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
CC#CC1=C(C=CS1)C#C
C#Cc1ccsc1C#CC
false
CCCC1CCCC1CC
c1ccsc1
146.214
44.806
2.1008
1
0
16
0
CC(N)(CO)C1=NSC=C1
CC(N)(CO)c1ccsn1
false
CCC(C)(C)C1CCCC1
c1cnsc1
158.226
40.7392
0.3093
4
2
20
59.14
NC1CCC2=NSC=C2C1
NC1CCc2nscc2C1
false
CC1CCC2CCCC2C1
c1snc2c1CCCC2
154.238
42.1144
0.9591
3
1
20
38.91
C=CC#CCC1=NC=NS1
C=CC#CCc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
150.206
41.586
1.27
3
0
16
25.78
CCN(C(N)=S)C(=C)CN
C=C(CN)N(CC)C(N)=S
false
CCC(C)C(CC)C(C)C
159.258
47.3598
0.0243
2
2
23
55.28
CC#CC(C#C)S(N)(=O)=O
C#CC(C#CC)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
157.194
39.1782
-0.7
2
1
17
60.16
C=C1CCC2OC1S2(=O)=O
C=C1CCC2OC1S2(=O)=O
true
CC1CCC2CC1C2(C)C
C=C1CCC2OC1S2(=O)=O
160.194
35.9548
0.4336
3
0
18
43.37
CCC1(OC1C)S(N)(=O)=O
CCC1(S(N)(=O)=O)OC1C
false
CCC1(C(C)(C)C)CC1C
C1CO1
165.214
36.6762
-0.2001
3
1
21
72.69
CN1CC(C)(C)N(O)C1=S
CN1CC(C)(C)N(O)C1=S
true
CC1CC(C)(C)C(C)C1C
S=C1NCCN1
160.242
42.9325
0.6865
2
1
22
26.71
CC1=NC(=C(N)S1)[N+]([O-])=O
Cc1nc([N+](=O)[O-])c(N)s1
false
CC1CC(C)C(C(C)C)C1
c1cscn1
159.17
37.9178
0.94192
5
1
15
82.05
O=S1(=O)OCC2NN=CC12
O=S1(=O)OCC2NN=CC21
false
CC1(C)CCC2CCCC21
O=S1(=O)OCC2NN=CC21
162.17
34.0755
-1.3274
5
1
16
67.76
CNN=C1CCS(=O)(=O)C1
CNN=C1CCS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
N=C1CCS(=O)(=O)C1
162.214
39.7655
-0.6197
4
1
20
58.53
C=CNC(=N)C1=CC=CS1
C=CNC(=N)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
152.222
44.4804
1.80657
2
2
18
35.88
N=C1NC(=S)NCCCO1
N=C1NC(=S)NCCCO1
true
CC1CCCCCC(C)C1
N=C1NC(=S)NCCCO1
159.214
42.0321
-0.19443
3
3
19
57.14
OCCS(=O)(=O)CC1CO1
O=S(=O)(CCO)CC1CO1
false
CCCC(C)(C)CC1CC1
C1CO1
166.198
35.4796
-1.2077
4
1
20
66.9
CC(C#C)C1=CSC=C1C
C#CC(C)c1cscc1C
false
CCC(C)C1CCCC1C
c1ccsc1
150.246
46.304
2.79322
1
0
20
0
ON1CC2=CSC=C2C1=N
N=C1c2cscc2CN1O
false
CC1CC2CCCC2C1C
N=C1NCc2cscc21
154.194
38.4772
1.27827
3
2
16
47.32
CNC1C(C)OCS1(=O)=O
CNC1C(C)OCS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)CCOC1
165.214
37.1815
-0.6771
4
1
21
55.4
NC(=S)NC=NCCC#N
N#CCCN=CNC(N)=S
false
CCCCCCCC(C)C
156.214
43.5101
-0.23842
3
2
18
74.2
C=C1N(C=O)C=CS1(=O)=O
C=C1N(C=O)C=CS1(=O)=O
true
CCC1CCC(C)(C)C1C
C=C1NC=CS1(=O)=O
159.166
