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
NC(CO)C1=CSC=C1Cl
NC(CO)c1cscc1Cl
false
CCC(C)C1CCCC1C
c1ccsc1
177.656
43.3432
1.3936
3
2
18
46.25
CC1=NC2=C(ON=C2C)S1
Cc1nc2c(C)noc2s1
false
CC1CC2CCC(C)C2C1
c1nc2cnoc2s1
154.194
39.155
1.90114
4
0
16
38.92
CC#CC12CN1C(=S)NC2
CC#CC12CNC(=S)N1C2
false
CCCC12CCC(C)C1C2
S=C1NCC2CN12
152.222
43.4877
-0.0478
1
1
18
15.04
COC1CNC2=C1SN=C2
COC1CNc2cnsc21
false
CCC1CCC2CCCC12
c1nsc2c1NCC2
156.21
40.3537
1.2561
4
1
18
34.15
NN=CC1=CN=C(CO)S1
NN=Cc1cnc(CO)s1
false
CCCC1CCC(CC)C1
c1cscn1
157.198
39.8182
-0.072
5
2
17
71.5
CC1=CN(O)C2=C1SN=C2
Cc1cn(O)c2cnsc12
false
CC1CC(C)C2CCCC12
c1cc2sncc2[nH]1
154.194
39.5315
1.64352
4
1
16
38.05
CS(=O)(=O)C=C(C=C)C#C
C#CC(C=C)=CS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
156.206
41.9568
0.7341
2
0
18
34.14
CC1(NC1S(C)(=O)=O)C=O
CC1(C=O)NC1S(C)(=O)=O
false
CCC1(C)CC1C(C)(C)C
C1CN1
163.198
36.2365
-1.0821
4
1
19
73.15
CCC1=CSC(=C1)[N+]([O-])=O
CCc1csc([N+](=O)[O-])c1
false
CCC1CCC(C(C)C)C1
c1ccsc1
157.194
40.3514
2.2187
3
0
17
43.14
OCC1NC2=CSC(O)=C12
OCC1Nc2csc(O)c21
false
CCC1CC2CCC(C)C12
c1scc2c1CN2
157.194
39.4333
0.9126
4
3
17
52.49
CC1OC=CC(C)S1(=O)=O
CC1C=COC(C)S1(=O)=O
false
CC1CCCC(C)C1(C)C
O=S1(=O)CC=COC1
162.21
38.0688
0.6796
3
0
20
43.37
CNC=C(C=O)S(C)(=O)=O
CNC=C(C=O)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
163.198
38.0505
-0.7093
4
1
19
63.24
ClC1=CNC2=C1NNC2=O
O=c1[nH][nH]c2c(Cl)c[nH]c12
false
CC1CCC2C(C)CCC12
O=c1[nH][nH]c2cc[nH]c12
157.56
38.2801
0.8377
1
3
14
64.44
CCC1=NN=C2SC=CN12
CCc1nnc2sccn12
false
CCC1CCC2CCCC12
c1cn2cnnc2s1
153.21
40.242
1.3532
4
0
17
30.19
CCC1=CCC2=C1SN=C2
CCC1=CCc2cnsc21
false
CCC1CCC2CCCC12
C1=Cc2sncc2C1
151.234
44.086
2.4926
2
0
19
12.89
O=C1NCCC2=C1C=CS2
O=C1NCCc2sccc21
false
CC1CCCC2CCCC12
O=C1NCCc2sccc21
153.206
40.3562
1.034
2
1
17
29.1
CC1=NNS(=O)(=O)NC1=C
C=C1NS(=O)(=O)NN=C1C
false
CC1CCC(C)(C)CC1C
C=C1C=NNS(=O)(=O)N1
161.186
37.4402
-0.6864
3
2
17
70.56
CCC1=C(Cl)C(OC)=NN1
CCc1[nH]nc(OC)c1Cl
false
CCC1CCC(CC)C1C
c1cn[nH]c1
160.604
39.5277
1.6341
2
1
19
37.91
CN1C=C(Cl)C(C)=C1CO
Cc1c(Cl)cn(C)c1CO
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.616
41.0828
1.47922
2
1
20
25.16
OCC=CC1=CSC=C1O
OCC=Cc1cscc1O
