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
N=CNC1=CSC(=C1)C#N
N#Cc1cc(NC=N)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
151.194
41.4404
1.63875
3
2
15
59.67
OCCC1=C(C=C)C=CS1
C=Cc1ccsc1CCO
false
CCCC1CCCC1CC
c1ccsc1
154.234
45.1998
1.9259
2
1
20
20.23
OC1=C(O)N2C=CSC2=C1
Oc1cc2sccn2c1O
false
CC1CC2CCCC2C1C
c1cc2sccn2c1
155.178
38.6036
1.412
4
2
15
44.87
CCC1=NSC(=NC)N1C
CCc1nsc(=NC)n1C
false
CCC1CCC(CC)C1C
N=c1[nH]cns1
157.242
41.95
0.5745
4
0
21
30.18
CCC(=C)C1=COC(=O)S1
C=C(CC)c1coc(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1occs1
156.206
42.18
2.1245
3
0
18
30.21
CCNC1=C(N)C=C(N)S1
CCNc1sc(N)cc1N
false
CCCC1CC(C)CC1C
c1ccsc1
157.242
47.3075
1.3443
4
3
21
64.07
CC1=C2NNC=NC2=CS1
Cc1scc2c1NNC=N2
false
CC1CCC2CCCCC12
C1=Nc2cscc2NN1
153.21
43.9664
1.64642
4
2
17
36.42
CCC(N)C1CN1C(N)=S
CCC(N)C1CN1C(N)=S
true
CCC(C)C1CC1C(C)C
C1CN1
159.258
45.5458
-0.3485
2
2
23
55.05
CC=CCC1=CC=C(C)S1
CC=CCc1ccc(C)s1
false
CCCCC1CCC(C)C1
c1ccsc1
152.262
47.574
3.17512
1
0
22
0
CC(C)C1(CO1)S(N)(=O)=O
CC(C)C1(S(N)(=O)=O)CO1
false
CC(C)C1(C(C)(C)C)CC1
C1CO1
165.214
36.6282
-0.3426
3
1
21
72.69
CC(C1CCC1)S(O)(=O)=O
CC(C1CCC1)S(=O)(=O)O
false
CC(C1CCC1)C(C)(C)C
C1CCC1
164.226
38.3516
1.0628
2
1
22
54.37
COC1=NSC(=N1)C1CC1
COc1nsc(C2CC2)n1
false
CCC1CCC(C2CC2)C1
c1nsc(C2CC2)n1
156.21
38.436
1.4241
4
0
18
35.01
CNC1C(NS1(=O)=O)C=O
CNC1C(C=O)NS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
164.186
34.7552
-1.9676
4
2
18
75.27
CCC1COC(C)S1(=O)=O
CCC1COC(C)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CCOC1
164.226
38.4128
0.556
3
0
22
43.37
O=CC=CC1CS(=O)(=O)C1
O=CC=CC1CS(=O)(=O)C1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCC1
160.194
37.3478
-0.2139
3
0
18
51.21
C1CN=C(N1)C1=CC=CS1
c1csc(C2=NCCN2)c1
false
C1CCC(C2CCCC2)C1
c1csc(C2=NCCN2)c1
152.222
43.7257
1.0979
3
1
18
24.39
ONS(=O)(=O)C1=CC=CC1
O=S(=O)(NO)C1=CC=CC1
false
CCC(C)(C)C1CCCC1
C1=CCC=C1
161.182
35.682
0.1388
3
2
17
66.4
CC1=CNC(=S)NC(=N)C1
CC1=CNC(=S)NC(=N)C1
true
CC1CCC(C)CC(C)C1
N=C1CC=CNC(=S)N1
155.226
44.9701
0.73527
2
3
19
47.91
CN=CN1SC(C)=CC1=N
CN=Cn1sc(C)cc1=N
false
CCCC1CC(C)CC1C
N=c1ccs[nH]1
155.226
42.7147
0.84369
4
1
19
41.14
CC(C)CC=CS(N)(=O)=O
