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
CCC(=O)NC1=CC=CS1
CCC(=O)Nc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
155.222
43.2397
2.0966
2
1
19
29.1
CC(C)N1SC=C(N)C1=O
CC(C)n1scc(N)c1=O
false
CC(C)C1CCC(C)C1C
O=c1ccs[nH]1
158.226
43.3764
1.0729
4
1
20
48.02
CNC1CS(=O)(=O)CC=C1
CNC1C=CCS(=O)(=O)C1
false
CCC1CCCC(C)(C)C1
O=S1(=O)CC=CCC1
161.226
40.6415
-0.441
3
1
21
46.17
OCC(=C)OC1=NSC=C1
C=C(CO)Oc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
157.194
38.9678
1.0279
4
1
17
42.35
NC1=CC=C(CCC=O)S1
Nc1ccc(CCC=O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
155.222
43.1164
1.4618
3
1
19
43.09
OCC(=C)C1=C(Cl)C=NN1
C=C(CO)c1[nH]ncc1Cl
false
CCC(C)C1CCCC1C
c1cn[nH]c1
158.588
39.7175
1.0686
2
2
17
48.91
NC1=CC(Cl)=C(OC=C)O1
C=COc1oc(N)cc1Cl
false
CCCC1CC(C)CC1C
c1ccoc1
159.572
38.9554
2.0375
3
1
16
48.39
NS(=O)(=O)N(CC=C)C=N
C=CCN(C=N)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
163.202
38.7939
-0.71503
3
2
19
87.25
CCCNC1=C(N)SC=C1
CCCNc1ccsc1N
false
CCCCC1CCCC1C
c1ccsc1
156.254
47.5121
2.1522
3
2
22
38.05
CC1=CC(=CO)S(=O)(=O)N1
CC1=CC(=CO)S(=O)(=O)N1
true
CCC1CC(C)CC1(C)C
C=C1C=CNS1(=O)=O
161.182
36.5243
0.2226
3
2
17
66.4
CC1CNC(=S)NCC=C1
CC1C=CCNC(=S)NC1
false
CC1CCCCC(C)CC1
S=C1NCC=CCCN1
156.254
46.9074
0.6564
1
2
22
24.06
C=CC#CC1CNS1(=O)=O
C=CC#CC1CNS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCN1
157.194
38.6835
-0.5226
2
1
17
46.17
CC(N)C1OC2=CSN=C12
CC(N)C1Oc2csnc21
false
CC(C)C1CC2CCCC21
c1snc2c1OC2
156.21
39.1324
0.9238
4
1
18
48.14
CCNCC1=CNC(=O)S1
CCNCc1c[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
158.226
42.3204
0.5459
3
2
20
44.89
OC1=CSC=C1CN1CC1
Oc1cscc1CN1CC1
false
CC1CCCC1CC1CC1
c1cc(CN2CC2)cs1
155.222
41.2608
1.2693
3
1
19
23.24
CC(C)OC1=C(O)SN=C1
CC(C)Oc1cnsc1O
false
CC(C)CC1CCCC1C
c1cnsc1
159.21
39.5428
1.6359
4
1
19
42.35
CN(C=O)S(=O)(=O)NC=C
C=CNS(=O)(=O)N(C)C=O
false
CCCC(C)(C)C(C)CC
164.186
36.0795
-0.9475
3
1
18
66.48
CCC(=O)C1=CSC(N)=C1
CCC(=O)c1csc(N)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
155.222
43.3529
1.923
3
1
19
43.09
ClC1=C2OC(=C)CN2C=C1
C=C1Cn2ccc(Cl)c2O1
false
CC1CC2CCC(C)C2C1
C=C1Cn2cccc2O1
155.584
39.21
2.0476
2
0
16
14.16
CN(CCOC=C)C(N)=S
C=COCCN(C)C(N)=S
