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
OC1CS(=O)(=O)C1OC=C
C=COC1C(O)CS1(=O)=O
false
CCCC1C(C)CC1(C)C
O=S1(=O)CCC1
164.182
34.8636
-0.7381
4
1
18
63.6
O=S1(=O)NNC(C=C1)C#C
C#CC1C=CS(=O)(=O)NN1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CCNN1
158.182
36.9522
-1.0605
3
2
16
58.2
CCN1C(=N)SC=C1C=C
C=Cc1csc(=N)n1CC
false
CCC1CCC(C)C1CC
N=c1[nH]ccs1
154.238
43.9287
1.69197
3
1
20
28.78
CC1C2COC1S(=O)(=O)O2
CC1C2COC1S(=O)(=O)O2
true
CC1C2CCC1C(C)(C)C2
O=S1(=O)OC2COC1C2
164.182
32.6968
-0.2926
4
0
18
52.6
NC1=CC(Cl)=CC=C1C#N
N#Cc1ccc(Cl)cc1N
false
CCC1CCC(C)CC1C
c1ccccc1
152.584
40.5794
1.79388
2
1
15
49.81
NC1=C(C=C)C(NO)=NS1
C=Cc1c(NO)nsc1N
false
CCC1CCC(C)C1CC
c1cnsc1
157.198
42.0266
1.1694
5
3
17
71.17
C=CN1C(=O)SN=C1C=C
C=Cc1nsc(=O)n1C=C
false
CCC1CCC(C)C1CC
O=c1[nH]cns1
154.194
42.852
1.0483
4
0
16
34.89
CCCNC(=S)NC=CC
CC=CNC(=S)NCCC
false
CCCCC(C)CCCC
158.27
48.8414
1.3941
1
2
24
24.06
CC1N(C)C2=NSC(O)=C12
CC1c2c(nsc2O)N1C
false
CC1CCC2C(C)C(C)C12
c1snc2c1CN2
156.21
40.5968
1.3595
4
1
18
36.36
C=CC(C#N)C1=NN=NS1
C=CC(C#N)c1nnns1
false
CCC(CC)C1CCCC1
c1nnns1
152.182
36.255
0.72628
5
0
14
62.46
NC(=S)NN=COCC=C
C=CCOC=NNC(N)=S
false
CCCCCCCC(C)C
159.214
44.5621
-0.0345
3
2
19
59.64
CC1CCNC(=S)N2CC12
CC1CCNC(=S)N2CC12
true
CC1CCCC(C)C2CC12
S=C1NCCCC2CN12
156.254
44.8757
0.5849
1
1
22
15.04
CC(C=C)C(O)S(N)(=O)=O
C=CC(C)C(O)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
165.214
38.475
-0.5846
3
2
21
80.39
CC1(C)NC(=S)NC1(C)C
CC1(C)NC(=S)NC1(C)C
true
CC1CC(C)(C)C(C)(C)C1
S=C1NCCN1
158.27
47.0274
1.0213
1
2
24
24.06
CNC1=C(C#C)C(Cl)=CN1
C#Cc1c(Cl)c[nH]c1NC
false
CCC1CCC(C)C1CC
c1cc[nH]c1
154.6
43.2844
1.6911
1
2
17
27.82
C=C1C2NC(=S)NC1C=C2
C=C1C2C=CC1NC(=S)N2
false
CC1CC2CCC(C1)C2C
C=C1C2C=CC1NC(=S)N2
152.222
44.7254
0.3273
1
2
18
24.06
CCC(C)(CO)NC(N)=S
CCC(C)(CO)NC(N)=S
true
CCC(C)(CC)CC(C)C
162.258
45.7029
-0.0194
2
3
24
58.28
CC=C1CON(C)S1(=O)=O
CC=C1CON(C)S1(=O)=O
true
CCC1CCC(C)C1(C)C
C=C1CONS1(=O)=O
163.198
36.3918
0.097
3
0
19
46.61
CC1=C2CCNN2SC1=O
Cc1c2n(sc1=O)NCC2
false
CC1CC2CCCC2C1C
O=c1cc2n(s1)NCC2
156.21
41.2477
0.31782
4
1
18
34.03
NC1CC2=C(N=NS2)C1O
NC1Cc2snnc2C1O
false
CC1CC2CCCC2C1C
C1Cc2nnsc2C1
157.198
36.5482
-0.5451
