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
O=C(CC#C)S(=O)(=O)C#N
C#CCC(=O)S(=O)(=O)C#N
false
CCCC(C)C(C)(C)CC
157.15
32.9898
-0.56782
4
0
13
75
CN(C)N1N=CC(Cl)=C1C
Cc1c(Cl)cnn1N(C)C
false
CC(C)C1CCC(C)C1C
c1cn[nH]c1
159.62
42.039
1.04252
3
0
20
21.06
NC1=NSN=C1OCC#C
C#CCOc1nsnc1N
false
CCCCC1CCCC1C
c1cnsn1
155.182
38.6494
0.1323
5
1
15
61.03
OC1=CSC=C1C1CCO1
Oc1cscc1C1CCO1
false
CC1CCCC1C1CCC1
c1cc(C2CCO2)cs1
156.206
39.2938
1.9151
3
1
18
29.46
CC1CN(C)S(=O)(=O)N1C
CC1CN(C)S(=O)(=O)N1C
true
CC1CC(C)C(C)(C)C1C
O=S1(=O)NCCN1
164.23
38.7748
-0.5031
2
0
22
40.62
CCS(=O)(=O)C(=O)C(C)=O
CCS(=O)(=O)C(=O)C(C)=O
true
CCC(C)(C)C(C)C(C)C
164.182
35.1488
-0.4633
4
0
18
68.28
CCNC1=COC(O)=C1Cl
CCNc1coc(O)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
161.588
39.5465
2.0704
3
2
18
45.4
NC1C(=C)C2CN2S1(=O)=O
C=C1C2CN2S(=O)(=O)C1N
false
CC1C2CC2C(C)(C)C1C
C=C1CS(=O)(=O)N2CC12
160.198
36.5292
-1.145
3
1
18
63.17
CN1SC=CC1=NCC#C
C#CCN=c1ccsn1C
false
CCCCC1CCCC1C
N=c1ccs[nH]1
152.222
42.553
0.6205
3
0
18
17.29
NC(=N)CS(=O)(=O)CC#C
C#CCS(=O)(=O)CC(=N)N
false
CCCC(C)(C)CC(C)C
160.198
39.4009
-1.02963
3
2
18
84.01
CC(=C)C1=C(C)N=C(N)S1
C=C(C)c1sc(N)nc1C
false
CC1CC(C)C(C(C)C)C1
c1cscn1
154.238
45.9714
2.06682
3
1
20
38.91
CC1=CNC(=C)NS1(=O)=O
C=C1NC=C(C)S(=O)(=O)N1
false
CC1CCC(C)C(C)(C)C1
C=C1NC=CS(=O)(=O)N1
160.198
38.0882
-0.1585
3
2
18
58.2
O=CC1=CSC2=NC=NN12
O=Cc1csc2ncnn12
false
CCC1CCC2CCCC12
c1nc2sccn2n1
153.166
36.2515
0.6033
5
0
13
47.26
CC=C1COC2=C1N=NS2
CC=C1COc2snnc21
false
CCC1CCC2CCCC12
C=C1COc2snnc21
154.194
39.055
1.3338
4
0
16
35.01
O=CCCN=C1NC=CS1
O=CCCN=c1[nH]ccs1
false
CCCCCC1CCCC1
N=c1[nH]ccs1
156.21
39.7807
0.5659
3
1
18
45.22
CC1C(O)CNC(=S)N1N
CC1C(O)CNC(=S)N1N
true
CC1CCC(C)C(C)C1C
S=C1NCCCN1
161.23
42.0959
-1.2004
3
3
21
61.52
OC1=CC(Cl)=C2OC=CN12
Oc1cc(Cl)c2occn12
false
CC1CC(C)C2CCCC12
c1cc2occn2c1
157.556
36.3378
1.8913
3
1
14
37.78
CC(C#N)C1=C(Cl)C=CS1
