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
CN=C1N=CC=NC=C1Cl
CN=c1nccncc1Cl
false
CCC1CCCCCC1C
N=c1ccnccn1
155.588
38.529
0.6605
3
0
16
38.14
O=S1(=O)C=CC2CN=CN12
O=S1(=O)C=CC2CN=CN21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=CC2CN=CN21
158.182
37.0458
-0.444
3
0
16
49.74
CC(C#C)S(=O)(=O)N1CC1
C#CC(C)S(=O)(=O)N1CC1
false
CCC(C)C(C)(C)C1CC1
C1CN1
159.21
38.7878
-0.3465
2
0
19
37.15
CC=CC#CCS(O)(=O)=O
CC=CC#CCS(=O)(=O)O
false
CCCCCCC(C)(C)C
160.194
39.0056
0.4537
2
1
18
54.37
CC1=CN2C(=N)SNC2=C1
Cc1cc2[nH]sc(=N)n2c1
false
CC1CC2CCC(C)C2C1
N=c1s[nH]c2cccn12
153.21
40.2164
1.11679
3
2
17
44.05
CC=C1CNN(C)C(=S)N1
CC=C1CNN(C)C(=S)N1
true
CCC1CCC(C)C(C)C1
C=C1CNNC(=S)N1
157.242
45.2564
0.2147
2
2
21
27.3
CNN1SC(=O)C=C1C=C
C=Cc1cc(=O)sn1NC
false
CCC1CC(C)CC1CC
O=c1cc[nH]s1
156.21
43.9547
0.7261
4
1
18
34.03
N=C1NNS(=O)(=O)C1C#C
C#CC1C(=N)NNS1(=O)=O
false
CCC1C(C)CCC1(C)C
N=C1CS(=O)(=O)NN1
159.17
35.5389
-1.59693
3
3
15
82.05
OC1CC=CS(=O)(=O)C1O
O=S1(=O)C=CCC(O)C1O
false
CC1CCCC(C)(C)C1C
O=S1(=O)C=CCCC1
164.182
34.6904
-1.0021
4
2
18
74.6
ON1CC(=C)C(=C)NC1=S
C=C1CN(O)C(=S)NC1=C
false
CC1CC(C)C(C)CC1C
C=C1CNC(=S)NC1=C
156.21
42.5062
0.6356
2
2
18
35.5
CC(=C)NC(=S)NC1CC1
C=C(C)NC(=S)NC1CC1
false
CC(C)CC(C)CC1CC1
C1CC1
156.254
46.7054
1.1465
1
2
22
24.06
OC(C=C)C1=C(O)SN=C1
C=CC(O)c1cnsc1O
false
CCC(C)C1CCCC1C
c1cnsc1
157.194
38.9356
1.0681
4
2
17
53.35
CN(C)C1=C(N)C(C)=NS1
Cc1nsc(N(C)C)c1N
false
CC(C)C1CCC(C)C1C
c1cnsc1
157.242
45.5904
1.09972
4
1
21
42.15
C=CCCNC(=S)NC=C
C=CCCNC(=S)NC=C
true
CCCCCC(C)CCC
156.254
48.7474
1.1701
1
2
22
24.06
CC#CCN(C)NC(N)=S
CC#CCN(C)NC(N)=S
true
CCCCC(C)CC(C)C
157.242
46.0011
-0.3103
2
2
21
41.29
NN1SC=C(C=C)C1=NO
C=Cc1csn(N)c1=NO
false
CCC1CCC(C)C1CC
N=c1ccs[nH]1
157.198
39.8999
0.1963
5
2
17
63.54
C=C1C(C=O)=CNS1(=O)=O
C=C1C(C=O)=CNS1(=O)=O
true
CCC1CCC(C)(C)C1C
C=C1C=CNS1(=O)=O
159.166
35.3425
-0.4841
3
1
15
63.24
CC(NNC(N)=S)=CC#N
CC(=CC#N)NNC(N)=S
false
CCCC(C)CCC(C)C
156.214
42.4268
-0.24842
3
3
18
73.87
C=CC1=C(C#N)C(=N)SN1
C=Cc1[nH]sc(=N)c1C#N
false
CCC1CCC(C)C1CC
N=c1cc[nH]s1
151.194
39.3304
1.07035
3
2
15
63.43
CN(C=N)C(=S)NC(C)=O
CC(=O)NC(=S)N(C)C=N
false
CCC(C)C(C)CC(C)C
159.214
42.9614
-0.05373
3
2
19
56.19
ClC1=CN2C=CC(=O)C2=C1
