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
CCCN=C(N)S(O)(=O)=O
CCCN=C(N)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
166.202
38.329
-0.4011
3
2
20
92.75
O=CC12CS(=O)(=O)CC1O2
O=CC12CS(=O)(=O)CC1O2
true
CCC12CC1CC(C)(C)C2
O=S1(=O)CC2OC2C1
162.166
32.3218
-1.2487
4
0
16
63.74
CN1NC(CNC1=S)C#N
CN1NC(C#N)CNC1=S
false
CCC1CCC(C)C(C)C1
S=C1NCCNN1
156.214
40.9004
-0.79692
3
2
18
51.09
O1C=CC=C1C1=CC=CS1
c1coc(-c2cccs2)c1
false
C1CCC(C2CCCC2)C1
c1coc(-c2cccs2)c1
150.202
42.021
3.0081
2
0
16
13.14
CC1CC1NC(=S)NC=C
C=CNC(=S)NC1CC1C
false
CCCC(C)CC1CC1C
C1CC1
156.254
46.6354
1.0024
1
2
22
24.06
NNS(=O)(=O)CC#CC#C
C#CC#CCS(=O)(=O)NN
false
CCCCCC(C)(C)CC
158.182
37.7189
-1.5839
3
2
16
72.19
C=C1CNC2=C(C1)SC=N2
C=C1CNc2ncsc2C1
false
CC1CCC2CCCC2C1
C=C1CNc2ncsc2C1
152.222
43.4477
1.6673
3
1
18
24.92
C(C1CCC1)C1=NSC=N1
c1nc(CC2CCC2)ns1
false
C1CCC(CC2CCC2)C1
c1nc(CC2CCC2)ns1
154.238
40.954
1.8807
3
0
20
25.78
N#CCN1CC2=CSN=C12
N#CCN1Cc2csnc21
false
CCCC1CC2CCCC12
c1snc2c1CN2
151.194
38.777
0.98668
4
0
15
39.92
COC1=CC2=C(C1)N=CS2
COC1=Cc2scnc2C1
false
CCC1CC2CCCC2C1
C1=Cc2scnc2C1
153.206
40.804
1.6865
3
0
17
22.12
CN1NC(=O)C2=C1SN=C2
Cn1[nH]c(=O)c2cnsc21
false
CC1CC(C)C2CCCC12
O=c1[nH][nH]c2sncc12
155.182
39.2117
0.3231
4
1
15
50.68
CC1C2CC(O)S(=O)(=O)N12
CC1C2CC(O)S(=O)(=O)N12
true
CC1C2CC(C)C(C)(C)C12
O=S1(=O)CCC2CN21
163.198
34.6326
-0.889
3
1
19
57.38
C1C2C=CC3=C(C=CS3)N12
C1=CC2CN2c2ccsc21
false
C1CC2CCC3CC3C2C1
C1=CC2CN2c2ccsc21
149.218
44.487
1.9635
2
0
17
3.01
CCC(O)C1=NSC=C1C
CCC(O)c1nscc1C
false
CCC(C)C1CCCC1C
c1cnsc1
157.238
42.1018
1.89492
3
1
21
33.12
CC1=NC2=C(S1)C(O)=CN2
Cc1nc2[nH]cc(O)c2s1
false
CC1CC2CCC(C)C2C1
c1cc2scnc2[nH]1
154.194
40.3725
1.63842
3
2
16
48.91
CN1C=C2SNC(=O)C2=C1
Cn1cc2s[nH]c(=O)c2c1
false
CC1CC2CCC(C)C2C1
O=c1[nH]sc2c[nH]cc12
154.194
41.4167
0.9281
3
1
16
37.79
CNC(=O)C1=CC(C)=NS1
CNC(=O)c1cc(C)ns1
false
CCC(C)C1CCC(C)C1
c1cnsc1
156.21
40.2412
0.81112
3
1
18
41.99
NS(=O)(=O)OC1CC=CC1
NS(=O)(=O)OC1CC=CC1
true
CC(C)(C)CC1CCCC1
C1=CCCC1
163.198
36.3542
-0.0749
3
1
19
69.39
CC1OS(=O)(=O)C=C1CN
CC1OS(=O)(=O)C=C1CN
true
CCC1CC(C)(C)CC1C
O=S1(=O)C=CCO1
163.198
36.6042
-0.4225
4
1
19
69.39
NC(=O)C#CS(=O)(=O)C=C
C=CS(=O)(=O)C#CC(N)=O
