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
CN1C=C(Cl)C(C=CN)=N1
Cn1cc(Cl)c(C=CN)n1
false
CCCC1CC(C)CC1C
c1cn[nH]c1
157.604
41.4394
1.0029
3
1
18
43.84
CCC1=C(CC)C(C)=CS1
CCc1scc(C)c1CC
false
CCC1CCC(C)C1CC
c1ccsc1
154.278
47.812
3.18132
1
0
24
0
CC1CC2(C)CC2S1(=O)=O
CC1CC2(C)CC2S1(=O)=O
true
CC1CC2(C)CC2C1(C)C
O=S1(=O)CCC2CC21
160.238
39.5108
0.972
2
0
22
34.14
NCCN1CC2=CSC=C12
NCCN1Cc2cscc21
false
CCCC1CC2CCCC12
c1scc2c1CN2
154.238
44.4234
1.0268
3
1
20
29.26
CC12NCC1CNS2(=O)=O
CC12NCC1CNS2(=O)=O
true
CC1(C)CCC2CCC21C
O=S1(=O)NCC2CNC21
162.214
36.8202
-1.145
3
2
20
58.2
O=S1(=O)CC(CC2CN2)N1
O=S1(=O)CC(CC2CN2)N1
true
CC1(C)CC(CC2CC2)C1
O=S1(=O)CC(CC2CN2)N1
162.214
37.1182
-1.3501
3
2
20
68.11
OC12CCC1NCS2(=O)=O
O=S1(=O)CNC2CCC21O
false
CC1(C)CCC2CCC21C
O=S1(=O)CNC2CCC21
163.198
34.8943
-1.1871
4
2
19
66.4
O=C1SN2C=CCCC2=N1
O=c1nc2n(s1)C=CCC2
false
CC1CC2CCCCC2C1
O=c1nc2n(s1)C=CCC2
154.194
40.025
0.7217
4
0
16
34.89
CC1=CSC2=C1NC(=N)C2
Cc1csc2c1NC(=N)C2
false
CC1CC2CCC(C)C2C1
N=C1Cc2sccc2N1
152.222
44.1094
2.00179
2
2
18
35.88
CC1=C(N)SC(=N)N1C=C
C=Cn1c(C)c(N)sc1=N
false
CCC1C(C)CC(C)C1C
N=c1[nH]ccs1
155.226
43.7001
1.02019
4
2
19
54.8
CNN=C1SC(C)=CN1C
CNN=c1sc(C)cn1C
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
157.242
42.6497
0.43012
4
1
21
29.32
CC=COCC1=NSC=C1
CC=COCc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
155.222
41.717
2.1933
3
0
19
22.12
C#CC1=CC2=C(O1)SN=N2
C#Cc1cc2nnsc2o1
false
CCC1CC2CCCC2C1
c1cc2nnsc2o1
150.162
37.616
1.2656
4
0
12
38.92
CC1(C)C(OS1(=O)=O)C=O
CC1(C)C(C=O)OS1(=O)=O
false
CCC1CC(C)(C)C1(C)C
O=S1(=O)CCO1
164.182
33.9358
-0.3075
4
0
18
60.44
OC(C#N)S(=O)(=O)CC#C
C#CCS(=O)(=O)C(O)C#N
false
CCCC(C)(C)C(C)CC
159.166
34.2396
-1.12362
4
1
15
78.16
OC=CC1=CC=C(Cl)C=C1
OC=Cc1ccc(Cl)cc1
false
CCCC1CCC(C)CC1
c1ccccc1
154.596
43.1148
2.8687
1
1
17
20.23
CC(=C)CNS(=O)(=O)C=C
C=CS(=O)(=O)NCC(=C)C
false
CCC(C)(C)CCC(C)C
161.226
41.9335
0.6254
2
1
21
46.17
NC1CCC2NC(=S)NC12
NC1CCC2NC(=S)NC12
true
CC1CC2CCC(C)C2C1
S=C1NC2CCCC2N1
157.242
43.6548
-0.6776
2
3
21
50.08
CC1(COC1)C1=CC=CS1
CC1(c2cccs2)COC1
false
CC1(C2CCCC2)CCC1
c1csc(C2COC2)c1
154.234
42.49
2.036
2
0
20
9.23
CC1=C(N=CS1)C(N)CO
Cc1scnc1C(N)CO
false
CCC(C)C1CCCC1C
c1cscn1