O=C1C=Cn2cc(Cl)cc21
false
CC1CC2CCC(C)C2C1
O=C1C=Cn2cccc21
153.568
39.1025
1.8085
2
0
14
22
CC1N(C)CC2=C1SN=C2
CC1c2sncc2CN1C
false
CC1CC2CCCC2C1C
c1nsc2c1CNC2
154.238
41.996
1.6495
3
0
20
16.13
CC1=CC(Cl)=C(O1)[N+]([O-])=O
Cc1cc(Cl)c([N+](=O)[O-])o1
false
CC1CC(C)C(C(C)C)C1
c1ccoc1
161.544
35.1094
2.14962
3
0
14
56.28
CCCOC1=COC=C1Cl
CCCOc1cocc1Cl
false
CCCCC1CCCC1C
c1ccoc1
160.6
39.504
2.7218
2
0
19
22.37
OC1=C(O)C(Cl)=C(N1)C=C
C=Cc1[nH]c(O)c(O)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
159.572
39.2233
1.7223
2
3
16
56.25
CCN1C(=N)N(C)SC1=O
CCn1c(=O)sn(C)c1=N
false
CCC1C(C)CC(C)C1C
N=c1[nH]sc(=O)[nH]1
159.214
39.0787
-0.25233
5
1
19
50.78
C#CC1=CC2=C(C1)C=NS2
C#CC1=Cc2sncc2C1
false
CCC1CC2CCCC2C1
C1=Cc2sncc2C1
147.202
42.628
1.7158
2
0
15
12.89
N=C1SNC=C1CN1CC1
N=c1s[nH]cc1CN1CC1
false
CC1CCCC1CC1CC1
N=c1s[nH]cc1CN1CC1
155.226
39.8014
0.37127
3
2
19
42.65
ClC1=CSC=C1CNC=O
O=CNCc1cscc1Cl
false
CCCCC1CCCC1C
c1ccsc1
175.64
42.2327
1.6475
2
1
16
29.1
CNC(=S)NC1=NC=CO1
CNC(=S)Nc1ncco1
false
CCC(C)CC1CCCC1
c1cocn1
157.198
41.7834
0.5908
3
2
17
50.09
CC1C2CCC1S(=O)(=O)N2
CC1C2CCC1S(=O)(=O)N2
true
CC1C2CCC1C(C)(C)C2
O=S1(=O)NC2CCC1C2
161.226
38.0295
0.0865
2
1
21
46.17
O=S1(=O)C2OC2C2CC1O2
O=S1(=O)C2CC(O2)C2OC21
false
CC1(C)C2CC(C2)C2CC21
O=S1(=O)C2CC(O2)C2OC21
162.166
30.8588
-0.7453
4
0
16
55.9
NC(=CC#N)C1=NSC=N1
N#CC=C(N)c1ncsn1
false
CCCC(C)C1CCCC1
c1ncsn1
152.182
37.6864
0.36128
5
1
14
75.59
COC(C)C(=C)S(O)(=O)=O
C=C(C(C)OC)S(=O)(=O)O
false
CCC(C)C(C)C(C)(C)C
166.198
37.1596
0.4228
3
1
20
63.6
COC1=C(C)C(C)=C(O)S1
COc1sc(O)c(C)c1C
false
CCC1CC(C)C(C)C1C
c1ccsc1
158.222
42.0098
2.07914
3
1
20
29.46
CC1CC1CC1=CSC=N1
CC1CC1Cc1cscn1
false
CC1CC1CC1CCCC1
c1nc(CC2CC2)cs1
153.25
43.089
2.3416
2
0
21
12.89
CS(=O)(=O)N1C=NC(O)=C1
CS(=O)(=O)n1cnc(O)c1
false
CC1CCC(C(C)(C)C)C1
c1c[nH]cn1
162.17
34.1336
-0.6036
5
1
16
72.19
CCS(=O)(=O)COCC#N
CCS(=O)(=O)COCC#N
true
CCCCCC(C)(C)CC
163.198
35.8928
-0.08122
4
0
19
67.16
CC1=CSC(C=CNN)=C1
Cc1csc(C=CNN)c1
false
CCCCC1CCC(C)C1
c1ccsc1
154.238
45.4131
1.49052
3
2
20
38.05
C=CS(=O)(=O)C=CCC=O
C=CS(=O)(=O)C=CCC=O
true
CCCCCC(C)(C)CC
160.194
38.9378
0.6474
3
0
18
51.21
NNS(=O)(=O)C(C=C)C=C
C=CC(C=C)S(=O)(=O)NN
false
CCC(CC)C(C)(C)CC
162.214
