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
NC1=CC2=C(SC=C2O)S1
Nc1cc2c(O)csc2s1
false
CC1CC2CCC(C)C2C1
c1cc2ccsc2s1
171.246
45.7792
2.2506
4
2
15
46.25
C=CCN1CCNC(=S)N1
C=CCN1CCNC(=S)N1
true
CCCC1CCCC(C)C1
S=C1NCCNN1
157.242
45.5064
-0.1329
2
2
21
27.3
CNC1=COC(C=C)=C1Cl
C=Cc1occ(NC)c1Cl
false
CCC1CCC(CC)C1C
c1ccoc1
157.6
43.3557
2.6177
2
1
18
25.17
CC1=CC(=O)NC(=S)NC1
CC1=CC(=O)NC(=S)NC1
true
CC1CCC(C)CC(C)C1
O=C1C=CCNC(=S)N1
156.21
42.5004
-0.063
2
2
18
41.13
CCCN1C(=N)SN=C1C
CCCn1c(C)nsc1=N
false
CCCC1C(C)CCC1C
N=c1[nH]cns1
157.242
40.9867
1.14249
4
1
21
41.67
C=COC1=NNS(=O)(=O)C1
C=COC1=NNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=NN1
162.17
35.6395
-0.607
4
1
16
67.76
S1C=C(N=N1)C1=CC=CS1
c1csc(-c2csnn2)c1
false
C1CCC(C2CCCC2)C1
c1csc(-c2csnn2)c1
168.246
43.222
2.2666
4
0
14
25.78
CCN1NC(=S)NC2CC12
CCN1NC(=S)NC2CC21
false
CCC1CC(C)CC2CC12
S=C1NNC2CC2N1
157.242
43.4424
-0.1581
2
2
21
27.3
CC=C1NC(=S)NC(C)=C1
CC=C1C=C(C)NC(=S)N1
false
CCC1CC(C)CC(C)C1
C=C1C=CNC(=S)N1
154.238
46.3834
1.2717
1
2
20
24.06
CC=NNC1CS(=O)(=O)C1
CC=NNC1CS(=O)(=O)C1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCC1
162.214
39.7435
-0.6213
4
1
20
58.53
NC(=S)N1C(CO)C1C#C
C#CC1C(CO)N1C(N)=S
false
CCC1C(CC)C1C(C)C
C1CN1
156.21
42.1192
-1.0917
2
2
18
49.26
CNC(C=C)C1=NSC=C1
C=CC(NC)c1ccsn1
false
CCC(CC)C1CCCC1
c1cnsc1
154.238
44.1117
1.5896
3
1
20
24.92
CC1=CC(=CS1)C#CC=C
C=CC#Cc1csc(C)c1
false
CCCCC1CCC(C)C1
c1ccsc1
148.23
46.131
2.59402
1
0
18
0
CC(O)=CC1=C(C)C=CS1
CC(O)=Cc1sccc1C
false
CC(C)CC1CCCC1C
c1ccsc1
154.234
45.3358
2.97532
2
1
20
20.23
O=S1(=O)CCN2N=CCC12
O=S1(=O)CCN2N=CCC21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCN2N=CCC21
160.198
37.3898
-0.5676
4
0
18
49.74
OC1=CC=NC(=O)C(Cl)=C1
O=c1nccc(O)cc1Cl
false
CC1CCCC(C)C(C)C1
O=c1cccccn1
157.556
37.1818
0.8008
3
1
14
50.19
CC12CC3=NSN=C3C1O2
CC12Cc3nsnc3C1O2
false
CC12CC3CCCC3C1C2
C1c2nsnc2C2OC12
154.194
35.844
0.9242
4
0
16
38.31
C1N=CNNC2=C1SC=C2
C1=NCc2sccc2NN1
false
C1CCC2CCCC2CC1
C1=NCc2sccc2NN1
153.21
43.2734
1.2065
4
2
17
36.42
OC1=CC=CC2=CSN=C12
Oc1cccc2csnc12
false
CC1CCCC2CCCC12
c1ccc2nscc2c1
151.19
41.2848
2.0019
3
1
15
33.12
CC(CN)NC(=S)NC=C
C=CNC(=S)NC(C)CN
false
CCCC(C)CC(C)CC
