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
CC12CN1S(=O)(=O)CC2N
CC12CN1S(=O)(=O)CC2N
true
CC1CC(C)(C)C2CC12C
O=S1(=O)CCC2CN21
162.214
36.8732
-1.2686
3
1
20
63.17
C=COC=CC1=NSC=N1
C=COC=Cc1ncsn1
false
CCCCCC1CCCC1
c1ncsn1
154.194
40.225
1.6689
4
0
16
35.01
OCC1=CC=C2SC=CN12
OCc1ccc2sccn12
false
CCC1CCC2CCCC12
c1cc2sccn2c1
153.206
41.1968
1.4931
3
1
17
24.64
CC1=C(OC2CC2)SC=N1
Cc1ncsc1OC1CC1
false
CC1CCCC1CC1CC1
c1ncc(OC2CC2)s1
155.222
40.501
1.99272
3
0
19
22.12
CC(=C)C1=NC(=CS1)C#C
C#Cc1csc(C(=C)C)n1
false
CCC1CCC(C(C)C)C1
c1cscn1
149.218
44.757
2.1575
2
0
17
12.89
CC(C)CC1=CC=C(N)S1
CC(C)Cc1ccc(N)s1
false
CC(C)CC1CCC(C)C1
c1ccsc1
155.266
47.2734
2.5288
2
1
23
26.02
CC1NN(CS1(=O)=O)C=O
CC1NN(C=O)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CNNC1
164.186
34.2875
-1.3187
4
1
18
66.48
N=C1CCC2=C(N1)C=NS2
N=C1CCc2sncc2N1
false
CC1CCC2CCCC2C1
N=C1CCc2sncc2N1
153.21
41.7844
1.47847
3
2
17
48.77
OCC1=NSC(O)=C1C#C
C#Cc1c(CO)nsc1O
false
CCC1CCC(C)C1CC
c1cnsc1
155.178
37.6366
0.3223
4
2
15
53.35
CC1=NS(=O)(=O)C(=N1)C#N
CC1=NS(=O)(=O)C(C#N)=N1
false
CCC1CC(C)CC1(C)C
O=S1(=O)C=NC=N1
157.154
35.0768
-0.32972
4
0
13
82.65
O=C1NC(OC2CC2)=CS1
O=c1[nH]c(OC2CC2)cs1
false
CC1CCC(CC2CC2)C1
O=c1[nH]c(OC2CC2)cs1
157.194
38.5897
0.9776
3
1
17
42.09
NC1=CC(Cl)=C2C=CON12
Nc1cc(Cl)c2ccon12
false
CC1CC(C)C2CCCC12
c1cc2ccon2c1
156.572
39.0854
1.7679
3
1
15
43.57
NC1=C2CCCN2SC1=O
Nc1c2n(sc1=O)CCC2
false
CC1CC2CCCC2C1C
O=c1cc2n(s1)CCC2
156.21
41.3124
0.4382
4
1
18
48.02
NC(=S)N1C=CCCC1=N
N=C1CCC=CN1C(N)=S
false
CC(C)C1CCCCC1C
N=C1CCC=CN1
155.226
44.7251
0.81677
2
2
19
53.11
CC(N(C)C)S(=O)(=O)C#C
C#CS(=O)(=O)C(C)N(C)C
false
CCC(C)(C)C(C)C(C)C
161.226
40.9018
-0.1005
3
0
21
37.38
ONC(=S)NC1CC1C=C
C=CC1CC1NC(=S)NO
false
CCC(C)CC1CC1CC
C1CC1
158.226
42.7479
0.4142
2
3
20
44.29
CC1CC(N)=CS(=O)(=O)N1
CC1CC(N)=CS(=O)(=O)N1
true
CC1CC(C)CC(C)(C)C1
O=S1(=O)C=CCCN1
162.214
38.4049
-0.5019
3
2
20
72.19
NC1CN(CC=C1)C(N)=S
NC(=S)N1CC=CC(N)C1
false
CC1CCCC(C(C)C)C1
C1=CCNCC1
157.242
45.4738
-0.5709
2
2
21
55.28
C=C(NC=O)C1=CSN=C1
C=C(NC=O)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
154.194
40.3477
0.8598
3
1
16
41.99
CC(C)C#CC1=CSN=C1
CC(C)C#Cc1cnsc1
false
CC(C)CCC1CCCC1
c1cnsc1
