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
CC1=NC(CC2CC2)=NS1
Cc1nc(CC2CC2)ns1
false
CC1CCC(CC2CC2)C1
c1nc(CC2CC2)ns1
154.238
41.074
1.79902
3
0
20
25.78
CC(O)C=CC1=NN=NS1
CC(O)C=Cc1nnns1
false
CC(C)CCC1CCCC1
c1nnns1
157.198
38.4188
0.3271
5
1
17
58.9
CC#CCC1=NC=C(O)S1
CC#CCc1ncc(O)s1
false
CCCCC1CCC(C)C1
c1cscn1
153.206
40.9328
1.4145
3
1
17
33.12
CC1=NSC=C1ONC=N
Cc1nscc1ONC=N
false
CCCCC1CCCC1C
c1cnsc1
157.198
39.3984
0.94199
4
2
17
58
C1NC2=NSN=C2OC=C1
C1=COc2nsnc2NC1
false
C1CCC2CCCC2CC1
C1=COc2nsnc2NC1
155.182
38.1667
0.8561
5
1
15
47.04
CCC1(CCS1(=O)=O)OC
CCC1(OC)CCS1(=O)=O
false
CCC1(CC)CCC1(C)C
O=S1(=O)CCC1
164.226
38.4348
0.5576
3
0
22
43.37
CC1OCC2=C(O1)SN=C2
CC1OCc2cnsc2O1
false
CC1CCC2CCCC2C1
c1nsc2c1COCO2
157.194
36.993
1.3981
4
0
17
31.35
C1CC2C(N1)C1=CSC=C21
c1scc2c1C1CCNC21
false
C1CC2C(C1)C1CCCC21
c1scc2c1C1CCNC21
151.234
42.4207
1.8797
2
1
19
12.03
CC1C=NN2SC(=O)N=C12
CC1C=Nn2sc(=O)nc21
false
CC1CC2CCC(C)C2C1
O=c1nc2n(s1)N=CC2
155.182
38.679
0.2558
5
0
15
47.25
CS(=O)(=O)C(=O)N1CCC1
CS(=O)(=O)C(=O)N1CCC1
true
CC(C1CCC1)C(C)(C)C
C1CNC1
163.198
36.4298
-0.1433
3
0
19
54.45
COC1=C(CO)C(C)=CS1
COc1scc(C)c1CO
false
CCC1CCC(C)C1CC
c1ccsc1
158.222
41.5308
1.55742
3
1
20
29.46
C1ON=CCC2=C1N=CS2
C1=NOCc2ncsc2C1
false
C1CCC2CCCC2CC1
C1=NOCc2ncsc2C1
154.194
39.099
1.2016
4
0
16
34.48
COC(=C)CC1=CSN=C1
C=C(Cc1cnsc1)OC
false
CCC(C)CC1CCCC1
c1cnsc1
155.222
41.967
1.8457
3
0
19
22.12
CS(=O)(=O)C1CCOCC1
CS(=O)(=O)C1CCOCC1
true
CC(C)(C)C1CCCCC1
C1CCOCC1
164.226
38.6848
0.21
3
0
22
43.37
CNC1=C(CC=O)SC=N1
CNc1ncsc1CC=O
false
CCCC1CCCC1CC
c1cscn1
156.21
41.4287
0.9262
4
1
18
41.99
CC1=CSC2=C1CCC=C2
Cc1csc2c1CCC=C2
false
CC1CCC2CCCCC12
C1=Cc2sccc2CC1
150.246
46.411
3.01592
1
0
20
0
CON1C=CN=CNC1=S
CON1C=CN=CNC1=S
true
CCC1CCCCCC1C
S=C1NC=CN=CN1
157.198
42.2137
0.2374
3
1
17
36.86
OC1=C2CCCCC2=NS1
Oc1snc2c1CCCC2
false
CC1CCC2CCCCC12
c1snc2c1CCCC2
155.222
40.4208
1.7275
3
1
19
33.12
CC(CN)(C=C)S(N)(=O)=O
C=CC(C)(CN)S(N)(=O)=O
false
CCC(C)(CC)C(C)(C)C
164.23
40.7636
-0.8217
3
2
22
86.18
ClC1=CC=C2NN=NC2=C1
Clc1ccc2[nH]nnc2c1
false
CC1CCC2CCCC2C1
c1ccc2[nH]nnc2c1
153.572
38.8987
1.6113
2
1
14
41.57
CC1CNC(=S)N2CC2C1
CC1CNC(=S)N2CC2C1
true
CC1CCC(C)C2CC2C1
S=C1NCCCC2CN12
