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
CC1C2N1C(=S)NC21CC1
CC1C2N1C(=S)NC21CC1
true
CC1CC2(CC2)C2C(C)C12
S=C1NC2(CC2)C2CN12
154.238
42.7877
0.4798
1
1
20
15.04
CCC1=CC2=NSC=C2C1
CCC1=Cc2nscc2C1
false
CCC1CC2CCCC2C1
C1=Cc2nscc2C1
151.234
44.086
2.4926
2
0
19
12.89
C1OCC(=C1)C1=CSN=C1
C1=C(c2cnsc2)COC1
false
C1CCC(C2CCCC2)C1
C1=C(c2cnsc2)COC1
153.206
40.91
1.5567
3
0
17
22.12
N#CC1=C2NC=CC2=CS1
N#Cc1scc2cc[nH]c12
false
CCC1CCC2CCCC12
c1cc2cscc2[nH]1
148.19
40.8907
2.10108
2
1
14
39.58
CC1C=C(C)CNS1(=O)=O
CC1=CC(C)S(=O)(=O)NC1
false
CC1CCC(C)(C)C(C)C1
O=S1(=O)CC=CCN1
161.226
40.1415
0.2542
2
1
21
46.17
OCCOS(=O)(=O)CC=C
C=CCS(=O)(=O)OCCO
false
CCCCC(C)(C)CCC
166.198
37.0216
-0.4889
4
1
20
63.6
CCC1=CSC(=C1)C1CN1
CCc1csc(C2CN2)c1
false
CCC1CCC(C2CC2)C1
c1csc(C2CN2)c1
153.25
44.4407
1.9548
2
1
21
21.94
N#CC1=C2CNCC2=CS1
N#Cc1scc2c1CNC2
false
CCC1CCC2CCCC12
c1scc2c1CNC2
150.206
39.5777
1.22298
3
1
16
35.82
CC(C)(N)C1=NSC=C1N
CC(C)(N)c1nscc1N
false
CC1CCCC1C(C)(C)C
c1cnsc1
157.242
43.7398
0.9191
4
2
21
64.93
CCC1=NS(=O)(=O)CN1O
CCC1=NS(=O)(=O)CN1O
true
CCC1CC(C)(C)CC1C
O=S1(=O)CNC=N1
164.186
35.1383
-0.213
4
1
18
69.97
CC1=C(NSC1=O)N1CC1
Cc1c(N2CC2)[nH]sc1=O
false
CC1CCC(C2CC2)C1C
O=c1cc(N2CC2)[nH]s1
156.21
41.8897
0.56482
3
1
18
35.87
CC1=C(N)C(C)=C(S1)C=C
C=Cc1sc(C)c(N)c1C
false
CCC1CC(C)C(C)C1C
c1ccsc1
153.25
48.2964
2.59014
2
1
21
26.02
CC1N=CN(C1C)C(N)=S
CC1N=CN(C(N)=S)C1C
false
CC(C)C1CCC(C)C1C
C1=NCCN1
157.242
46.0404
0.3509
2
1
21
41.62
CN1N2CCC2=C(Cl)C1=O
Cn1c(=O)c(Cl)c2n1CC2
false
CC1C(C)C2CCC2C1C
O=c1cc2n([nH]1)CC2
158.588
38.387
0.3963
3
0
17
26.93
O1N=CC=C1C1=CN=CS1
c1cc(-c2cncs2)on1
false
C1CCC(C2CCCC2)C1
c1cc(-c2cncs2)on1
152.178
37.611
1.7981
4
0
14
38.92
CN1C(=C)CC(=C)S1(=O)=O
C=C1CC(=C)S(=O)(=O)N1C
false
CC1CC(C)C(C)(C)C1C
C=C1CC(=C)S(=O)(=O)N1
159.21
39.5798
0.6791
2
0
19
37.38
ON1C=CCNCS1(=O)=O
O=S1(=O)CNCC=CN1O
false
CC1CCCCCC1(C)C
O=S1(=O)CNCC=CN1
164.186
34.555
-0.9182
4
2
18
69.64
NC(=S)NC(=N)OC1CC1
N=C(NC(N)=S)OC1CC1
false
CC(C)CC(C)CC1CC1
C1CC1
159.214
41.7548
-0.06663
3
3
19
71.13
CC1=NC2=C(NC3CC23)S1
Cc1nc2c(s1)NC1CC21
false
CC1CC2CC3CC3C2C1
c1nc2c(s1)NC1CC21
152.222
41.6197
1.73292
3
1
18
24.92
CC1=NC2=NSC=C2C=C1
Cc1ccc2csnc2n1