false
CCCCCC(C)C(C)C
160.242
45.5644
0.3219
2
1
22
38.49
CC1=C(OC=C)SN=C1N
C=COc1snc(N)c1C
false
CCCC1CCC(C)C1C
c1cnsc1
156.21
42.0884
1.55602
4
1
18
48.14
CCNC1=C(N)SC=C1N
CCNc1c(N)csc1N
false
CCCC1C(C)CCC1C
c1ccsc1
157.242
47.3075
1.3443
4
3
21
64.07
CN=C1SC(N)=C(C)N1O
CN=c1sc(N)c(C)n1O
false
CCC1CC(C)C(C)C1C
N=c1[nH]ccs1
159.214
40.1299
0.20802
5
2
19
63.54
CN1CC2=NSC=C2C1=O
CN1Cc2nscc2C1=O
false
CC1CC2CCCC2C1C
O=C1NCc2nscc21
154.194
37.9115
0.7287
3
0
16
33.2
NCC1=C(C=CS1)C1CC1
NCc1sccc1C1CC1
false
CCC1CCCC1C1CC1
c1cc(C2CC2)cs1
153.25
44.1854
2.0842
2
1
21
26.02
CC(CC#C)C1=CSC=C1
C#CCC(C)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
150.246
46.184
2.8749
1
0
20
0
CC1=CC2=C(S1)C=CC2=O
Cc1cc2c(s1)C=CC2=O
false
CC1CC2CCC(C)C2C1
O=C1C=Cc2sccc21
150.202
42.4205
2.26602
2
0
16
17.07
OC1CC(C2CO2)S1(=O)=O
O=S1(=O)C(O)CC1C1CO1
false
CC1CC(C2CC2)C1(C)C
O=S1(=O)CCC1C1CO1
164.182
33.0716
-1.1093
4
1
18
66.9
ON1C(=S)NCC(=C)C1=N
C=C1CNC(=S)N(O)C1=N
false
CC1CCC(C)C(C)C1C
C=C1CNC(=S)NC1=N
157.198
41.0929
0.09917
3
3
17
59.35
C=CC=CCC1=CC=CS1
C=CC=CCc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
150.246
47.36
3.0328
1
0
20
0
CC(O)C=CC1=NC=NS1
CC(O)C=Cc1ncns1
false
CC(C)CCC1CCCC1
c1ncsn1
156.21
40.6238
0.9321
4
1
18
46.01
NC(=S)N1NC(=O)CC=C1
NC(=S)N1C=CCC(=O)N1
false
CC1CCCC(C(C)C)C1
O=C1CC=CNN1
157.198
40.5241
-0.5194
2
2
17
58.36
NC1=NC2=C(S1)C(=O)NC2
Nc1nc2c(s1)C(=O)NC2
false
CC1CC2CCC(C)C2C1
O=C1NCc2ncsc21
155.182
37.6966
-0.0313
4
2
15
68.01
O=S1(=O)NC=C2COC=C12
O=S1(=O)NC=C2COC=C21
false
CC1(C)CCC2CCCC21
O=S1(=O)NC=C2COC=C21
159.166
34.1735
-0.3251
3
1
15
55.4
CCS(=O)(=O)C1CC=NO1
CCS(=O)(=O)C1CC=NO1
true
CCC(C)(C)C1CCCC1
C1=NOCC1
163.198
37.4428
0.1533
4
0
19
55.73
O=S1(=O)NC2C(O1)C2C#C
C#CC1C2NS(=O)(=O)OC12
false
CCC1C2CC(C)(C)CC12
O=S1(=O)NC2CC2O1
159.166
33.0395
-1.1488
3
1
15
55.4
CN1C=C(Cl)C(Cl)=CC1=N
Cn1cc(Cl)c(Cl)cc1=N
false
CC1CC(C)C(C)CC1C
N=c1cccc[nH]1
177.034
41.2877
1.81137
2
1
16
28.78
CC1=CC(=NN)C(Cl)=CO1
Cc1cc(=NN)c(Cl)co1
false
CCC1CC(C)CCC1C
N=c1ccocc1
158.588
38.2054
1.01582
3
1
17
51.52
CC1CNN(C1)C(=S)NO
CC1CNN(C(=S)NO)C1
false
CCC(C)C1CCC(C)C1
C1CNNC1
161.23
41.3929
-0.2936
3
3
21
47.53
CC(C)(N)CC1=NN=CS1
CC(C)(N)Cc1nncs1
false
CC(C)(C)CC1CCCC1