false
CCC(C)(C)CCC(C)C
159.166
36.0872
-1.0091
3
1
15
77.23
CC1NC(=S)NC=CC1N
CC1NC(=S)NC=CC1N
true
CC1CCCC(C)C(C)C1
S=C1NC=CCCN1
157.242
45.4468
-0.3064
2
3
21
50.08
CC(C)C=CCS(O)(=O)=O
CC(C)C=CCS(=O)(=O)O
false
CC(C)CCCC(C)(C)C
164.226
40.3936
1.0864
2
1
22
54.37
CC(O)CN(N=C)C(N)=S
C=NN(CC(C)O)C(N)=S
false
CCC(CC(C)C)C(C)C
161.23
44.7212
-0.4716
3
2
21
61.85
COC1=CSC(CC=O)=N1
COc1csc(CC=O)n1
false
CCCC1CCC(CC)C1
c1cscn1
157.194
38.434
0.8931
4
0
17
39.19
NS(=O)(=O)NC1C=CC=C1
NS(=O)(=O)NC1C=CC=C1
true
CC(C)(C)CC1CCCC1
C1=CCC=C1
160.198
38.3109
-0.7259
2
2
18
72.19
CC12CC(C1)C1=C2N=NS1
CC12CC(C1)c1snnc12
false
CC12CC(C1)C1CCCC12
C1C2CC1c1snnc12
152.222
39.236
1.6868
3
0
18
25.78
CNN=C1SNC=C1C#C
C#Cc1c[nH]sc1=NNC
false
CCCC1CCCC1CC
N=c1cc[nH]s1
153.21
41.2274
0.0926
3
2
17
40.18
COCC#CC1=CSC=N1
COCC#Cc1cscn1
false
CCCCCC1CCCC1
c1cscn1
153.206
40.868
1.141
3
0
17
22.12
COC(C)(C)C1=CN=CS1
COC(C)(C)c1cncs1
false
CCC(C)(C)C1CCCC1
c1cscn1
157.238
42.149
2.0246
3
0
21
22.12
CC(C)NS(=O)(=O)C1CN1
CC(C)NS(=O)(=O)C1CN1
true
CC(C)CC(C)(C)C1CC1
C1CN1
164.23
38.9822
-0.7565
3
2
22
68.11
OCC(C#C)S(=O)(=O)C=C
C#CC(CO)S(=O)(=O)C=C
false
CCC(CC)C(C)(C)CC
160.194
38.8236
-0.4612
3
1
18
54.37
CC(C=O)C1=NSN=C1C
Cc1nsnc1C(C)C=O
false
CCC(C)C1CCCC1C
c1cnsn1
156.21
39.125
1.14892
4
0
18
42.85
C=CN1CS(=O)(=O)CC1=N
C=CN1CS(=O)(=O)CC1=N
true
CCC1CC(C)(C)CC1C
N=C1CS(=O)(=O)CN1
160.198
38.4165
-0.20493
3
1
18
61.23
NC(=S)N1CCC(=O)N=C1
NC(=S)N1C=NC(=O)CC1
false
CC1CCC(C(C)C)CC1
O=C1CCNC=N1
157.198
41.6074
-0.5094
2
1
17
58.69
C=CC1CC2=CNSC2=N1
C=CC1CC2=CNSC2=N1
true
CCC1CC2CCCC2C1
C1=C2CCN=C2SN1
152.222
44.8467
1.4785
3
1
18
24.39
CCN=C1N(N)OC=C1Cl
CCN=c1c(Cl)con1N
false
CCCC1C(C)CCC1C
N=c1cco[nH]1
161.592
37.9624
0.3689
4
1
18
56.45
CC(C)S(=O)(=O)C(C)(C)O
CC(C)S(=O)(=O)C(C)(C)O
true
CC(C)C(C)(C)C(C)(C)C
166.242
40.3536
0.538
3
1
24
54.37
CCN(C)C1=NNC(=O)S1
CCN(C)c1n[nH]c(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ncs1
159.214
41.6787
0.2875
4
1
19
48.99
NC=NC1CS(=O)(=O)C1O
NC=NC1CS(=O)(=O)C1O
true
CCCC1CC(C)(C)C1C
O=S1(=O)CCC1
164.186
36.261
-1.9112
4
2
18
92.75
O=S1(=O)CC=CC2NC2C1
O=S1(=O)CC=CC2NC2C1
true
CC1(C)CCCC2CC2C1
O=S1(=O)CC=CC2NC2C1
159.21
38.5055
-0.6886
3
1
19
56.08