false
CC1CCC2CCCC2C1
c1cnc2nscc2c1
150.206
42.152
1.99972
3
0
16
25.78
CC1=CSC(=O)N1CC#C
C#CCn1c(C)csc1=O
false
CCCC1C(C)CCC1C
O=c1[nH]ccs1
153.206
42.149
0.85142
3
0
17
22
CCC(C)CN(N)C(N)=S
CCC(C)CN(N)C(N)=S
true
CCC(C)CC(C)C(C)C
161.274
47.1338
0.4518
2
2
25
55.28
CCNC1=NC(O)=C(C)S1
CCNc1nc(O)c(C)s1
false
CCCC1CC(C)C(C)C1
c1cscn1
158.226
42.6795
1.58892
4
2
20
45.15
NC(=O)C=CC1=CSN=N1
NC(=O)C=Cc1csnn1
false
CC(C)CCC1CCCC1
c1csnn1
155.182
38.1374
0.0366
4
1
15
68.87
C=C(C#N)N1CCNC1=S
C=C(C#N)N1CCNC1=S
true
CCC(C)C1CCCC1C
S=C1NCCN1
153.21
42.0597
0.21378
2
1
17
39.06
CCN(C)S(=O)(=O)CCN
CCN(C)S(=O)(=O)CCN
true
CCCC(C)(C)C(C)CC
166.246
41.1452
-0.7734
3
1
24
63.4
CCC1=C(COC)N=CS1
CCc1scnc1COC
false
CCCC1CCCC1CC
c1cscn1
157.238
42.205
1.8519
3
0
21
22.12
CC1=C(CCN)SC(=O)O1
Cc1oc(=O)sc1CCN
false
CCCC1CC(C)CC1C
O=c1occs1
159.21
40.3504
0.51092
4
1
19
56.23
CC1C2OC2S(=O)(=O)C1=O
CC1C(=O)S(=O)(=O)C2OC12
false
CC1C2CC2C(C)(C)C1C
O=C1CC2OC2S1(=O)=O
162.166
31.7518
-0.6976
4
0
16
63.74
NC(=N)CCC1=CC=NS1
N=C(N)CCc1ccns1
false
CC(C)CCC1CCCC1
c1cnsc1
155.226
42.3491
1.01167
3
2
19
62.76
O=C1CC2C1NCS2(=O)=O
O=C1CC2C1NCS2(=O)=O
true
CC1CC2C1CCC2(C)C
O=C1CC2C1NCS2(=O)=O
161.182
34.1225
-1.3281
4
1
17
63.24
CS(=O)(=O)C(=C)C#CC=O
C=C(C#CC=O)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
158.178
37.8238
-0.253
3
0
16
51.21
CC(C)=CCNC(=S)NN
CC(C)=CCNC(=S)NN
true
CCC(C)CCCC(C)C
159.258
47.3548
0.2904
2
3
23
50.08
C#CC1CC1C1=NSC=N1
C#CC1CC1c1ncsn1
false
CCC1CC1C1CCCC1
c1nc(C2CC2)ns1
150.206
39.59
1.2748
3
0
16
25.78
CC1=C(SC=N1)C(=O)NN
Cc1ncsc1C(=O)NN
false
CCC(C)C1CCCC1C
c1cscn1
157.198
38.5046
0.05502
4
2
17
68.01
CC=COC1=NSN=C1N
CC=COc1nsnc1N
false
CCCCC1CCCC1C
c1cnsn1
157.198
39.7634
1.0327
5
1
17
61.03
N=C1NC2=C(OCC=C2)S1
N=c1[nH]c2c(s1)OCC=C2
false
CC1CC2CCCCC2C1
N=c1[nH]c2c(s1)OCC=C2
154.194
39.0534
0.96127
3
2
16
48.87
CC1(CC1CO)NC(N)=S
CC1(NC(N)=S)CC1CO
false
CCC1CC1(C)CC(C)C
C1CC1
160.242
43.5189
-0.4095
2
3
22
58.28
CS(=O)(=O)C1=CCC(=N)N1
CS(=O)(=O)C1=CCC(=N)N1
true
CC1CCC(C(C)(C)C)C1
N=C1CC=CN1
160.198
38.4062
-0.15703
3
2
18
70.02
CCN1C(CS1(=O)=O)C#C
C#CC1CS(=O)(=O)N1CC
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
159.21
38.7878
-0.3465
2
0
19
37.38
NC1C=CNC(=S)N2CC12