159.258
47.5828
-0.0588
2
3
23
50.08
CCC1OS(=O)(=O)CC1C
CCC1OS(=O)(=O)CC1C
true
CCC1CC(C)(C)CC1C
O=S1(=O)CCCO1
164.226
38.1148
0.7611
3
0
22
43.37
S=C1NC=CC2NCC2N1
S=C1NC=CC2NCC2N1
true
CC1CCCC2CCC2C1
S=C1NC=CC2NCC2N1
155.226
43.5881
-0.6818
2
3
19
36.09
CC(NC=O)C1=CC=CS1
CC(NC=O)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
155.222
41.9337
1.5551
2
1
19
29.1
CC1CCN(N=C)S1(=O)=O
C=NN1CCC(C)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)CCCN1
162.214
39.2538
0.026
3
0
20
49.74
O=S1(=O)CC2CNCC1N2
O=S1(=O)CC2CNCC1N2
true
CC1(C)CC2CCCC1C2
O=S1(=O)CC2CNCC1N2
162.214
37.3682
-1.6977
4
2
20
58.2
CC1=CSC2=NN=CCN12
CC1=CSC2=NN=CCN12
true
CC1CCC2CCCCC12
C1=CN2CC=NN=C2S1
153.21
43.981
1.2519
4
0
17
27.96
OC1=C(Cl)C=C(N1)OC=C
C=COc1cc(Cl)c(O)[nH]1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
159.572
38.2925
1.896
2
2
16
45.25
OCC#CS(=O)(=O)CC=O
O=CCS(=O)(=O)C#CCO
false
CCCCC(C)(C)CCC
162.166
34.7126
-1.4467
4
1
16
71.44
O=CN1CCC2=C1N=CS2
O=CN1CCc2scnc21
false
CCC1CCC2CCCC12
c1nc2c(s1)CCN2
154.194
39.228
0.662
3
0
16
33.2
CC1=C(O)SC2=C1C=CC2
Cc1c(O)sc2c1C=CC2
false
CC1CC2CCCC2C1C
C1=Cc2ccsc2C1
152.218
43.4588
2.33142
2
1
18
20.23
CC1OS(=O)(=O)OCC=C1
CC1C=CCOS(=O)(=O)O1
false
CC1CCCCC(C)(C)C1
O=S1(=O)OCC=CCO1
164.182
34.5588
0.2227
4
0
18
52.6
NC(=S)N(C=N)C(=C)CO
C=C(CO)N(C=N)C(N)=S
false
CCC(C)C(CC)C(C)C
159.214
43.6339
-0.35493
3
3
19
73.34
CONC(=S)N(N)C1CC1
CONC(=S)N(N)C1CC1
true
CCCC(C)C(C)C1CC1
C1CC1
161.23
41.7911
-0.2396
3
2
21
50.52
CCC(C=O)C1=CSN=N1
CCC(C=O)c1csnn1
false
CCC(CC)C1CCCC1
c1csnn1
156.21
39.005
1.2306
4
0
18
42.85
NN=CCN1SC=CC1=O
NN=CCn1sccc1=O
false
CCCCC1CCCC1C
O=c1ccs[nH]1
157.198
41.2584
-0.1457
5
1
17
60.38
C=CCCC1OCS1(=O)=O
C=CCCC1OCS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)COC1
162.21
38.0908
0.6812
3
0
20
43.37
CC1NCS(=O)(=O)C1CO
CC1NCS(=O)(=O)C1CO
true
CCC1C(C)CCC1(C)C
O=S1(=O)CCNC1
165.214
37.2583
-1.2887
4
2
21
66.4
CC1=C(Cl)C(=CN1)C(O)=O
Cc1[nH]cc(C(=O)O)c1Cl
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
159.572
37.499
1.67472
1
2
16
53.09
CC1C(=O)C(=O)CS1(=O)=O
CC1C(=O)C(=O)CS1(=O)=O
true
CC1CC(C)(C)C(C)C1C
O=C1CS(=O)(=O)CC1=O
162.166
33.2628
-1.0585
4
0
16
68.28
CCC=C(CC)S(C)(=O)=O
