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
CCS(=O)(=O)ON(C)C=N
CCS(=O)(=O)ON(C)C=N
true
CCC(C)CC(C)(C)CC
166.202
37.0925
-0.19343
4
1
20
70.46
ONS(=O)(=O)CC#CC=C
C=CC#CCS(=O)(=O)NO
false
CCCCCC(C)(C)CC
161.182
36.682
-0.5156
3
2
17
66.4
CC(C#C)S(=O)(=O)C(O)=O
C#CC(C)S(=O)(=O)C(=O)O
false
CCC(C)C(C)(C)C(C)C
162.166
35.2396
0.1009
3
1
16
71.44
CC1=CNN2C(=O)SC=C12
Cc1c[nH]n2c(=O)scc12
false
CC1CCC2C(C)CCC12
O=c1scc2cc[nH]n12
154.194
40.6317
0.99752
3
1
16
37.27
COS(=O)(=O)C1OC1(C)C
COS(=O)(=O)C1OC1(C)C
true
CCC(C)(C)C1CC1(C)C
C1CO1
166.198
34.8808
0.0975
4
0
20
55.9
NC(C#C)C1=NSC=C1O
C#CC(N)c1nscc1O
false
CCC(C)C1CCCC1C
c1cnsc1
154.194
39.5402
0.4817
4
2
16
59.14
CNN1C=CC(Cl)=C1NC
CNc1c(Cl)ccn1NC
false
CCC1CCC(C)C1CC
c1cc[nH]c1
159.62
44.2734
1.3565
3
2
20
28.99
CNC1=NC=CC(N)=C1Cl
CNc1nccc(N)c1Cl
false
CCC1CCCC(C)C1C
c1ccncc1
157.604
43.2061
1.3589
3
2
18
50.94
NN(C(N)=O)C1=CSC=C1
NC(=O)N(N)c1ccsc1
false
CC(C)C(C)C1CCCC1
c1ccsc1
157.198
40.5688
0.5069
3
2
17
72.35
CC1=C(C)C(Cl)=C(CO)O1
Cc1oc(CO)c(Cl)c1C
false
CCC1CC(C)C(C)C1C
c1ccoc1
160.6
39.1148
2.04214
2
1
19
33.37
CC1C(OCS1(=O)=O)C#C
C#CC1OCS(=O)(=O)C1C
false
CCC1CCC(C)(C)C1C
O=S1(=O)CCOC1
160.194
36.9548
-0.2208
3
0
18
43.37
CC#CCCC1=NSN=N1
CC#CCCc1nnsn1
false
CCCCCC1CCCC1
c1nnsn1
153.21
39.475
0.889
4
0
17
38.67
NC1=NSC(C=CC=O)=N1
Nc1nsc(C=CC=O)n1
false
CCCCC1CCC(C)C1
c1ncsn1
155.182
39.4194
0.3324
5
1
15
68.87
CC(=C)C(C)(C)S(C)(=O)=O
C=C(C)C(C)(C)S(C)(=O)=O
false
CC(C)C(C)(C)C(C)(C)C
162.254
43.7368
1.3857
2
0
24
34.14
CC1CC2C(N2C)S1(=O)=O
CC1CC2C(N2C)S1(=O)=O
true
CC1C2CC(C)C(C)(C)C12
O=S1(=O)CCC2NC21
161.226
38.3378
-0.1665
3
0
21
37.15
C=CCC1CS(=O)(=O)NO1
C=CCC1CS(=O)(=O)NO1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCON1
163.198
36.6095
-0.2043
3
1
19
55.4
CN1NC(CNC1=S)C#C
C#CC1CNC(=S)N(C)N1
false
CCC1CCC(C)C(C)C1
S=C1NCCNN1
155.226
44.1204
-0.6873
2
2
19
27.3
CC1=C2OCOCC2=NS1
Cc1snc2c1OCOC2
false
CC1CCC2CCCCC12
c1snc2c1OCOC2
157.194
37.135
1.31802
4
0
17
31.35
OC1=CSC(C=C)=C1C=O
C=Cc1scc(O)c1C=O
false
CCC1CCC(C)C1CC
c1ccsc1
154.19
41.4623
1.9092
3
1
16
37.3
CC(N)C1OC2=NSC=C12
CC(N)C1Oc2nscc21
false
CC(C)C1CC2CCCC21
c1snc2c1CO2
156.21
39.1324
0.9238
4
1
18
48.14
O=S1(=O)C=NC2=C1C=CN2