151.234
43.83
2.1506
2
0
19
12.89
CCC1=CC(OC=O)=CS1
CCc1cc(OC=O)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
156.206
40.389
1.8457
3
0
18
26.3
CC1=C(Cl)C(N)=C(CO)S1
Cc1sc(CO)c(N)c1Cl
false
CCC1CC(C)C(C)C1C
c1ccsc1
177.656
44.4012
1.78442
3
2
18
46.25
CC1=C(CN)C(Cl)=C(N)N1
Cc1[nH]c(N)c(Cl)c1CN
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.62
42.8435
1.01742
2
3
20
67.83
COC(=CC)C1=CN=NS1
CC=C(OC)c1cnns1
false
CCC(CC)C1CCCC1
c1csnn1
156.21
40.569
1.5453
4
0
18
35.01
CC12CC1OS(=O)(=O)CN2
CC12CC1OS(=O)(=O)CN2
true
CC1(C)CCC2(C)CC2C1
O=S1(=O)CNC2CC2O1
163.198
34.8175
-0.5755
4
1
19
55.4
CC#CCNC1=CN=CS1
CC#CCNc1cncs1
false
CCCCCC1CCCC1
c1cscn1
152.222
44.0537
1.5783
3
1
18
24.92
C1C2ON3SN=CC3=NC12
C1=NSN2OC3CC3N=C12
false
C1CC2CC3CC3CC2C1
C1=NSN2OC3CC3N=C12
155.182
38.635
0.4206
5
0
15
37.19
CC1=CC2=C(S1)C=C(N)O2
Cc1cc2oc(N)cc2s1
false
CC1CC2CC(C)CC2C1
c1cc2sccc2o1
153.206
43.2404
2.38492
3
1
17
39.16
CS(=O)(=O)C1(CC=O)CO1
CS(=O)(=O)C1(CC=O)CO1
true
CCCC1(C(C)(C)C)CC1
C1CO1
164.182
34.2078
-0.6535
4
0
18
63.74
CC1=C2C(=C)CNC2=NS1
C=C1CNc2nsc(C)c21
false
CC1CCC2CCC(C)C12
C=C1CNc2nscc21
152.222
44.3747
1.89022
3
1
18
24.92
CCCNNC1=NSC=C1
CCCNNc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
157.242
44.0304
1.4696
4
2
21
36.95
CC#CC1=NC(SN1)=NO
CC#Cc1nc(=NO)s[nH]1
false
CCCC1CCC(CC)C1
N=c1nc[nH]s1
155.182
36.3662
0.1325
4
2
15
61.27
CC=C1C=NS(=O)(=O)C1=O
CC=C1C=NS(=O)(=O)C1=O
true
CCC1CCC(C)(C)C1C
C=C1C=NS(=O)(=O)C1=O
159.166
36.1758
-0.1265
3
0
15
63.57
C1OC11C=CC2=NSN=C12
C1=CC2(CO2)c2nsnc21
false
C1CC2CCC3(CC3)C2C1
C1=CC2(CO2)c2nsnc21
152.178
36.573
0.7904
4
0
14
38.31
OC1=C(N2CC2)C(Cl)=CO1
Oc1occ(Cl)c1N1CC1
false
CC1CCC(C)C1C1CC1
c1cc(N2CC2)co1
159.572
37.5958
1.4586
3
1
16
36.38
O=S1(=O)NCCOC11CC1
O=S1(=O)NCCOC12CC2
false
CC1(C)CCCCC12CC2
O=S1(=O)NCCOC12CC2
163.198
34.8395
-0.5739
3
1
19
55.4
CCC1OC1CS(C)(=O)=O
CCC1OC1CS(C)(=O)=O
true
CCC1CC1CC(C)(C)C
C1CO1
164.226
38.6628
0.2084
3
0
22
46.67
CN(C(N)=S)C(C)=NC=O
CC(=NC=O)N(C)C(N)=S
false
CCCC(C)C(C)C(C)C
159.214
43.7214
-0.2634
2
1
19
58.69
CC1=C(CO)C=C(CO)S1
Cc1sc(CO)cc1CO
false
CCC1CC(C)C(CC)C1
c1ccsc1
158.222
40.9016
1.04112
3
2
20
40.46
CC1CNN2C=CSC2=N1
CC1CNN2C=CSC2=N1
true
CC1CCC2CCCC2C1
C1=CN2NCCN=C2S1