158.226
40.8652
0.44362
4
2
20
59.14
OS(=O)(=O)C1CNC1C=C
C=CC1NCC1S(=O)(=O)O
false
CCC1CCC1C(C)(C)C
C1CNC1
163.198
37.3243
-0.5994
3
2
19
66.4
C=C1N(C=O)N=CS1(=O)=O
C=C1N(C=O)N=CS1(=O)=O
true
CCC1CCC(C)(C)C1C
C=C1NN=CS1(=O)=O
160.154
34.4548
-0.7123
4
0
14
66.81
O=S1(=O)NC2=COC=C2N1
O=S1(=O)Nc2cocc2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)Nc2cocc2N1
160.154
34.8732
0.3618
3
2
14
71.34
CC1=CC(=NS1)C#CCO
Cc1cc(C#CCO)ns1
false
CCCCC1CCC(C)C1
c1cnsc1
153.206
40.8148
0.79532
3
1
17
33.12
CS(=O)(=O)CNC(=O)C#C
C#CC(=O)NCS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
161.182
36.6865
-1.2621
3
1
17
63.24
CC(=O)C1=NSN=C1C#C
C#Cc1nsnc1C(C)=O
false
CCC1CCCC1C(C)C
c1cnsn1
152.178
37.8485
0.722
4
0
14
42.85
O=CCC1NC2=NSN=C12
O=CCC1Nc2nsnc21
false
CCCC1CC2CCCC12
C1Nc2nsnc21
155.182
36.9537
0.5937
5
1
15
54.88
CC1=C(N2CC2)C(O)=CS1
Cc1scc(O)c1N1CC1
false
CC1CCC(C)C1C1CC1
c1cc(N2CC2)cs1
155.222
42.9338
1.58212
3
1
19
23.24
CS(=O)(=O)C=C1CCCO1
CS(=O)(=O)C=C1CCCO1
true
CC(C)(C)CC1CCCC1
C=C1CCCO1
162.21
38.1128
0.6828
3
0
20
43.37
CC(=C)CC1=CN=C(N)S1
C=C(C)Cc1cnc(N)s1
false
CC(C)CC1CCC(C)C1
c1cscn1
154.238
45.0444
1.8439
3
1
20
38.91
CC=C1CC2NC2S1(=O)=O
CC=C1CC2NC2S1(=O)=O
true
CCC1CC2CC2C1(C)C
C=C1CC2NC2S1(=O)=O
159.21
38.0055
0.0066
3
1
19
56.08
CC=NN(CC#N)C(N)=S
CC=NN(CC#N)C(N)=S
true
CCCC(CCC)C(C)C
156.214
43.2704
0.06128
3
1
18
65.41
NCC1=C2CCN2C=C1Cl
NCc1c(Cl)cn2c1CC2
false
CCC1C(C)CC2CCC21
c1cc2n(c1)CC2
156.616
41.0374
1.1563
2
1
19
30.95
ON(C=C)S(=O)(=O)CC=C
C=CCS(=O)(=O)N(O)C=C
false
CCCC(C)(C)C(C)CC
163.198
37.8063
0.3369
3
1
19
57.61
OC1C2COCC1S2(=O)=O
O=S1(=O)C2COCC1C2O
false
CC1C2CCCC1C2(C)C
O=S1(=O)C2COCC1C2
164.182
33.3216
-1.4569
4
1
18
63.6
CC1=C2NC(=O)C2=C(C)S1
Cc1sc(C)c2c1NC2=O
false
CC1CC(C)C2C(C)CC12
O=C1Nc2cscc21
153.206
41.7462
1.93064
2
1
17
29.1
CC1=C2SC=C(N)C2=CN1
Cc1[nH]cc2c(N)csc12
false
CC1CCC2C(C)CCC12
c1cc2c[nH]cc2s1
152.222
45.3251
2.12002
2
2
18
41.81
ON=C1CNC2=C1SC=C2
ON=C1CNc2ccsc21
false
CCC1CCC2CCCC12
N=C1CNc2ccsc21
154.194
41.1322
1.3519
4
2
16
44.62
CN1CCCCS(=O)(=O)N1
CN1CCCCS(=O)(=O)N1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CCCCNN1
164.23
38.7865
-0.4536
3
1
22
49.41
CNC1=C(O)SC=C1C=O
CNc1c(C=O)csc1O
false
CCC1CCC(C)C1CC