O=S1(=O)C=Nc2[nH]ccc21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=Nc2[nH]ccc21
156.166
36.1305
0.4618
3
1
14
62.29
CN1CC2=C(C1)C(O)=CS2
CN1Cc2scc(O)c2C1
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)CNC2
155.222
41.1548
1.3991
3
1
19
23.47
C=COC1=C(C=NS1)C#N
C=COc1sncc1C#N
false
CCCC1CCCC1CC
c1cnsc1
152.178
37.654
1.53708
4
0
14
45.91
ClC1=COC2=C1C=CC2=C
C=C1C=Cc2c(Cl)coc21
false
CC1CCC2C(C)CCC12
C=C1C=Cc2ccoc21
152.58
41.786
2.973
1
0
15
13.14
OC1CCNN=CS1(=O)=O
O=S1(=O)C=NNCCC1O
false
CC1CCCCCC1(C)C
O=S1(=O)C=NNCCC1
164.186
36.0383
-1.3438
5
2
18
78.76
C1C2CNC3=NSC=C3N12
c1snc2c1N1CC1CN2
false
C1CC2CCC3CC3C2C1
c1snc2c1N1CC1CN2
153.21
41.7377
0.7572
4
1
17
27.93
NCC(=C)C1=CC(=N)SN1
C=C(CN)c1cc(=N)s[nH]1
false
CCC(C)C1CCC(C)C1
N=c1cc[nH]s1
155.226
42.6128
0.52757
3
3
19
65.66
NC1C=C2NC(=S)NC2=C1
NC1C=c2[nH]c(=S)[nH]c2=C1
false
CC1CC2CC(C)CC2C1
S=c1[nH]c2c([nH]1)=CCC=2
153.21
42.1328
-1.02581
2
3
17
57.6
S=C1NNC(C=CN1)C#C
C#CC1C=CNC(=S)NN1
false
CCC1CCCC(C)CC1
S=C1NC=CCNN1
153.21
43.7661
-0.5158
2
3
17
36.09
C=C1C2COC2CS1(=O)=O
C=C1C2COC2CS1(=O)=O
true
CC1C2CCC2CC1(C)C
C=C1C2COC2CS1(=O)=O
160.194
36.1568
-0.0565
3
0
18
43.37
CC1CCC2=C(O1)C=NS2
CC1CCc2sncc2O1
false
CC1CCC2CCCC2C1
c1nsc2c1OCCC2
155.222
40.525
1.8566
3
0
19
22.12
CC(CS(C)(=O)=O)OC=O
CC(CS(C)(=O)=O)OC=O
true
CCCC(C)CC(C)(C)C
166.198
36.3218
-0.4075
4
0
20
60.44
C=C1CCCNS(=O)(=O)N1
C=C1CCCNS(=O)(=O)N1
true
CC1CCCCC(C)(C)C1
C=C1CCCNS(=O)(=O)N1
162.214
38.4322
-0.2821
2
2
20
58.2
CC1(C)OC2=C1NSC2=N
CC1(C)Oc2c1[nH]sc2=N
false
CC1CCC2C1CC2(C)C
N=c1s[nH]c2c1OC2
156.21
38.1784
1.18317
3
2
18
48.87
O=S1(=O)NN2CC2C2CN12
O=S1(=O)NN2CC2C2CN21
false
CC1(C)CC2CC2C2CC21
O=S1(=O)NN2CC2C2CN21
161.186
33.0435
-1.8822
3
1
17
52.19
NC1=NSC(C2CN2)=C1O
Nc1nsc(C2CN2)c1O
false
CC1CCC(C2CC2)C1C
c1cc(C2CN2)sn1
157.198
38.9349
0.0752
5
3
17
81.08
CNCCS(=O)(=O)NOC
CNCCS(=O)(=O)NOC
true
CCCCC(C)(C)CCC
168.218
37.8582
-1.3134
4
2
22
67.43
CCCNNS(=O)(=O)C=O
CCCNNS(=O)(=O)C=O
true
CCCCCC(C)(C)CC
166.202
37.0997
-0.9894
4
2
20
75.27
NC12CC1OC1=NSN=C21
NC12CC1Oc1nsnc12
false
CC12CC1CC1CCCC12
C1C2Oc3nsnc3C12
155.182
34.8074
-0.1432
5
1
15
61.03
C=C1NS(=O)(=O)C2NCC12
C=C1NS(=O)(=O)C2NCC12
true
CC1CC(C)(C)C2CCC12
C=C1NS(=O)(=O)C2NCC12
160.198
36.4762
-1.0214
