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#CS(=O)(=O)C(O)CO
CC#CS(=O)(=O)C(O)CO
true
CCCC(C)(C)C(C)CC
164.182
35.4624
-1.3073
4
2
18
74.6
CC(C=C)C(=C)S(C)(=O)=O
C=CC(C)C(=C)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
160.238
43.3448
1.3668
2
0
22
34.14
CCC(O)C=CS(O)(=O)=O
CCC(O)C=CS(=O)(=O)O
false
CCC(C)CCC(C)(C)C
166.198
36.9864
0.1588
3
2
20
74.6
CC1NC1S(=O)(=O)NN=C
C=NNS(=O)(=O)C1NC1C
false
CCCC(C)(C)C1CC1C
C1CN1
163.202
37.9902
-1.1608
4
2
19
80.47
CNC1CNC2=C1SN=C2
CNC1CNc2cnsc21
false
CCC1CCC2CCCC12
c1nsc2c1NCC2
155.226
42.4044
0.8291
4
2
19
36.95
NN=C1CNC2=C1SC=C2
NN=C1CNc2ccsc21
false
CCC1CCC2CCCC12
N=C1CNc2ccsc21
153.21
43.5331
0.8364
4
2
17
50.41
OC1=C(NCC=C)C=CS1
C=CCNc1ccsc1O
false
CCCCC1CCCC1C
c1ccsc1
155.222
44.6705
2.0516
3
2
19
32.26
C=COCCC1=CSC=C1
C=COCCc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
154.234
44.172
2.4507
2
0
20
9.23
C=CNS(=O)(=O)C(=O)C#C
C#CC(=O)S(=O)(=O)NC=C
false
CCCC(C)(C)C(C)CC
159.166
36.0925
-0.7909
3
1
15
63.24
C=C1OC=NC(=N)S1(=O)=O
C=C1OC=NC(=N)S1(=O)=O
true
CC1CCCC(C)C1(C)C
C=C1OC=NC(=N)S1(=O)=O
160.154
35.3635
-0.13433
4
1
14
79.58
NC(=N)CC1=C(O)C=NS1
N=C(N)Cc1sncc1O
false
CC(C)CC1CCCC1C
c1cnsc1
157.198
39.3969
0.32717
4
3
17
82.99
C=CN1SC=C(C=C)C1=O
C=Cc1csn(C=C)c1=O
false
CCC1CCC(CC)C1C
O=c1ccs[nH]1
153.206
45.057
1.6533
3
0
17
22
CC1=NN2N=C(C)C=C2S1
Cc1cc2sc(C)nn2n1
false
CC1CC2CC(C)CC2C1
c1cc2scnn2n1
153.21
40.338
1.40764
4
0
17
30.19
NS(=O)(=O)N1CC(C1)C=C
C=CC1CN(S(N)(=O)=O)C1
false
CCC1CC(C(C)(C)C)C1
C1CNC1
162.214
38.3672
-0.6923
2
1
20
63.4
CCC1=C(C)SN(N)C1=O
CCc1c(C)sn(N)c1=O
false
CCC1C(C)CC(C)C1C
O=c1ccs[nH]1
158.226
42.8444
0.49442
4
1
20
48.02
NN=CNS(=O)(=O)CC#C
C#CCS(=O)(=O)NC=NN
false
CCCCC(C)(C)CCC
161.186
38.4349
-1.559
4
2
17
84.55
CN1C=C(SC1=O)C1CN1
Cn1cc(C2CN2)sc1=O
false
CC1CC(C2CC2)CC1C
O=c1[nH]cc(C2CN2)s1
156.21
40.3037
0.0911
4
1
18
43.94
CC(C)NC(=S)NC(C)=N
CC(=N)NC(=S)NC(C)C
false
CC(C)CC(C)CC(C)C
159.258
47.4061
0.85607
2
3
23
47.91
NC1=NNC(C=CO)=C1Cl
Nc1n[nH]c(C=CO)c1Cl
false
CCCC1CCC(C)C1C
c1cn[nH]c1
159.576
39.6729
1.174
3
3
16
74.93
OC1CN(C1)C1=CSN=N1
OC1CN(c2csnn2)C1
false
CC1CC(C2CCCC2)C1
c1snnc1N1CCC1
157.198
38.1288
-0.281
