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(=C)CC1=C(N)SC=N1
C=C(C)Cc1ncsc1N
false
CC(C)CC1CCCC1C
c1cscn1
154.238
45.0444
1.8439
3
1
20
38.91
NC(=N)C(=C)C1=NSC=C1
C=C(C(=N)N)c1ccsn1
false
CC(C)C(C)C1CCCC1
c1cnsc1
153.21
43.0621
1.09227
3
2
17
62.76
C=C1C=COC=CS1(=O)=O
C=C1C=COC=CS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1C=COC=CS1(=O)=O
158.178
37.4248
0.93
3
0
16
43.37
COC1CCC1S(C)(=O)=O
COC1CCC1S(C)(=O)=O
true
CCC1CCC1C(C)(C)C
C1CCC1
164.226
38.6628
0.2084
3
0
22
43.37
CNC1=C2C=NOC2=NS1
CNc1snc2oncc12
false
CCC1CCC2CCCC12
c1noc2nscc12
155.182
39.2277
1.326
5
1
15
50.95
NC(=S)N1CCC=CC=C1
NC(=S)N1C=CC=CCC1
false
CC(C)C1CCCCCC1
C1=CCCNC=C1
154.238
46.3884
1.0056
1
1
20
29.26
N=CNC(=S)NC=CC=O
N=CNC(=S)NC=CC=O
true
CCCCCC(C)CCC
157.198
42.8571
-0.22983
3
3
17
64.98
ClC1=CC=C(N=C1)C1CN1
Clc1ccc(C2CN2)nc1
false
CC1CCC(C2CC2)CC1
c1ccc(C2CN2)nc1
154.6
39.9907
1.3793
2
1
17
34.83
OS(=O)(=O)C=CC(=O)C=C
C=CC(=O)C=CS(=O)(=O)O
false
CCC(C)CCC(C)(C)C
162.166
35.8926
0.143
3
1
16
71.44
CN1C(=N)CC(=O)NC1=S
CN1C(=N)CC(=O)NC1=S
true
CC1CC(C)C(C)C(C)C1
N=C1CC(=O)NC(=S)N1
157.198
40.8474
-0.29973
3
2
17
56.19
CC1C(C=C)N1NC(N)=S
C=CC1C(C)N1NC(N)=S
false
CCC1C(C)C1CC(C)C
C1CN1
157.242
45.2071
-0.0067
2
2
21
41.06
NC(=S)NC12CC(C1)CC2
NC(=S)NC12CCC(C1)C2
false
CC(C)CC12CCC(C1)C2
C1CC2CC1C2
156.254
44.6101
0.7622
1
2
22
38.05
ClC1=CN(C=CC=O)N=C1
O=CC=Cn1cc(Cl)cn1
false
CCCCC1CCC(C)C1
c1cn[nH]c1
156.572
38.631
1.2061
3
0
15
34.89
CC(C)=C(CO)S(O)(=O)=O
CC(C)=C(CO)S(=O)(=O)O
false
CCC(C(C)C)C(C)(C)C
166.198
37.0084
0.1604
3
2
20
74.6
NCC1=CC(O)=C(CN)S1
NCc1cc(O)c(CN)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
158.226
41.7666
0.3711
4
3
20
72.27
COC1C(C)(C)CS1(=O)=O
COC1C(C)(C)CS1(=O)=O
true
CCC1C(C)(C)CC1(C)C
O=S1(=O)CCC1
164.226
38.3648
0.4135
3
0
22
43.37
CCNN1C2CC2NC1=S
CCNN1C(=S)NC2CC21
false
CCCC1C(C)CC2CC21
S=C1NC2CC2N1
157.242
43.4424
-0.1581
2
2
21
27.3
OC1CCC(C=C)S1(=O)=O
C=CC1CCC(O)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)CCCC1
162.21
38.1456
0.068
3
1
20
54.37
CS(=O)(=O)C=CCOC=O
CS(=O)(=O)C=CCOC=O
true
CCCCCCC(C)(C)C
164.182
35.9998
-0.2823
4
0
18
60.44
N=CN1NCC=CS1(=O)=O
N=CN1NCC=CS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)C=CCNN1