CC(C#N)c1sccc1Cl
false
CCC(C)C1CCCC1C
c1ccsc1
171.652
43.357
3.02858
2
0
16
23.79
C=C1C=CCC2=C1N=NS2
C=C1C=CCc2snnc21
false
CC1CCCC2CCCC12
C=C1C=CCc2snnc21
150.206
41.787
1.6636
3
0
16
25.78
CC(C)(C=C)C1=CN=CS1
C=CC(C)(C)c1cncs1
false
CCC(C)(C)C1CCCC1
c1cscn1
153.25
45.337
2.6067
2
0
21
12.89
CN1SC(=O)N(C=C)C1=N
C=Cn1c(=O)sn(C)c1=N
false
CCC1C(C)CC(C)C1C
N=c1[nH]sc(=O)[nH]1
157.198
39.7917
-0.17173
5
1
17
50.78
ClC1=CC2=CC=CN2N=C1
Clc1cnn2cccc2c1
false
CC1CCC2CCCC2C1
c1cnn2cccc2c1
152.584
40.202
1.9877
2
0
15
17.3
CN(C(N)=S)C1=CC=CS1
CN(C(N)=S)c1cccs1
false
CC(C)C(C)C1CCCC1
c1ccsc1
172.278
49.5074
1.4279
2
1
18
29.26
CC1=CC(Cl)=C(NO)N=N1
Cc1cc(Cl)c(NO)nn1
false
CCC1CCC(C)CC1C
c1ccnnc1
159.576
37.1882
1.23952
4
2
16
58.04
ClC1=CSC=C1OC1CC1
Clc1cscc1OC1CC1
false
CC1CCCC1CC1CC1
c1cc(OC2CC2)cs1
174.652
42.979
2.9427
2
0
17
9.23
CC1NC(=S)NC1(C)CN
CC1NC(=S)NC1(C)CN
true
CCC1(C)CC(C)CC1C
S=C1NCCN1
159.258
45.7908
-0.43
2
3
23
50.08
CC=C(C)S(=O)(=O)CCO
CC=C(C)S(=O)(=O)CCO
true
CCCC(C)(C)C(C)CC
164.226
40.3036
0.3172
3
1
22
54.37
CCN1C(=N)SN=C1C=O
CCn1c(C=O)nsc1=N
false
CCC1CCC(C)C1CC
N=c1[nH]cns1
157.198
37.0202
0.25647
5
1
17
58.74
CC1=C(O)N(C=N1)C(N)=S
Cc1ncn(C(N)=S)c1O
false
CC(C)C1CCC(C)C1C
c1c[nH]cn1
157.198
40.8122
-0.01118
4
2
17
64.07
CNN(C1CC1C)C(N)=S
CNN(C(N)=S)C1CC1C
false
CCC(C(C)C)C1CC1C
C1CC1
159.258
45.2531
0.0748
2
2
23
41.29
OCC12CC1S(=O)(=O)OC2
O=S1(=O)OCC2(CO)CC21
false
CCC12CCC(C)(C)C1C2
O=S1(=O)OCC2CC21
164.182
32.7956
-0.9026
4
1
18
63.6
CC(CC1=CSC=C1)C=C
C=CC(C)Cc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
152.262
47.384
3.1127
1
0
22
0
CC=CN=C(N)S(O)(=O)=O
CC=CN=C(N)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
164.186
37.985
-0.2775
3
2
18
92.75
CNC(=S)NCC1CC1N
CNC(=S)NCC1CC1N
true
CCC(C)CCC1CC1C
C1CC1
159.258
45.7428
-0.5725
2
3
23
50.08
CN1CC2CC(C1)S2(=O)=O
CN1CC2CC(C1)S2(=O)=O
true
CC1CC2CC(C1)C2(C)C
O=S1(=O)C2CNCC1C2
161.226
38.6098
-0.5125
3
0