5
1
17
49.25
CCS(=O)(=O)C1=COC=N1
CCS(=O)(=O)c1cocn1
false
CCC(C)(C)C1CCCC1
c1cocn1
161.182
34.2298
0.4682
4
0
17
60.17
CC#CC(=C)C1=NSC=C1
C=C(C#CC)c1ccsn1
false
CCCC(C)C1CCCC1
c1cnsc1
149.218
44.598
2.1796
2
0
17
12.89
O=C1CC(N1)C1=NC=CS1
O=C1CC(c2nccs2)N1
false
CC1CC(C2CCCC2)C1
O=C1CC(c2nccs2)N1
154.194
37.6147
0.7041
3
1
16
41.99
NN1C=CC(Cl)=C1C1CC1
Nn1ccc(Cl)c1C1CC1
false
CC1CCC(C)C1C1CC1
c1c[nH]c(C2CC2)c1
156.616
41.5674
1.7327
2
1
19
30.95
CC=CCNC1=NSN=C1
CC=CCNc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
155.226
43.2127
1.5261
4
1
19
37.81
CNC1=C(SN=N1)C(C)O
CNc1nnsc1C(C)O
false
CCC1CCCC1C(C)C
c1csnn1
159.214
40.0895
0.6331
5
2
19
58.04
O=C1NC(=S)NC2CNC12
O=C1NC(=S)NC2CNC12
true
CC1CC(C)C2CCC2C1
O=C1NC(=S)NC2CNC12
157.198
39.4551
-1.6689
3
3
17
53.16
CC1OCC2=NSC(C)=C12
Cc1snc2c1C(C)OC2
false
CC1CCC2CCC(C)C12
c1snc2c1COC2
155.222
40.055
2.04272
3
0
19
22.12
OC1=C(Cl)C=C2CCON12
Oc1c(Cl)cc2n1OCC2
false
CC1CC2CCCC2C1C
c1cc2n(c1)OCC2
159.572
36.2578
0.8318
3
1
16
34.39
CC(C)C1=CSC=C1C#N
CC(C)c1cscc1C#N
false
CCC1CCCC1C(C)C
c1ccsc1
151.234
43.123
2.74318
2
0
19
23.79
CC(NN=C)S(=O)(=O)C=C
C=CS(=O)(=O)C(C)NN=C
false
CCCC(C)C(C)(C)CC
162.214
41.2635
0.0959
4
1
20
58.53
CC(CN)C1=CNC(=O)S1
CC(CN)c1c[nH]c(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
158.226
42.4091
0.4986
3
2
20
58.88
CC1(C)C(N)C2=CSN=C12
CC1(C)c2nscc2C1N
false
CC1C2CCCC2C1(C)C
c1snc2c1CC2
154.238
42.0684
1.4341
3
1
20
38.91
CC(C)S(=O)(=O)C#CC#N
CC(C)S(=O)(=O)C#CC#N
true
CCCCC(C)(C)C(C)C
157.194
37.4448
0.29408
3
0
17
57.93
CNC1=NSC(C#C)=C1N
C#Cc1snc(NC)c1N
false
CCC1CCC(CC)C1C
c1cnsc1
153.21
44.0081
0.7483
4
2
17
50.94
CC(O)C1=CN(N)C=C1Cl
CC(O)c1cn(N)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1cc[nH]c1
160.604
40.2262
0.9086
3
2
19
51.18
NC(=O)CC1=C(Cl)C=CS1
NC(=O)Cc1sccc1Cl
false
CC(C)CC1CCCC1C
c1ccsc1
175.64
42.2274
1.4293
2
1
16
43.09
NC1=C(SN=N1)C(=C)C=O
C=C(C=O)c1snnc1N
false
CCC(C)C1CCCC1C
c1csnn1
155.182
39.4194
0.3324
5
1
15
68.87
CCCC1=NC=C(CC)S1
CCCc1ncc(CC)s1
false
CCCC1CCC(CC)C1
c1cscn1
155.266
45.487
2.658
2
0
23
12.89
CNC1=CN(N)C(O)=C1Cl
CNc1cn(N)c(O)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
161.592
40.8039
0.6026