156.254
44.8757
0.5849
1
1
22
15.04
C=CC=C1NS(=O)(=O)C=C1
C=CC=C1C=CS(=O)(=O)N1
false
CCCC1CCC(C)(C)C1
C=C1C=CS(=O)(=O)N1
157.194
39.4755
0.503
2
1
17
46.17
CC1C(O)COCS1(=O)=O
CC1C(O)COCS1(=O)=O
true
CC1CCCC(C)(C)C1C
O=S1(=O)CCCOC1
166.198
35.2076
-0.8617
4
1
20
63.6
O1C=C(N=N1)C1=CC=NS1
c1cc(-c2conn2)sn1
false
C1CCC(C2CCCC2)C1
c1cc(-c2conn2)sn1
153.166
35.406
1.1931
5
0
13
51.81
C=CC1=NC2=CSN=C2N1
C=Cc1nc2csnc2[nH]1
false
CCC1CC2CCCC2C1
c1nc2csnc2[nH]1
151.194
41.8567
1.6624
3
1
15
41.57
CC(=O)C1=CSC=C1C=O
CC(=O)c1cscc1C=O
false
CCC1CCCC1C(C)C
c1ccsc1
154.19
39.711
1.7632
3
0
16
34.14
CON=CC1=NSN=C1C
CON=Cc1nsnc1C
false
CCCCC1CCCC1C
c1cnsn1
157.198
39.249
0.82682
5
0
17
47.37
O=C1OC2=C(C=CS2)C=C1
O=c1ccc2ccsc2o1
false
CC1CCC2CCCC2C1
O=c1ccc2ccsc2o1
152.174
40.361
1.8545
3
0
14
30.21
CC(O)(C#N)C1=NC=CS1
CC(O)(C#N)c1nccs1
false
CCC(C)(C)C1CCCC1
c1cscn1
154.194
37.2978
0.87418
4
1
16
56.91
CC1=C(NSC1=NO)C=C
C=Cc1[nH]sc(=NO)c1C
false
CCC1CCC(CC)C1C
N=c1cc[nH]s1
156.21
40.8472
1.31752
3
2
18
48.38
NC1=C(NC(O)=C1Cl)C#C
C#Cc1[nH]c(O)c(Cl)c1N
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
156.572
39.8149
0.9372
2
3
15
62.04
CC(C#N)C1=C(C)N=NS1
Cc1nnsc1C(C)C#N
false
CCC(C)C1CCCC1C
c1csnn1
153.21
38.674
1.4736
4
0
17
49.57
CC1CS(=O)(=O)C2CCN12
CC1CS(=O)(=O)C2CCN12
true
CC1CC(C)(C)C2CCC12
O=S1(=O)CCN2CCC21
161.226
38.3598
-0.1649
3
0
21
37.38
CC1=C2C(O)=CSC2=CS1
Cc1scc2scc(O)c12
false
CC1CCC2CCC(C)C12
c1cc2cscc2s1
170.258
46.1038
2.97682
3
1
16
20.23
CC(=O)S(=O)(=O)N1CCC1
CC(=O)S(=O)(=O)N1CCC1
true
CC(C)C(C)(C)C1CCC1
C1CNC1
163.198
35.7908
-0.4316
3
0
19
54.45
NC(=O)NC1=CSC(N)=C1
NC(=O)Nc1csc(N)c1
false
CC(C)CC1CCC(C)C1
c1ccsc1
157.198
41.9375
0.8209
3
3
17
81.14
CC1=NC=CN1C(=S)NO
Cc1nccn1C(=S)NO
false
CCC(C)C1CCCC1C
c1c[nH]cn1
157.198
39.8822
0.30332
4
2
17
50.08
CC1(CNC1)C1=NSC=C1
CC1(c2ccsn2)CNC1
false
CC1(C2CCCC2)CCC1
c1cc(C2CNC2)ns1
154.238
42.3357
1.004
3
1
20
24.92
ClC1=C2OCC1=CC=C2Cl
Clc1ccc2c(Cl)c1OC2
false
CC1CCC2CCC1C2C
c1cc2cc(c1)OC2
175.014
40.794
2.8858
1
0
14
9.23
O=C1SNC2=C1COCC2
O=c1s[nH]c2c1COCC2
false
CC1CCC2CCCCC12
O=c1s[nH]c2c1COCC2
157.194
38.2997
0.5091
3
1
17
42.09
CC1CC2=CC=CC(Cl)=C12
CC1Cc2cccc(Cl)c21
false
CC1CCCC2CC(C)C12
c1ccc2c(c1)CC2
152.624
43.571