CC(=O)N=C1C=CSN1N
CC(=O)N=c1ccsn1N
false
CC(C)CC1CCCC1C
N=c1ccs[nH]1
157.198
38.7034
-0.2894
4
1
17
60.38
O=CCC1CNC(=S)NC1
O=CCC1CNC(=S)NC1
true
CCCC1CCC(C)CC1
S=C1NCCCN1
158.226
42.7744
-0.3307
2
2
20
41.13
CN1C(N)=CC(Cl)=C1C=C
C=Cc1c(Cl)cc(N)n1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
156.616
44.9264
1.9037
2
1
19
30.95
C1COC(O1)C1=CN=CS1
c1ncc(C2OCCO2)s1
false
C1CCC(C2CCCC2)C1
c1ncc(C2OCCO2)s1
157.194
36.759
1.1885
4
0
17
31.35
CC(O)C1=C(Cl)C(N)=CN1
CC(O)c1[nH]cc(N)c1Cl
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
160.604
40.8489
1.3036
2
3
19
62.04
CCC1=C(C)SC(O)=C1Cl
CCc1c(C)sc(O)c1Cl
false
CCC1C(C)CC(C)C1C
c1ccsc1
176.668
45.1088
2.97792
2
1
19
20.23
C=CC(=C)S(=O)(=O)CC#C
C#CCS(=O)(=O)C(=C)C=C
false
CCCC(C)(C)C(C)CC
156.206
41.9568
0.7341
2
0
18
34.14
CC12CN1S(=O)(=O)CC=C2
CC12C=CCS(=O)(=O)N1C2
false
CC1(C)CCCC2(C)CC12
O=S1(=O)CC=CC2CN21
159.21
38.0378
-0.0397
2
0
19
37.15
CNC1=C(Cl)C=C(O1)C#C
C#Cc1cc(Cl)c(NC)o1
false
CCC1CC(C)C(CC)C1
c1ccoc1
155.584
41.1997
1.956
2
1
16
25.17
CC=CC1=C(Cl)C(=O)NN1
CC=Cc1[nH][nH]c(=O)c1Cl
false
CCCC1CCC(C)C1C
O=c1cc[nH][nH]1
158.588
41.1314
1.3895
1
2
17
48.65
CC1=CN=C(C#N)S1(=O)=O
CC1=CN=C(C#N)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)C=CN=C1
156.166
35.7248
0.19818
4
0
14
70.29
CC(CO)C1=CSC(C)=C1
Cc1cc(C(C)CO)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.25
44.5568
2.15232
2
1
22
20.23
NC1CC11CNS(=O)(=O)N1
NC1CC12CNS(=O)(=O)N2
false
CC1CC12CCC(C)(C)C2
O=S1(=O)NCC2(CC2)N1
163.202
35.3816
-2.1062
3
3
19
84.22
CCNC(=S)N1CC=CC1
CCNC(=S)N1CC=CC1
true
CCCC(C)C1CCCC1
C1=CCNC1
156.254
46.9877
0.7526
1
1
22
15.27
CCNS(=O)(=O)NCCN
CCNS(=O)(=O)NCCN
true
CCCCC(C)(C)CCC
167.234
39.6536
-1.611
3
3
23
84.22
CCC1(C)CNC(=S)N1C
CCC1(C)CNC(=S)N1C
true
CCC1(C)CCC(C)C1C
S=C1NCCN1
158.27
47.0597
0.975
1
1
24
15.27
NC1=C(N)C2=C(OC=C2)S1
Nc1sc2occc2c1N
false
CC1CC2CCCC2C1C
c1cc2ccsc2o1
154.194
42.9158
1.6587
4
2
16
65.18
CC(C)NC1=CSC(C)=C1
Cc1cc(NC(C)C)cs1
false
CC(C)CC1CCC(C)C1
c1ccsc1
155.266
47.8147
2.87682
2
1
23
12.03
CC1CN1CC1=NC=NS1
CC1CN1Cc1ncns1
false
CC1CC1CC1CCCC1
c1nsc(CN2CC2)n1
155.226
39.781
0.7422
4
0
19
28.79
CCN=C1SC=C(C)N1O
CCN=c1scc(C)n1O
false
CCCC1CCC(C)C1C
N=c1[nH]ccs1
158.226
40.3345