40.4249
-0.4799
3
2
20
72.19
CC1=NC=CN1S(C)(=O)=O
Cc1nccn1S(C)(=O)=O
false
CC1CCCC1C(C)(C)C
c1c[nH]cn1
160.198
37.2058
-0.00078
4
0
18
51.96
C=C1CNC(=S)NCC1=O
C=C1CNC(=S)NCC1=O
true
CC1CCC(C)C(C)CC1
C=C1CNC(=S)NCC1=O
156.21
42.7504
-0.4106
2
2
18
41.13
CCNC1=CC(=O)SN1N
CCNc1cc(=O)sn1N
false
CCCC1CC(C)CC1C
O=c1cc[nH]s1
159.214
42.8931
0.0554
5
2
19
60.05
N=C1N(NSC1=O)C1CC1
N=c1c(=O)s[nH]n1C1CC1
false
CC1CCC(C2CC2)C1C
N=c1c(=O)s[nH]n1C1CC1
157.198
37.0554
0.05227
4
2
17
61.64
CN1C=C2SC=NC2=C1O
Cn1cc2scnc2c1O
false
CC1CC2CCCC2C1C
c1nc2c[nH]cc2s1
154.194
40.2558
1.3404
4
1
16
38.05
CC(NC(N)=S)C=CC=O
CC(C=CC=O)NC(N)=S
false
CCCCC(C)CC(C)C
158.226
44.5871
-0.0368
2
2
20
55.12
CN=C1SC=NN1CC#N
CN=c1scnn1CC#N
false
CCCC1CCCC1CC
N=c1[nH]ncs1
154.198
37.204
-0.00132
5
0
16
53.97
CC(C#CCO)S(C)(=O)=O
CC(C#CCO)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
162.21
39.1676
-0.5848
3
1
20
54.37
NC1=CC(Cl)=C(C#C)N1O
C#Cc1c(Cl)cc(N)n1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
156.572
38.9739
0.9423
3
2
15
51.18
NN1C(CC=C)CS1(=O)=O
C=CCC1CS(=O)(=O)N1N
false
CCCC1CC(C)(C)C1C
O=S1(=O)CCN1
162.214
38.4152
-0.5498
3
1
20
63.4
COC1CS(=O)(=O)C1(C)C
COC1CS(=O)(=O)C1(C)C
true
CCC1CC(C)(C)C1(C)C
O=S1(=O)CCC1
164.226
38.6628
0.2084
3
0
22
43.37
CCCC#CS(=O)(=O)CC
CCCC#CS(=O)(=O)CC
true
CCCCCC(C)(C)CC
160.238
42.1448
1.1821
2
0
22
34.14
O=CNC1=C(N=CS1)C#C
C#Cc1ncsc1NC=O
false
CCCC1CCCC1CC
c1cscn1
152.178
39.7357
0.6927
3
1
14
41.99
OC1=CC2=C(C1)SC(=O)N2
O=c1[nH]c2c(s1)CC(O)=C2
false
CC1CC2CC(C)CC2C1
O=c1[nH]c2c(s1)CC=C2
155.178
39.2495
0.8914
3
2
15
53.09
NC1=NC2=C(NC=C2Cl)O1
Nc1nc2c(Cl)c[nH]c2o1
false
CC1CC2CCC(C)C2C1
c1cc2ncoc2[nH]1
157.56
37.7821
1.3915
3
2
14
67.84
NC1=CS(=O)(=O)C(C1)C#C
C#CC1CC(N)=CS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=S1(=O)C=CCC1
157.194
38.4282
-0.3932
3
1
17
60.16
CCC1=NNCS(=O)(=O)O1
CCC1=NNCS(=O)(=O)O1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CNN=CO1
164.186
35.7335
-0.383
5
1
18
67.76
ON1C(=S)NC2(CC2)C1=C
C=C1N(O)C(=S)NC12CC2
false
CC1CC2(CC2)C(C)C1C
C=C1NC(=S)NC12CC2
156.21
40.4642
0.612
2
2
18
35.5
C1C=CCN2SN=CC2=N1
C1=CCN2SN=CC2=NC1
false
C1CCC2CCCC2CC1
C1=CCN2SN=CC2=NC1
153.21
44.231
0.9043
4
0
17
27.96
CC1OCC1NS(N)(=O)=O
CC1OCC1NS(N)(=O)=O