CC(C)CC=CS(N)(=O)=O
true
CC(C)CCCC(C)(C)C
163.242
41.7022
0.8347
2
1
23
60.16
O=S1(=O)C2C=CC1C1OC21
O=S1(=O)C2C=CC1C1OC12
false
CC1(C)C2CCC1C1CC12
O=S1(=O)C2C=CC1C1OC12
158.178
34.2968
-0.5108
3
0
16
46.67
C1C2CN=C3C=NSN3C12
C1=NSN2C1=NCC1CC12
false
C1CC2CCC3CC3C2C1
C1=NSN2C1=NCC1CC12
153.21
42.119
0.7366
4
0
17
27.96
ClC1=C(SN=C1)C#CC=C
C=CC#Cc1sncc1Cl
false
CCCCC1CCCC1C
c1cnsc1
169.636
44.199
2.334
2
0
14
12.89
CC1(C)C(=N)NOS1(=O)=O
CC1(C)C(=N)NOS1(=O)=O
true
CC1CCC(C)(C)C1(C)C
N=C1CS(=O)(=O)ON1
164.186
34.9462
-0.39313
4
2
18
79.25
CCN(N)S(=O)(=O)COC
CCN(N)S(=O)(=O)COC
true
CCCC(C)(C)C(C)CC
168.218
37.3632
-0.8843
4
1
22
72.63
O=S1(=O)C2CN3CC3C1N2
O=S1(=O)C2CN3CC3C1N2
true
CC1(C)C2CC3CC3C1C2
O=S1(=O)C2CN3CC3C1N2
160.198
34.9925
-1.6456
4
1
18
49.18
COC1=C(CC#N)SC=N1
COc1ncsc1CC#N
false
CCCC1CCCC1CC
c1cscn1
154.194
37.983
1.21778
4
0
16
45.91
O=CCC1=NSN=C1C#C
C#Cc1nsnc1CC=O
false
CCCC1CCCC1CC
c1cnsn1
152.178
37.612
0.2608
4
0
14
42.85
CC(=C)C1=CC(SN1)=NN
C=C(C)c1cc(=NN)s[nH]1
false
CCC1CCC(C(C)C)C1
N=c1cc[nH]s1
155.226
43.1281
0.8837
3
2
19
54.17
CC1C(N)CNC(=S)N1C
CC1C(N)CNC(=S)N1C
true
CC1CCC(C)C(C)C1C
S=C1NCCCN1
159.258
45.8011
-0.4779
2
2
23
41.29
CCC1=CC(CCO)=NS1
CCc1cc(CCO)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
157.238
42.2818
1.2403
3
1
21
33.12
OC1=C(N=CS1)C#CC#N
N#CC#Cc1ncsc1O
false
CCCCC1CCCC1C
c1cscn1
150.162
36.2698
0.72378
4
1
12
56.91
CC1=CC=C2NC(=S)NC12
CC1=CC=C2NC(=S)NC12
true
CC1CC2CCC(C)C2C1
S=C1NC2=CC=CC2N1
152.222
44.4974
0.6765
1
2
18
24.06
CNS(=O)(=O)CCCC#C
C#CCCCS(=O)(=O)NC
false
CCCCCC(C)(C)CC
161.226
40.9135
-0.051
2
1
21
46.17
NC1=C(C#C)C(Cl)=C(O)N1
C#Cc1c(N)[nH]c(O)c1Cl
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
156.572
39.8149
0.9372
2
3
15
62.04
OCC1=NC(=NS1)C1CN1
OCc1nc(C2CN2)ns1
false
CCC1CCC(C2CC2)C1
c1nc(C2CN2)ns1
157.198
36.5755
-0.3253
5
2
17
67.95
CC1=CC2=C(NC(=O)N2)S1
Cc1cc2[nH]c(=O)[nH]c2s1
false
CC1CC2CC(C)CC2C1
O=c1[nH]c2ccsc2[nH]1
154.194
41.5334
1.22612
2
2
16
48.65
CC1CNC2=C(Cl)C=NN12
CC1CNc2c(Cl)cnn21
false
CC1CCC2C(C)CCC12
c1cc2n(n1)CCN2
157.604
40.4377
1.523
3
1
18
29.85
CS(=O)(=O)C1=CC(Cl)=CN1
CS(=O)(=O)c1cc(Cl)c[nH]1
false
CC1CCC(C(C)(C)C)C1
c1cc[nH]c1
179.628
38.9125
1.0716
2