3
2
18
58.2
NC1=C(C=C(O)S1)[N+]([O-])=O
Nc1sc(O)cc1[N+](=O)[O-]
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
160.154
37.0506
0.9441
5
2
14
89.39
CN=C1NC(=CS1)C(C)O
CN=c1[nH]c(C(C)O)cs1
false
CCC1CCC(C(C)C)C1
N=c1[nH]ccs1
158.226
40.7905
0.66
3
2
20
48.38
O=S(=O)(C1CC1)C1CCO1
O=S(=O)(C1CC1)C1CCO1
true
CC(C)(C1CCC1)C1CC1
O=S(=O)(C1CC1)C1CCO1
162.21
36.2988
0.31
3
0
20
43.37
NC1C=C(NS1(=O)=O)C=C
C=CC1=CC(N)S(=O)(=O)N1
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CC=CN1
160.198
38.3109
-0.7259
3
2
18
72.19
CCNC1CC(C)S1(=O)=O
CCNC1CC(C)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)CCC1
163.242
40.4635
0.129
3
1
23
46.17
CC1(C)COCS(=O)(=O)C1
CC1(C)COCS(=O)(=O)C1
true
CC1(C)CCCC(C)(C)C1
O=S1(=O)CCCOC1
164.226
38.3868
0.4151
3
0
22
43.37
S=C1NC2CCC2(N1)C#C
C#CC12CCC1NC(=S)N2
false
CCC12CCC1CC(C)C2
S=C1NC2CCC2N1
152.222
43.4554
-0.0015
1
2
18
24.06
NCC1=C(O)N=C(S1)C=C
C=Cc1nc(O)c(CN)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
156.21
41.7612
0.9504
4
2
18
59.14
CN(C1CCNC1)C(N)=S
CN(C(N)=S)C1CCNC1
false
CC(C)C(C)C1CCCC1
C1CCNC1
159.258
45.8231
-0.4763
2
2
23
41.29
O=CCC1=NC(=NS1)C#C
C#Cc1nsc(CC=O)n1
false
CCCC1CCC(CC)C1
c1ncsn1
152.178
37.612
0.2608
4
0
14
42.85
CCC1CNC(=S)N1C=C
C=CN1C(=S)NCC1CC
false
CCC1CCC(C)C1CC
S=C1NCCN1
156.254
46.7157
1.0986
1
1
22
15.27
NC(C=C)C1COS1(=O)=O
C=CC(N)C1COS1(=O)=O
false
CCC(C)C1CCC1(C)C
O=S1(=O)CCO1
163.198
36.8322
-0.7717
4
1
19
69.39
CC=CC=CC1=CN=CS1
CC=CC=Cc1cncs1
false
CCCCCC1CCCC1
c1cscn1
151.234
45.962
2.7324
2
0
19
12.89
NCC1OCC2=C1C=CS2
NCC1OCc2sccc21
false
CCC1CCC2CCCC12
c1cc2c(s1)COC2
155.222
40.9034
1.2781
3
1
19
35.25
CCN=C1N=COC=C1Cl
CCN=c1ncocc1Cl
false
CCCC1CCCCC1C
N=c1ccocn1
158.588
37.617
1.2486
3
0
17
38.39
NN(C(N)=S)C1=CC=CC1
NC(=S)N(N)C1=CC=CC1
false
CC(C)C(C)C1CCCC1
C1=CCC=C1
155.226
44.6518
0.2495
2
2
19
55.28
CC#CC=CNS(N)(=O)=O
CC#CC=CNS(N)(=O)=O
true
CCCCCCC(C)(C)C
160.198
38.8329
-0.6835
2
2
18
72.19
CCN1CC2CN2C(=S)N1
CCN1CC2CN2C(=S)N1
true
CCC1CC(C)C2CC2C1
S=C1NNCC2CN12
157.242
43.4747
-0.2044
2
1
21
18.28
NS(=O)(=O)NC1=COCC1
NS(=O)(=O)NC1=COCC1
true
CC(C)(C)CC1CCCC1
C1=COCC1
164.186
34.8949
-0.9588
3
2
18
81.42
CC12CN1S(=O)(=O)CCC2
CC12CCCS(=O)(=O)N1C2
false
CC1(C)CCCC2(C)CC12
O=S1(=O)CCCC2CN21
