CN(C(N)=S)C1=O
CC1C=CN(C(N)=S)C1=O
true
CC(C)C1CCC(C)C1C
O=C1CC=CN1
156.21
41.9354
0.222
2
1
18
46.33
CN1C=CC(Cl)=C1CC=C
C=CCc1c(Cl)ccn1C
false
CCCC1C(C)CCC1C
c1cc[nH]c1
155.628
44.324
2.407
1
0
20
4.93
ON(C=C)S(=O)(=O)CC#C
C#CCS(=O)(=O)N(O)C=C
false
CCCC(C)(C)C(C)CC
161.182
36.4423
-0.2159
3
1
17
57.61
O=C1C=CN=C2C=CSN12
O=c1ccnc2ccsn12
false
CC1CCCC2CCCC12
O=c1ccnc2ccsn12
152.178
39.339
0.756
4
0
14
34.37
CCNN(C)S(=O)(=O)CN
CCNN(C)S(=O)(=O)CN
true
CCCC(C)C(C)(C)CC
167.234
39.4139
-1.3113
4
2
23
75.43
NCCC1=CN=CC(Cl)=C1
NCCc1cncc(Cl)c1
false
CCCC1CCCC(C)C1
c1ccncc1
156.616
42.0054
1.2362
2
1
19
38.91
CNN(C=C)S(=O)(=O)OC
C=CN(NC)S(=O)(=O)OC
false
CCC(CC)C(C)(C)CC
166.202
37.0245
-0.5425
4
1
20
58.64
CC(=C)CCNC(=S)NN
C=C(C)CCNC(=S)NN
false
CCC(C)CCCC(C)C
159.258
47.3548
0.2904
2
3
23
50.08
C=C1CC(OS1(=O)=O)C=O
C=C1CC(C=O)OS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1CCOS1(=O)=O
162.166
33.6138
-0.1823
4
0
16
60.44
O=S1(=O)NC=CCN=CN1
O=S1(=O)NC=CCN=CN1
true
CC1(C)CCCCCCC1
O=S1(=O)NC=CCN=CN1
161.186
37.6902
-1.034
3
2
17
70.56
CN(C(C)=O)S(=O)(=O)CN
CC(=O)N(C)S(=O)(=O)CN
false
CCC(C)(C)C(C)C(C)C
166.202
36.4182
-1.2893
4
1
20
80.47
O=CN1C2CC1S(=O)(=O)C2
O=CN1C2CC1S(=O)(=O)C2
true
CCC1C2CC1C(C)(C)C2
O=S1(=O)CC2CC1N2
161.182
33.8828
-1.0284
3
0
17
54.45
C=NNC1=C(SC=C1)N=O
C=NNc1ccsc1N=O
false
CCCC1CCCC1CC
c1ccsc1
155.182
42.9457
2.1735
5
1
15
53.82
CN1C=CC2CN2S1(=O)=O
CN1C=CC2CN2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=S1(=O)NC=CC2CN21
160.198
36.3168
-0.6255
2
0
18
40.39
CC#CC1=NS(=O)(=O)C=C1
CC#CC1=NS(=O)(=O)C=C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)C=CC=N1
155.178
38.9448
0.3078
2
0
15
46.5
CN1CC(O)CS(=O)(=O)C1
CN1CC(O)CS(=O)(=O)C1
true
CC1CC(C)CC(C)(C)C1
O=S1(=O)CCCNC1
165.214
37.2906
-1.335
4
1
21
57.61
CC1(C)NCC2=CSC=C12
CC1(C)NCc2cscc21
false
CC1(C)CCC2CCCC21
c1scc2c1CNC2
153.25
44.1847
2.0864
2
1
21
12.03
CCOC1=CSC(N)=C1C
CCOc1csc(N)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
157.238
44.6374
2.03742
3
1
21
35.25
[O-][N+](=O)C1=CC=CC(Cl)=C1
O=[N+]([O-])c1cccc(Cl)c1
false
CC1CCCC(C(C)C)C1
c1ccccc1
157.556
38.1064
2.2482
2
0
14
43.14
OC1C2OC3=CSC=C3C12
OC1C2Oc3cscc3C12
false
CC1C2CC3CCCC3C12
c1scc2c1OC1CC21
154.19
37.4828
0.9672
3
1
16
29.46
CCN1CC2CN2NC1=S
CCN1CC2CN2NC1=S
true
CCC1CC2CC2CC1C
S=C1NCC2CN2N1
157.242
43.4747
-0.2044
2
1
21
18.28
CNNC1=NSC=C1OC
CNNc1nscc1OC
false
CCCC1CCCC1CC
c1cnsc1
159.214
41.3484
0.698
5
2
19
46.18
N#CC1=C(C=NS1)C1CO1