NC1C=CNC(=S)N2CC12
true
CC1CCCC(C)C2CC12
S=C1NC=CCC2CN12
155.226
43.3431
-0.6003
2
2
19
41.06
CC(=O)C1=NOC(C)=C1Cl
CC(=O)c1noc(C)c1Cl
false
CC(C)C1CCC(C)C1C
c1cnoc1
159.572
36.2545
1.83902
3
0
16
43.1
ClC1=C2N=CN=C2ON=C1
Clc1cnoc2ncnc1-2
false
CC1CCCC2CCCC12
c1cc2ncnc-2on1
155.544
33.725
1.2228
4
0
12
51.81
OC1=C(SN=N1)C#CC=C
C=CC#Cc1snnc1O
false
CCCCC1CCCC1C
c1csnn1
152.178
38.6488
0.7812
4
1
14
46.01
CC1=NN=C(S1)C=CC#N
Cc1nnc(C=CC#N)s1
false
CCCCC1CCC(C)C1
c1nncs1
151.194
39.293
1.3833
4
0
15
49.57
CC(=O)C(O)S(=O)(=O)C=C
C=CS(=O)(=O)C(O)C(C)=O
false
CCC(C)(C)C(C)C(C)C
164.182
35.8046
-0.5479
4
1
18
71.44
O=S1(=O)CNCC=CCO1
O=S1(=O)CNCC=CCO1
true
CC1(C)CCCCCCC1
O=S1(=O)CNCC=CCO1
163.198
36.8815
-0.5503
4
1
19
55.4
COC1CCCCS1(=O)=O
COC1CCCCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCCCC1
164.226
38.4348
0.5576
3
0
22
43.37
CN1CC2=C(C1)C(=N)SN2
CN1Cc2[nH]sc(=N)c2C1
false
CC1CC2CCC(C)C2C1
N=c1s[nH]c2c1CNC2
155.226
39.6954
0.50107
3
2
19
42.88
C=COC(=O)C1=CC=CS1
C=COC(=O)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
154.19
39.9315
2.0484
3
0
16
26.3
CS(=O)(=O)C1(CNC1)C#N
CS(=O)(=O)C1(C#N)CNC1
false
CCC1(C(C)(C)C)CCC1
C1CNC1
160.198
36.0575
-1.10342
4
1
18
69.96
CC1CNS(=O)(=O)CC1=C
C=C1CS(=O)(=O)NCC1C
false
CC1CCC(C)(C)CC1C
C=C1CCNS(=O)(=O)C1
161.226
40.0935
0.1117
2
1
21
46.17
O=S(=O)(CC1COC1)C#N
N#CS(=O)(=O)CC1COC1
false
CCC(C)(C)CC1CCC1
C1COC1
161.182
33.7088
-0.47132
4
0
17
67.16
CC=C(C#N)S(=O)(=O)C=C
C=CS(=O)(=O)C(C#N)=CC
false
CCC(CC)C(C)(C)CC
157.194
38.4868
0.97208
3
0
17
57.93
CC1CN(CC=C)C(=S)N1
C=CCN1CC(C)NC1=S
false
CCCC1CC(C)CC1C
S=C1NCCN1
156.254
46.9657
0.751
1
1
22
15.27
CCOC1=C(C=CS1)C#N
CCOc1sccc1C#N
false
CCCC1CCCC1CC
c1ccsc1
153.206
40.203
2.01848
3
0
17
33.02
CC=C1CCONS1(=O)=O
CC=C1CCONS1(=O)=O
true
CCC1CCCCC1(C)C
C=C1CCONS1(=O)=O
163.198
36.3815
0.1449
3
1
19
55.4
OC1C(=C)CC2=CSN=C12
C=C1Cc2csnc2C1O
false
CC1CC2CCCC2C1C
C=C1Cc2csnc2C1
153.206
39.9178
1.2888
3
1
17
33.12
CON1C(C)CN(C)C1=S
CON1C(=S)N(C)CC1C
false
CCC1C(C)CC(C)C1C
S=C1NCCN1
160.242
43.538
0.4686
2
0
22
15.71
CC=CCC1=CC(C)=CS1
CC=CCc1cc(C)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
152.262
47.574
3.17512
1
0
22
0
CC(C)S(=O)(=O)C(O)C#C
C#CC(O)S(=O)(=O)C(C)C