155.226
43.4697
0.7691
4
1
19
27.63
NS(=O)(=O)C(O)(C=C)C=C
C=CC(O)(C=C)S(N)(=O)=O
false
CCC(C)(CC)C(C)(C)C
163.198
38.451
-0.6645
3
2
19
80.39
O=CC1=CC(=CS1)C1CC1
O=Cc1cc(C2CC2)cs1
false
CCC1CCC(C2CC2)C1
c1cc(C2CC2)cs1
152.218
41.6815
2.438
2
0
18
17.07
CN(C)C=NCS(N)(=O)=O
CN(C)C=NCS(N)(=O)=O
true
CC(C)CCCC(C)(C)C
165.218
40.1532
-1.1777
3
1
21
75.76
CN1CCC2=CSC(N)=C12
CN1CCc2csc(N)c21
false
CC1CCC2CCC(C)C12
c1scc2c1CCN2
154.238
45.7054
1.3226
3
1
20
29.26
CC#CCC1=COC=C1Cl
CC#CCc1cocc1Cl
false
CCCCC1CCCC1C
c1ccoc1
154.596
40.872
2.4988
1
0
17
13.14
OC1=C2CC3CC3C2=NS1
Oc1snc2c1CC1CC21
false
CC1CCC2C1CC1CC12
c1snc2c1CC1CC21
153.206
38.3308
1.5083
3
1
17
33.12
CC(C)(NN=C)S(N)(=O)=O
C=NNC(C)(C)S(N)(=O)=O
false
CCCC(C)(C)C(C)(C)C
165.218
39.8709
-0.7838
4
2
21
84.55
CCC(C)S(=O)(=O)C(N)=N
CCC(C)S(=O)(=O)C(=N)N
false
CCC(C)C(C)(C)C(C)C
164.23
40.5869
0.09317
3
2
22
84.01
CC12CC=NN1CS2(=O)=O
CC12CC=NN1CS2(=O)=O
true
CC1(C)CC2CCCC21C
O=S1(=O)CN2N=CCC21
160.198
37.1398
-0.22
4
0
18
49.74
NC12CCC(C1)NS2(=O)=O
NC12CCC(C1)NS2(=O)=O
true
CC1(C)CC2CCC1(C)C2
O=S1(=O)NC2CCC1C2
162.214
36.6129
-0.8731
3
2
20
72.19
CC12COS(=O)(=O)CC1O2
CC12COS(=O)(=O)CC1O2
true
CC1(C)CCC2(C)CC2C1
O=S1(=O)CC2OC2CO1
164.182
33.0168
-0.4961
4
0
18
55.9
OC12CC(C=C1)S(=O)(=O)C2
O=S1(=O)CC2(O)C=CC1C2
false
CC12CCC(C1)C(C)(C)C2
O=S1(=O)CC2C=CC1C2
160.194
36.2816
-0.5256
3
1
18
54.37
OC(C#N)C1=CNC=C1Cl
N#CC(O)c1c[nH]cc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
156.572
36.3755
1.22508
2
2
15
59.81
CC=CN1SC=NC1=NC
CC=Cn1scnc1=NC
false
CCCC1CCCC1CC
N=c1ncs[nH]1
155.226
42.595
0.9657
4
0
19
30.18
CCCOCC1=CSC=N1
CCCOCc1cscn1
false
CCCCCC1CCCC1
c1cscn1
157.238
42.061
2.0697
3
0
21
22.12
OC1=CC=C(C=C1Cl)C#C
C#Cc1ccc(O)c(Cl)c1
false
CCC1CCC(C)C(C)C1
c1ccccc1
152.58
41.0518
2.0269
1
1
15
20.23
CC(C)(N)C1=CNSC1=N
CC(C)(N)c1c[nH]sc1=N
false
CC1CCCC1C(C)(C)C
N=c1cc[nH]s1
157.242
41.7378
0.74947
3
3
21
65.66
CN1CC(C1)C1=NC=NS1
CN1CC(c2ncns2)C1
false
CC1CC(C2CCCC2)C1
c1nsc(C2CNC2)n1
155.226
40.147
0.5671
4
0
19
29.02
N=C1SC(=O)N2C=CCN12
N=c1sc(=O)n2n1CC=C2
false
CC1CC(C)C2CCCC12
N=c1sc(=O)n2n1CC=C2
155.182
37.7537
-0.32493
5
1
15
50.78
CC1=C(C=NS1)C(O)C=O
Cc1sncc1C(O)C=O
false
CCC(C)C1CCCC1C
c1cnsc1
157.194