161.186
36.6852
-0.74283
4
2
17
73.26
COC1=C(SN=C1)C(C)=O
COc1cnsc1C(C)=O
false
CCC1CCCC1C(C)C
c1cnsc1
157.194
38.6705
1.3543
4
0
17
39.19
CC(C#C)C1=CC(=O)NS1
C#CC(C)c1cc(=O)[nH]s1
false
CCC(C)C1CCC(C)C1
O=c1ccs[nH]1
153.206
42.1877
1.1731
2
1
17
32.86
O=S1(=O)COC11CNN=C1
O=S1(=O)COC12C=NNC2
false
CC1(C)CCC12CCCC2
O=S1(=O)COC12C=NNC2
162.17
34.0975
-1.3258
5
1
16
67.76
OCC1=NC2=C(S1)C=CO2
OCc1nc2occc2s1
false
CCC1CC2CCCC2C1
c1cc2scnc2o1
155.178
37.8088
1.3816
4
1
15
46.26
CC1CC=C(C1)S(C)(=O)=O
CC1CC=C(S(C)(=O)=O)C1
false
CC1CCC(C(C)(C)C)C1
C1=CCCC1
160.238
41.3248
1.3448
2
0
22
34.14
CC#CC1=CSC(CN)=N1
CC#Cc1csc(CN)n1
false
CCCC1CCC(CC)C1
c1cscn1
152.222
42.5574
0.9732
3
1
18
38.91
NCCOCC1=CSC=N1
NCCOCc1cscn1
false
CCCCCC1CCCC1
c1cscn1
158.226
40.8244
0.6184
4
1
20
48.14
CC1=C(SC(=C1)C#C)C=O
C#Cc1cc(C)c(C=O)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
150.202
42.3785
1.85032
2
0
16
17.07
CC=C1CCCS(=O)(=O)C1
CC=C1CCCS(=O)(=O)C1
true
CCC1CCCC(C)(C)C1
C=C1CCCS(=O)(=O)C1
160.238
41.6448
1.1413
2
0
22
34.14
CCC1=C(SN=C1)C1CC1
CCc1cnsc1C1CC1
false
CCC1CCCC1C1CC1
c1cc(C2CC2)sn1
153.25
43.467
2.5829
2
0
21
12.89
CC1=CN=CN1S(C)(=O)=O
Cc1cncn1S(C)(=O)=O
false
CC1CCCC1C(C)(C)C
c1c[nH]cn1
160.198
37.2058
-0.00078
4
0
18
51.96
COC(=C)C1=NN=C(N)S1
C=C(OC)c1nnc(N)s1
false
CCC(C)C1CCC(C)C1
c1nncs1
157.198
40.3644
0.7374
5
1
17
61.03
ON=CC1=NC=NC=C1Cl
ON=Cc1ncncc1Cl
false
CCCC1CCCCC1C
c1cncnc1
157.56
36.4225
0.9381
4
1
14
58.37
CCC12CC1N(C)C(=S)N2
CCC12CC1N(C)C(=S)N2
true
CCC12CC(C)C(C)C1C2
S=C1NC2CC2N1
156.254
44.9237
0.7274
1
1
22
15.27
CC(N)(C#C)C1=CN=NS1
C#CC(C)(N)c1cnns1
false
CCC(C)(C)C1CCCC1
c1csnn1
153.21
40.2814
0.3452
4
1
17
51.8
CN(C)C=CS(=O)(=O)NN
CN(C)C=CS(=O)(=O)NN
true
CCC(C)(C)CCC(C)C
165.218
39.0699
-1.1877
4
2
21
75.43
CN1N=C(C)C2=NSC=C12
Cc1nn(C)c2csnc12
false
CC1CC(C)C2CCCC12
c1n[nH]c2csnc12
153.21
41.123
1.33822
4
0
17
30.71
NNC(=S)NC=CCC=C
C=CCC=CNC(=S)NN
false
CCCCCCC(C)CC
157.242
47.0108
0.414
2
3
21
50.08
NC1CC(C1)N(O)C(N)=S
NC(=S)N(O)C1CC(N)C1
false
CC1CC(C(C)C(C)C)C1
C1CCC1
161.23
41.4083
-0.5891
3
3
21
75.51
C=CC1=CC2=C(S1)C=NO2
C=Cc1cc2oncc2s1
false
CCC1CC2CCCC2C1
c1cc2oncc2s1
151.19
41.977
2.5323
3
0
15
26.03
COC1=CNS(=O)(=O)C1=N
COC1=CNS(=O)(=O)C1=N