5
2
17
72.03
CCCS(=O)(=O)C=NN=C
C=NN=CS(=O)(=O)CCC
false
CCCCC(C)(C)CCC
162.214
42.1188
0.4551
4
0
20
58.86
CCC1=NNS(=O)(=O)C1O
CCC1=NNS(=O)(=O)C1O
true
CCC1CCC(C)(C)C1C
O=S1(=O)CC=NN1
164.186
35.7883
-0.9962
4
2
18
78.76
CC(C=C)C1=CSC(=O)N1
C=CC(C)c1csc(=O)[nH]1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
155.222
43.5517
1.7259
2
1
19
32.86
CC=CS(=O)(=O)CC(N)=O
CC=CS(=O)(=O)CC(N)=O
true
CCCC(C)(C)CC(C)C
163.198
37.7952
-0.5799
3
1
19
77.23
NC1C2(CC2)NNS1(=O)=O
NC1C2(CC2)NNS1(=O)=O
true
CC1C(C)(C)CCC12CC2
O=S1(=O)CC2(CC2)NN1
163.202
35.1316
-1.7586
4
3
19
84.22
OC1C2OC(=C)C1S2(=O)=O
C=C1OC2C(O)C1S2(=O)=O
false
CC1CC2C(C)C1C2(C)C
C=C1OC2CC1S2(=O)=O
162.166
32.7276
-0.9857
4
1
16
63.6
CN1C(=S)NC(=N)C11CC1
CN1C(=S)NC(=N)C12CC2
false
CC1CC(C)C2(CC2)C1C
N=C1NC(=S)NC12CC2
155.226
43.1884
0.31617
2
2
19
39.12
OCC1=CSC2=C1OCC2
OCc1csc2c1OCC2
false
CCC1CCC2CCCC12
c1cc2c(s1)CCO2
156.206
39.4408
1.1753
3
1
18
29.46
C=CC(C=O)C1=NSC=N1
C=CC(C=O)c1ncsn1
false
CCC(CC)C1CCCC1
c1ncsn1
154.194
38.911
1.0066
4
0
16
42.85
ClC1=CNC=C1NC1CC1
Clc1c[nH]cc1NC1CC1
false
CC1CCCC1CC1CC1
c1cc(NC2CC2)c[nH]1
156.616
42.4474
2.2424
1
2
19
27.82
O=S1(=O)OC=C2C=NNC12
O=S1(=O)OC=C2C=NNC21
false
CC1(C)CCC2CCCC21
O=S1(=O)OC=C2C=NNC21
160.154
33.5035
-0.8546
5
1
14
67.76
NC1=NSC2=C1C=COC2
Nc1nsc2c1C=COC2
false
CC1CCC2CCCCC12
C1=Cc2cnsc2CO1
154.194
40.3494
1.2262
4
1
16
48.14
C#CCON=C1SC=CS1
C#CCON=c1sccs1
false
CCCCCC1CCCC1
N=c1sccs1
171.246
42.544
1.2751
4
0
15
21.59
OC1=CSC=C1C(=C)C#N
C=C(C#N)c1cscc1O
false
CCC(C)C1CCCC1C
c1ccsc1
151.19
40.6308
1.99048
3
1
15
44.02
N#CC1=COC2=C1SC=C2
N#Cc1coc2ccsc12
false
CCC1CCC2CCCC12
c1cc2sccc2o1
149.174
38.806
2.36598
3
0
13
36.93
CC1C2C1(O)CCS2(=O)=O
CC1C2C1(O)CCS2(=O)=O
true
CC1C2C(C)(C)CCC12C
O=S1(=O)CCC2CC21
162.21
36.3056
-0.4457
3
1
20
54.37
CC1=CS(=O)(=O)C2CC2N1
CC1=CS(=O)(=O)C2CC2N1
true
CC1CC2CC2C(C)(C)C1
O=S1(=O)C=CNC2CC21
159.21
38.0055
0.0066
3
1
19
46.17
CCC1=C(C)C=C(S1)C#C
C#Cc1cc(C)c(CC)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
150.246
46.369
2.60022
1
0
20
0
COC1=C2CC(C)C2=NS1
COc1snc2c1CC2C
false
CCC1CCC2C(C)CC12
c1snc2c1CC2
155.222
40.785
1.8113
3
0
19
22.12
C1C2C=CC3=CSC=C3C12
C1=CC2CC2c2cscc21
false
C1CC2CCC3CC3C2C1