1
16
49.93
NCC1(CO)CNS1(=O)=O
NCC1(CO)CNS1(=O)=O
true
CCC1(CC)CCC1(C)C
O=S1(=O)CCN1
166.202
35.7937
-2.3908
4
3
20
92.42
CCC(O)CS(=O)(=O)C#N
CCC(O)CS(=O)(=O)C#N
true
CCC(C)CC(C)(C)CC
163.198
35.6976
-0.34682
4
1
19
78.16
O=CC1=NSC2=C1CCC2
O=Cc1nsc2c1CCC2
false
CCC1CCC2CCCC12
c1nsc2c1CCC2
153.206
39.5265
1.4443
3
0
17
29.96
CN(O)C(=S)N(C)C(C)=N
CC(=N)N(C)C(=S)N(C)O
false
CC(C)C(C)C(C)C(C)C
161.23
43.3112
0.52127
3
2
21
50.56
CC=COC=NNC(N)=S
CC=COC=NNC(N)=S
true
CCCCCCCC(C)C
159.214
44.3121
0.3131
3
2
19
59.64
CC1NCC(=C1)S(N)(=O)=O
CC1C=C(S(N)(=O)=O)CN1
false
CC1CCC(C(C)(C)C)C1
C1=CCNC1
162.214
38.6549
-0.8495
3
2
20
72.19
O=S1(=O)NC=NCCC=C1
O=S1(=O)C=CCCN=CN1
false
CC1(C)CCCCCCC1
O=S1(=O)C=CCCN=CN1
160.198
39.1715
-0.1485
3
1
18
58.53
CC(=C)C1=CC(Cl)=C(C)O1
C=C(C)c1cc(Cl)c(C)o1
false
CC(C)C1CC(C)C(C)C1
c1ccoc1
156.612
43.163
3.27452
1
0
19
13.14
C#CC#CCC1=CC=NS1
C#CC#CCc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
147.202
42.427
1.3222
2
0
15
12.89
NC1=NSC2=C1CON=C2
Nc1nsc2c1CON=C2
false
CC1CCC2CCCCC12
C1=NOCc2cnsc21
155.182
38.9094
0.5894
5
1
15
60.5
O=S1(=O)CCOCCCN1
O=S1(=O)CCOCCCN1
true
CC1(C)CCCCCCC1
O=S1(=O)CCOCCCN1
165.214
37.2255
-0.6739
3
1
21
55.4
CC1=C(C)C(=N)S(=O)(=O)N1
CC1=C(C)C(=N)S(=O)(=O)N1
true
CC1CC(C)(C)C(C)C1C
N=C1C=CNS1(=O)=O
160.198
38.1562
0.19057
3
2
18
70.02
CC(C=O)N1C=CC(Cl)=C1
CC(C=O)n1ccc(Cl)c1
false
CCC(C)C1CCC(C)C1
c1cc[nH]c1
157.6
40.217
1.9014
2
0
18
22
O=S1(=O)OCC2OC12C#C
C#CC12OC1COS2(=O)=O
false
CCC12CC1CCC2(C)C
O=S1(=O)OCC2OC21
160.15
31.3088
-0.9253
4
0
14
55.9
CCC(N)C1=CSC=C1N
CCC(N)c1cscc1N
false
CCC(C)C1CCCC1C
c1ccsc1
156.254
45.9508
1.7401
3
2
22
52.04
CCON1C(=N)CNC1=S
CCON1C(=N)CNC1=S
true
CCCC1C(C)CCC1C
N=C1CNC(=S)N1
159.214
41.7924
0.10527
3
2
19
48.35
CC1=CSC(C#C)=C1CO
C#Cc1scc(C)c1CO
false
CCC1CCC(C)C1CC
c1ccsc1
152.218
42.9138
1.53012
2
1
18
20.23
CC1=C(C)N=C(CC=O)S1
Cc1nc(CC=O)sc1C
false
CCCC1CC(C)C(C)C1
c1cscn1
155.222
41.356
1.50134
3
0
19
29.96
CC1=CCCOS(=O)(=O)N1
CC1=CCCOS(=O)(=O)N1
true
CC1CCCCC(C)(C)C1
O=S1(=O)NC=CCCO1
163.198
36.3815
0.1449
3
1
19
55.4
O=S(=O)(CC=CC#N)C#C
C#CS(=O)(=O)CC=CC#N
false
CCCCCC(C)(C)CC
155.178
37.3728
0.07168
3
0
15
57.93
CC(O)C1CNNS1(=O)=O