N#Cc1sncc1C1CO1
false
CCC1CCCC1C1CC1
c1nscc1C1CO1
152.178
35.522
1.08608
4
0
14
49.21
ONC1=CC2=CSN=C2C1
ONC1=Cc2csnc2C1
false
CCC1CC2CCCC2C1
C1=Cc2csnc2C1
154.194
38.7172
1.0189
4
2
16
45.15
NC1CC2=C(CO)SN=C12
NC1Cc2c1nsc2CO
false
CCC1CCC2C(C)CC12
c1snc2c1CC2
156.21
38.6692
0.1913
4
2
18
59.14
NS(=O)(=O)C1CC(O)CN1
NS(=O)(=O)C1CC(O)CN1
true
CC1CCC(C(C)(C)C)C1
C1CCNC1
166.202
35.5217
-2.0448
4
3
20
92.42
CC1C(N)CC2=C1SC=N2
CC1c2scnc2CC1N
false
CC1CC2CCCC2C1C
c1nc2c(s1)CCC2
154.238
42.2084
1.13
3
1
20
38.91
CC1CNS(=O)(=O)NN=C1
CC1C=NNS(=O)(=O)NC1
false
CC1CCCC(C)(C)CC1
O=S1(=O)NCCC=NN1
163.202
37.7142
-0.9541
3
2
19
70.56
OC1=C(C=C(S1)C#C)C#N
C#Cc1cc(C#N)c(O)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
149.174
38.6338
1.30668
3
1
13
44.02
CC1=CC(=CN)S(=O)(=O)O1
CC1=CC(=CN)S(=O)(=O)O1
true
CCC1CC(C)CC1(C)C
C=C1C=COS1(=O)=O
161.182
36.0322
0.0503
4
1
17
69.39
C=C1OS(=O)(=O)CC11CN1
C=C1OS(=O)(=O)CC12CN2
false
CC1CC(C)(C)CC12CC2
C=C1OS(=O)(=O)CC12CN2
161.182
34.7455
-0.7979
4
1
17
65.31
NN1CC(O)(C=C)S1(=O)=O
C=CC1(O)CN(N)S1(=O)=O
false
CCC1(C)CC(C)C1(C)C
O=S1(=O)CCN1
164.186
34.96
-1.6199
4
2
18
83.63
CC(C)C1=C(O)C(C)=CS1
Cc1csc(C(C)C)c1O
false
CC(C)C1CCC(C)C1C
c1ccsc1
156.25
44.8098
2.88552
2
1
22
20.23
CC1(NCS1(=O)=O)C1CC1
CC1(C2CC2)NCS1(=O)=O
false
CC1(C)CCC1(C)C1CC1
O=S1(=O)CNC1C1CC1
161.226
38.0515
0.0881
3
1
21
46.17
C1NC1C=CC1=CC=NS1
C(=CC1CN1)c1ccns1
false
C1CCC(CCC2CC2)C1
C(=CC1CN1)c1ccns1
152.222
42.9387
1.1281
3
1
18
34.83
CC1=NC(CC2CO2)=NS1
Cc1nc(CC2CO2)ns1
false
CC1CCC(CC2CC2)C1
c1nc(CC2CO2)ns1
156.21
38.09
0.78782
4
0
18
38.31
O=S1(=O)C=NNCC2CC12
O=S1(=O)C=NNCC2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)C=NNCC2CC21
160.198
37.3095
-0.6638
4
1
18
58.53
CC(N)=C(CO)S(N)(=O)=O
CC(N)=C(CO)S(N)(=O)=O
true
CCC(C(C)C)C(C)(C)C
166.202
37.0804
-1.5426
4
3
20
106.41
ON=CS(=O)(=O)NCC=C
C=CCNS(=O)(=O)C=NO
false
CCCCC(C)(C)CCC
164.186
37.398
-0.4907
4
2
18
78.76
CCC1COS(=O)(=O)C1C
CCC1COS(=O)(=O)C1C
true
CCC1CCC(C)(C)C1C
O=S1(=O)CCCO1
164.226
38.1148
0.7611
3
0
22
43.37
OCC1CN2SC=NC2=N1
OCC1CN2SC=NC2=N1
true
CCC1CC2CCCC2C1
C1=NC2=NCCN2S1
157.198
41.0978
-0.291
5
1
17
48.19
OC1C=CC2=C1NSC2=N
N=c1s[nH]c2c1C=CC2O
false
CC1CCC2C(C)CCC12
N=c1s[nH]c2c1C=CC2
154.194
38.5182
0.61587
3
3
16
59.87
CN1SC=CC1=NC=NO
Cn1sccc1=NC=NO
false
CCCCC1CCCC1C
N=c1ccs[nH]1
157.198
39.1315
0.4048
4
1
17
49.88
CC1CC2=C(O1)SC=C2C
Cc1csc2c1CC(C)O2
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)OCC2