C1=CC2CC2c2cscc21
148.23
44.201
2.8784
1
0
18
0
NN1C2CC2COS1(=O)=O
NN1C2CC2COS1(=O)=O
true
CC1C2CC2CCC1(C)C
O=S1(=O)NC2CC2CO1
164.186
32.7932
-1.1744
4
1
18
72.63
NC1=C(C=CS1)C(O)C=C
C=CC(O)c1ccsc1N
false
CCC(C)C1CCCC1C
c1ccsc1
155.222
43.8882
1.5497
3
2
19
46.25
CC1CON=C(C)S1(=O)=O
CC1=NOCC(C)S1(=O)=O
false
CC1CCCC(C)C1(C)C
O=S1(=O)C=NOCC1
163.198
37.4428
0.1533
4
0
19
55.73
O=C1CC2=CNSC2=NN1
O=C1CC2=CNSC2=NN1
true
CC1CCC2CCCC2C1
O=C1CC2=CNSC2=NN1
155.182
39.0044
-0.0449
4
2
15
53.49
CC=CN1NC(=O)SC1=N
CC=Cn1[nH]c(=O)sc1=N
false
CCCC1CC(C)CC1C
N=c1[nH][nH]c(=O)s1
157.198
39.7884
0.20797
4
2
17
61.64
CN1C2CC2N=CNC1=S
CN1C(=S)NC=NC2CC21
false
CC1CCCC2CC2C1C
S=C1NC=NC2CC2N1
155.226
44.1817
-0.0245
2
1
19
27.63
CC1=CC(O)C2=C1SC=C2
CC1=CC(O)c2ccsc21
false
CC1CC(C)C2CCCC12
C1=Cc2sccc2C1
152.218
42.9298
2.1984
2
1
18
20.23
CC1=NSC(=N1)C#CC#N
Cc1nsc(C#CC#N)n1
false
CCCCC1CCC(C)C1
c1ncsn1
149.178
37.137
0.7216
4
0
13
49.57
NCC1=CC=C(Cl)C(=O)N1
NCc1ccc(Cl)c(=O)[nH]1
false
CCC1CCC(C)C(C)C1
O=c1cccc[nH]1
158.588
39.9641
0.487
2
2
17
58.88
CC1(C)OS(=O)(=O)C2OC12
CC1(C)OS(=O)(=O)C2OC21
false
CC1(C)CC(C)(C)C2CC21
O=S1(=O)OCC2OC21
164.182
32.7448
-0.1501
4
0
18
55.9
OCC1=C(C=CS1)N1CC1
OCc1sccc1N1CC1
false
CCC1CCCC1C1CC1
c1cc(N2CC2)cs1
155.222
42.4548
1.0604
3
1
19
23.24
C1C=NN=C1C1=NC=CS1
C1=NN=C(c2nccs2)C1
false
C1CCC(C2CCCC2)C1
C1=NN=C(c2nccs2)C1
151.194
41.76
1.3217
4
0
15
37.61
CNC1=C(SN=C1)C(C)C
CNc1cnsc1C(C)C
false
CCC1CCCC1C(C)C
c1cnsc1
156.254
45.7497
2.3082
3
1
22
24.92
CC1CNC(=S)NC(=C)O1
C=C1NC(=S)NCC(C)O1
false
CC1CCC(C)CC(C)C1
C=C1NC(=S)NCCO1
158.226
43.4234
0.3404
2
2
20
33.29
C#CC1CC2=C(C1)N=CS2
C#CC1Cc2ncsc2C1
false
CCC1CC2CCCC2C1
c1nc2c(s1)CCC2
149.218
41.845
1.4911
2
0
17
12.89
CC=CCC1=NSC=C1N
CC=CCc1nscc1N
false
CCCCC1CCCC1C
c1cnsc1
154.238
45.0444
1.8439
3
1
20
38.91
NS(=O)(=O)OC1=CC=CN1
NS(=O)(=O)Oc1ccc[nH]1
false
CC(C)(C)CC1CCCC1
c1cc[nH]c1
162.17
34.5279
-0.403
3
2
16
85.18
C=CCC1=NC=C(S1)C#C
C#Cc1cnc(CC=C)s1
false
CCCC1CCC(CC)C1
c1cscn1
149.218
43.95
1.8529
2
0
17
12.89
NC1CC2=C(C1)SC(=N)N2
N=c1[nH]c2c(s1)CC(N)C2
false
CC1CC2CC(C)CC2C1
N=c1[nH]c2c(s1)CCC2
155.226
39.9078
-0.01843
3
3
19
65.66
CC1C2OC2C2=C1C=NS2
CC1c2cnsc2C2OC12
false
CC1C2CCCC2C2CC12
c1nsc2c1CC1OC21