true
CCC1CCC(C)(C)C1C
N=C1C=CNS1(=O)=O
162.17
34.8742
-0.61553
4
2
16
79.25
OC1COCC2=C1N=CS2
OC1COCc2scnc21
false
CC1CCCC2CCCC12
c1nc2c(s1)COCC2
157.194
36.7298
0.7067
4
1
17
42.35
CC(C=C)C1=NC=C(N)S1
C=CC(C)c1ncc(N)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
154.238
45.1384
2.0148
3
1
20
38.91
CC1=CN2C(CS2(=O)=O)C1
CC1=CN2C(C1)CS2(=O)=O
false
CC1CC2CC(C)(C)C2C1
O=S1(=O)CC2CC=CN21
159.21
37.7878
0.3079
2
0
19
37.38
NNC=NC1=CC(Cl)=CS1
NNC=Nc1cc(Cl)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
175.644
44.8041
1.5246
3
2
16
50.41
CC1(OC1S(O)(=O)=O)C#C
C#CC1(C)OC1S(=O)(=O)O
false
CCC1(C)CC1C(C)(C)C
C1CO1
162.166
33.6596
-0.3776
3
1
16
66.9
NC1C(=C)OC2=C1SN=C2
C=C1Oc2cnsc2C1N
false
CC1CC2CCCC2C1C
C=C1Cc2sncc2O1
154.194
38.8104
1.049
4
1
16
48.14
CC1CCC2NC1S2(=O)=O
CC1CCC2NC1S2(=O)=O
true
CC1CCC2CC1C2(C)C
O=S1(=O)C2CCCC1N2
161.226
38.0295
0.0865
3
1
21
46.17
CC1=CCCOS(=O)(=O)C1
CC1=CCCOS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CC=CCCO1
162.21
38.1128
0.6828
3
0
20
43.37
NC1=NSN=C1CCC=O
Nc1nsnc1CCC=O
false
CCCCC1CCCC1C
c1cnsn1
157.198
38.7064
0.2518
5
1
17
68.87
NC1CCS(=O)(=O)NN=C1
NC1C=NNS(=O)(=O)CC1
false
CC1CCCC(C)(C)CC1
O=S1(=O)CCCC=NN1
163.202
38.0069
-1.3774
4
2
19
84.55
CC1=C(Cl)C2=C(N1)OC=N2
Cc1[nH]c2ocnc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2ncoc2[nH]1
156.572
38.1067
2.11772
2
1
15
41.82
OC1CON2C=CC(Cl)=C12
OC1COn2ccc(Cl)c21
false
CC1CCC2CCC(C)C12
c1cc2n(c1)OCC2
159.572
35.8488
0.6171
3
1
16
34.39
CC1=NSC2=C1OC=CC2
Cc1nsc2c1OC=CC2
false
CC1CCC2CCCCC12
C1=COc2cnsc2C1
153.206
40.323
1.90012
3
0
17
22.12
CCC1=C(N=NS1)C1CC1
CCc1snnc1C1CC1
false
CCC1CCCC1C1CC1
c1snnc1C1CC1
154.238
41.262
1.9779
3
0
20
25.78
CC(C)(C)CC1=NSN=C1
CC(C)(C)Cc1cnsn1
false
CC(C)(C)CC1CCCC1
c1cnsn1
156.254
43.068
2.1267
3
0
22
25.78
CC(=C)N1SC=C(Cl)C1=O
C=C(C)n1scc(Cl)c1=O
false
CC(C)C1CCC(C)C1C
O=c1ccs[nH]1
175.64
44.593
2.0538
3
0
16
22
NC1=NSC(CCC=O)=C1
Nc1cc(CCC=O)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
156.21
40.9114
0.8568
4
1
18
55.98
N=CN=C1C=CSN1C=O
N=CN=c1ccsn1C=O
false
CCCC1CCCC1CC
N=c1ccs[nH]1
155.182
38.8042
0.09567
4
1
15
58.21
CC1N(C)C(C=O)S1(=O)=O
CC1N(C)C(C=O)S1(=O)=O
true
CCC1C(C)C(C)C1(C)C
O=S1(=O)CNC1
163.198
35.9968