c1nncs1
157.242
41.8794
0.8179
4
1
21
51.8
CNC1=CSC(C#N)=C1N
CNc1csc(C#N)c1N
false
CCC1CCC(CC)C1C
c1ccsc1
153.21
42.9931
1.24368
4
2
17
61.84
NC1CC1(C=C)S(N)(=O)=O
C=CC1(S(N)(=O)=O)CC1N
false
CCC1(C(C)(C)C)CC1C
C1CC1
162.214
38.6276
-1.0693
3
2
20
86.18
CC(=C)NS(=O)(=O)CCO
C=C(C)NS(=O)(=O)CCO
false
CCCC(C)(C)CC(C)C
165.214
38.8223
-0.5683
3
2
21
66.4
CC(=C)C1=C(Cl)C(O)=CS1
C=C(C)c1scc(O)c1Cl
false
CC(C)C1CCC(C)C1C
c1ccsc1
174.652
45.7018
3.1402
2
1
17
20.23
C=C1NC(=S)NC(=O)C1=C
C=c1[nH]c(=S)[nH]c(=O)c1=C
false
CC1CC(C)C(C)C(C)C1
C=c1[nH]c(=S)[nH]c(=O)c1=C
154.194
42.5414
-0.74691
2
2
16
48.65
NC(C=NO)C1=NC=CS1
NC(C=NO)c1nccs1
false
CCCC(C)C1CCCC1
c1cscn1
157.198
39.3209
0.6029
5
2
17
71.5
C=CC1CNC(=S)NOC1
C=CC1CNC(=S)NOC1
true
CCC1CCCC(C)CC1
S=C1NCCCON1
158.226
43.3754
0.1979
2
2
20
33.29
CNS(=O)(=O)N1CCCO1
CNS(=O)(=O)N1CCCO1
true
CCC(C)(C)C1CCCC1
C1CNOC1
166.202
35.2545
-0.9121
3
1
20
58.64
CCOCC1=CNSC1=N
CCOCc1c[nH]sc1=N
false
CCCCC1CCCC1C
N=c1cc[nH]s1
158.226
39.8544
1.09217
3
2
20
48.87
CCN(O)C(=S)N(C)C=C
C=CN(C)C(=S)N(O)CC
false
CCC(C)C(C)C(C)CC
160.242
44.7245
1.0577
2
1
22
26.71
CCC1=CN(N=C)C(=O)S1
C=Nn1cc(CC)sc1=O
false
CCC1CC(C)C(CC)C1
O=c1[nH]ccs1
156.21
42.904
0.9359
4
0
18
34.36
CCC1N(O)C=NS1(=O)=O
CCC1N(O)C=NS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)CNC=N1
164.186
35.1163
-0.2146
4
1
18
69.97
OC1C=CC(=C)CS1(=O)=O
C=C1C=CC(O)S(=O)(=O)C1
false
CC1CCC(C)C(C)(C)C1
C=C1C=CCS(=O)(=O)C1
160.194
38.0736
-0.1544
3
1
18
54.37
CC1CC=CS(=O)(=O)NN1
CC1CC=CS(=O)(=O)NN1
true
CC1CCCC(C)(C)CC1
O=S1(=O)C=CCCNN1
162.214
38.4102
-0.2837
3
2
20
58.2
CC1=NSN=C1C(=C)C=C
C=CC(=C)c1nsnc1C
false
CCC(C)C1CCCC1C
c1cnsn1
152.222
43.877
2.04572
3
0
18
25.78
CC1=NN=C2SNC=C2O1
CC1=NN=C2SNC=C2O1
true
CC1CCC2CCCC2C1
C1=NN=C2SNC=C2O1
155.182
40.4387
0.8413
5
1
15
45.98
CNC1=CSN=C1CC#N
CNc1csnc1CC#N
false
CCCC1CCCC1CC
c1cnsc1
153.21
40.9777
1.25088
4
1
17
48.71
CCN(N1CC1)C(=S)NO
CCN(C(=S)NO)N1CC1
false
CCC(C)C(CC)C1CC1
C1CN1
161.23
41.4732
-0.1974
3
2
21
38.51
N#CC1OC1C1=CSN=C1
N#CC1OC1c1cnsc1
false
CCC1CC1C1CCCC1
c1nscc1C1CO1
152.178
35.341
1.10658
4
0
14
49.21
CCC1=COS(=O)(=O)C1C
CCC1=COS(=O)(=O)C1C
true
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CO1
162.21