37.8748
0.68382
4
1
17
50.19
CNS(=O)(=O)C1=CCOC1
CNS(=O)(=O)C1=CCOC1
true
CCC(C)(C)C1CCCC1
C1=CCOC1
163.198
36.8815
-0.5503
3
1
19
55.4
CCC(CC)NC(=S)NO
CCC(CC)NC(=S)NO
true
CCC(C)CC(CC)CC
162.258
45.0259
1.0283
2
3
24
44.29
CC(O)C1CCNS1(=O)=O
CC(O)C1CCNS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)CCCN1
165.214
37.0083
-0.9411
3
2
21
66.4
C#CCNCC1=NSC=C1
C#CCNCc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
152.222
42.6537
0.8659
3
1
18
24.92
CC1=CC2=NN=CON2S1
CC1=CC2=NN=CON2S1
true
CC1CC2CCCCC2C1
C1=CC2=NN=CON2S1
155.182
40.199
1.141
5
0
15
37.19
CC1C2(C)CC(N2)S1(=O)=O
CC1C2(C)CC(N2)S1(=O)=O
true
CC1C2(C)CC(C2)C1(C)C
O=S1(=O)CC2CC1N2
161.226
38.3275
-0.1186
3
1
21
46.17
OC1C2CC3=C(C=NS3)C12
OC1C2Cc3sncc3C12
false
CC1C2CC3CCCC3C12
c1nsc2c1C1CC1C2
153.206
38.0558
0.7735
3
1
17
33.12
CNCCC1=CC(=O)SN1
CNCCc1cc(=O)s[nH]1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
158.226
42.5704
0.1983
3
2
20
44.89
NC1=NC(=CS1)N1CCC1
Nc1nc(N2CCC2)cs1
false
CC1CCC(C2CCC2)C1
c1nc(N2CCC2)cs1
155.226
43.3564
0.9354
4
1
19
42.15
CCC(=NO)C1=CSC=N1
CCC(=NO)c1cscn1
false
CCC(CC)C1CCCC1
c1cscn1
156.21
40.7285
1.7314
4
1
18
45.48
CCC(=C)N1C=C(Cl)C=N1
C=C(CC)n1cc(Cl)cn1
false
CCC(C)C1CCC(C)C1
c1cn[nH]c1
156.616
42.858
2.4172
2
0
19
17.82
CC(=O)C=CS(=O)(=O)CO
CC(=O)C=CS(=O)(=O)CO
true
CCC(C)(C)CCC(C)C
164.182
35.8266
-0.5463
4
1
18
71.44
ClC1=CON2CC(=N)N=C12
N=C1CN2OC=C(Cl)C2=N1
false
CC1CC2CCC(C)C2C1
N=C1CN2OC=CC2=N1
157.56
36.8887
0.70317
3
1
14
48.68
CN(C=N)C(=S)N(O)C=C
C=CN(O)C(=S)N(C)C=N
false
CCC(C)C(C)C(C)CC
159.214
42.9672
0.64487
3
2
19
50.56
N=C1CNC(=S)N1C1CC1
N=C1CNC(=S)N1C1CC1
true
CC1CCC(C)C1C1CC1
N=C1CNC(=S)N1C1CC1
155.226
43.1884
0.31617
2
2
19
39.12
CCNC1=C(O)C(O)=CS1
CCNc1scc(O)c1O
false
CCCC1CCC(C)C1C
c1ccsc1
159.21
41.8123
1.5911
4
3
19
52.49
O=S1(=O)OCCC1CC#N
N#CCC1CCOS1(=O)=O
false
CCCC1CCCC1(C)C
O=S1(=O)CCCO1
161.182
33.5068
0.01878
4
0
17
67.16
C=NN1C=CC(=O)S1(=O)=O
C=NN1C=CC(=O)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=C1C=CNS1(=O)=O
160.154
34.4548
-0.7123
4
0
14
66.81
ON=CC1=C(N=NS1)C#C
C#Cc1nnsc1C=NO
false
CCCC1CCCC1CC
c1csnn1
153.166
37.2245
0.3275
5
1
13
58.37
NN1CC(=O)N(C=C)C1=S
C=CN1C(=O)CN(N)C1=S
false
CCC1C(C)CC(C)C1C
O=C1CNC(=S)N1