true
CC1CCC1CC(C)(C)C
C1COC1
166.202
35.4449
-1.4332
3
2
20
81.42
CCC1CN(N)C(=S)NO1
CCC1CN(N)C(=S)NO1
true
CCC1CCC(C)C(C)C1
S=C1NCCON1
161.23
41.7911
-0.2396
3
2
21
50.52
CN1CC=C(C)S(=O)(=O)C1
CC1=CCN(C)CS1(=O)=O
false
CC1CCC(C)C(C)(C)C1
O=S1(=O)C=CCNC1
161.226
40.1738
0.2079
3
0
21
37.38
CC1=C2NC(=O)N=C2SN1
Cc1[nH]sc2nc(=O)[nH]c1-2
false
CC1CC2CCC(C)C2C1
O=c1nc2s[nH]cc-2[nH]1
155.182
38.4444
0.57272
3
2
15
61.54
CC1=CN=C(S1)C(=O)C#C
C#CC(=O)c1ncc(C)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
151.19
40.0145
1.26742
3
0
15
29.96
C1OCC1NC1=NN=CS1
c1nnc(NC2COC2)s1
false
C1CCC(CC2CCC2)C1
c1nnc(NC2COC2)s1
157.198
38.1387
0.3488
5
1
17
47.04
OC1CC(O)CS(=O)(=O)C1
O=S1(=O)CC(O)CC(O)C1
false
CC1CC(C)CC(C)(C)C1
O=S1(=O)CCCCC1
166.198
35.2844
-1.4733
4
2
20
74.6
OC1CCC2=C1C(=N)SN2
N=c1s[nH]c2c1C(O)CC2
false
CC1CCC2CCC(C)C12
N=c1s[nH]c2c1CCC2
156.21
37.8052
0.53527
3
3
18
59.87
CC1C(O)S(=O)(=O)C1C=C
C=CC1C(C)C(O)S1(=O)=O
false
CCC1C(C)C(C)C1(C)C
O=S1(=O)CCC1
162.21
38.0756
-0.0761
3
1
20
54.37
CC1CN2C(C)=NSC2=N1
CC1=NSC2=NC(C)CN12
false
CC1CC2CCC(C)C2C1
C1=NSC2=NCCN12
155.226
44.303
1.1267
4
0
19
27.96
NCC=CCCNC(N)=S
NCC=CCCNC(N)=S
true
CCCCCCCC(C)C
159.258
47.5995
-0.2754
2
3
23
64.07
ClC1=C2N=CC(=C)N2C=C1
C=c1cnc2c(Cl)ccn12
false
CC1CCC2C(C)CCC12
C=c1cnc2cccn12
152.584
40.942
1.1169
2
0
15
17.3
CC(C)C1=C(C)SC(C)=C1
Cc1cc(C(C)C)c(C)s1
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
154.278
47.882
3.48834
1
0
24
0
O=C1CCS(=O)(=O)NC=N1
O=C1CCS(=O)(=O)NC=N1
true
CC1CCCC(C)(C)CC1
O=C1CCS(=O)(=O)NC=N1
162.17
35.0385
-1.1356
3
1
16
75.6
NCCC1=NNS(=O)(=O)C1
NCCC1=NNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=NN1
163.202
38.0289
-1.3758
4
2
19
84.55
CC(N)C1=NC(O)=C(N)S1
CC(N)c1nc(O)c(N)s1
false
CC(C)C1CC(C)C(C)C1
c1cscn1
159.214
40.7936
0.4506
5
3
19
85.16
CON=CS(=O)(=O)N1CC1
CON=CS(=O)(=O)N1CC1
true
CCCCC(C)(C)C1CC1
C1CN1
164.186
35.9938
-0.7785
4
0
18
58.74
CC(C)C(=O)S(=O)(=O)C#N
CC(C)C(=O)S(=O)(=O)C#N
true
CCC(C)(C)C(C)C(C)C
161.182
34.3778
0.06488
4
0
17
75
CCC1=CSC(NC)=C1N
CCc1csc(NC)c1N
false
CCC1CCC(CC)C1C
c1ccsc1
156.254
47.6561
1.9344
3
2
22
38.05
CCC1=CN(C)C(=S)NC1
CCC1=CN(C)C(=S)NC1
true
CCC1CCC(C)C(C)C1
S=C1NC=CCN1
156.254
46.7377
1.1002
1
1
22
15.27