161.226
38.1318
0.1843
2
0
21
37.15
CN1C=NC2CC1S2(=O)=O
CN1C=NC2CC1S2(=O)=O
true
CC1CCC2CC1C2(C)C
O=S1(=O)C2CC1NC=N2
160.198
37.3678
-0.5692
4
0
18
49.74
NC1=C(CS(=O)(=O)C1)C=O
NC1=C(C=O)CS(=O)(=O)C1
false
CCC1CC(C)(C)CC1C
O=S1(=O)CC=CC1
161.182
35.9312
-1.1735
4
1
17
77.23
NC(=S)NNCC(O)C=C
C=CC(O)CNNC(N)=S
false
CCC(C)CCCC(C)C
161.23
44.1276
-1.1289
3
4
21
70.31
CS(=O)(=O)C1=CC=CCC1
CS(=O)(=O)C1=CC=CCC1
true
CC(C)(C)C1CCCCC1
C1=CCCC=C1
158.222
41.3008
1.2649
2
0
20
34.14
CC1=C(O)C(=O)N(S1)C=C
C=Cn1sc(C)c(O)c1=O
false
CCC1CC(C)C(C)C1C
O=c1ccs[nH]1
157.194
41.3678
1.02432
4
1
17
42.23
NC(=N)C1=CSC(C=C)=N1
C=Cc1nc(C(=N)N)cs1
false
CCC1CCC(C(C)C)C1
c1cscn1
153.21
43.2211
1.07017
3
2
17
62.76
C=CC1CC2=CSN=C2C1
C=CC1Cc2csnc2C1
false
CCC1CC2CCCC2C1
c1snc2c1CCC2
151.234
43.209
2.0439
2
0
19
12.89
O=S1(=O)NCCCCNN1
O=S1(=O)NCCCCNN1
true
CC1(C)CCCCCCC1
O=S1(=O)NCCCCNN1
165.218
37.2949
-1.2912
3
3
21
70.23
CC1NC(=S)N(O)C1C#C
C#CC1C(C)NC(=S)N1O
false
CCC1C(C)CC(C)C1C
S=C1NCCN1
156.21
41.4422
-0.044
2
2
18
35.5
CS(=O)(=O)NCC#CC#N
CS(=O)(=O)NCC#CC#N
true
CCCCCCC(C)(C)C
158.182
36.2355
-0.93742
3
1
16
69.96
OC(CC1=CC=CS1)C=C
C=CC(O)Cc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
154.234
44.2268
1.8375
2
1
20
20.23
CCC1(C)NC2=CSC=C12
CCC1(C)Nc2cscc21
false
CCC1(C)CC2CCCC21
c1scc2c1CN2
153.25
45.5847
2.7988
2
1
21
12.03
NCC1OS(=O)(=O)C2NC12
NCC1OS(=O)(=O)C2NC12
true
CCC1CC(C)(C)C2CC12
O=S1(=O)OCC2NC21
164.186
33.5589
-2.0284
5
2
18
91.33
ON1CC(NNC1=S)C=C
C=CC1CN(O)C(=S)NN1
false
CCC1CCC(C)C(C)C1
S=C1NCCNN1
159.214
41.3469
-0.3751
3
3
19
47.53
CNCCC1=CC(Cl)=CN1
CNCCc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
158.632
43.4334
1.43
1
2
21
27.82
CN1C(=N)SN=C1CC#C
C#CCc1nsc(=N)n1C
false
CCCC1CCC(C)C1C
N=c1[nH]cns1
153.21
39.4767
0.13677
4
1
17
41.67
NC1C=CC2=C1C(N)=NS2
Nc1nsc2c1C(N)C=C2
false
CC1CCC2CCC(C)C12
C1=Cc2sncc2C1
153.21
42.4888
0.7519
4
2
17
64.93
CC(C=C)C1=CSN=C1N
C=CC(C)c1csnc1N
false
CCC(C)C1CCCC1C
c1cnsc1
154.238
45.1384
2.0148
3
1
20
38.91
CC=CNC(=S)NCC#N
CC=CNC(=S)NCC#N
true
CCCCC(C)CCCC
155.226
44.1634
0.50768
2
2
19
47.85
CC1CS(=O)(=O)NC11CC1
CC1CS(=O)(=O)NC12CC2
false
CC1CC(C)(C)CC12CC2
O=S1(=O)CCC2(CC2)N1
161.226
38.0515
0.0881
2
1
21
46.17
OC1=CC=C(Cl)C(=C1)C#N