153.206
38.143
1.7001
3
0
17
25.42
CC=C(CN)C1=NC=NS1
CC=C(CN)c1ncns1
false
CCC(CC)C1CCCC1
c1ncsn1
155.226
42.6144
0.9001
4
1
19
51.8
CN1NC2=CSC=C2N=C1
CN1C=Nc2cscc2N1
false
CC1CCC2CCCC2C1
C1=Nc2cscc2NN1
153.21
43.8567
1.6802
4
1
17
27.63
CC1CN2C1CN(O)C2=S
CC1CN2C(=S)N(O)CC12
false
CC1CC2C(C)CC2C1C
S=C1NCC2CCN12
158.226
40.7485
0.2964
2
1
20
26.71
O=C1OCCCCS1(=O)=O
O=C1OCCCCS1(=O)=O
true
CC1CCCCCC1(C)C
O=C1OCCCCS1(=O)=O
164.182
34.3688
0.3316
4
0
18
60.44
S=C1NNCC#CC=CN1
S=C1NC=CC#CCNN1
false
CC1CCCCCCCC1
S=C1NC=CC#CCNN1
153.21
43.7881
-0.5142
2
3
17
36.09
COC1=NC2=C(N1)SC=N2
COc1nc2ncsc2[nH]1
false
CCC1CC2CCCC2C1
c1nc2ncsc2[nH]1
155.182
38.3177
1.028
4
1
15
50.8
CC(=C)CCS(=O)(=O)CO
C=C(C)CCS(=O)(=O)CO
false
CCC(C)(C)CCC(C)C
164.226
40.3036
0.3172
3
1
22
54.37
CS(=O)(=O)N1CC(C1)C#N
CS(=O)(=O)N1CC(C#N)C1
false
CCC1CC(C(C)(C)C)C1
C1CNC1
160.198
35.5198
-0.59862
3
0
18
61.17
CC1=C(O)C(=CS1)C(N)=O
Cc1scc(C(N)=O)c1O
false
CC(C)C1CCC(C)C1C
c1ccsc1
157.194
39.2387
0.86102
3
2
17
63.32
O=CNCC1NCS1(=O)=O
O=CNCC1NCS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CNC1
164.186
34.7772
-1.966
4
2
18
75.27
C=CC12CN1S(=O)(=O)NC2
C=CC12CNS(=O)(=O)N1C2
false
CCC12CCC(C)(C)C1C2
O=S1(=O)NCC2CN21
160.198
36.5565
-0.9252
2
1
18
49.18
O=S1(=O)CC=CN=CNN1
O=S1(=O)CC=CN=CNN1
true
CC1(C)CCCCCCC1
O=S1(=O)CC=CN=CNN1
161.186
37.6902
-1.034
4
2
17
70.56
N#CC1=NC2=C(S1)C=CN2
N#Cc1nc2[nH]ccc2s1
false
CCC1CC2CCCC2C1
c1cc2scnc2[nH]1
149.178
38.6857
1.49608
3
1
13
52.47
NC(C=CC#C)S(O)(=O)=O
C#CC=CC(N)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
161.182
37.497
-0.6516
3
2
17
80.39
ClC1=C(CON=C)SC=C1
C=NOCc1sccc1Cl
false
CCCCC1CCCC1C
c1ccsc1
175.64
43.667
2.5337
3
0
16
21.59
CN(CCN)C(=S)N1CC1
CN(CCN)C(=S)N1CC1
true
CCCC(C)C(C)C1CC1
C1CN1
159.258
45.8554
-0.5226
2
1
23
32.27
CN=CN1C=C(C)SC1=N
CN=Cn1cc(C)sc1=N
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
155.226
42.7147
0.84369
4
1
19
41.14
CNC(N)=CS(=O)(=O)OC
CNC(N)=CS(=O)(=O)OC
true
CCC(C)CC(C)(C)CC
166.202
37.2589
-1.0604
5
2
20
81.42
O=C(NC1=CSC=N1)C#C
C#CC(=O)Nc1cscn1
false
CCC(C)CC1CCCC1
c1cscn1
152.178
39.5767
0.7148
3
1
14
41.99
CC(O)CCC1=NC=CS1
CC(O)CCc1nccs1
false
CC(C)CCC1CCCC1
c1cscn1
157.238
42.1158
1.4565
3