false
CCCCC1CCCC1C
c1ccsc1
156.206
42.1036
1.4592
3
2
18
40.46
CNS(=O)(=O)C(=O)C=CC
CC=CC(=O)S(=O)(=O)NC
false
CCCC(C)C(C)(C)CC
163.198
37.8005
-0.3617
3
1
19
63.24
O=S1(=O)CC2NCC2CO1
O=S1(=O)CC2NCC2CO1
true
CC1(C)CCC2CCC2C1
O=S1(=O)CC2NCC2CO1
163.198
35.0195
-1.0656
4
1
19
55.4
C(NC1=CC=CS1)C1CO1
c1csc(NCC2CO2)c1
false
C1CCC(CCC2CC2)C1
c1csc(NCC2CO2)c1
155.222
42.5487
1.5588
3
1
19
24.56
OCC1=CC(=NS1)[N+]([O-])=O
O=[N+]([O-])c1cc(CO)sn1
false
CCC1CCC(C(C)C)C1
c1cnsc1
160.154
34.6912
0.5436
5
1
14
76.26
CN1CC1COS(C)(=O)=O
CN1CC1COS(C)(=O)=O
true
CC1CC1CCC(C)(C)C
C1CN1
165.214
37.2138
-0.7234
4
0
21
46.38
CC1=NC=C(Cl)C(Cl)=C1C
Cc1ncc(Cl)c(Cl)c1C
false
CC1CCC(C)C(C)C1C
c1ccncc1
176.046
43.731
3.00524
1
0
17
12.89
O=CNCCC1=NC=NS1
O=CNCCc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
157.198
37.6797
-0.1734
4
1
17
54.88
C=CC1=C(SC(=N)N1)C#N
C=Cc1[nH]c(=N)sc1C#N
false
CCC1CC(C)CC1CC
N=c1[nH]ccs1
151.194
39.3304
1.07035
3
2
15
63.43
NC1=C(SC=C1C#C)C=C
C#Cc1csc(C=C)c1N
false
CCC1CCC(CC)C1C
c1ccsc1
149.218
46.7574
1.9546
2
1
17
26.02
NC1=NSC2=C1C1CN2C1
Nc1nsc2c1C1CN2C1
false
CC1CCC2C3CC(C3)C12
c1nsc2c1C1CN2C1
153.21
41.4804
0.6425
4
1
17
42.15
CN=C(N)S(=O)(=O)N(C)C
CN=C(N)S(=O)(=O)N(C)C
true
CCC(C)C(C)(C)C(C)C
165.218
40.1532
-1.1777
3
1
21
75.76
CC1=C2C(OC2=CS1)C#C
C#CC1Oc2csc(C)c21
false
CCC1CC2CCC(C)C12
c1scc2c1CO2
150.202
41.258
2.12322
2
0
16
9.23
CC#CC1=CN(N)C=C1Cl
CC#Cc1cn(N)cc1Cl
false
CCCC1CC(C)CC1C
c1cc[nH]c1
154.6
42.1444
1.2267
2
1
17
30.95
NCC1CC(C1)NC(N)=S
NCC1CC(NC(N)=S)C1
false
CCC1CC(CC(C)C)C1
C1CCC1
159.258
45.4875
-0.4431
2
3
23
64.07
C=C1C(C=O)=CCS1(=O)=O
C=C1C(C=O)=CCS1(=O)=O
true
CCC1CCC(C)(C)C1C
C=C1C=CCS1(=O)=O
158.178
37.0738
0.0538
3
0
16
51.21
CC1=CN2CCON=C2S1
CC1=CN2CCON=C2S1
true
CC1CC2CCCCC2C1
C1=CN2CCON=C2S1
156.21
41.441
1.1977
4
0
18
24.83
CNC1(C)CNNS1(=O)=O
CNC1(C)CNNS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CCNN1
165.218
37.5229
-1.6404
4
3
21
70.23
CN(O)C=NCS(C)(=O)=O
CN(O)C=NCS(C)(=O)=O
true
CC(C)CCCC(C)(C)C
166.202
37.7523
-0.6622
4
1
20
69.97
CCON(C=C)C(=S)NN
C=CN(OCC)C(=S)NN
false
CCCC(CC)C(C)CC
161.23
43.5831
0.1316
3
2
21
50.52
CC(N)CS(=O)(=O)ON=C
C=NOS(=O)(=O)CC(C)N
false
CCCC(C)(C)CC(C)C
166.202
38.0702
-0.7044
5