CCC=C(CC)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
162.254
43.5088
1.7349
2
0
24
34.14
CC#CC1=C(O)NSC1=O
CC#Cc1c(O)[nH]sc1=O
false
CCCC1C(C)CCC1C
O=c1cc[nH]s1
155.178
39.1565
0.5134
3
2
15
53.09
ONC(=S)N1CC1CC=C
C=CCC1CN1C(=S)NO
false
CCCC1CC1C(C)CC
C1CN1
158.226
42.8282
0.5104
2
2
20
35.27
O=CC=C1CCS(=O)(=O)C1
O=CC=C1CCS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
C=C1CCS(=O)(=O)C1
160.194
37.4178
-0.0698
3
0
18
51.21
CN1C(=O)SC(C#C)=C1N
C#Cc1sc(=O)n(C)c1N
false
CCC1CC(C)C(C)C1C
O=c1[nH]ccs1
154.194
41.9074
0.0103
4
1
16
48.02
CCC(=C)S(=O)(=O)N1CC1
C=C(CC)S(=O)(=O)N1CC1
false
CCC(C)C(C)(C)C1CC1
C1CN1
161.226
39.9238
0.5555
2
0
21
37.15
OC1=CSC2=C1CN1CC21
Oc1csc2c1CN1CC21
false
CC1CCC2C1CC1CC12
c1cc2c(s1)C1CN1C2
153.206
39.1348
1.324
3
1
17
23.24
O=C1SC=C2CCCON12
O=c1scc2n1OCCC2
false
CC1CCC2CCCCC12
O=c1scc2n1OCCC2
157.194
38.347
0.2846
4
0
17
31.23
OC1CNC1C1=NSN=C1
OC1CNC1c1cnsn1
false
CC1CCC1C1CCCC1
c1nsnc1C1CCN1
157.198
36.6595
-0.4567
5
2
17
58.04
C=NOCS(=O)(=O)CC#C
C#CCS(=O)(=O)CON=C
false
CCCCC(C)(C)CCC
161.182
38.1208
-0.3759
4
0
17
55.73
CN1N=C(C)S(=O)(=O)C1=O
CC1=NN(C)C(=O)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
O=C1NN=CS1(=O)=O
162.17
35.1878
-0.2
4
0
16
66.81
CC1C(NNS1(=O)=O)C=C
C=CC1NNS(=O)(=O)C1C
false
CCC1CCC(C)(C)C1C
O=S1(=O)CCNN1
162.214
38.6382
-0.6329
3
2
20
58.2
NC1=NSC(N2CC2)=C1O
Nc1nsc(N2CC2)c1O
false
CC1CCC(C2CC2)C1C
c1cc(N2CC2)sn1
157.198
40.4042
0.2509
5
2
17
62.15
CCCN1CC(N)S1(=O)=O
CCCN1CC(N)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)CCN1
164.23
38.7592
-0.6734
3
1
22
63.4
NC1C2CN2S(=O)(=O)C1O
NC1C2CN2S(=O)(=O)C1O
true
CC1C2CC2C(C)(C)C1C
O=S1(=O)CCC2CN21
164.186
33.396
-2.3403
4
2
18
83.4
NNS(=O)(=O)C1(O)CCC1
NNS(=O)(=O)C1(O)CCC1
true
CCC(C)(C)C1(C)CCC1
C1CCC1
166.202
35.0437
-1.348
4
3
20
92.42
COC(=O)C1=C(C)SC=C1
COC(=O)c1ccsc1C
false
CCC(C)C1CCCC1C
c1ccsc1
156.206
40.3955
1.84312
3
0
18
26.3
CNC(=S)NC(=C)NC=O
C=C(NC=O)NC(=S)NC
false
CCCC(C)CC(C)CC
159.214
43.1331
-0.7025
2
3
19
53.16
S1C=NN=C1C1C=CC=C1
C1=CC(c2nncs2)C=C1
false
C1CCC(C2CCCC2)C1
C1=CC(c2nncs2)C=C1
150.206
40.93
1.7477
3
0
16
25.78
CCN1SNC(=O)C1=NC
CCn1s[nH]c(=O)c1=NC
false
CCC1CCC(C)C1CC
N=c1[nH]s[nH]c1=O
159.214
40.0907
-0.2117
4
1
19
50.15
CC(CN)OC1=NC=NS1