2.9996
0
0
19
0
NC1CCC2=C1SC(O)=C2
NC1CCc2cc(O)sc21
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)CCC2
155.222
41.2332
1.3997
3
2
19
46.25
CC1C2OC2C2=C1SC=N2
CC1c2scnc2C2OC12
false
CC1C2CCCC2C2CC12
c1nc2c(s1)CC1OC21
153.206
38.143
1.7001
3
0
17
25.42
CN1CC(C1)C1=CSN=N1
CN1CC(c2csnn2)C1
false
CC1CC(C2CCCC2)C1
c1snnc1C1CNC1
155.226
40.147
0.5671
4
0
19
29.02
COC1=CC(=C)CS1(=O)=O
C=C1C=C(OC)S(=O)(=O)C1
false
CCC1CC(C)CC1(C)C
C=C1C=CS(=O)(=O)C1
160.194
38.0188
0.4588
3
0
18
43.37
CC1=C(Cl)C=NC(=O)C=C1
Cc1ccc(=O)ncc1Cl
false
CC1CCC(C)C(C)CC1
O=c1cccccn1
155.584
40.254
1.40362
2
0
16
29.96
COC1=CSC(C#C)=C1N
C#Cc1scc(OC)c1N
false
CCC1CCC(CC)C1C
c1ccsc1
153.206
43.2184
1.3202
3
1
17
35.25
NC1C(=C)NC(=S)NC1=O
C=C1NC(=S)NC(=O)C1N
false
CC1CC(C)C(C)C(C)C1
C=C1CC(=O)NC(=S)N1
157.198
40.9918
-1.1683
3
3
17
67.15
CS(=O)(=O)OCC=NN=C
C=NN=CCOS(C)(=O)=O
false
CCCCCCC(C)(C)C
164.186
38.8368
-0.351
5
0
18
68.09
CCC1C(O)C2=CSN=C12
CCC1c2nscc2C1O
false
CCC1C(C)C2CCCC12
c1snc2c1CC2
155.222
40.1058
1.6837
3
1
19
33.12
COC(C=O)C1=CC=NS1
COC(C=O)c1ccns1
false
CCC(CC)C1CCCC1
c1cnsc1
157.194
37.928
1.0295
4
0
17
39.19
CN1CC2COC2S1(=O)=O
CN1CC2COC2S1(=O)=O
true
CC1CC2CCC2C1(C)C
O=S1(=O)NCC2COC21
163.198
34.7798
-0.7659
3
0
19
46.61
CN1CCC2=C(C1)C=NS2
CN1CCc2sncc2C1
false
CC1CCC2CCCC2C1
c1nsc2c1CNCC2
154.238
42.152
1.131
3
0
20
16.13
CC1C(O)C2=NSC(C)=C12
Cc1snc2c1C(C)C2O
false
CC1CCC2C(C)C(C)C12
c1snc2c1CC2
155.222
40.2258
1.60202
3
1
19
33.12
CC1=CC2=C(S1)C(=O)N=C2
Cc1cc2c(s1)C(=O)N=C2
false
CC1CC2CCC(C)C2C1
O=C1N=Cc2ccsc21
151.19
40.9805
1.62922
2
0
15
29.43
C(N=C1SNC=C1)C1CN1
c1cc(=NCC2CN2)s[nH]1
false
C1CCC(CCC2CC2)C1
c1cc(=NCC2CN2)s[nH]1
155.226
40.8904
-0.0513
3
2
19
50.09
CN(O)C(=S)NC(=N)C=C
C=CC(=N)NC(=S)N(C)O
false
CCC(C)CC(C)C(C)C
159.214
43.2069
0.34517
3
3
19
59.35
NC1=C(C=CC#N)C=CS1
N#CC=Cc1ccsc1N
false
CCCCC1CCCC1C
c1ccsc1
150.206
43.3784
1.86708
3
1
16
49.81
CC1=NC(N2CC2)=C(C)S1
Cc1nc(N2CC2)c(C)s1
false
CC1CC(C)C(C2CC2)C1
c1nc(N2CC2)cs1
154.238
43.801
1.57994
3
0
20
15.9
COC(=C)S(=O)(=O)CCO
C=C(OC)S(=O)(=O)CCO
false
CCCC(C)(C)C(C)CC
166.198
37.0216
-0.4889
4
1
20
63.6
COC(C(N)=N)S(C)(=O)=O
COC(C(=N)N)S(C)(=O)=O
false
CCC(C(C)C)C(C)(C)C
166.202
37.5549
-1.06053
4
2
20
93.24
NN1C=C(Cl)C(CC#C)=N1