1
20
81.75
NCC1=NC=C(O)C=C1Cl
NCc1ncc(O)cc1Cl
false
CCC1CCC(C)CC1C
c1ccncc1
158.588
38.8032
0.8993
3
2
17
59.14
CC(C)=C(C)CS(C)(=O)=O
CC(C)=C(C)CS(C)(=O)=O
true
CC(C)C(C)CC(C)(C)C
162.254
43.7588
1.3873
2
0
24
34.14
OC1COS(=O)(=O)C11CC1
O=S1(=O)OCC(O)C12CC2
false
CC1CCC(C)(C)C12CC2
O=S1(=O)OCCC12CC2
164.182
32.8436
-0.7601
4
1
18
63.6
NCC(N)CCS(O)(=O)=O
NCC(N)CCS(=O)(=O)O
false
CCC(C)CCC(C)(C)C
168.218
38.0624
-1.4497
4
3
22
106.41
N#CC1=CN2N=CSC2=N1
N#Cc1cn2ncsc2n1
false
CCC1CC2CCCC2C1
c1cn2ncsc2n1
150.166
35.579
0.66248
5
0
12
53.98
O=C1NSC(C=CC#N)=C1
N#CC=Cc1cc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
152.178
39.5867
0.97318
3
1
14
56.65
OC1(CC1)C1=NC(=N)SN1
N=c1nc(C2(O)CC2)[nH]s1
false
CC1CCC(C2(C)CC2)C1
N=c1nc(C2CC2)[nH]s1
157.198
35.4502
-0.06793
4
3
17
72.76
NC1=COC2=C1C(Cl)=CS2
Nc1coc2scc(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2ccsc2o1
173.624
43.5134
2.7299
3
1
14
39.16
NC1CC1C1=CSC(=O)N1
NC1CC1c1csc(=O)[nH]1
false
CC1CCC(C2CC2C)C1
O=c1[nH]c(C2CC2)cs1
156.21
40.2731
0.251
3
2
18
58.88
CC1(C)CC(=C)S(=O)(=O)N1
C=C1CC(C)(C)NS1(=O)=O
false
CC1CC(C)(C)CC1(C)C
C=C1CCNS1(=O)=O
161.226
39.8915
0.6018
2
1
21
46.17
C1NC(C=C1)C1=CSC=C1
C1=CC(c2ccsc2)NC1
false
C1CCC(C2CCCC2)C1
C1=CC(c2ccsc2)NC1
151.234
44.2027
1.9486
2
1
19
12.03
CN1N2CC2CNS1(=O)=O
CN1N2CC2CNS1(=O)=O
true
CC1C2CC2CCC1(C)C
O=S1(=O)NCC2CN2N1
163.202
35.1795
-1.6346
3
1
19
52.42
OCC1=C(OC=C)N=CS1
C=COc1ncsc1CO
false
CCCC1CCCC1CC
c1cscn1
157.194
38.8618
1.1577
4
1
17
42.35
COC1=C(Cl)C(N)=C(C)S1
COc1sc(C)c(N)c1Cl
false
CCC1CC(C)C(C)C1C
c1ccsc1
177.656
45.0304
2.30072
3
1
18
35.25
CN1C=C(Cl)C(=O)N1N=C
C=Nn1c(=O)c(Cl)cn1C
false
CCC1C(C)CC(C)C1C
O=c1cc[nH][nH]1
159.576
39.63
0.3039
4
0
16
39.29
CN(C)N=CCS(N)(=O)=O
CN(C)N=CCS(N)(=O)=O
true
CC(C)CCCC(C)(C)C
165.218
40.1532
-1.1777
4
1
21
75.76
CC=C1CN=C2N=CSN12
CC=C1CN=C2N=CSN12
true
CCC1CCC2CCCC12
C=C1CN=C2N=CSN12
153.21
43.981
1.2519
4
0
17
27.96
CC(=C)CC1=CSN=C1N
C=C(C)Cc1csnc1N
false
CC(C)CC1CCCC1C
c1cnsc1
154.238
45.0444
1.8439
3
1
20
38.91
NC1=NN(O)C(C=C)=C1Cl
C=Cc1c(Cl)c(N)nn1O
false
CCC1C(C)CC(C)C1C
c1cn[nH]c1
159.576
38.9249
0.999
4
2
16
64.07
ON1C(=N)CC(=C)NC1=S
C=C1CC(=N)N(O)C(=S)N1
false
CC1CC(C)C(C)C(C)C1
C=C1CC(=N)NC(=S)N1