c1ccsc1
157.194
40.918
1.3079
4
2
17
49.33
COCC1=C(O)SC(C)=C1
COCc1cc(C)sc1O
false
CCCC1CC(C)CC1C
c1ccsc1
158.222
41.4338
1.90852
3
1
20
29.46
CNC1=C(O)SC=C1CO
CNc1c(CO)csc1O
false
CCC1CCC(C)C1CC
c1ccsc1
159.21
41.4533
0.9877
4
3
19
52.49
CC1=CCN(C(N)=S)C1=N
CC1=CCN(C(N)=S)C1=N
true
CC(C)C1CCC(C)C1C
N=C1C=CCN1
155.226
44.9751
0.46917
2
2
19
53.11
NN1C=C(CO)CS1(=O)=O
NN1C=C(CO)CS1(=O)=O
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CC=CN1
164.186
34.982
-1.6183
4
2
18
83.63
CCN(C)C(=S)N(C)NC
CCN(C)C(=S)N(C)NC
true
CCC(C)C(C)C(C)CC
161.274
47.7247
0.2892
2
1
25
18.51
O=S(=O)(C#N)C#CCC#C
C#CCC#CS(=O)(=O)C#N
false
CCCCCC(C)(C)CC
153.162
35.7588
-0.13352
3
0
13
57.93
CNNC1=C(SC=C1)N=O
CNNc1ccsc1N=O
false
CCCC1CCCC1CC
c1ccsc1
157.198
42.4564
1.6923
5
2
17
53.49
CC(CCO)CS(N)(=O)=O
CC(CCO)CS(N)(=O)=O
true
CCCC(C)CC(C)(C)C
167.23
38.841
-0.7066
3
2
23
80.39
O=S1(=O)OCC=C1C1CN1
O=S1(=O)OCC=C1C1CN1
true
CC1(C)CCCC1C1CC1
O=S1(=O)OCC=C1C1CN1
161.182
34.7455
-0.7979
4
1
17
65.31
NNC1=C(SC=C1)C(N)=C
C=C(N)c1sccc1NN
false
CCC1CCCC1C(C)C
c1ccsc1
155.226
45.3505
0.9631
4
3
19
64.07
CC(O)=CC1=CC(Cl)=CN1
CC(O)=Cc1cc(Cl)c[nH]1
false
CC(C)CC1CCC(C)C1
c1cc[nH]c1
157.6
42.0825
2.5869
1
2
18
36.02
CC12CC(O1)S(=O)(=O)OC2
CC12COS(=O)(=O)C(C1)O2
false
CC12CCC(C)(C)C(C1)C2
O=S1(=O)OCC2CC1O2
164.182
32.7668
-0.1485
4
0
18
52.6
COC1=NN2CC2S1(=O)=O
COC1=NN2CC2S1(=O)=O
true
CCC1CC2CC2C1(C)C
O=S1(=O)C=NN2CC21
162.17
33.8578
-1.0261
5
0
16
58.74
NC(=S)NC1(CO)CCC1
NC(=S)NC1(CO)CCC1
true
CCC1(CC(C)C)CCC1
C1CCC1
160.242
43.5889
-0.2654
2
3
22
58.28
NC1=NC=CC(Cl)=C1CO
Nc1nccc(Cl)c1CO
false
CCC1C(C)CCCC1C
c1ccncc1
158.588
39.5822
0.8095
3
2
17
59.14
N=C1NCC=CS(=O)(=O)N1
N=C1NCC=CS(=O)(=O)N1
true
CC1CCCCC(C)(C)C1
N=C1NCC=CS(=O)(=O)N1
161.186
36.9249
-1.04253
3
3
17
82.05
CONC(=S)N1C(C)C1C
CONC(=S)N1C(C)C1C
true
CCCC(C)C1C(C)C1C
C1CN1
160.242
43.5057
0.5149
2
1
22
24.27
O=S1(=O)C=CC=CC2OC12
O=S1(=O)C=CC=CC2OC21
false
CC1(C)CCCCC2CC21
O=S1(=O)C=CC=CC2OC21
158.178
35.8608
0.2096
3
0
16
46.67
NCC1=CCC2=C1SC=C2
NCC1=CCc2ccsc21
false
CCC1CCC2CCCC12
C1=Cc2sccc2C1
151.234
45.0544
1.6463
2
1
19
26.02
OCCCN1C=NSC1=N
N=c1sncn1CCCO
false
CCCCC1CCCC1C
N=c1[nH]cns1
159.214
37.6615
-0.19353
5
2
19
61.9
CC1=CC=C2N1SC=C2O