1.01592
4
1
20
37.52
CN(C=O)C1=CN=C(C)S1
Cc1ncc(N(C)C=O)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
156.21
41.318
1.04412
3
0
18
33.2
NC1C=CC2=CSC(O)=C12
NC1C=Cc2csc(O)c21
false
CC1CCC2CCC(C)C12
C1=Cc2cscc2C1
153.206
41.9462
1.4803
3
2
17
46.25
CC=CCOS(=O)(=O)CO
CC=CCOS(=O)(=O)CO
true
CCCCCC(C)(C)CC
166.198
36.7716
-0.1413
4
1
20
63.6
N#CC1=C(SC=C1)C1CC1
N#Cc1ccsc1C1CC1
false
CCC1CCCC1C1CC1
c1csc(C2CC2)c1
149.218
41.009
2.49718
2
0
17
23.79
CC1=C(C=CCO)C=CS1
Cc1sccc1C=CCO
false
CCCCC1CCCC1C
c1ccsc1
154.234
45.1758
2.06202
2
1
20
20.23
ClC1=CN=CC(=C1)N1CC1
Clc1cncc(N2CC2)c1
false
CC1CCCC(C2CC2)C1
c1cncc(N2CC2)c1
154.6
41.46
1.555
2
0
17
15.9
CNN=CS(=O)(=O)CCO
CNN=CS(=O)(=O)CCO
true
CCCCC(C)(C)CCC
166.202
38.4243
-1.4438
5
2
20
78.76
C=CC=C1OC=CS1(=O)=O
C=CC=C1OC=CS1(=O)=O
true
CCCC1CCCC1(C)C
C=C1OC=CS1(=O)=O
158.178
37.4248
0.93
3
0
16
43.37
O=C1NC2=C(S1)N1CC2C1
O=c1[nH]c2c(s1)N1CC2C1
false
CC1CC2C3CC(C3)C2C1
O=c1[nH]c2c(s1)N1CC2C1
154.194
39.8937
0.3536
3
1
16
36.1
C1C2CC3=C(NC12)SC=C3
c1cc2c(s1)NC1CC1C2
false
C1CC2CC3CC3CC2C1
c1cc2c(s1)NC1CC1C2
151.234
43.5407
2.1046
2
1
19
12.03
NC1C(=N)NC2=C1C=CS2
N=C1Nc2sccc2C1N
false
CC1CC2CCCC2C1C
N=C1Cc2ccsc2N1
153.21
42.5968
1.15067
3
3
17
61.9
CCOC1=NSC(C=C)=N1
C=Cc1nc(OCC)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
156.21
41.169
1.5798
4
0
18
35.01
COC1=NSN=C1C(C)N
COc1nsnc1C(C)N
false
CCC1CCCC1C(C)C
c1cnsn1
159.214
39.0634
0.5664
5
1
19
61.03
O=C1NC(=S)NC=CC=C1
O=C1C=CC=CNC(=S)N1
false
CC1CCCCCC(C)C1
O=C1C=CC=CNC(=S)N1
154.194
42.1564
0.0606
2
2
16
41.13
C1CC2=C(C=CO1)N=NS2
C1=Cc2nnsc2CCO1
false
C1CCC2CCCC2CC1
C1=Cc2nnsc2CCO1
154.194
38.599
1.0815
4
0
16
35.01
CNC1=C(Cl)C=C(CO)N1
CNc1[nH]c(CO)cc1Cl
false
CCC1CC(C)C(CC)C1
c1cc[nH]c1
160.604
41.2722
1.2021
2
3
19
48.05
N1C=NC(=N1)C1=CSC=C1
c1nc(-c2ccsc2)n[nH]1
false
C1CCC(C2CCCC2)C1
c1nc(-c2ccsc2)n[nH]1
151.194
39.6957
1.5332
3
1
15
41.57
NCCCOC1=CN=NS1
NCCCOc1cnns1
false
CCCCCC1CCCC1
c1csnn1
159.214
39.0754
0.2657
5
1
19
61.03
C(CC1=CC=NS1)C1CC1
c1cc(CCC2CC2)sn1
false
C1CCC(CCC2CC2)C1
c1cc(CCC2CC2)sn1
153.25
43.159
2.4857
2
0
21
12.89
CCC(C(C)O)S(O)(=O)=O
CCC(C(C)O)S(=O)(=O)O
false
CCC(C(C)C)C(C)(C)C
168.214
37.3084
0.0336
3
2
22
74.6
CC(C)C(C=O)S(C)(=O)=O