21
37.38
CC(=N)N1CS(=O)(=O)N=C1
CC(=N)N1C=NS(=O)(=O)C1
false
CC(C)C1CCC(C)(C)C1
O=S1(=O)CNC=N1
161.186
37.5185
-0.38523
3
1
17
73.59
NCS(=O)(=O)N(C=C)N=C
C=CN(N=C)S(=O)(=O)CN
false
CCC(CC)C(C)(C)CC
163.202
39.5592
-0.7065
4
1
19
75.76
CC1=C2C(=N)N=CC2=CS1
Cc1scc2c1C(=N)N=C2
false
CC1CCC2CCC(C)C12
N=C1N=Cc2cscc21
150.206
43.4787
1.81439
2
1
16
36.21
CC(N)CN1N=CSC1=O
CC(N)Cn1ncsc1=O
false
CC(C)CC1CCCC1C
O=c1[nH]ncs1
159.214
40.0234
-0.348
5
1
19
60.91
CC1=CCC(=C1)S(O)(=O)=O
CC1=CCC(S(=O)(=O)O)=C1
false
CC1CCC(C(C)(C)C)C1
C1=CCC=C1
160.194
38.0056
1.1081
2
1
18
54.37
CC(C)S(=O)(=O)OC=NN
CC(C)S(=O)(=O)OC=NN
true
CCCCC(C)(C)C(C)C
166.202
37.8202
-0.3568
5
1
20
81.75
CON1N=C(SC1=N)C#C
C#Cc1nn(OC)c(=N)s1
false
CCC1CC(C)C(CC)C1
N=c1[nH]ncs1
155.182
36.3977
-0.53623
5
1
15
50.9
S=C1NC2CCC=CC2N1
S=C1NC2C=CCCC2N1
false
CC1CC2CCCCC2C1
S=C1NC2C=CCCC2N1
154.238
44.8194
0.5513
1
2
20
24.06
COCS(=O)(=O)N1CC1C
COCS(=O)(=O)N1CC1C
true
CCCC(C)(C)C1CC1C
C1CN1
165.214
36.9638
-0.3758
3
0
21
46.38
CC1CN=C(C1)NC(N)=S
CC1CN=C(NC(N)=S)C1
false
CC(C)CC1CCC(C)C1
C1=NCCC1
157.242
46.0041
0.2579
2
2
21
50.41
CC(C#N)C1=C(N)C=NS1
CC(C#N)c1sncc1N
false
CCC(C)C1CCCC1C
c1cnsc1
153.21
40.5544
1.35238
4
1
17
62.7
NC1=CSC2=C1C=NNC2
Nc1csc2c1C=NNC2
false
CC1CCC2CCCCC12
C1=NNCc2sccc21
153.21
43.1651
0.7674
4
2
17
50.41
CNC1=C(C)C(C=O)=CS1
CNc1scc(C=O)c1C
false
CCC1CCC(CC)C1C
c1ccsc1
155.222
43.9902
1.91072
3
1
19
29.1
CS(=O)(=O)C(O)CC1CO1
CS(=O)(=O)C(O)CC1CO1
true
CC(CC1CC1)C(C)(C)C
C1CO1
166.198
35.2076
-0.8617
4
1
20
66.9
CC1=C(SC=C1)C=CCN
Cc1ccsc1C=CCN
false
CCCCC1CCCC1C
c1ccsc1
153.25
47.1444
2.02842
2
1
21
26.02
NS(=O)(=O)N1C=CCC=C1
NS(=O)(=O)N1C=CCC=C1
true
CC(C)(C)C1CCCCC1
C1=CNC=CC1
160.198
37.8432
-0.077
2
1
18
63.4
NC(=N)CN1C=CC(Cl)=C1
N=C(N)Cn1ccc(Cl)c1
false
CC(C)CC1CCC(C)C1
c1cc[nH]c1
157.604
41.3561
1.07747
2
2
18
54.8
NS(=O)(=O)C1COC1C=C
C=CC1OCC1S(N)(=O)=O
false
CCC1CCC1C(C)(C)C
C1COC1
163.198
36.8322