C#CCc1nn(N)cc1Cl
false
CCCC1CC(C)CC1C
c1cn[nH]c1
155.588
39.9244
0.426
3
1
16
43.84
NC1=C2N=CON2C=C1Cl
Nc1c(Cl)cn2ocnc12
false
CC1CC2CCCC2C1C
c1cc2ncon2c1
157.56
36.8804
1.1629
4
1
14
56.46
O=S1(=O)NC=C2CNC=C12
O=S1(=O)NC=C2CNC=C21
false
CC1(C)CCC2CCCC21
O=S1(=O)NC=C2CNC=C21
158.182
36.2242
-0.7521
3
2
16
58.2
CNC(=S)N(C=N)C(C)C
CNC(=S)N(C=N)C(C)C
true
CCC(C)C(CC)C(C)C
159.258
47.4164
0.80817
2
2
23
39.12
CN1NCC(O)CS1(=O)=O
CN1NCC(O)CS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
O=S1(=O)CCCNN1
166.202
35.5593
-1.8729
4
2
20
69.64
CC1C2CN1C1=C2N=CS1
CC1C2CN1c1scnc12
false
CC1C2CC1C1CCCC21
c1nc2c(s1)N1CC2C1
152.222
41.663
1.4488
3
0
18
16.13
CC1C(C)N1C(=S)NN=C
C=NNC(=S)N1C(C)C1C
false
CCCC(C)C1C(C)C1C
C1CN1
157.242
46.0457
0.5691
2
1
21
27.4
NC(=O)S(=O)(=O)CCC=C
C=CCCS(=O)(=O)C(N)=O
false
CCCCC(C)(C)C(C)C
163.198
38.1842
0.056
3
1
19
77.23
CN1CCC(C#N)S1(=O)=O
CN1CCC(C#N)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CCCN1
160.198
35.5678
-0.45612
3
0
18
61.17
CNCC1=NC=CC=C1Cl
CNCc1ncccc1Cl
false
CCCC1CCCCC1C
c1ccncc1
156.616
42.0107
1.4544
2
1
19
24.92
O=CNS(=O)(=O)C1CCN1
O=CNS(=O)(=O)C1CCN1
true
CCCC(C)(C)C1CCC1
C1CNC1
164.186
34.5272
-1.6184
4
2
18
75.27
O=S1(=O)CCCCON=C1
O=S1(=O)C=NOCCCC1
false
CC1(C)CCCCCCC1
O=S1(=O)C=NOCCCC1
163.198
37.4648
0.1549
4
0
19
55.73
CCN=C1NN=C(S1)C#N
CCN=c1[nH]nc(C#N)s1
false
CCCC1CCC(CC)C1
N=c1[nH]ncs1
154.198
37.2837
0.26348
4
1
16
64.83
CNC=C(C=C)S(O)(=O)=O
C=CC(=CNC)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
163.198
38.8883
0.121
3
2
19
66.4
NC1=C(Cl)C(=N)C(Cl)=CN1
N=c1c(Cl)c[nH]c(N)c1Cl
false
CC1CCC(C)C(C)C1C
N=c1cc[nH]cc1
178.022
41.0798
1.38317
2
3
15
65.66
S=C1NC=COCC=NN1
S=C1NC=COCC=NN1
true
CC1CCCCCCCC1
S=C1NC=COCC=NN1
157.198
42.4534
-0.0623
3
2
17
45.65
CC(N)CC1=C(O)SC=C1
CC(N)Cc1ccsc1O
false
CC(C)CC1CCCC1C
c1ccsc1
157.238
43.3372
1.3434
3
2
21
46.25
O=CC1CC2NC1S2(=O)=O
O=CC1CC2NC1S2(=O)=O
true
CCC1CC2CC1C2(C)C
O=S1(=O)C2CCC1N2
161.182
33.8025
-1.1246
4
1
17
63.24
CC1(CC1S(O)(=O)=O)C#N
CC1(C#N)CC1S(=O)(=O)O
false
CCC1(C)CC1C(C)(C)C
C1CC1
161.182
33.6736
0.17638
3
1
17
78.16
CC1ON=CCCS1(=O)=O
CC1ON=CCCS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CCC=NOC1
163.198
37.4428
0.1533
4
0
19
55.73