CC(CN)Oc1ncns1
false
CCC(C)CC1CCCC1
c1ncsn1
159.214
39.0534
0.2641
5
1
19
61.03
ON1C(=C)CCNNC1=S
C=C1CCNNC(=S)N1O
false
CC1CCCCC(C)C1C
C=C1CCNNC(=S)N1
159.214
41.1189
-0.0259
3
3
19
47.53
ON1C(=C)C2CN2S1(=O)=O
C=C1C2CN2S(=O)(=O)N1O
false
CC1C2CC2C(C)(C)C1C
C=C1NS(=O)(=O)N2CC12
162.17
32.1793
-0.8661
3
1
16
60.62
CN=C1SNC(CC=O)=C1
CN=c1cc(CC=O)[nH]s1
false
CCCC1CCC(CC)C1
N=c1cc[nH]s1
156.21
39.9247
0.3481
3
1
18
45.22
CCC1N(C)C=NS1(=O)=O
CCC1N(C)C=NS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)CNC=N1
162.214
39.2538
0.026
3
0
20
49.74
C=C(NC(=S)NC=O)C#C
C#CC(=C)NC(=S)NC=O
false
CCCC(C)CC(C)CC
154.194
42.9064
-0.2462
2
2
16
41.13
COC(C)C1=C(O)SC=C1
COC(C)c1ccsc1O
false
CCC(C)C1CCCC1C
c1ccsc1
158.222
41.4078
2.1611
3
1
20
29.46
C(C1CCC1)C1=CC=CS1
c1csc(CC2CCC2)c1
false
C1CCC(CC2CCC2)C1
c1csc(CC2CCC2)c1
152.262
45.364
3.0907
1
0
22
0
CC1C2C=CN(N12)C(N)=S
CC1C2C=CN(C(N)=S)N12
false
CC(C)C1CCC2C(C)C12
C1=CC2CN2N1
155.226
42.8534
0.047
2
1
19
32.27
CS(=O)(=O)N1CC1C1CN1
CS(=O)(=O)N1CC1C1CN1
true
CC(C)(C)C1CC1C1CC1
C1NC1C1CN1
162.214
37.1285
-1.398
3
1
20
59.09
CC=C(C#C)S(=O)(=O)C#C
C#CC(=CC)S(=O)(=O)C#C
false
CCC(CC)C(C)(C)CC
154.19
40.3428
0.5289
2
0
16
34.14
ClC1=C(SN=C1)C(=C)C=C
C=CC(=C)c1sncc1Cl
false
CCC(C)C1CCCC1C
c1cnsc1
171.652
46.355
2.9957
2
0
16
12.89
CNNC1=CC=CC=C1Cl
CNNc1ccccc1Cl
false
CCCC1CCCCC1C
c1ccccc1
156.616
44.1344
1.8863
2
2
19
24.06
CN1CCC2NS(=O)(=O)C12
CN1CCC2NS(=O)(=O)C21
false
CC1CCC2CC(C)(C)C12
O=S1(=O)NC2CCNC21
162.214
36.8785
-1.0504
3
1
20
49.41
CONC(=S)NC=CC=C
C=CC=CNC(=S)NOC
false
CCCCCC(C)CCC
158.226
45.2154
0.7116
2
2
20
33.29
NN1CC2(CC2)CS1(=O)=O
NN1CC2(CC2)CS1(=O)=O
true
CC1CC2(CC2)CC1(C)C
O=S1(=O)CC2(CC2)CN1
162.214
36.3472
-0.7143
3
1
20
63.4
NC1=C(SN=C1)C(=C)C=C
C=CC(=C)c1sncc1N
false
CCC(C)C1CCCC1C
c1cnsc1
152.222
45.7574
1.9245
3
1
18
38.91
CC(C)N1C=C(N)SC1=N
CC(C)n1cc(N)sc1=N
false
CC1CC(C)C(C(C)C)C1
N=c1[nH]ccs1
157.242
42.9611
1.19217
4
2
21
54.8
O=S1(=O)COC2(COC2)C1
O=S1(=O)COC2(COC2)C1
true
CC1(C)CCC2(CCC2)C1
O=S1(=O)COC2(COC2)C1
164.182
33.2888
-0.8421
4
0
18
52.6
CC#CS(=O)(=O)CC(C)O
CC#CS(=O)(=O)CC(C)O
true
CCCC(C)(C)CC(C)C
162.21
38.9176
-0.2372
3
1
20
54.37
CN=C1SC(=O)N(C)N1C
CN=c1sc(=O)n(C)n1C
false
CCC1CC(C)C(C)C1C