CC(C)C(C=O)S(C)(=O)=O
true
CCC(C(C)C)C(C)(C)C
164.226
39.5338
0.2545
3
0
22
51.21
CCC1=C(SC=C1)C(N)=N
CCc1ccsc1C(=N)N
false
CCC1CCCC1C(C)C
c1ccsc1
154.238
44.7131
1.59457
2
2
20
49.87
ClC1=C2COC(=C)N2N=C1
C=C1OCc2c(Cl)cnn21
false
CC1CCC2C(C)CCC12
C=C1OCc2ccnn21
156.572
37.356
1.4949
3
0
15
27.05
CCON=CCNC(N)=S
CCON=CCNC(N)=S
true
CCCCCCCC(C)C
161.23
44.9061
-0.1581
3
2
21
59.64
CNS(=O)(=O)N(N)C(C)=C
C=C(C)N(N)S(=O)(=O)NC
false
CCC(C)(C)C(C)C(C)C
165.218
38.8199
-0.8401
3
2
21
75.43
OCC1=CNC2=CSC=C12
OCc1c[nH]c2cscc12
false
CCC1CCC2CCCC12
c1cc2cscc2[nH]1
153.206
42.0985
1.7217
2
2
17
36.02
CC(O)CN1SC(=O)C=C1
CC(O)Cn1ccc(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1cc[nH]s1
159.21
40.2598
0.2906
4
1
19
42.23
ClC1=C2OCC=NN2C=C1
Clc1ccn2c1OCC=N2
false
CC1CCC2CCCCC12
C1=Nn2cccc2OC1
156.572
38.827
1.3678
3
0
15
26.52
OCC12CC1NNS2(=O)=O
O=S1(=O)NNC2CC21CO
false
CCC12CC1CCC2(C)C
O=S1(=O)NNC2CC21
164.186
33.413
-2.0726
4
3
18
78.43
NCC1CC2=C(O1)N=NS2
NCC1Cc2snnc2O1
false
CCC1CC2CCCC2C1
C1Cc2snnc2O1
157.198
37.0834
-0.1997
5
1
17
61.03
NC=NCS(=O)(=O)CCO
NC=NCS(=O)(=O)CCO
true
CCCCC(C)(C)CCC
166.202
38.419
-1.662
4
2
20
92.75
O=S1(=O)CCC2C=COC12
O=S1(=O)CCC2C=COC21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCC2C=COC21
160.194
35.9068
0.2911
3
0
18
43.37
NC1=NSC(=N1)C1CCO1
Nc1nsc(C2CCO2)n1
false
CC1CCC(C2CCC2)C1
c1nsc(C2CCO2)n1
157.198
37.6314
0.5817
5
1
17
61.03
COCCS(=O)(=O)COC
COCCS(=O)(=O)COC
true
CCCCC(C)(C)CCC
168.214
37.5388
-0.3485
4
0
22
52.6
CN1CC1(C)S(=O)(=O)C=C
C=CS(=O)(=O)C1(C)CN1C
false
CCC(C)(C)C1(C)CC1C
C1CN1
161.226
40.1518
0.2063
3
0
21
37.15
CC12CC1S(=O)(=O)C=CN2
CC12CC1S(=O)(=O)C=CN2
true
CC1(C)CCCC2(C)CC12
O=S1(=O)C=CNC2CC21
159.21
38.0055
0.0066
3
1
19
46.17
NCCOCC1=CSC=C1
NCCOCc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
157.238
43.0294
1.2234
3
1
21
35.25
CC(=N)NN1SC(=O)C=C1
CC(=N)Nn1ccc(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1cc[nH]s1
157.198
41.3404
0.45047
4
2
17
57.88
NN1C2CC2C(=O)NC1=S
NN1C(=S)NC(=O)C2CC21
false
CC1CC(C)C2CC2C1C
O=C1NC(=S)NC2CC12
157.198
38.6621
-1.0347
3
2
17
58.36
CC#CC1CONS1(=O)=O
CC#CC1CONS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCON1
161.182
35.2455
-0.7571
3
1
17
55.4