Cc1ccc2c(O)csn12
false
CC1CCC2C(C)CCC12
c1cc2ccsn2c1
153.206
41.6758
2.01482
3
1
17
24.64
CC1NN=CNCS1(=O)=O
CC1NN=CNCS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CNC=NNC1
163.202
38.0122
-1.1592
5
2
19
70.56
ClC1=CN2C=NC(=N)C2=C1
N=C1N=Cn2cc(Cl)cc21
false
CC1CC2CCC(C)C2C1
N=C1N=Cn2cccc21
153.572
40.1607
1.35687
2
1
14
41.14
NC1=NNC(CC=O)=C1Cl
Nc1n[nH]c(CC=O)c1Cl
false
CCCC1CCC(C)C1C
c1cn[nH]c1
159.576
37.7781
0.3867
3
2
16
71.77
O=CC1CS(=O)(=O)C2CN12
O=CC1CS(=O)(=O)C2CN12
true
CCC1CC(C)(C)C2CC12
O=S1(=O)CCN2CC21
161.182
34.1328
-1.376
4
0
17
54.22
CNC1=CSC(NC=N)=C1
CNc1csc(NC=N)c1
false
CCCC1CCC(CC)C1
c1ccsc1
155.226
46.2721
1.80877
3
3
19
47.91
CC(C1CC1N)S(O)(=O)=O
CC(C1CC1N)S(=O)(=O)O
false
CC1CC1C(C)C(C)(C)C
C1CC1
165.214
37.093
-0.3901
3
2
21
80.39
CC1=C(CC#C)NC(=O)S1
C#CCc1[nH]c(=O)sc1C
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
153.206
42.2137
0.92052
2
1
17
32.86
CN(C)CC1=CN=C(N)S1
CN(C)Cc1cnc(N)s1
false
CC(C)CC1CCC(C)C1
c1cscn1
157.242
43.9174
0.7869
4
1
21
42.15
CCOC1=CSN=C1OC
CCOc1csnc1OC
false
CCCC1CCCC1CC
c1cnsc1
159.21
39.835
1.5504
4
0
19
31.35
CN(C)N1C=CCS1(=O)=O
CN(C)N1C=CCS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)CC=CN1
162.214
38.4528
-0.3779
3
0
20
40.62
CNC1=C(Cl)C(C)=C(N)O1
CNc1oc(N)c(C)c1Cl
false
CCC1CC(C)C(C)C1C
c1ccoc1
160.604
42.4141
1.86532
3
2
19
51.19
CC1=C2C=CCCC2=CS1
Cc1scc2c1C=CCC2
false
CC1CCC2CCCCC12
C1=Cc2cscc2CC1
150.246
46.411
3.01592
1
0
20
0
C=CC1C2OS(=O)(=O)OC12
C=CC1C2OS(=O)(=O)OC12
true
CCC1C2CC(C)(C)CC12
O=S1(=O)OC2CC2O1
162.166
32.3528
-0.169
4
0
16
52.6
CC1=NC(CC#N)=C(N)S1
Cc1nc(CC#N)c(N)s1
false
CCCC1CC(C)CC1C
c1cscn1
153.21
40.5804
1.0998
4
1
17
62.7
O=S(=O)(C#CC#N)C1CO1
N#CC#CS(=O)(=O)C1CO1
false
CCCCC(C)(C)C1CC1
C1CO1
157.15
32.0488
-0.75802
4
0
13
70.46
O=C1CCN1C1=CN=NS1
O=C1CCN1c1cnns1
false
CC1CCC1C1CCCC1
O=C1CCN1c1cnns1
155.182
36.879
0.2748
4
0
15
46.09
OS(=O)(=O)CCOC1CC1
O=S(=O)(O)CCOC1CC1
false
CC(C)(C)CCCC1CC1
C1CC1
166.198
35.3896
0.0532
3
1
20
63.6
NC(=S)NC=CC(=C)C#N
C=C(C#N)C=CNC(N)=S
false
CCC(C)CCCC(C)C
153.21
43.8141
0.41308
2
2
17
61.84
CC1CNC(=S)N1CC=O
CC1CNC(=S)N1CC=O
true
CCCC1C(C)CCC1C
S=C1NCCN1
158.226
42.8327
-0.2361
2
1
20
32.34
CN1CS(=O)(=O)CNC1=N
CN1CS(=O)(=O)CNC1=N