4
3
18
63.21
CC1CCS(=O)(=O)C=CN1
CC1CCS(=O)(=O)C=CN1
true
CC1CCCC(C)(C)CC1
O=S1(=O)C=CNCCC1
161.226
40.1415
0.2542
3
1
21
46.17
CC=CC1=CSC=C1C=C
C=Cc1cscc1C=CC
false
CCCC1CCCC1CC
c1ccsc1
150.246
49.118
3.4242
1
0
20
0
NC1C2CC2C2=C1SC=C2
NC1c2sccc2C2CC12
false
CC1C2CCCC2C2CC12
c1cc2c(s1)CC1CC21
151.234
42.0954
1.865
2
1
19
26.02
CC1N2CC(C2)NS1(=O)=O
CC1N2CC(C2)NS1(=O)=O
true
CC1C2CC(C2)CC1(C)C
O=S1(=O)CN2CC(C2)N1
162.214
36.8785
-1.0504
3
1
20
49.41
COC1=CN(NC1)C(N)=S
COC1=CN(C(N)=S)NC1
false
CCC1CCC(C(C)C)C1
C1=CNNC1
159.214
41.7191
-0.462
3
2
19
50.52
C1CCC2=C(OC1)SC=C2
c1cc2c(s1)OCCCC2
false
C1CCC2CCCC2CC1
c1cc2c(s1)OCCCC2
154.234
42.752
2.4632
2
0
20
9.23
O=C1CCC2=C(C1)C=CS2
O=C1CCc2sccc2C1
false
CC1CCC2CCCC2C1
O=C1CCc2sccc2C1
152.218
41.351
1.8059
2
0
18
17.07
CC(C)(C=C)S(=O)(=O)NN
C=CC(C)(C)S(=O)(=O)NN
false
CCC(C)(C)C(C)(C)CC
164.23
40.5189
-0.2559
3
2
22
72.19
N#CC1=CC2=C(S1)N=CN2
N#Cc1cc2[nH]cnc2s1
false
CCC1CC2CCCC2C1
c1nc2sccc2[nH]1
149.178
38.6857
1.49608
3
1
13
52.47
O=CNN1CC=CNC1=S
O=CNN1CC=CNC1=S
true
CCCC1CCCCC1C
S=C1NC=CCN1
157.198
40.7794
-0.6488
2
2
17
44.37
CCOC1=C(N)SC=C1C
CCOc1c(C)csc1N
false
CCCC1C(C)CCC1C
c1ccsc1
157.238
44.6374
2.03742
3
1
21
35.25
O=CC1CC1S(=O)(=O)C=O
O=CC1CC1S(=O)(=O)C=O
true
CCC1CC1C(C)(C)CC
C1CC1
162.166
33.6293
-0.8212
4
0
16
68.28
CC1C(=O)C2=C(O)SC=C12
CC1C(=O)c2c1csc2O
false
CC1CCC2C(C)C(C)C12
O=C1Cc2cscc21
154.19
38.7293
1.7535
3
1
16
37.3
NCC1=C2CCCC2=NS1
NCc1snc2c1CCC2
false
CCC1CCC2CCCC12
c1snc2c1CCC2
154.238
42.0304
1.0905
3
1
20
38.91
COC(C)CC1=NSC=N1
COC(C)Cc1ncsn1
false
CCC(C)CC1CCCC1
c1ncsn1
158.226
40.084
1.1155
4
0
20
35.01
COC1=C(SN=C1)C=CC
CC=Cc1sncc1OC
false
CCCC1CCCC1CC
c1cnsc1
155.222
43.374
2.1848
3
0
19
22.12
CC(O)C1CCOS1(=O)=O
CC(O)C1CCOS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)CCCO1
166.198
34.9576
-0.5141
4
1
20
63.6
NC1=C(OCC#C)SC=N1
C#CCOc1scnc1N
false
CCCCC1CCCC1C
c1cscn1
154.194
40.8544
0.7373
4
1
16
48.14
CC(=NN)C1=CN=C(C)S1
CC(=NN)c1cnc(C)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
155.226
43.2494
1.13422
4
1
19
51.27
CC(O)CN(C)S(N)(=O)=O
CC(O)CN(C)S(N)(=O)=O
true
CC(C)CC(C)C(C)(C)C
168.218
37.418
-1.4975
3
2
22
83.63
CN1C2CNC(=S)NCC12