CC(O)C1CNNS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)CCNN1
166.202
35.527
-1.8266
4
3
20
78.43
OC1=CSC(=C1)N1CCC1
Oc1csc(N2CCC2)c1
false
CC1CCC(C2CCC2)C1
c1csc(N2CCC2)c1
155.222
42.8138
1.6638
3
1
19
23.47
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
166.198
36.0106
0.4469
3
1
20
71.44
NC1=C(SC=C1)C=CNO
Nc1ccsc1C=CNO
false
CCCCC1CCCC1C
c1ccsc1
156.21
42.6876
1.2798
4
3
18
58.28
NN1C=C(C=C)C(Cl)=C1N
C=Cc1cn(N)c(N)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
157.604
44.0958
1.0805
3
2
18
56.97
NN=COC1=CC=C(N)S1
NN=COc1ccc(N)s1
false
CCCCC1CCC(C)C1
c1ccsc1
157.198
42.0388
0.6111
5
2
17
73.63
COCOC1=C(C)SN=C1
COCOc1cnsc1C
false
CCCCC1CCCC1C
c1cnsc1
159.21
39.355
1.43422
4
0
19
31.35
CN=C1C=C(CN)SN1O
CN=c1cc(CN)sn1O
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
159.214
38.8719
-0.2239
5
2
19
63.54
NS(=O)(=O)NCC1CCC1
NS(=O)(=O)NCC1CCC1
true
CC(C)(C)CCC1CCC1
C1CCC1
164.23
38.4509
-0.4204
2
2
22
72.19
CCC1=C(SC(=O)O1)C=C
C=Cc1sc(=O)oc1CC
false
CCC1CC(C)CC1CC
O=c1occs1
156.206
42.324
1.9067
3
0
18
30.21
CC1CN1S(=O)(=O)CC=C
C=CCS(=O)(=O)N1CC1C
false
CCCC(C)(C)C1CC1C
C1CN1
161.226
40.1518
0.2063
2
0
21
37.15
O=C1SC=C2C=CCON12
O=c1scc2n1OCC=C2
false
CC1CCC2CCCCC12
O=c1scc2n1OCC=C2
155.178
39.06
0.3652
4
0
15
31.23
NS(=O)(=O)C1CC2OC2C1
NS(=O)(=O)C1CC2OC2C1
true
CC(C)(C)C1CC2CC2C1
C1CC2OC2C1
163.198
34.7902
-0.7953
3
1
19
72.69
CC=C1CS(=O)(=O)C(=O)N1
CC=C1CS(=O)(=O)C(=O)N1
true
CCC1CC(C)C(C)(C)C1
C=C1CS(=O)(=O)C(=O)N1
161.182
36.0755
0.0282
3
1
17
63.24
NC1=C(C=CS1)C(=C)C=C
C=CC(=C)c1ccsc1N
false
CCC(C)C1CCCC1C
c1ccsc1
151.234
47.9624
2.5295
2
1
19
26.02
CC(C)C1=C(Cl)C(C)=CS1
Cc1csc(C(C)C)c1Cl
false
CC(C)C1CCC(C)C1C
c1ccsc1
174.696
48.155
3.83332
1
0
21
0
CC1=C(N=C(CO)S1)C#N
Cc1sc(CO)nc1C#N
false
CCC1CC(C)C(CC)C1
c1cscn1
154.194
37.4888
0.8155
4
1
16
56.91
CCN=C1NC=C(CO)S1
CCN=c1[nH]cc(CO)s1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
158.226
40.6965
0.4891
3
2
20
48.38
CC(=C)CNNC(=S)NO
C=C(C)CNNC(=S)NO
false
CCC(C)CCCC(C)C
161.23
43.4726
-0.0796
3
4
21
56.32
CN1C(=N)CC=CS1(=O)=O
CN1C(=N)CC=CS1(=O)=O
true
CC1CCCC(C)(C)C1C
N=C1CC=CS(=O)(=O)N1
160.198
38.1665
0.14267
3
1
18
61.23
NC(CC1CO1)S(N)(=O)=O
NC(CC1CO1)S(N)(=O)=O
true
CC(CC1CC1)C(C)(C)C