35.1028
-0.1844
3
0
15
54.45
CCOC1=CN(N)C(=N)S1
CCOc1cn(N)c(=N)s1
false
CCCC1CC(C)C(C)C1
N=c1[nH]ccs1
159.214
39.4831
0.14157
5
2
19
64.03
NC(=S)NC(=C)C#CC=O
C=C(C#CC=O)NC(N)=S
false
CCCCC(C)CC(C)C
154.194
42.9011
-0.4644
2
2
16
55.12
CC(C)(C)C1CS(=O)(=O)O1
CC(C)(C)C1CS(=O)(=O)O1
true
CC1(C)CC(C(C)(C)C)C1
O=S1(=O)CCO1
164.226
38.1148
0.7611
3
0
22
43.37
NC1=C2CN3CC3C2=CS1
Nc1scc2c1CN1CC21
false
CC1CCC2C1CC1CC12
c1scc2c1CN1CC21
152.222
41.8824
1.2006
3
1
18
29.03
COC1=NC(=N)SN1C=C
C=Cn1sc(=N)nc1OC
false
CCC1CC(C)CC1CC
N=c1nc[nH]s1
157.198
38.8977
0.53317
5
1
17
50.9
CNC1=NSC(NC)=C1C
CNc1nsc(NC)c1C
false
CCC1CCC(CC)C1C
c1cnsc1
157.242
45.9444
1.53492
4
2
21
36.95
CNC1=CSC=C1C(C)O
CNc1cscc1C(C)O
false
CCC1CCCC1C(C)C
c1ccsc1
157.238
44.4995
1.8431
3
2
21
32.26
NCC1=CC=C(Cl)C=C1O
NCc1ccc(Cl)cc1O
false
CCC1CCC(C)CC1C
c1ccccc1
157.6
41.0082
1.5043
2
2
18
46.25
COCC1CC2=NSN=C12
COCC1Cc2nsnc21
false
CCCC1CC2CCCC12
C1Cc2nsnc21
156.21
38.23
0.8242
4
0
18
35.01
CCCC1=CSC(O)=C1C
CCCc1csc(O)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
156.25
44.7158
2.71462
2
1
22
20.23
CC=COCC1=CC=NS1
CC=COCc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
155.222
41.717
2.1933
3
0
19
22.12
COCOC=CS(C)(=O)=O
COCOC=CS(C)(=O)=O
true
CCCCCCC(C)(C)C
166.198
36.9448
0.1227
4
0
20
52.6
C=COCC1=CSC(=O)N1
C=COCc1csc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
157.194
39.9257
1.0965
3
1
17
42.09
NC1CN(N2CC2)S1(=O)=O
NC1CN(N2CC2)S1(=O)=O
true
CC1CC(C2CC2)C1(C)C
O=S1(=O)CCN1N1CC1
163.202
35.1742
-1.8528
4
1
19
66.41
C#CC1CN2C=CSC2=N1
C#CC1CN2C=CSC2=N1
true
CCC1CC2CCCC2C1
C1=CN2CCN=C2S1
150.206
43.493
0.8778
3
0
16
15.6
CC(C)=CN1C=CSC1=O
CC(C)=Cn1ccsc1=O
false
CC(C)CC1CCCC1C
O=c1[nH]ccs1
155.222
44.2
1.7905
3
0
19
22
CC1=C(CCO1)NC(N)=S
CC1=C(NC(N)=S)CCO1
false
CC(C)CC1CCCC1C
C1=COCC1
158.226
43.1901
0.4714
2
2
20
47.28
CC(=NN)C1=CC(Cl)=CS1
CC(=NN)c1cc(Cl)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
174.656
45.7274
2.0842
3
1
17
38.38
C=C1CC(=O)NS(=O)(=O)N1
C=C1CC(=O)NS(=O)(=O)N1
true
CC1CC(C)CC(C)(C)C1
C=C1CC(=O)NS(=O)(=O)N1
162.17
33.9552
-1.1456
3
2
16
75.27
CC1=NSC2=NCC(=O)N12
CC1=NSC2=NCC(=O)N12
true
CC1CCC2CCC(C)C12
O=C1CN=C2SN=CN12
155.182
39.848
0.2648
4
0
15
45.03
NCC1=CSC(=C1)N1CC1
NCc1csc(N2CC2)c1