N#Cc1cc(O)ccc1Cl
false
CCC1CC(C)CCC1C
c1ccccc1
153.568
37.8318
1.91728
2
1
14
44.02
CCC(=CO)C1=CSC=C1
CCC(=CO)c1ccsc1
false
CCC(CC)C1CCCC1
c1ccsc1
154.234
45.2158
3.057
2
1
20
20.23
CC=CCC1=C(N)SC=N1
CC=CCc1ncsc1N
false
CCCCC1CCCC1C
c1cscn1
154.238
45.0444
1.8439
3
1
20
38.91
CC1NC(C1N)S(O)(=O)=O
CC1NC(S(=O)(=O)O)C1N
false
CC1CC(C(C)(C)C)C1C
C1CNC1
166.202
35.9097
-1.4807
4
3
20
92.42
CC12CCC1N(N)C(=S)N2
CC12CCC1N(N)C(=S)N2
true
CC1CC2(C)CCC2C1C
S=C1NC2CCC2N1
157.242
43.1871
-0.0287
2
2
21
41.29
CN1CC(C1)S(=O)(=O)NN
CN1CC(S(=O)(=O)NN)C1
false
CCC(C)(C)C1CC(C)C1
C1CNC1
165.218
37.5279
-1.9065
4
2
21
75.43
CC1(N)C=CC2=CSN=C12
CC1(N)C=Cc2csnc21
false
CC1(C)CCC2CCCC21
C1=Cc2csnc2C1
152.222
42.6874
1.3438
3
1
18
38.91
CS(=O)(=O)NCC1(N)CC1
CS(=O)(=O)NCC1(N)CC1
true
CC(C)(C)CCC1(C)CC1
C1CC1
164.23
38.9989
-0.9731
3
2
22
72.19
CC1=NC2=C(CCCC2)S1
Cc1nc2c(s1)CCCC2
false
CC1CC2CCCCC2C1
c1nc2c(s1)CCCC2
153.25
43.493
2.33032
2
0
21
12.89
C=CN1OCCNS1(=O)=O
C=CN1OCCNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)NCCON1
164.186
34.9105
-0.7885
3
1
18
58.64
NC=C1C=CN(N)S1(=O)=O
NC=C1C=CN(N)S1(=O)=O
true
CCC1CCC(C)C1(C)C
C=C1C=CNS1(=O)=O
161.186
36.3566
-1.1807
4
2
17
89.42
CC1C2=NC=NN2S1(=O)=O
CC1c2ncnn2S1(=O)=O
false
CC1C2CCCC2C1(C)C
O=S1(=O)Cc2ncnn21
159.17
32.7548
-0.4694
5
0
15
64.85
C=CC1=COC2=C1N=CS2
C=Cc1coc2scnc12
false
CCC1CCC2CCCC12
c1cc2ncsc2o1
151.19
41.977
2.5323
3
0
15
26.03
CN1NC2CC2(C)S1(=O)=O
CN1NC2CC2(C)S1(=O)=O
true
CC1CC2CC2(C)C1(C)C
O=S1(=O)NNC2CC21
162.214
36.6285
-0.7028
3
1
20
49.41
CC(C#C)C1=NC(C)=CS1
C#CC(C)c1nc(C)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
151.234
44.099
2.18822
2
0
19
12.89
CNC12CC1C=CS2(=O)=O
CNC12CC1C=CS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)C=CC2CC21
159.21
37.9575
-0.1359
3
1
19
46.17
NC(=O)C#CC1=CSC=N1
NC(=O)C#Cc1cscn1
false
CC(C)CCC1CCCC1
c1cscn1
152.178
38.1864
-0.0201
3
1
14
55.98
O=S1(=O)CC2NC=NC2C1
O=S1(=O)CC2N=CNC2C1
false
CC1(C)CC2CCCC2C1
O=S1(=O)CC2N=CNC2C1
160.198
37.8575
-1.2165
4
1
18
58.53
CNNC(=S)N(C)CC=O
CNNC(=S)N(C)CC=O
true
CCCC(C)C(C)CCC
161.23
43.4874
-0.874
3
2
21
44.37
O=S1(=O)NCCCN2CC12
O=S1(=O)NCCCN2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)NCCCN2CC21
162.214
36.9005
-1.0488
3
1
20
49.18