154.234
42.85
2.37992
2
0
20
9.23
N=C1C=CSN1NCC#N
N#CCNn1sccc1=N
false
CCCCC1CCCC1C
N=c1ccs[nH]1
154.198
38.0044
0.09615
5
2
16
64.6
N=C(NC1=CC=NS1)C#N
N#CC(=N)Nc1ccns1
false
CCC(C)CC1CCCC1
c1cnsc1
152.182
39.0764
1.05585
4
2
14
72.56
COC1CC2=CSN=C2O1
COC1Cc2csnc2O1
false
CCC1CC2CCCC2C1
c1snc2c1CCO2
157.194
37.243
1.0505
4
0
17
31.35
CCC1=CC(C)S(=O)(=O)O1
CCC1=CC(C)S(=O)(=O)O1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CC=CO1
162.21
37.8408
1.0288
3
0
20
43.37
CCC1=C(C#C)C(C)=NS1
C#Cc1c(C)nsc1CC
false
CCC1CCC(C)C1CC
c1cnsc1
151.234
44.164
1.99522
2
0
19
12.89
CC1OS(=O)(=O)C1CC#C
C#CCC1C(C)OS1(=O)=O
false
CCCC1C(C)CC1(C)C
O=S1(=O)CCO1
160.194
36.7048
0.1268
3
0
18
43.37
N=C1SNC2=C1C=COC2
N=c1s[nH]c2c1C=COC2
false
CC1CCC2CCCCC12
N=c1s[nH]c2c1C=COC2
154.194
38.3474
1.05657
3
2
16
48.87
OC1=CN=C(COC=C)S1
C=COCc1ncc(O)s1
false
CCCCC1CCC(C)C1
c1cscn1
157.194
38.7648
1.5088
4
1
17
42.35
CCS(=O)(=O)CC(=C)OC
C=C(CS(=O)(=O)CC)OC
false
CCC(C)CC(C)(C)CC
164.226
40.4768
0.5812
3
0
22
43.37
CCC1=CN=C2SN=CN12
CCc1cnc2sncn12
false
CCC1CCC2CCCC12
c1cn2cnsc2n1
153.21
40.242
1.3532
4
0
17
30.19
N=C1SC=C2CC=CON12
N=c1scc2n1OC=CC2
false
CC1CCC2CCCCC12
N=c1scc2n1OC=CC2
154.194
37.5877
0.52747
4
1
16
38.01
CNC(C#C)C1=NC=NS1
C#CC(NC)c1ncns1
false
CCC(CC)C1CCCC1
c1ncsn1
153.21
40.5427
0.4318
4
1
17
37.81
CC(C#N)C1=CC(N)=NS1
CC(C#N)c1cc(N)ns1
false
CCC(C)C1CCC(C)C1
c1cnsc1
153.21
40.5544
1.35238
4
1
17
62.7
NCC1=NSC=C1CC#C
C#CCc1csnc1CN
false
CCCC1CCCC1CC
c1cnsc1
152.222
42.5424
0.7775
3
1
18
38.91
CC(C)C1=CC(O)=C(O)S1
CC(C)c1cc(O)c(O)s1
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
158.222
41.7376
2.2827
3
2
20
40.46
C1OC1C1OC2=CSC=C12
c1scc2c1OC2C1CO1
false
C1CC2CC(C3CC3)C2C1
c1scc2c1OC2C1CO1
154.19
37.428
1.5804
3
0
16
21.76
CN1CCC1C1=CSC=N1
CN1CCC1c1cscn1
false
CC1CCC1C1CCCC1
c1nc(C2CCN2)cs1
154.238
42.102
1.5197
3
0
20
16.13
O=C1CC(O1)C1=CSC=C1
O=C1CC(c2ccsc2)O1
false
CC1CC(C2CCCC2)C1
O=C1CC(c2ccsc2)O1
154.19
37.769
1.7361
3
0
16
26.3
CC1(CC1O)OS(C)(=O)=O
CC1(OS(C)(=O)=O)CC1O
false
CC1CC1(C)CC(C)(C)C
C1CC1
166.198
34.9576
-0.5141
4
1
20
63.6
CN1C=C(Cl)C2=C1OCC2
Cn1cc(Cl)c2c1OCC2
false
CC1CC(C)C2CCCC12
c1cc2c([nH]1)OCC2
157.6
39.622
1.6134
2
0
18
14.16
CS(=O)(=O)C1=CC(=C)CC1
C=C1C=C(S(C)(=O)=O)CC1
false
CC1CCC(C(C)(C)C)C1
C=C1C=CCC1
158.222
41.3008
1.2649
2
0
20
34.14
COC=CC(=C)S(O)(=O)=O
C=C(C=COC)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
164.182
36.8376
0.548
3
1
18
63.6