CN1C2CNC(=S)NCC21
false
CC1CCC2C(C)C2CC1
S=C1NCC2NC2CN1
157.242
43.9424
-0.8533
2
2
21
27.07
CNC(C)C1=CSC(=O)S1
CNC(C)c1csc(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1sccs1
175.278
45.9407
1.4502
4
1
19
29.1
CCC1=CC(=CS1)C1CO1
CCc1cc(C2CO2)cs1
false
CCC1CCC(C2CC2)C1
c1cc(C2CO2)cs1
154.234
42.39
2.3818
2
0
20
12.53
CC=NNS(=O)(=O)C#CC
CC#CS(=O)(=O)NN=CC
false
CCCCC(C)(C)CCC
160.198
39.6715
-0.1077
3
1
18
58.53
C=C1OC2=C(C=NS2)C1=C
C=c1oc2sncc2c1=C
false
CC1CC2CCCC2C1C
C=c1oc2sncc2c1=C
151.19
42.18
0.7099
3
0
15
26.03
CCC1=NN(C=C1Cl)N=C
C=Nn1cc(Cl)c(CC)n1
false
CCC1CC(C)C(CC)C1
c1cn[nH]c1
157.604
41.562
1.5626
3
0
18
30.18
CCCOS(=O)(=O)C(C)=C
C=C(C)S(=O)(=O)OCCC
false
CCCCC(C)(C)C(C)C
164.226
39.9768
1.2764
3
0
22
43.37
O=S1(=O)CCCC1=CC#N
N#CC=C1CCCS1(=O)=O
false
CCCC1CCCC1(C)C
C=C1CCCS1(=O)=O
157.194
36.7168
0.60248
3
0
17
57.93
CC1C(C)C1C1=NSN=N1
CC1C(C)C1c1nnsn1
false
CC1C(C)C1C1CCCC1
C1CC1c1nnsn1
155.226
38.773
1.3025
4
0
19
38.67
CC(=C)N1SC=NC1=NO
C=C(C)n1scnc1=NO
false
CCC1CCCC1C(C)C
N=c1ncs[nH]1
157.198
38.4575
0.7251
5
1
17
50.41
CC(O)CC1=CC(Cl)=CS1
CC(O)Cc1cc(Cl)cs1
false
CC(C)CC1CCC(C)C1
c1ccsc1
176.668
44.7138
2.3248
2
1
19
20.23
ClC1=CN=CC(=C1)C1CN1
Clc1cncc(C2CN2)c1
false
CC1CCCC(C2CC2)C1
c1cncc(C2CN2)c1
154.6
39.9907
1.3793
2
1
17
34.83
CNC(=S)NC(OC)=CC
CC=C(NC(=S)NC)OC
false
CCC(C)CC(CC)CC
160.242
45.5594
0.588
2
2
22
33.29
CC(=N)N1SC(N)=CC1=O
CC(=N)n1sc(N)cc1=O
false
CC1CC(C)C(C(C)C)C1
O=c1ccs[nH]1
157.198
41.7901
0.33727
5
2
17
71.87
C#CCCNC1=NN=CS1
C#CCCNc1nncs1
false
CCCCCC1CCCC1
c1nncs1
153.21
41.8487
0.9733
4
1
17
37.81
NC(=S)NCC(=C)C1CO1
C=C(CNC(N)=S)C1CO1
false
CC(C)CCC(C)C1CC1
C1CO1
158.226
43.6681
-0.2254
2
2
20
50.58
OC1CC=CS(=O)(=O)C1=C
C=C1C(O)CC=CS1(=O)=O
false
CC1CCCC(C)(C)C1C
C=C1CCC=CS1(=O)=O
160.194
37.8236
0.1932
3
1
18
54.37
CN1CCCC2=C1SC=C2
CN1CCCc2ccsc21
false
CC1CCCC2CCCC12
c1cc2c(s1)NCCC2
153.25
45.91
2.1305
2
0
21
3.24
O=S1(=O)CCCCCOC1
O=S1(=O)CCCCCOC1
true
CC1(C)CCCCCCC1
O=S1(=O)CCCCCOC1
164.226
38.4568
0.5592
3
0
22
43.37
CN(CC#CC=C)C(N)=S
C=CC#CCN(C)C(N)=S
false
CCCCCC(C)C(C)C
154.238
47.3884
0.3512
1
1
20
29.26
O=CCC1C2CNC(=S)N12
O=CCC1C2CNC(=S)N12
true
CCCC1C2CCC(C)C12