false
CCC1CCC(C2CC2)C1
c1csc(N2CC2)c1
154.238
44.4234
1.0268
3
1
20
29.03
CC1=C(CO)NC(N)=C1Cl
Cc1c(CO)[nH]c(N)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
160.604
40.8749
1.05102
2
3
19
62.04
CCC(N)C1=NSNC1=O
CCC(N)c1ns[nH]c1=O
false
CCC(C)C1CCCC1C
O=c1cns[nH]1
159.214
39.9541
0.2412
4
2
19
71.77
C=C1C=CN2C(=O)SN=C12
C=c1ccn2c(=O)snc12
false
CC1CCC2C(C)CCC12
C=c1ccn2c(=O)snc12
152.178
40.079
-0.1148
4
0
14
34.37
CN1C2CC(C2)NNC1=S
CN1C(=S)NNC2CC1C2
false
CC1CCC2CC(C2)C1C
S=C1NNC2CC(C2)N1
157.242
43.4424
-0.1581
2
2
21
27.3
NC12CC1C1CN1S2(=O)=O
NC12CC1C1CN1S2(=O)=O
true
CC1(C)C2CC2C2CC21C
O=S1(=O)C2CC2C2CN21
160.198
34.4392
-1.3111
3
1
18
63.17
C=C1CN=C2NSC(=O)N12
C=C1CN=C2NSC(=O)N12
true
CC1CCC2CCC(C)C12
C=C1CN=C2NSC(=O)N12
155.182
39.4037
0.5431
4
1
15
44.7
NC1=C2CNCC2=C(O)S1
Nc1sc(O)c2c1CNC2
false
CC1CC(C)C2CCCC12
c1scc2c1CNC2
156.21
40.9399
0.6391
4
3
18
58.28
CC12CC(OS1(=O)=O)C2=O
CC12CC(OS1(=O)=O)C2=O
true
CC1C2CC(C)(C)C1(C)C2
O=C1C2CC1S(=O)(=O)O2
162.166
31.8218
-0.5535
4
0
16
60.44
CC(CS(N)(=O)=O)C(C)=C
C=C(C)C(C)CS(N)(=O)=O
false
CC(C)C(C)CC(C)(C)C
163.242
41.9522
0.4871
2
1
23
60.16
NC1=NSN=C1C=CC#C
C#CC=Cc1nsnc1N
false
CCCCC1CCCC1C
c1cnsn1
151.194
42.1884
0.7667
4
1
15
51.8
CC1C=CS(=O)(=O)C2CN12
CC1C=CS(=O)(=O)C2CN12
true
CC1CCC(C)(C)C2CC12
O=S1(=O)C=CCN2CC21
159.21
38.0158
-0.0413
3
0
19
37.15
C=C1OS(=O)(=O)C(=O)C1=C
C=C1OS(=O)(=O)C(=O)C1=C
true
CC1CC(C)(C)C(C)C1C
C=C1OS(=O)(=O)C(=O)C1=C
160.15
33.2918
-0.0571
4
0
14
60.44
CC(=C)C1=CC(CO)=CS1
C=C(C)c1cc(CO)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
154.234
44.9498
2.2735
2
1
20
20.23
CC1(C)ONS(=O)(=O)C1=C
C=C1C(C)(C)ONS1(=O)=O
false
CC1C(C)(C)CCC1(C)C
C=C1CONS1(=O)=O
163.198
36.3595
0.1433
3
1
19
55.4
CC1=CC=C(NCC=O)S1
Cc1ccc(NCC=O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
155.222
43.6097
1.66732
3
1
19
29.1
ClC1=CC=NC2=C1SC=C2
Clc1ccnc2ccsc12
false
CC1CCCC2CCCC12
c1cnc2ccsc2c1
169.636
44.63
2.9497
2
0
14
12.89
O=S1(=O)CCCC(=C1)C#N
N#CC1=CS(=O)(=O)CCC1
false
CCC1CCCC(C)(C)C1
O=S1(=O)C=CCCC1
157.194
36.7168
0.60248
3
0
17
57.93
O=S1(=O)CCC11OC=CO1
O=S1(=O)CCC12OC=CO2
false
CC1(C)CCC12CCCC2
O=S1(=O)CCC12OC=CO2
162.166
32.4448
-0.0233
4
0
16
52.6
CC12CC1C1NC1S2(=O)=O
CC12CC1C1NC1S2(=O)=O
true
CC1(C)C2CC2C2CC21C