false
CCC(C)C(C)(C)C(C)C
162.21
38.8956
-0.2388
3
1
20
54.37
CC1(N)C2CNC(=S)NC12
CC1(N)C2CNC(=S)NC21
false
CC1CCC2C(C1)C2(C)C
S=C1NCC2CC2N1
157.242
43.6068
-0.8201
2
3
21
50.08
CC1=C2SC=CN2C(O)=C1
Cc1cc(O)n2ccsc12
false
CC1CC(C)C2CCCC12
c1cc2sccn2c1
153.206
41.6758
2.01482
3
1
17
24.64
CC(C)CC1=C(O)N=NS1
CC(C)Cc1snnc1O
false
CC(C)CC1CCCC1C
c1csnn1
158.226
40.1158
1.4422
4
1
20
46.01
C=CC1(CS(=O)(=O)C1)C#N
C=CC1(C#N)CS(=O)(=O)C1
false
CCC1(CC)CC(C)(C)C1
O=S1(=O)CCC1
157.194
36.8968
0.11078
3
0
17
57.93
C=CC1=NC2=CSN=C2O1
C=Cc1nc2csnc2o1
false
CCC1CC2CCCC2C1
c1nc2csnc2o1
152.178
39.772
1.9273
4
0
14
38.92
NCC1=CC=CN1C(N)=S
NCc1cccn1C(N)=S
false
CCC1CCCC1C(C)C
c1cc[nH]c1
155.226
44.5068
0.0385
3
2
19
56.97
CC1=CSN=C1C(=O)C=C
C=CC(=O)c1nscc1C
false
CCC(C)C1CCCC1C
c1cnsc1
153.206
41.3785
1.82022
3
0
17
29.96
CC=CCC(=O)NC(N)=S
CC=CCC(=O)NC(N)=S
true
CCCCC(C)CC(C)C
158.226
44.3591
0.3124
2
2
20
55.12
NCCC1=C(O)C(Cl)=CS1
NCCc1scc(Cl)c1O
false
CCCC1CCC(C)C1C
c1ccsc1
177.656
43.7522
1.6083
3
2
18
46.25
CC1=CON2N=CC(Cl)=C12
Cc1con2ncc(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2ccon2n1
156.572
37.205
1.88912
3
0
15
30.44
ClC1=CN=NC2=C1C=CO2
Clc1cnnc2occc12
false
CC1CCCC2CCCC12
c1cc2ccoc2nn1
154.556
36.814
1.8762
3
0
13
38.92
N#CC1=CN=C(S1)C1CN1
N#Cc1cnc(C2CN2)s1
false
CCC1CCC(C2CC2)C1
c1csc(C2CN2)n1
151.194
37.5727
0.65908
4
1
15
58.62
CC1=NN(C2CC2)C(=O)S1
Cc1nn(C2CC2)c(=O)s1
false
CC1CC(C)C(C2CC2)C1
O=c1scnn1C1CC1
156.21
39.382
0.94812
4
0
18
34.89
O=S1(=O)CCC2=CSC=C12
O=S1(=O)CCc2cscc21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCc2cscc21
174.246
40.0758
1.0779
3
0
16
34.14
C1CN2CC1C1=CSN=C21
c1snc2c1C1CCN2C1
false
C1CC2C3CCC(C3)C2C1
c1snc2c1C1CCN2C1
152.222
41.685
1.4504
3
0
18
16.13
CC=C1CNNS(=O)(=O)C1
CC=C1CNNS(=O)(=O)C1
true
CCC1CCCC(C)(C)C1
C=C1CNNS(=O)(=O)C1
162.214
38.6822
-0.6297
3
2
20
58.2
O=S1(=O)NCC=CC1C#N
N#CC1C=CCNS1(=O)=O
false
CCC1CCCCC1(C)C
O=S1(=O)CC=CCN1
158.182
35.4635
-0.63222
3
1
16
69.96
NS(=O)(=O)N1CCC1C=O
NS(=O)(=O)N1CCC1C=O
true
CCC1CCC1C(C)(C)C
C1CNC1
164.186
34.2822
-1.5369
3
1
18
80.47
CC#CCC1=NC(C)=NS1
CC#CCc1nc(C)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
152.222
41.8
1.41232
3
0
18
25.78
C1OC2CC1C1=C2SC=C1