-0.7824
4
0
19
54.45
CC12NC1S(=O)(=O)N1CC21
CC12NC1S(=O)(=O)N1CC12
false
CC1(C)C2CC2C2(C)CC12
O=S1(=O)C2NC2C2CN21
160.198
34.7425
-1.298
3
1
18
59.09
O=S1(=O)CC2OCCOC12
O=S1(=O)CC2OCCOC21
false
CC1(C)CC2CCCCC21
O=S1(=O)CC2OCCOC21
164.182
33.2668
-0.8437
4
0
18
52.6
S=C1NCC=CC(N1)C#C
C#CC1C=CCNC(=S)N1
false
CCC1CCCCC(C)C1
S=C1NCC=CCN1
152.222
45.4974
0.0221
1
2
18
24.06
CN=CNN1C=CSC1=O
CN=CNn1ccsc1=O
false
CCCCC1CCCC1C
O=c1[nH]ccs1
157.198
42.3557
0.1114
4
1
17
46.39
OC1CC2C1NCS2(=O)=O
O=S1(=O)CNC2C(O)CC21
false
CC1CC2C1CCC2(C)C
O=S1(=O)CNC2CCC21
163.198
35.1223
-1.5363
4
2
19
66.4
O=S1(=O)CC2ON=CCC12
O=S1(=O)CC2ON=CCC21
false
CC1(C)CC2CCCCC21
O=S1(=O)CC2ON=CCC21
161.182
35.5568
-0.4419
4
0
17
55.73
CN1NC(CS1(=O)=O)C#N
CN1NC(C#N)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCNN1
161.186
34.0865
-1.34162
4
1
17
73.2
NCC(N)C1=CSC=C1N
NCC(N)c1cscc1N
false
CCC(C)C1CCCC1C
c1ccsc1
157.242
44.7142
0.2888
4
3
21
78.06
CC1C2C(C)N1CS2(=O)=O
CC1C2C(C)N1CS2(=O)=O
true
CC1C2CC(C)(C)C1C2C
O=S1(=O)CN2CC1C2
161.226
38.3378
-0.1665
3
0
21
37.38
OCC1=CSC(OC=C)=C1
C=COc1cc(CO)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
156.206
41.0668
1.7627
3
1
18
29.46
NC(=O)C1=C(N)NC=C1Cl
NC(=O)c1c(Cl)c[nH]c1N
false
CC(C)C1C(C)CCC1C
c1cc[nH]c1
159.576
38.733
0.3492
2
3
16
84.9
CC1CC2CC(C1)S2(=O)=O
CC1CC2CC(C1)S2(=O)=O
true
CC1CC2CC(C1)C2(C)C
O=S1(=O)C2CCCC1C2
160.238
39.5108
0.972
2
0
22
34.14
CNC1=CSC(C#N)=C1Cl
CNc1csc(C#N)c1Cl
false
CCC1CCC(CC)C1C
c1ccsc1
172.64
43.5907
2.31488
3
1
15
35.82
NCC#CC1=NSC=C1N
NCC#Cc1nscc1N
false
CCCCC1CCCC1C
c1cnsc1
153.21
42.4588
0.0355
4
2
17
64.93
CN(CC#N)CS(N)(=O)=O
CN(CC#N)CS(N)(=O)=O
true
CCCC(C)CC(C)(C)C
163.202
36.2172
-1.31222
4
1
19
87.19
CCC1=NC(COC)=CS1
CCc1nc(COC)cs1
false
CCCC1CCC(CC)C1
c1cscn1
157.238
42.205
1.8519
3
0
21
22.12
ClC1=C2COC=NN2C=C1
Clc1ccn2c1COC=N2
false
CC1CCC2CCCCC12
C1=Nn2cccc2CO1
156.572
38.121
1.4631
3
0
15
26.52
CC1ON(C=C1C)C(N)=S
CC1=CN(C(N)=S)OC1C
false
CC(C)C1CC(C)C(C)C1
C1=CNOC1
158.226
42.9284
0.7695
2
1
20
38.49
CNCC1=C(O)C(N)=NS1
CNCc1snc(N)c1O
false
CCCC1CCC(C)C1C
c1cnsc1
159.214
40.9549
0.1503
5
3
19
71.17
N#CC1=COC2=C1C=CS2
N#Cc1coc2sccc12
false
CCC1CCC2CCCC12
c1cc2ccsc2o1
149.174
38.806
2.36598
3
0
13
36.93