C1CO1
166.202
35.4396
-1.6514
4
2
20
98.71
OC1=C(OCC#C)SN=C1
C#CCOc1sncc1O
false
CCCCC1CCCC1C
c1cnsc1
155.178
38.1068
0.8607
4
1
15
42.35
CCNC1=CC=C(Cl)C=N1
CCNc1ccc(Cl)cn1
false
CCCC1CCC(C)CC1
c1ccncc1
156.616
43.4107
2.1668
2
1
19
24.92
OC1=CSC2=C1COC2=C
C=C1OCc2c(O)csc21
false
CC1CCC2C(C)CCC12
C=C1OCc2ccsc21
154.19
39.8068
1.9546
3
1
16
29.46
NS(=O)(=O)C1COC(=C)C1
C=C1CC(S(N)(=O)=O)CO1
false
CC1CCC(C(C)(C)C)C1
C=C1CCCO1
163.198
36.6042
-0.4225
3
1
19
69.39
CCC(=O)C1=CNSC1=N
CCC(=O)c1c[nH]sc1=N
false
CCC(C)C1CCCC1C
N=c1cc[nH]s1
156.21
39.1459
1.14837
3
2
18
56.71
CC1CCOC2=NSC=C12
CC1CCOc2nscc21
false
CC1CCCC2CCCC12
c1snc2c1CCCO2
155.222
40.641
2.0291
3
0
19
22.12
O=S1(=O)CC2OC1C1NC21
O=S1(=O)CC2OC1C1NC21
true
CC1(C)CC2CC1C1CC21
O=S1(=O)CC2OC1C1NC21
161.182
33.1595
-1.5199
4
1
17
65.31
CC=CC(N)S(=O)(=O)NO
CC=CC(N)S(=O)(=O)NO
true
CCCC(C)C(C)(C)CC
166.202
36.6314
-0.8441
4
3
20
92.42
CNN1C(=S)NCC1(C)C
CNN1C(=S)NCC1(C)C
true
CCC1C(C)CCC1(C)C
S=C1NCCN1
159.258
45.5784
0.0895
2
2
23
27.3
CC1C(=C)OC2=C1SN=N2
C=C1Oc2nnsc2C1C
false
CC1CC2CCCC2C1C
C=C1Cc2snnc2O1
154.194
38.092
1.5477
4
0
16
35.01
CC1(CC1)C1=NSC(=O)O1
CC1(c2nsc(=O)o2)CC1
false
CC1CCC(C2(C)CC2)C1
O=c1oc(C2CC2)ns1
157.194
37.236
1.1478
4
0
17
43.1
CN1CCOC2=CSN=C12
CN1CCOc2csnc21
false
CC1CCCC2CCCC12
c1snc2c1OCCN2
156.21
40.879
0.9717
4
0
18
25.36
NC=CS(=O)(=O)CC(N)=O
NC=CS(=O)(=O)CC(N)=O
true
CCCC(C)(C)CC(C)C
164.186
36.3086
-1.6836
4
2
18
103.25
CC1=COS(=O)(=O)C1C=C
C=CC1C(C)=COS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)CC=CO1
160.194
37.7468
0.8048
3
0
18
43.37
NC(=S)NC(=C)CCC#C
C#CCCC(=C)NC(N)=S
false
CCCCC(C)CC(C)C
154.238
47.1281
0.7467
1
2
20
38.05
CNC1=C(NC=N)SC=C1
CNc1ccsc1NC=N
false
CCCC1CCCC1CC
c1ccsc1
155.226
46.2721
1.80877
3
3
19
47.91
CC1=C(C(N)=N)C(Cl)=CN1
Cc1[nH]cc(Cl)c1C(=N)N
false
CC(C)C1C(C)CCC1C
c1cc[nH]c1
157.604
41.5558
1.26059
1
3
18
65.66
O=S1(=O)CCC=CCNC1
O=S1(=O)CCC=CCNC1
true
CC1(C)CCCCCCC1
O=S1(=O)CCC=CCNC1
161.226
40.4135
-0.0918
3
1
21
46.17
OC1CCNC(=S)NC1=N
N=C1NC(=S)NCCC1O
false
CC1CCCC(C)C(C)C1
N=C1CCCNC(=S)N1
159.214
42.0869
-0.80763
3
4
19
68.14
CN1C=CSC1=NCC#N
Cn1ccsc1=NCC#N
false
CCCCC1CCCC1C
N=c1[nH]ccs1
153.21
39.333
0.51088
4
0
17
41.08