O=S1(=O)C2CC2C2NC21
159.21
36.1435
-0.5087
3
1
19
56.08
CC1=CC(=NC=C1Cl)C#C
C#Cc1cc(C)c(Cl)cn1
false
CCC1CCC(C)C(C)C1
c1ccncc1
151.596
41.919
2.02472
1
0
16
12.89
CC(C)=CC1=CSC(C)=C1
CC(C)=Cc1csc(C)c1
false
CC(C)CC1CCC(C)C1
c1ccsc1
152.262
48.381
3.47972
1
0
22
0
C1NCC(=C1)C1=NN=CS1
C1=C(c2nncs2)CNC1
false
C1CCC(C2CCCC2)C1
C1=C(c2nncs2)CNC1
153.21
40.7557
0.5247
4
1
17
37.81
CNC1=NN(C)C(O)=C1Cl
CNc1nn(C)c(O)c1Cl
false
CCC1CC(C)C(C)C1C
c1cn[nH]c1
161.592
39.4295
0.8208
4
2
18
50.08
CC1C(C)C1C1=CN=NS1
CC1C(C)C1c1cnns1
false
CC1C(C)C1C1CCCC1
c1nnsc1C1CC1
154.238
40.978
1.9075
3
0
20
25.78
CC(=O)C1=CSC(N)=C1O
CC(=O)c1csc(N)c1O
false
CC(C)C1CCC(C)C1C
c1ccsc1
157.194
40.4007
1.2385
4
2
17
63.32
CCNC1=C(Cl)C(C)=CS1
CCNc1scc(C)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
175.684
48.2297
3.14172
2
1
20
12.03
CC#CC(C)CNC(N)=S
CC#CC(C)CNC(N)=S
true
CCCC(C)CCC(C)C
156.254
47.4021
0.479
1
2
22
38.05
CC12CC(O1)S(=O)(=O)C=C2
CC12C=CS(=O)(=O)C(C1)O2
false
CC12CCC(C)(C)C(C1)C2
O=S1(=O)C=CC2CC1O2
160.194
35.9548
0.4336
3
0
18
43.37
CCCN(NCC)C(N)=S
CCCN(NCC)C(N)=S
true
CCCC(CCC)C(C)C
161.274
47.4591
0.4665
2
2
25
41.29
C=C(CC1=NN=NS1)C=O
C=C(C=O)Cc1nnns1
false
CCC(C)CC1CCCC1
c1nnns1
155.182
36.612
0.2307
5
0
15
55.74
CCC1=C(NC)SC(O)=C1
CCc1cc(O)sc1NC
false
CCC1CC(C)CC1CC
c1ccsc1
157.238
44.9085
2.0578
3
2
21
32.26
CC=CCN1C=CSC1=N
CC=CCn1ccsc1=N
false
CCCCC1CCCC1C
N=c1[nH]ccs1
154.238
42.9777
1.60517
3
1
20
28.78
NC1=CC(Cl)=CC(Cl)=C1N
Nc1cc(Cl)cc(Cl)c1N
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
177.034
45.2868
2.1578
2
2
16
52.04
CC(C=C)C1=C(N)C=NS1
C=CC(C)c1sncc1N
false
CCC(C)C1CCCC1C
c1cnsc1
154.238
45.1384
2.0148
3
1
20
38.91
CCCC1(CC1)S(N)(=O)=O
CCCC1(S(N)(=O)=O)CC1
false
CCCC1(C(C)(C)C)CC1
C1CC1
163.242
39.9802
0.6076
2
1
23
60.16
CC1=NSC(=N1)C(=O)C=C
C=CC(=O)c1nc(C)ns1
false
CCC(C)C1CCC(C)C1
c1ncsn1
154.194
39.1735
1.21522
4
0
16
42.85
CN(NCC(C)=O)C(N)=S
CC(=O)CNN(C)C(N)=S
false
CC(C)CCC(C)C(C)C
161.23
43.2321
-0.7446
3
2
21
58.36
CCC1(OC1C)S(O)(=O)=O
CCC1(S(=O)(=O)O)OC1C
false
CCC1(C(C)(C)C)CC1C
C1CO1
166.198
35.1176
0.3992
3
1
20
66.9
N=CNC=CC1=CSN=C1
N=CNC=Cc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
153.21
43.0674
1.31047
3
2
17
48.77
CC=C(CN)C1=CSN=N1
CC=C(CN)c1csnn1
false