37.8408
1.0288
3
0
20
43.37
NC1=C(OCC#C)C=CS1
C#CCOc1ccsc1N
false
CCCCC1CCCC1C
c1ccsc1
153.206
43.0594
1.3423
3
1
17
35.25
O=S1(=O)NCC1C=CC#C
C#CC=CC1CNS1(=O)=O
false
CCCCC1CCC1(C)C
O=S1(=O)CCN1
157.194
38.6835
-0.5226
2
1
17
46.17
CCC1C2N1C(=S)NC2=N
CCC1C2C(=N)NC(=S)N12
false
CCC1C2C(C)CC(C)C12
N=C1NC(=S)N2CC12
155.226
43.1664
0.31457
2
2
19
38.89
CN(C)N(C)C(=S)N(C)O
CN(O)C(=S)N(C)N(C)C
false
CC(C)C(C)C(C)C(C)C
163.246
43.5975
0.0007
3
1
23
29.95
CC(CNC(N)=S)C(N)=O
CC(CNC(N)=S)C(N)=O
true
CC(C)CCC(C)C(C)C
161.23
43.1465
-1.059
2
3
21
81.14
C=CC1CNNS(=O)(=O)O1
C=CC1CNNS(=O)(=O)O1
true
CCC1CCCC(C)(C)C1
O=S1(=O)NNCCO1
164.186
35.1282
-1.0898
4
2
18
67.43
NS(=O)(=O)CC1(CO1)C=C
C=CC1(CS(N)(=O)=O)CO1
false
CCC1(CC(C)(C)C)CC1
C1CO1
163.198
36.8542
-0.7701
3
1
19
72.69
O=S1(=O)CN=C(CC#N)N1
N#CCC1=NCS(=O)(=O)N1
false
CCCC1CCC(C)(C)C1
O=S1(=O)CN=CN1
159.17
34.5875
-0.81092
4
1
15
82.32
CC1=NC=C(Cl)C(N)=C1N
Cc1ncc(Cl)c(N)c1N
false
CC1CCC(C)C(C)C1C
c1ccncc1
157.604
42.8088
1.20782
3
2
18
64.93
C=CC(C#N)C1=NSC=N1
C=CC(C#N)c1ncsn1
false
CCC(CC)C1CCCC1
c1ncsn1
151.194
38.46
1.33128
4
0
15
49.57
CC1=NC(=O)N=CS1(=O)=O
CC1=NC(=O)N=CS1(=O)=O
true
CC1CCC(C)(C)C(C)C1
O=C1N=CS(=O)(=O)C=N1
160.154
35.9168
-0.0185
3
0
14
75.93
O=C1CNC(=S)NC=CN1
O=C1CNC(=S)NC=CN1
true
CC1CCCCC(C)CC1
O=C1CNC(=S)NC=CN1
157.198
41.0191
-0.9485
2
3
17
53.16
CNCC(=O)C1=CN=CS1
CNCC(=O)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
156.21
40.3712
0.5452
4
1
18
41.99
CCN1SC=C(O)C1=NC
CCn1scc(O)c1=NC
false
CCC1CCC(C)C1CC
N=c1ccs[nH]1
158.226
41.1348
0.8056
4
1
20
37.52
CC1OC2=NSC=C2C=C1
CC1C=Cc2csnc2O1
false
CC1CCC2CCCC2C1
C1=Cc2csnc2OC1
153.206
41.238
1.9372
3
0
17
22.12
CC1=C2SC=C(Cl)C2=CN1
Cc1[nH]cc2c(Cl)csc12
false
CC1CCC2C(C)CCC12
c1cc2c[nH]cc2s1
171.652
45.9227
3.19122
1
1
16
15.79
CC=NN=C1SNC(C)=C1
CC=NN=c1cc(C)[nH]s1
false
CCCCC1CCC(C)C1
N=c1cc[nH]s1
155.226
43.1357
1.29102
3
1
19
40.51
CNC1=CSC(N)=C1C=C
C=Cc1c(NC)csc1N
false
CCC1CCC(C)C1CC
c1ccsc1
154.238
48.3691
2.015
3
2
20
38.05
NC1=CC=C(Cl)C=CC1=N
N=c1ccc(Cl)ccc1N
false
CC1CCC(C)C(C)CC1
N=c1cccccc1
154.6
41.7191
1.40167
2
2
17
49.87
NC1=COC2=C(N)SC=C12
Nc1coc2c(N)scc12
false
CC1CCC2C(C)CCC12
c1cc2cscc2o1
154.194
42.9158
1.6587
4
2
16
65.18
CNC1CC1S(=O)(=O)NN