157.198
40.8429
0.44677
3
3
17
59.35
NC1=C2CC=NN2SC1=O
Nc1c2n(sc1=O)N=CC2
false
CC1CC2CCCC2C1C
O=c1cc2n(s1)N=CC2
155.182
40.5854
-0.118
5
1
15
60.38
CC(C=O)=CNS(N)(=O)=O
CC(C=O)=CNS(N)(=O)=O
true
CCC(C)CCC(C)(C)C
164.186
36.0639
-1.1178
3
2
18
89.26
CCC1=C(SC=N1)N(C)C
CCc1ncsc1N(C)C
false
CCC1CCCC1C(C)C
c1cscn1
156.254
45.819
1.7715
3
0
22
16.13
CN1C(=O)SC=C1[N+]([O-])=O
Cn1c([N+](=O)[O-])csc1=O
false
CC(C)C1CCC(C)C1C
O=c1[nH]ccs1
160.154
36.2144
0.355
5
0
14
65.14
CC(=C)C1=C(C)NC(=N)S1
C=C(C)c1sc(=N)[nH]c1C
false
CC1CC(C)C(C(C)C)C1
N=c1[nH]ccs1
154.238
43.9694
1.89719
2
2
20
39.64
CC#CCNNS(N)(=O)=O
CC#CCNNS(N)(=O)=O
true
CCCCCCC(C)(C)C
163.202
37.6956
-1.6926
3
3
19
84.22
O=S1(=O)OCC2C(C#C)C12
C#CC1C2COS(=O)(=O)C12
false
CCC1C2CCC(C)(C)C12
O=S1(=O)OCC2CC21
158.178
34.4728
-0.4058
3
0
16
43.37
CC#CC1=CN=C(CO)S1
CC#Cc1cnc(CO)s1
false
CCCC1CCC(CC)C1
c1cscn1
153.206
40.5888
1.0068
3
1
17
33.12
CC(N)C1C=NNS1(=O)=O
CC(N)C1C=NNS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)CC=NN1
163.202
37.9849
-1.379
4
2
19
84.55
C=CCCOC1=CN=CS1
C=CCCOc1cncs1
false
CCCCCC1CCCC1
c1cscn1
155.222
42.423
2.098
3
0
19
22.12
O=C1NC2=C(S1)C1CC1O2
O=c1[nH]c2c(s1)C1CC1O2
false
CC1CC2CC3CC3C2C1
O=c1[nH]c2c(s1)C1CC1O2
155.178
36.7137
0.6847
3
1
15
42.09
NC(=O)NNC1=CSC=C1
NC(=O)NNc1ccsc1
false
CC(C)CCC1CCCC1
c1ccsc1
157.198
40.6608
0.7433
3
3
17
67.15
CN1CC(C#N)S(=O)(=O)N1
CN1CC(C#N)S(=O)(=O)N1
true
CCC1CC(C)CC1(C)C
O=S1(=O)CCNN1
161.186
34.0865
-1.34162
4
1
17
73.2
NC1=C(C=CS1)C(=O)C=O
Nc1sccc1C(=O)C=O
false
CCC(C)C1CCCC1C
c1ccsc1
155.178
39.1259
0.7119
4
1
15
60.16
CC(C)CC1=NC(=O)SN1
CC(C)Cc1nc(=O)s[nH]1
false
CC(C)CC1CCC(C)C1
O=c1nc[nH]s1
158.226
41.2767
1.0299
3
1
20
45.75
NC(=N)C(=O)C1=CSC=C1
N=C(N)C(=O)c1ccsc1
false
CC(C)C(C)C1CCCC1
c1ccsc1
154.194
40.5636
0.86677
3
2
16
66.94
OC1C=CCC2=NSC=C12
OC1C=CCc2nscc21
false
CC1CCCC2CCCC12
C1=CCc2nscc2C1
153.206
39.9178
1.2888
3
1
17
33.12
NCC(=C)CONC(N)=S
C=C(CN)CONC(N)=S
false
CCC(C)CCCC(C)C
161.23
44.0675
-0.7339
3
3
21
73.3
O=S1(=O)C2CC1N=CNN2
O=S1(=O)C2CC1NNC=N2
false
CC1(C)C2CCCCC1C2
O=S1(=O)C2CC1NNC=N2
161.186
35.8762
-1.4068
5
2
17
70.56
NC1=NC2=C(S1)C(=C)OC2
C=C1OCc2nc(N)sc21
false
CC1CC2CCC(C)C2C1
C=C1OCc2ncsc21
154.194
40.3494
1.2262