N=c1[nH][nH]c(=O)s1
159.214
40.018
-0.6842
5
0
19
39.29
CC(CN)N1C=CSC1=N
CC(CN)n1ccsc1=N
false
CCC(C)C1CCCC1C
N=c1[nH]ccs1
157.242
41.9291
0.54877
4
2
21
54.8
CC1C(=N)NCCS1(=O)=O
CC1C(=N)NCCS1(=O)=O
true
CC1CCCC(C)(C)C1C
N=C1CS(=O)(=O)CCN1
162.214
38.9782
-0.62983
3
2
20
70.02
CC(=C)CN1CS(=O)(=O)C1
C=C(C)CN1CS(=O)(=O)C1
false
CC(C)CC1CC(C)(C)C1
O=S1(=O)CNC1
161.226
40.1738
0.2079
3
0
21
37.38
CCC1CC2=CC(Cl)=CN12
CCC1Cc2cc(Cl)cn21
false
CCC1CC2CC(C)CC12
c1cc2n(c1)CC2
155.628
42.474
2.6487
1
0
20
4.93
NC(=S)N1CCC=CCN1
NC(=S)N1CCC=CCN1
true
CC(C)C1CCCCCC1
C1=CCNNCC1
157.242
45.2511
-0.0035
2
2
21
41.29
CCC1=CSC(O)=C1NC
CCc1csc(O)c1NC
false
CCC1CCC(C)C1CC
c1ccsc1
157.238
44.9085
2.0578
3
2
21
32.26
OC1=CSC=C1C#CC#C
C#CC#Cc1cscc1O
false
CCCCC1CCCC1C
c1ccsc1
148.186
41.6948
1.4384
2
1
14
20.23
CCC1=C2CCCC2=CS1
CCc1scc2c1CCC2
false
CCC1CCC2CCCC12
c1scc2c1CCC2
152.262
45.722
2.7992
1
0
22
0
CCCCN1SC(=O)C=N1
CCCCn1ncc(=O)s1
false
CCCCC1CCC(C)C1
O=c1cn[nH]s1
158.226
41.282
1.1049
4
0
20
34.89
CNC(=S)NC(C)C(C)=C
C=C(C)C(C)NC(=S)NC
false
CCC(C)CC(C)C(C)C
158.27
49.0694
1.0449
1
2
24
24.06
ClC1=CSC2=C1C(=C)C=C2
C=C1C=Cc2scc(Cl)c21
false
CC1CCC2CCC(C)C12
C=C1C=Cc2sccc21
168.648
47.397
3.4415
1
0
15
0
NC1CN(C(N)=S)C(=C)C1
C=C1CC(N)CN1C(N)=S
false
CC1CC(C)C(C(C)C)C1
C=C1CCCN1
157.242
45.2238
-0.2233
2
2
21
55.28
CS(=O)(=O)OC=COC=C
C=COC=COS(C)(=O)=O
false
CCCCCCC(C)(C)C
164.182
36.3508
0.5939
4
0
18
52.6
C#CCC#CC1=CN=CS1
C#CCC#Cc1cncs1
false
CCCCCC1CCCC1
c1cscn1
147.202
42.442
1.5179
2
0
15
12.89
CC(=O)C1=NC(C=O)=CS1
CC(=O)c1nc(C=O)cs1
false
CCC1CCC(C(C)C)C1
c1cscn1
155.178
37.506
1.1582
4
0
15
47.03
CCC1C(C)(C)OS1(=O)=O
CCC1C(C)(C)OS1(=O)=O
true
CCC1C(C)(C)CC1(C)C
O=S1(=O)CCO1
164.226
38.1628
0.9036
3
0
22
43.37
NN1SC(=CC1=N)[N+]([O-])=O
N=c1cc([N+](=O)[O-])sn1N
false
CC(C)C1CC(C)C(C)C1
N=c1ccs[nH]1
160.158
34.9685
-0.34893
6
2
14
97.94
CC12CC(C1)NS(=O)(=O)O2
CC12CC(C1)NS(=O)(=O)O2
true
CC1(C)CC2CC(C)(C2)C1
O=S1(=O)NC2CC(C2)O1
163.198
34.5675
-0.2279
3
1
19
55.4
CC(=O)NNC(=S)NC=C
C=CNC(=S)NNC(C)=O
false
CCCC(C)CCC(C)C
159.214
42.8831
-0.3549
2
3
19
53.16
CNC(C)C1NCS1(=O)=O
CNC(C)C1NCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CNC1
164.23
39.2322
-1.1041
4
2
22
58.2