CNC1CC1S(=O)(=O)NN
true
CCC1CC1C(C)(C)CC
C1CC1
165.218
37.4956
-1.8602
4
3
21
84.22
CC(C)C1=CSC(=N)N1O
CC(C)c1csc(=N)n1O
false
CC(C)C1CCC(C)C1C
N=c1[nH]ccs1
158.226
39.4372
1.38977
4
2
20
49.01
CC(=CC1=CSN=N1)C#C
C#CC(C)=Cc1csnn1
false
CCC(C)CC1CCCC1
c1csnn1
150.206
42.393
1.5746
3
0
16
25.78
NC1(COS(N)(=O)=O)CC1
NC1(COS(N)(=O)=O)CC1
true
CC(C)(C)CCC1(C)CC1
C1CC1
166.202
35.2116
-1.3022
4
2
20
95.41
CC(=O)N=C1NC(C)=CS1
CC(=O)N=c1[nH]c(C)cs1
false
CC(C)CC1CCC(C)C1
N=c1[nH]ccs1
156.21
39.6507
0.83182
2
1
18
45.22
NC(CO)C1=C(Cl)C=CO1
NC(CO)c1occc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
161.588
37.7322
0.9251
3
2
18
59.39
CC1NS(=O)(=O)C1N(C)C
CC1NS(=O)(=O)C1N(C)C
true
CC(C)C1C(C)CC1(C)C
O=S1(=O)CCN1
164.23
38.9925
-0.8044
3
1
22
49.41
CC1C=CN2SC(=O)N=C12
CC1C=Cn2sc(=O)nc21
false
CC1CC2CCC(C)C2C1
O=c1nc2n(s1)C=CC2
154.194
40.119
0.8926
4
0
16
34.89
CC=CN(C=C)C(=S)NO
C=CN(C=CC)C(=S)NO
false
CCCC(CC)C(C)CC
158.226
44.3702
1.2292
2
2
20
35.5
CCS(=O)(=O)C#CC(C)=C
C=C(C)C#CS(=O)(=O)CC
false
CCC(C)(C)CCC(C)C
158.222
42.0508
0.9581
2
0
20
34.14
CC(=N)NC1=C(O)SN=C1
CC(=N)Nc1cnsc1O
false
CC(C)CC1CCCC1C
c1cnsc1
157.198
40.8022
1.25777
4
3
17
69
OC12CC1CCS(=O)(=O)C2
O=S1(=O)CCC2CC2(O)C1
false
CC1(C)CCC2CC2(C)C1
O=S1(=O)CCC2CC2C1
162.21
36.3276
-0.4441
3
1
20
54.37
CC1=CS(=O)(=O)C(=C)CN1
C=C1CNC(C)=CS1(=O)=O
false
CC1CCC(C)C(C)(C)C1
C=C1CNC=CS1(=O)=O
159.21
39.8195
0.3794
3
1
19
46.17
CN=CNS(=O)(=O)C(C)O
CN=CNS(=O)(=O)C(C)O
true
CCCCC(C)(C)C(C)C
166.202
38.1523
-1.0978
4
2
20
78.76
CC1C(CN1C)NC(N)=S
CC1C(NC(N)=S)CN1C
false
CC(C)CC1CC(C)C1C
C1CNC1
159.258
45.8011
-0.4779
2
2
23
41.29
O=S1(=O)OCC(=C1)C1CO1
O=S1(=O)C=C(C2CO2)CO1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)C=C(C2CO2)CO1
162.166
32.6948
-0.3709
4
0
16
55.9
OCC1=C(Cl)C(=CS1)C#C
C#Cc1csc(CO)c1Cl
false
CCC1CCC(CC)C1C
c1ccsc1
172.636
43.1868
1.8751
2
1
15
20.23
CC(C)C1=CN(N)C(=N)S1
CC(C)c1cn(N)c(=N)s1
false
CC(C)C1CC(C)C(C)C1
N=c1[nH]ccs1
157.242
42.4031
0.86627
4
2
21
54.8
OC1=C2C3CC3OC2=NS1
Oc1snc2c1C1CC1O2
false
CC1CCC2CC3CC3C12
c1snc2c1C1CC1O2
155.178
35.5528
1.097
4
1
15
42.35
CC1CC11OC=CS1(=O)=O
CC1CC12OC=CS2(=O)=O
false
CC1CC12CCCC2(C)C
O=S1(=O)C=COC12CC2
160.194
35.6568
0.6387
3
0
18
43.37