157.198
40.5344
-0.5673
3
1
17
49.57
C=CN1C=NC2=NSC=C12
C=Cn1cnc2nscc21
false
CCC1CCC2CCCC12
c1nc2nscc2[nH]1
151.194
41.792
1.5933
4
0
15
30.71
CC1=C(Cl)C(CO)=C(N)S1
Cc1sc(N)c(CO)c1Cl
false
CCC1C(C)CC(C)C1C
c1ccsc1
177.656
44.4012
1.78442
3
2
18
46.25
CCS(=O)(=O)N(C)C=CC
CC=CN(C)S(=O)(=O)CC
false
CCCC(C)C(C)(C)CC
163.242
42.0378
0.8015
2
0
23
37.38
CC1=NC(=O)C2=C1C=CS2
CC1=NC(=O)c2sccc21
false
CC1CC(C)C2CCCC12
O=C1N=Cc2ccsc21
151.19
40.8605
1.7109
2
0
15
29.43
OS(=O)(=O)C(=CC#C)C#N
C#CC=C(C#N)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
157.15
34.0776
-0.08512
3
1
13
78.16
CC1=C(O)C(CC=O)=CS1
Cc1scc(CC=O)c1O
false
CCCC1CCC(C)C1C
c1ccsc1
156.206
40.4888
1.50352
3
1
18
37.3
CCOC1=C(Cl)C=NN1N
CCOc1c(Cl)cnn1N
false
CCCC1C(C)CCC1C
c1cn[nH]c1
161.592
38.5564
0.649
4
1
18
53.07
NC1=C(SC=C1Cl)C1CC1
Nc1c(Cl)csc1C1CC1
false
CC1CCC(C2CC2)C1C
c1csc(C2CC2)c1
173.668
45.7164
2.8611
2
1
18
26.02
COS(=O)(=O)C1(C)CCC1
COS(=O)(=O)C1(C)CCC1
true
CCC(C)(C)C1(C)CCC1
C1CCC1
164.226
38.1848
0.9052
3
0
22
43.37
CN1C=C(Cl)C=C1OC=C
C=COc1cc(Cl)cn1C
false
CCCC1CC(C)CC1C
c1cc[nH]c1
157.6
41.248
2.2008
2
0
18
14.16
CCC#CC1=COC=C1Cl
CCC#Cc1cocc1Cl
false
CCCCC1CCCC1C
c1ccoc1
154.596
40.887
2.6945
1
0
17
13.14
CN1C2C(CN)C2NC1=S
CN1C(=S)NC2C(CN)C21
false
CCC1C2CC(C)C(C)C12
S=C1NC2CC2N1
157.242
43.6171
-0.868
2
2
21
41.29
CC1=CN2C(=O)NSC2=N1
Cc1cn2c(=O)[nH]sc2n1
false
CC1CC2CCC(C)C2C1
O=c1[nH]sc2nccn12
155.182
38.4267
0.39252
4
1
15
50.16
CC1=C2N3CC3CC2=NS1
Cc1snc2c1N1CC1C2
false
CC1CCC2CC3CC3C12
c1snc2c1N1CC1C2
152.222
41.689
1.19622
3
0
18
15.9
CC1=CC(=NS1)C#CC#C
C#CC#Cc1cc(C)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
147.202
42.562
1.43622
2
0
15
12.89
CCN1NC(=S)NCC1=O
CCN1NC(=S)NCC1=O
true
CCC1CC(C)CCC1C
O=C1CNC(=S)NN1
159.214
41.1234
-0.7724
2
2
19
44.37
NN1CC(CO)=CS1(=O)=O
NN1CC(CO)=CS1(=O)=O
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)C=CCN1
164.186
34.982
-1.6183
4
2
18
83.63
CNS(=O)(=O)CC(C)CN
CNS(=O)(=O)CC(C)CN
true
CCC(C)CC(C)(C)CC
166.246
41.0649
-0.8696
3
2
24
72.19
CC=CNC(=S)N(C)C=N
CC=CNC(=S)N(C)C=N
true
CCCCC(C)C(C)CC
157.242
47.0944
0.93337
2
2
21
39.12
NC1=NC=NC(C=C)=C1Cl
C=Cc1ncnc(N)c1Cl
false
CCC1CCCC(C)C1C
c1cncnc1
155.588
41.5454
1.3552
3
1
16
51.8