S=C1NCC2CN12
156.21
40.6967
-0.4837
2
1
18
32.11
CN(C=O)S(=O)(=O)N1CC1
CN(C=O)S(=O)(=O)N1CC1
true
CCC(C)C(C)(C)C1CC1
C1CN1
164.186
34.3198
-1.365
3
0
18
57.46
OC1=CSC2=C1CCC2=C
C=C1CCc2c(O)csc21
false
CC1CCC2C(C)CCC12
C=C1CCc2ccsc21
152.218
43.3388
2.4131
2
1
18
20.23
NS(=O)(=O)C1OCC2CC12
NS(=O)(=O)C1OCC2CC21
false
CC(C)(C)C1CCC2CC21
C1OCC2CC12
163.198
34.4442
-0.7327
3
1
19
69.39
CC(O)(CN)C1=NC=NS1
CC(O)(CN)c1ncns1
false
CCC(C)(C)C1CCCC1
c1ncsn1
159.214
38.5342
-0.2957
5
2
19
72.03
O=S1(=O)CCON=CCN1
O=S1(=O)CCON=CCN1
true
CC1(C)CCCCCCC1
O=S1(=O)CCON=CCN1
164.186
36.2335
-1.0782
4
1
18
67.76
CC1=C(CO)SC=C1C=C
C=Cc1csc(CO)c1C
false
CCC1CCC(CC)C1C
c1ccsc1
154.234
45.0698
2.19182
2
1
20
20.23
CC1CCC(=C)NS1(=O)=O
C=C1CCC(C)S(=O)(=O)N1
false
CC1CCC(C)C(C)(C)C1
C=C1CCCS(=O)(=O)N1
161.226
39.8915
0.6018
2
1
21
46.17
CCN(C)NS(=O)(=O)C=O
CCN(C)NS(=O)(=O)C=O
true
CCC(C)CC(C)(C)CC
166.202
37.11
-1.0373
4
1
20
66.48
O=CN1CCC2=NSC=C12
O=CN1CCc2nscc21
false
CCC1CCC2CCCC12
c1snc2c1NCC2
154.194
39.228
0.662
3
0
16
33.2
CN(C(N)=S)C1=CCOC1
CN(C(N)=S)C1=CCOC1
true
CC(C)C(C)C1CCCC1
C1=CCOC1
158.226
43.4504
0.0759
2
1
20
38.49
C=C1CCNC2=C1SC=N2
C=C1CCNc2ncsc21
false
CC1CCCC2CCCC12
C=C1CCNc2ncsc21
152.222
44.2547
1.9719
3
1
18
24.92
C=CC1=CSC2=C1CCO2
C=Cc1csc2c1CCO2
false
CCC1CCC2CCCC12
c1cc2c(s1)OCC2
152.218
43.609
2.326
2
0
18
9.23
N#CC(C#N)C1=CSN=C1
N#CC(C#N)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
149.178
36.081
1.27386
4
0
13
60.47
NC1=C2CNCC2=C(N)S1
Nc1sc(N)c2c1CNC2
false
CC1CC(C)C2CCCC12
c1scc2c1CNC2
155.226
43.6875
0.5157
4
3
19
64.07
NC(C(O)C#C)S(N)(=O)=O
C#CC(O)C(N)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
164.186
35.9224
-2.4462
4
3
18
106.41
CC12NC(CS1(=O)=O)C=C2
CC12C=CC(CS1(=O)=O)N2
false
CC1(C)CC2CCC1(C)C2
O=S1(=O)CC2C=CC1N2
159.21
38.2555
-0.341
3
1
19
46.17
CC1N=CNNCS1(=O)=O
CC1N=CNNCS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CN=CNNC1
163.202
38.0122
-1.1592
5
2
19
70.56
CC1=NN2N=CSC2=C1Cl
Cc1nn2ncsc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2scnn2n1
173.628
40.611
1.75262
4
0
14
30.19
CC(=C)C(=C)C1=NC=CS1
C=C(C)C(=C)c1nccs1
false
CC(C)C(C)C1CCCC1
c1cscn1
151.234
45.962
2.7324
2
0
19
12.89