true
CC1CCC(C)(C)CC1C
N=C1NCS(=O)(=O)CN1
163.202
37.2792
-1.21403
3
2
19
73.26
O=CNC1=CS(=O)(=O)NC1
O=CNC1=CS(=O)(=O)NC1
true
CCCC1CCC(C)(C)C1
O=S1(=O)C=CCN1
162.17
34.2052
-1.4932
3
2
16
75.27
CC1CS(=O)(=O)CCCN1
CC1CS(=O)(=O)CCCN1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CCCNCC1
163.242
40.7355
-0.217
3
1
23
46.17
CC=CC(O)S(=O)(=O)C=C
C=CS(=O)(=O)C(O)C=CC
false
CCCC(C)C(C)(C)CC
162.21
39.9376
0.4392
3
1
20
54.37
NC1=C2CC3CC3C2=CS1
Nc1scc2c1CC1CC21
false
CC1CCC2C1CC1CC12
c1scc2c1CC1CC21
151.234
43.2834
1.9899
2
1
19
26.02
NC1=NC2=C(S1)C=CCC2
Nc1nc2c(s1)C=CCC2
false
CC1CC2CCCCC2C1
C1=Cc2scnc2CC1
152.222
43.8814
1.6847
3
1
18
38.91
CC1=C(CO)N=C(S1)C=C
C=Cc1nc(CO)c(C)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
155.222
42.8648
1.58682
3
1
19
33.12
CCN(C=C)S(=O)(=O)C#C
C#CS(=O)(=O)N(C=C)CC
false
CCC(CC)C(C)(C)CC
159.21
40.3298
0.3723
2
0
19
37.38
C=C(C#N)C1CCS1(=O)=O
C=C(C#N)C1CCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCC1
157.194
36.9448
0.25328
3
0
17
57.93
O1N=NC(=N1)C1=CSC=C1
c1cc(-c2nnon2)cs1
false
C1CCC(C2CCCC2)C1
c1cc(-c2nnon2)cs1
153.166
35.406
1.1931
5
0
13
51.81
C#CC1CC2=CSN=C2C1
C#CC1Cc2csnc2C1
false
CCC1CC2CCCC2C1
c1snc2c1CCC2
149.218
41.845
1.4911
2
0
17
12.89
CC1C(N)C2=NSC(C)=C12
Cc1snc2c1C(C)C2N
false
CC1CCC2C(C)C(C)C12
c1snc2c1CC2
154.238
42.1944
1.56842
3
1
20
38.91
CC(CO)CNS(C)(=O)=O
CC(CO)CNS(C)(=O)=O
true
CCC(C)CCC(C)(C)C
167.23
39.0963
-0.836
3
2
23
66.4
CC1=CNC2=C1NSC2=O
Cc1c[nH]c2c(=O)s[nH]c12
false
CC1CCC2C(C)CCC12
O=c1s[nH]c2cc[nH]c12
154.194
41.5334
1.22612
2
2
16
48.65
CC1OC(=O)C2=C1SC=N2
CC1OC(=O)c2ncsc21
false
CC1CC(C)C2CCCC12
O=C1OCc2scnc21
155.178
35.9445
1.3745
4
0
15
39.19
C(CC1=NSC=N1)C1CC1
c1nc(CCC2CC2)ns1
false
C1CCC(CCC2CC2)C1
c1nc(CCC2CC2)ns1
154.238
40.954
1.8807
3
0
20
25.78
CN1SC(=NCC#N)N=C1
Cn1cnc(=NCC#N)s1
false
CCCCC1CCC(C)C1
N=c1nc[nH]s1
154.198
37.128
-0.09412
5
0
16
53.97
C1COC2=C(CN1)SN=C2
c1nsc2c1OCCNC2
false
C1CCC2CCCC2CC1
c1nsc2c1OCCNC2
156.21
39.3157
0.6251
4
1
18
34.15
CC1CCC1C1=CSN=N1
CC1CCC1c1csnn1
false
CC1CCC1C1CCCC1
c1snnc1C1CCC1
154.238
41.048
2.0516
3
0
20
25.78
ON=C1CC2NC1S2(=O)=O
O=S1(=O)C2CC(=NO)C1N2
false
CCC1CC2CC1C2(C)C
N=C1CC2NC1S2(=O)=O
162.17
33.47
-1.1095
5
2
16
78.76