c1cc2c(s1)C1CC2CO1
false
C1CC2C3CCC(C3)C2C1
c1cc2c(s1)C1CC2CO1
152.218
40.37
2.3067
2
0
18
9.23
CCN=C1SNC=C1CN
CCN=c1s[nH]cc1CN
false
CCCC1CCCC1CC
N=c1cc[nH]s1
157.242
42.6651
0.4555
3
2
21
54.17
CON1C(C)C(N)S1(=O)=O
CON1C(C)C(N)S1(=O)=O
true
CCC1C(C)C(C)C1(C)C
O=S1(=O)CCN1
166.202
35.2052
-1.1335
4
1
20
72.63
CC1CC=CC(C)S1(=O)=O
CC1C=CCC(C)S1(=O)=O
false
CC1CCCC(C)C1(C)C
O=S1(=O)CC=CCC1
160.238
41.6008
1.1381
2
0
22
34.14
ClC1=C(OC=C1)C=CC#C
C#CC=Cc1occc1Cl
false
CCCCC1CCCC1C
c1ccoc1
152.58
41.585
2.5794
1
0
15
13.14
CC(=C)C1NC(=S)NC1=O
C=C(C)C1NC(=S)NC1=O
false
CC1CC(C)C(C(C)C)C1
O=C1CNC(=S)N1
156.21
42.4784
-0.0646
2
2
18
41.13
CN1CS(=O)(=O)C2CC1C2
CN1CS(=O)(=O)C2CC1C2
true
CC1CC(C)(C)C2CC1C2
O=S1(=O)CNC2CC1C2
161.226
38.3598
-0.1649
3
0
21
37.38
CCCCC(=C)S(C)(=O)=O
C=C(CCCC)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
162.254
43.5088
1.7349
2
0
24
34.14
CC(N)C1=C(N)NSC1=O
CC(N)c1c(N)[nH]sc1=O
false
CC(C)C1C(C)CCC1C
O=c1cc[nH]s1
159.214
41.9545
0.0383
4
3
19
84.9
CS(=O)(=O)C(=O)C#CCO
CS(=O)(=O)C(=O)C#CCO
true
CCCCC(C)C(C)(C)C
162.166
34.7126
-1.4467
4
1
16
71.44
CC(=C)S(=O)(=O)C(O)C#N
C=C(C)S(=O)(=O)C(O)C#N
false
CCC(C)C(C)(C)C(C)C
161.182
35.3536
-0.22322
4
1
17
78.16
CC(=O)C(C=C)S(N)(=O)=O
C=CC(C(C)=O)S(N)(=O)=O
false
CCC(C(C)C)C(C)(C)C
163.198
37.7732
-0.5815
3
1
19
77.23
O=C1NCC2=C(N1)SC=C2
O=C1NCc2ccsc2N1
false
CC1CCC2CCCC2C1
O=C1NCc2ccsc2N1
154.194
40.1774
1.3832
2
2
16
41.13
CC1=C(Cl)C2=C(CCC2)S1
Cc1sc2c(c1Cl)CCC2
false
CC1CC2CCCC2C1C
c1cc2c(s1)CCC2
172.68
46.091
3.19862
1
0
19
0
O=CC1NCC2=C1SC=C2
O=CC1NCc2ccsc21
false
CCC1CCC2CCCC12
c1cc2c(s1)CNC2
153.206
39.9637
1.0913
3
1
17
29.1
S=C1NCC(CC2CC2)N1
S=C1NCC(CC2CC2)N1
true
CC1CCC(CC2CC2)C1
S=C1NCC(CC2CC2)N1
156.254
44.8654
0.6328
1
2
22
24.06
CC1=CC(=NO)N(S1)C=C
C=Cn1sc(C)cc1=NO
false
CCC1CC(C)CC1CC
N=c1ccs[nH]1
156.21
40.7825
1.24842
4
1
18
37.52
CNC1=C(O)SC(C=C)=C1
C=Cc1cc(NC)c(O)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
155.222
45.6215
2.1384
3
2
19
32.26
C=C1CC2CS(=O)(=O)C1O2
C=C1CC2CS(=O)(=O)C1O2
true
CC1CC2CC1C(C)(C)C2
C=C1CC2CS(=O)(=O)C1O2
160.194
36.2048
0.086
3
0
18
43.37
CC1=CSC(=C1)C1CCC1
Cc1csc(C2CCC2)c1
false
CC1CCC(C2CCC2)C1
c1csc(C2CCC2)c1
152.262
45.648
3.32402
1
0
22
0