CCS(=O)(=O)C1=CC=NO1
CCS(=O)(=O)c1ccno1
false
CCC(C)(C)C1CCCC1
c1cnoc1
161.182
34.2298
0.4682
4
0
17
60.17
NC1=C(Cl)C=C(OC=C)O1
C=COc1cc(Cl)c(N)o1
false
CCCC1CC(C)C(C)C1
c1ccoc1
159.572
38.9554
2.0375
3
1
16
48.39
CNN(CC(C)=C)C(N)=S
C=C(C)CN(NC)C(N)=S
false
CCC(CC(C)C)C(C)C
159.258
47.3651
0.2425
2
2
23
41.29
CN=C1NC2CC1S2(=O)=O
CN=C1NC2CC1S2(=O)=O
true
CCC1CC2CC1C2(C)C
N=C1NC2CC1S2(=O)=O
160.198
37.6075
-0.8689
3
1
18
58.53
CC1=CC(Cl)=C(S1)N1CC1
Cc1cc(Cl)c(N2CC2)s1
false
CC1CC(C)C(C2CC2)C1
c1csc(N2CC2)c1
173.668
46.279
2.52992
2
0
18
3.01
COC1CC(C1)NC(N)=S
COC1CC(NC(N)=S)C1
false
CCC1CC(CC(C)C)C1
C1CCC1
160.242
43.7401
-0.003
2
2
22
47.28
CN1C=C(Cl)C(N)=NC1=O
Cn1cc(Cl)c(N)nc1=O
false
CC1CC(C)C(C)CC1C
O=c1nccc[nH]1
159.576
38.9004
0.0159
4
1
16
60.91
CC(=C)C(=O)NC(=S)NN
C=C(C)C(=O)NC(=S)NN
false
CCC(C)CC(C)C(C)C
159.214
42.8778
-0.5731
3
3
19
67.15
O=C(C#N)C1CS(=O)(=O)C1
N#CC(=O)C1CS(=O)(=O)C1
false
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCC1
159.166
32.7638
-0.87632
4
0
15
75
CNCC1=C(CO)SN=C1
CNCc1cnsc1CO
false
CCCC1CCCC1CC
c1cnsc1
158.226
40.8005
0.3548
4
2
20
45.15
CN1C=C(O)C2=C1C=NS2
Cn1cc(O)c2sncc21
false
CC1CC(C)C2CCCC12
c1cc2sncc2[nH]1
154.194
40.2558
1.3404
4
1
16
38.05
C=C1C=CCC2=C1C=CS2
C=C1C=CCc2sccc21
false
CC1CCCC2CCCC12
C=C1C=CCc2sccc21
148.23
46.197
2.8736
1
0
18
0
O=C1CCC2=CC(=O)SN12
O=C1CCc2cc(=O)sn21
false
CC1CC2CCC(C)C2C1
O=C1CCc2cc(=O)sn21
155.178
37.5265
0.4962
4
0
15
39.07
CC12CC1N=C1SC=NN21
CC12CC1N=C1SC=NN12
false
CC12CC1CC1CCCC12
C1=NN2C(=NC3CC32)S1
153.21
42.167
0.8791
4
0
17
27.96
C=CN1CCS(=O)(=O)C1=N
C=CN1CCS(=O)(=O)C1=N
true
CCC1CCC(C)(C)C1C
N=C1NCCS1(=O)=O
160.198
38.4165
-0.20493
3
1
18
61.23
CC1=CC(CCN)=C(C)S1
Cc1cc(CCN)c(C)s1
false
CCCC1CC(C)CC1C
c1ccsc1
155.266
46.5514
1.86614
2
1
23
26.02
CC=COCC1=NSN=C1
CC=COCc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
156.21
39.512
1.5883
4
0
18
35.01
CS(=O)(=O)OC(C=C)=NN
C=CC(=NN)OS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
164.186
37.7482
-0.5792
5
1
18
81.75
CCC1NS(=O)(=O)NC=C1
CCC1C=CNS(=O)(=O)N1
false
CCC1CCCC(C)(C)C1
O=S1(=O)NC=CCN1
162.214
38.4102
-0.2837
2
2
20
58.2
CC1=C2CC(O)CC2=NS1
Cc1snc2c1CC(O)C2
false
CC1CC2CCC(C)C2C1
c1snc2c1CCC2
155.222
40.2658
0.91102
3
1
19
33.12