1
21
33.12
CC1=CSC2=C1OC(N)=C2
Cc1csc2cc(N)oc12
false
CC1CC2CCC(C)C2C1
c1cc2sccc2o1
153.206
43.2404
2.38492
3
1
17
39.16
CC1CCS(=O)(=O)C(=O)N1
CC1CCS(=O)(=O)C(=O)N1
true
CC1CCC(C)(C)C(C)C1
O=C1NCCCS1(=O)=O
163.198
36.3975
-0.097
3
1
19
63.24
CS(=O)(=O)C1=NOC=C1N
CS(=O)(=O)c1nocc1N
false
CC1CCCC1C(C)(C)C
c1cnoc1
162.17
34.0252
-0.3397
5
1
16
86.19
O=S1(=O)CCC=C1CC#C
C#CCC1=CCCS1(=O)=O
false
CCCC1CCCC1(C)C
O=S1(=O)C=CCC1
156.206
39.9368
0.7121
2
0
18
34.14
CCN1CC(O)CNC1=S
CCN1CC(O)CNC1=S
true
CCC1CC(C)CCC1C
S=C1NCCCN1
160.242
43.8545
-0.4427
2
2
22
35.5
C#CC1CN1C1=NSC=N1
C#CC1CN1c1ncsn1
false
CCC1CC1C1CCCC1
c1nc(N2CC2)ns1
151.194
39.876
0.3599
4
0
15
28.79
CC1=C(OC=C1)S(N)(=O)=O
Cc1ccoc1S(N)(=O)=O
false
CC1CCCC1C(C)(C)C
c1ccoc1
161.182
34.8182
0.23542
3
1
17
73.3
CN1C=C(Cl)C(=N1)C(C)=C
C=C(C)c1nn(C)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1cn[nH]c1
156.616
42.926
2.1066
2
0
19
17.82
CCC1=COC(OC)=C1Cl
CCc1coc(OC)c1Cl
false
CCC1CCC(CC)C1C
c1ccoc1
160.6
39.648
2.504
2
0
19
22.37
CN1N=C(C)C2=C1N=CS2
Cc1nn(C)c2ncsc12
false
CC1CC(C)C2CCCC12
c1nc2[nH]ncc2s1
153.21
41.123
1.33822
4
0
17
30.71
C=CN1C(=N)SN=C1C#C
C#Cc1nsc(=N)n1C=C
false
CCC1CCC(C)C1CC
N=c1[nH]cns1
151.194
40.2807
0.50587
4
1
15
41.67
O=CC1CN2SN=CC2=N1
O=CC1CN2SN=CC2=N1
true
CCC1CC2CCCC2C1
C1=NSN2CCN=C12
155.182
40.076
-0.0844
5
0
15
45.03
CNN1CS(=O)(=O)CC1=O
CNN1CS(=O)(=O)CC1=O
true
CCC1CC(C)(C)CC1C
O=C1CS(=O)(=O)CN1
164.186
34.5595
-1.6647
4
1
18
66.48
O=CC1CC2=C(C1)C=NS2
O=CC1Cc2cnsc2C1
false
CCC1CC2CCCC2C1
c1nsc2c1CCC2
153.206
39.076
1.0568
3
0
17
29.96
CC12CC(C1)NNC(=S)N2
CC12CC(C1)NNC(=S)N2
true
CC1CCC2CC(C)(C1)C2
S=C1NNC2CC(C2)N1
157.242
43.4321
-0.1102
2
3
21
36.09
CC=CC1=C(O)NSC1=O
CC=Cc1c(O)[nH]sc1=O
false
CCCC1C(C)CCC1C
O=c1cc[nH]s1
157.194
41.3125
1.1751
3
2
17
53.09
NC1=CC2=C(CNN=C2)S1
Nc1cc2c(s1)CNN=C2
false
CC1CC2CCCCC2C1
C1=NNCc2sccc21
153.21
43.1651
0.7674
4
2
17
50.41
CC(=C)N=CNS(N)(=O)=O
C=C(C)N=CNS(N)(=O)=O
false
CC(C)CCCC(C)(C)C
163.202
39.5489
-0.6586
3
2
19
84.55
CC(O)CC(=C)NC(N)=S
C=C(CC(C)O)NC(N)=S
false
CC(C)CC(C)CC(C)C
160.242
45.3589
0.1042
2
3
22
58.28
CC(COC=C)S(O)(=O)=O
C=COCC(C)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
166.198
37.1596
0.4228
3
1
20
63.6