4
1
16
48.14
O=C1NNC(S1)=NC1CC1
O=c1[nH][nH]c(=NC2CC2)s1
false
CC1CCC(CC2CC2)C1
O=c1[nH][nH]c(=NC2CC2)s1
157.198
37.8754
-0.1724
3
2
17
61.01
CC1CCC2=C(N1)C=NS2
CC1CCc2sncc2N1
false
CC1CCC2CCCC2C1
c1nsc2c1NCCC2
154.238
43.5197
1.8897
3
1
20
24.92
O=S1(=O)CCCOC=CO1
O=S1(=O)CCCOC=CO1
true
CC1(C)CCCCCCC1
O=S1(=O)CCCOC=CO1
164.182
34.5808
0.2243
4
0
18
52.6
CNNC(=S)N(C)C1CC1
CNNC(=S)N(C)C1CC1
true
CCCC(C)C(C)C1CC1
C1CC1
159.258
45.5784
0.0895
2
2
23
27.3
CC1CC(NC(=S)N1)C#C
C#CC1CC(C)NC(=S)N1
false
CCC1CC(C)CC(C)C1
S=C1NCCCN1
154.238
45.5694
0.2445
1
2
20
24.06
O=COC1=CC=CS1(=O)=O
O=COC1=CC=CS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CC=C1
160.15
33.2918
-0.0571
4
0
14
60.44
CN(CS(C)(=O)=O)C(N)=O
CN(CS(C)(=O)=O)C(N)=O
true
CC(C)C(C)CC(C)(C)C
166.202
37.0572
-1.001
3
1
20
80.47
CN=C(N)C1CCS1(=O)=O
CN=C(N)C1CCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCC1
162.214
39.7382
-0.8395
3
1
20
72.52
O=C1NCC2CS(=O)(=O)C12
O=C1NCC2CS(=O)(=O)C12
true
CC1CCC2CC(C)(C)C12
O=C1NCC2CS(=O)(=O)C12
161.182
34.0745
-1.4706
3
1
17
63.24
CC(C(N)CO)S(N)(=O)=O
CC(C(N)CO)S(N)(=O)=O
true
CCC(C)C(C)C(C)(C)C
168.218
37.6304
-2.017
4
3
22
106.41
CNC1=C(C)OC(C)=C1Cl
CNc1c(C)oc(C)c1Cl
false
CCC1C(C)CC(C)C1C
c1ccoc1
159.616
42.7387
2.59154
2
1
20
25.17
ON=CNC1=CNC=C1Cl
ON=CNc1c[nH]cc1Cl
false
CCCCC1CCCC1C
c1cc[nH]c1
159.576
39.7039
1.4975
2
3
16
60.41
CC(=C)N=C(N)S(C)(=O)=O
C=C(C)N=C(N)S(C)(=O)=O
false
CC(C)CC(C)C(C)(C)C
162.214
41.2802
-0.1207
3
1
20
72.52
CC1(C)OC1C1=NC=NS1
CC1(C)OC1c1ncns1
false
CC1(C)CC1C1CCCC1
c1nsc(C2CO2)n1
156.21
37.814
1.388
4
0
18
38.31
C1CCC(C1)C1=NSN=N1
C1CCC(c2nnsn2)C1
false
C1CCC(C2CCCC2)C1
C1CCC(c2nnsn2)C1
155.226
38.913
1.5907
4
0
19
38.67
NCC1=CS(=O)(=O)N(O)C1
NCC1=CS(=O)(=O)N(O)C1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)C=CCN1
164.186
34.5497
-1.1364
4
2
18
83.63
CCNN=CS(=O)(=O)C=C
C=CS(=O)(=O)C=NNCC
false
CCCCCC(C)(C)CC
162.214
41.2855
0.0975
4
1
20
58.53
CC(CO)C1=C(Cl)C=NO1
CC(CO)c1oncc1Cl
false
CCC(C)C1CCCC1C
c1cnoc1
161.588
37.0138
1.4238
3
1
18
46.26
NN=COC1=CSC=C1N
NN=COc1cscc1N
false
CCCCC1CCCC1C
c1ccsc1
157.198
42.0388
0.6111
5
2
17
73.63
CNCC1=NSC=C1C=O
CNCc1nscc1C=O
false
CCCC1CCCC1CC
c1cnsc1
156.21
40.2652
0.675
4
1
18
41.99