CCC(CC)C1CCCC1
c1csnn1
155.226
42.6144
0.9001
4
1
19
51.8
CC(O)C#CC1=NN=NS1
CC(O)C#Cc1nnns1
false
CC(C)CCC1CCCC1
c1nnns1
155.182
36.2628
-0.3346
5
1
15
58.9
CC1C2C1C1OC2S1(=O)=O
CC1C2C1C1OC2S1(=O)=O
true
CC1C2C1C1CC2C1(C)C
O=S1(=O)C2OC1C1CC12
160.194
33.7248
-0.0207
3
0
18
43.37
CCN1C(C)=CC(Cl)=C1O
CCn1c(C)cc(Cl)c1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.616
41.5178
2.17542
2
1
20
25.16
OCC1=CC(=NS1)C1CO1
OCc1cc(C2CO2)ns1
false
CCC1CCC(C2CC2)C1
c1cc(C2CO2)ns1
157.194
36.7298
0.7067
4
1
17
45.65
CC(=O)NCC1=CSN=N1
CC(=O)NCc1csnn1
false
CC(C)CCC1CCCC1
c1csnn1
157.198
37.4297
0.1742
4
1
17
54.88
O=S1(=O)CNC2(CC2)CO1
O=S1(=O)CNC2(CC2)CO1
true
CC1(C)CCC2(CC1)CC2
O=S1(=O)CNC2(CC2)CO1
163.198
34.8395
-0.5739
4
1
19
55.4
CS(=O)(=O)C1COCC1=O
CS(=O)(=O)C1COCC1=O
true
CC1CCCC1C(C)(C)C
O=C1CCOC1
164.182
34.4578
-1.0011
4
0
18
60.44
OC1=CC=C(COC=C)S1
C=COCc1ccc(O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
156.206
40.9698
2.1138
3
1
18
29.46
NC1CNC2=C(N)SC=C12
Nc1scc2c1NCC2N
false
CC1CCC2C(C)CCC12
c1scc2c1CCN2
155.226
44.1495
0.7556
4
3
19
64.07
CC1(O)CN2N=CC(Cl)=C12
CC1(O)Cn2ncc(Cl)c21
false
CC1CCC2CC(C)(C)C12
c1cc2n(n1)CC2
158.588
36.8078
0.7576
3
1
17
38.05
CC(=C)C1=CC(C)=C(N)S1
C=C(C)c1cc(C)c(N)s1
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
153.25
48.1764
2.67182
2
1
21
26.02
NC(=S)NC1=NCCC1=C
C=C1CCN=C1NC(N)=S
false
CC(C)CC1CCCC1C
C=C1C=NCC1
155.226
45.9801
0.178
2
2
19
50.41
CNN1C(CS1(=O)=O)C=O
CNN1C(C=O)CS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
164.186
34.5375
-1.6663
4
1
18
66.48
CC1CC1C(=O)S(N)(=O)=O
CC1CC1C(=O)S(N)(=O)=O
true
CC1CC1C(C)C(C)(C)C
C1CC1
163.198
35.3852
-0.5425
3
1
19
77.23
CC1=C(N)SC(=N1)C1CC1
Cc1nc(C2CC2)sc1N
false
CC1CC(C2CC2)CC1C
c1csc(C2CC2)n1
154.238
43.2384
1.91112
3
1
20
38.91
CN1C(N)=C(C)C(Cl)=C1N
Cc1c(Cl)c(N)n(C)c1N
false
CC1C(C)C(C)C(C)C1C
c1cc[nH]c1
159.62
43.9848
1.15132
3
2
20
56.97
O=S1(=O)C=NC2=C1C=CO2
O=S1(=O)C=Nc2occc21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=Nc2occc21
157.15
34.0458
0.7267
4
0
13
59.64
O=S1(=O)NNCC2(CC2)N1
O=S1(=O)NNCC2(CC2)N1
true
CC1(C)CCCC2(CC2)C1
O=S1(=O)NNCC2(CC2)N1
163.202
35.1589
-1.5388
3
3
19
70.23
CCC(OC)C1=NN=CS1
CCC(OC)c1nncs1
false
CCC(CC)C1CCCC1
c1nncs1
158.226
39.95
1.6356
4
0
20
35.01