C1OCC(=C1)C1=CC=NS1
C1=C(c2ccns2)COC1
false
C1CCC(C2CCCC2)C1
C1=C(c2ccns2)COC1
153.206
40.91
1.5567
3
0
17
22.12
CC1=C(COC=O)N=CS1
Cc1scnc1COC=O
false
CCCCC1CCCC1C
c1cscn1
157.194
37.704
1.12452
4
0
17
39.19
CC1=C(Cl)C=C(O)N1N=C
C=Nn1c(O)cc(Cl)c1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
158.588
40.7908
1.61922
3
1
17
37.52
CC1(CC(=O)C1)S(N)(=O)=O
CC1(S(N)(=O)=O)CC(=O)C1
false
CC1CC(C)(C(C)(C)C)C1
O=C1CCC1
163.198
35.7532
-0.6035
3
1
19
77.23
C#CC1=NN=C(S1)C1CC1
C#Cc1nnc(C2CC2)s1
false
CCC1CCC(C2CC2)C1
c1nnc(C2CC2)s1
150.206
39.819
1.3968
3
0
16
25.78
CC1=C2SC(=O)NC2=CN1
Cc1[nH]cc2[nH]c(=O)sc12
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2c[nH]cc2s1
154.194
41.5334
1.22612
2
2
16
48.65
OC1CC1C1=CNC(=N)S1
N=c1[nH]cc(C2CC2O)s1
false
CC1CCC(C2CC2C)C1
N=c1[nH]cc(C2CC2)s1
156.21
37.8892
0.40387
3
3
18
59.87
OCCN1C=C(Cl)C(Cl)=C1
OCCn1cc(Cl)c(Cl)c1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
180.034
41.5378
1.7872
2
1
17
25.16
CC1C=C(CN)OS1(=O)=O
CC1C=C(CN)OS1(=O)=O
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CC=CO1
163.198
36.6042
-0.4225
4
1
19
69.39
CCCN(C(C)=C)C(N)=S
C=C(C)N(CCC)C(N)=S
false
CCCC(C(C)C)C(C)C
158.27
48.5964
1.4756
1
1
24
29.26
ClC1=CSC2=C1C(=N)N=C2
N=C1N=Cc2scc(Cl)c21
false
CC1CCC2CCC(C)C12
N=C1N=Cc2sccc21
170.624
43.7517
2.15937
2
1
13
36.21
CCC(O)C#CS(C)(=O)=O
CCC(O)C#CS(C)(=O)=O
true
CCC(C)CCC(C)(C)C
162.21
38.9176
-0.2372
3
1
20
54.37
NC1=NC2=C(CNCC2)S1
Nc1nc2c(s1)CNCC2
false
CC1CC2CCCCC2C1
c1nc2c(s1)CNCC2
155.226
41.9371
0.371
4
2
19
50.94
CC(=C)N1C(=N)CNC1=S
C=C(C)N1C(=N)CNC1=S
false
CC(C)C1C(C)CCC1C
N=C1CNC(=S)N1
155.226
44.9804
0.68737
2
2
19
39.12
CC(C=O)=C(N)S(N)(=O)=O
CC(C=O)=C(N)S(N)(=O)=O
true
CCC(C)C(C)C(C)(C)C
164.186
36.0586
-1.336
4
2
18
103.25
O=S1(=O)C=CC2(OC12)C#N
N#CC12C=CS(=O)(=O)C1O2
false
CCC12CCC(C)(C)C1C2
O=S1(=O)C=CC2OC21
157.15
31.2768
-0.45282
4
0
13
70.46
O=S1(=O)ON=CCC2CC12
O=S1(=O)ON=CCC2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)ON=CCC2CC21
161.182
35.0088
0.1108
4
0
17
55.73
CC1NCC2=NSC(C)=C12
Cc1snc2c1C(C)NC2
false
CC1CCC2CCC(C)C12
c1snc2c1CNC2
154.238
42.1057
1.61572
3
1
20
24.92
C=CC1=C(SN=C1)C1CC1
C=Cc1cnsc1C1CC1
false
CCC1CCCC1C1CC1
c1cc(C2CC2)sn1
151.234
44.18
2.6635
2
0
19
12.89