CN=CNC1=CN=C(C)S1
CN=CNc1cnc(C)s1
false
CCCCC1CCC(C)C1
c1cscn1
155.226
44.8897
1.52152
3
1
19
37.28
CN1C=C2OC=C(Cl)C2=C1
Cn1cc2occ(Cl)c2c1
false
CC1CC2CCC(C)C2C1
c1cc2c[nH]cc2o1
155.584
40.195
2.4247
2
0
16
18.07
O=CNCC1CNC(=S)N1
O=CNCC1CNC(=S)N1
true
CCCCC1CCC(C)C1
S=C1NCCN1
159.214
41.5911
-1.4213
2
3
19
53.16
CC(O)CC1=C(Cl)C=NN1
CC(O)Cc1[nH]ncc1Cl
false
CC(C)CC1CCCC1C
c1cn[nH]c1
160.604
38.9825
0.9864
2
2
19
48.91
CCCC1=CSC(=N1)C#N
CCCc1csc(C#N)n1
false
CCCC1CCC(CC)C1
c1cscn1
152.222
40.824
1.96728
3
0
18
36.68
CC(C)(O)C1=C(N)SN=N1
CC(C)(O)c1nnsc1N
false
CC1CCCC1C(C)(C)C
c1csnn1
159.214
39.5662
0.3477
5
2
19
72.03
NC1=C(CO)C=C(S1)C#C
C#Cc1cc(CO)c(N)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
153.206
42.5892
0.8039
3
2
17
46.25
N#CCNCC1=NC=NS1
N#CCNCc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
154.198
37.2287
0.15128
5
1
16
61.6
CCC=CC1=NC(=N)NS1
CCC=Cc1nc(=N)[nH]s1
false
CCCCC1CCC(C)C1
N=c1ncs[nH]1
155.226
41.6444
1.37387
3
2
19
52.53
ClC1=CNC=C1C=CC=O
O=CC=Cc1c[nH]cc1Cl
false
CCCCC1CCCC1C
c1cc[nH]c1
155.584
40.9007
1.8802
1
1
16
32.86
CCCOC1=CC(Cl)=CN1
CCCOc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
159.616
41.5887
2.4569
1
1
20
25.02
CCC1=C(O)N=C(S1)C=C
C=Cc1nc(O)c(CC)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
155.222
43.2478
2.0541
3
1
19
33.12
OCC1CCC2=C1C=CS2
OCC1CCc2sccc21
false
CCC1CCC2CCCC12
c1cc2c(s1)CCC2
154.234
42.4668
1.7702
2
1
20
20.23
CC1=C(C)S(=O)(=O)CCN1
CC1=C(C)S(=O)(=O)CCN1
true
CC1CCCC(C)(C)C1C
O=S1(=O)C=CNCC1
161.226
40.1635
0.2558
3
1
21
46.17
O=C1SNN=C1N1CCC1
O=c1s[nH]nc1N1CCC1
false
CC1CCCC1C1CCC1
O=c1s[nH]nc1N1CCC1
157.198
39.5647
0.0415
4
1
17
48.99
OCC1=CC2=C(OC=C2)S1
OCc1cc2ccoc2s1
false
CCC1CC2CCCC2C1
c1cc2ccsc2o1
154.19
40.0138
1.9866
3
1
16
33.37
CC#CCC1=NC(=O)NS1
CC#CCc1nc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ncs[nH]1
154.194
39.8887
0.3972
3
1
16
45.75
CC1CON(C1)C(=S)NN
CC1CON(C(=S)NN)C1
false
CCC(C)C1CCC(C)C1
C1CNOC1
161.23
41.7431
-0.3821
3
2
21
50.52
OC1CC(=C)C2=C1N=CS2
C=C1CC(O)c2ncsc21
false
CC1CC(C)C2CCCC12
C=C1CCc2ncsc21
153.206
40.7248
1.5934
3
1
17
33.12
O=S1(=O)N=CN2NCC=C12
O=S1(=O)N=CN2NCC=C21
false
CC1(C)CCC2CCCC21
O=S1(=O)N=CN2NCC=C21
159.17
35.3365
-0.9803
4
1
15
61.77