-0.7717
3
1
19
69.39
CC1CC(O)S(=O)(=O)C1=C
C=C1C(C)CC(O)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
C=C1CCCS1(=O)=O
162.21
37.8476
0.2731
3
1
20
54.37
C=CS(=O)(=O)CCCC#N
C=CS(=O)(=O)CCCC#N
true
CCCCCC(C)(C)CC
159.21
38.8308
0.84848
3
0
19
57.93
CNC(=S)N1CC(C)C1=O
CNC(=S)N1CC(C)C1=O
true
CCC(C)C1CC(C)C1C
O=C1CCN1
158.226
42.5347
-0.031
2
1
20
32.34
CC1=CS(=O)(=O)N(N)C1=O
CC1=CS(=O)(=O)N(N)C1=O
true
CC1CC(C)(C)C(C)C1C
O=C1C=CS(=O)(=O)N1
162.17
33.7102
-1.0641
4
1
16
80.47
CCC1=C(Cl)C(Cl)=C(C)N1
CCc1[nH]c(C)c(Cl)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
178.062
44.9277
3.19232
0
1
19
15.79
S=C1NCCC2CN=CN12
S=C1NCCC2CN=CN12
true
CC1CCCC2CCCC12
S=C1NCCC2CN=CN12
155.226
44.2037
-0.0229
2
1
19
27.63
CC(=CN)S(=O)(=O)NN=C
C=NNS(=O)(=O)C(C)=CN
false
CCCC(C)(C)C(C)CC
163.202
39.5489
-0.6586
4
2
19
84.55
CC(=C)N1NC=C(Cl)C1=O
C=C(C)n1[nH]cc(Cl)c1=O
false
CC(C)C1CCC(C)C1C
O=c1cc[nH][nH]1
158.588
41.0667
1.3204
2
1
17
37.79
CC1(C)N(N)C(=S)NC1=C
C=C1NC(=S)N(N)C1(C)C
false
CC1CC(C)C(C)(C)C1C
C=C1CNC(=S)N1
157.242
44.9791
0.3425
2
2
21
41.29
CC1=C(SC=C1Cl)C=CO
Cc1c(Cl)csc1C=CO
false
CCCC1CCC(C)C1C
c1ccsc1
174.652
45.7288
3.23862
2
1
17
20.23
CNC(=NC)S(=O)(=O)CO
CN=C(NC)S(=O)(=O)CO
false
CCC(CC)C(C)(C)CC
166.202
38.4243
-1.4438
4
2
20
78.76
CC1NC(=S)NC1C1CC1
CC1NC(=S)NC1C1CC1
true
CC1CC(C)C(C2CC2)C1
S=C1NCC(C2CC2)N1
156.254
44.8434
0.6312
1
2
22
24.06
NCC#CS(=O)(=O)OC=C
C=COS(=O)(=O)C#CCN
false
CCCCC(C)(C)CCC
161.182
37.0322
-0.6041
4
1
17
69.39
CC1CC1NS(=O)(=O)C=C
C=CS(=O)(=O)NC1CC1C
false
CCC(C)(C)CC1CC1C
C1CC1
161.226
39.8215
0.4577
2
1
21
46.17
CC1=CC(Cl)=C(O)N1C=O
Cc1cc(Cl)c(O)n1C=O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.572
37.9923
1.19382
3
1
16
42.23
CC(N1CC1)C1=NC=NS1
CC(c1ncns1)N1CC1
false
CC(C1CCCC1)C1CC1
c1nsc(CN2CC2)n1
155.226
39.897
0.9147
4
0
19
28.79
CCOC1=C(Cl)C(C)=NN1
CCOc1[nH]nc(C)c1Cl
false
CCCC1CCC(C)C1C
c1cn[nH]c1
160.604
39.5037
1.77022
2
1
19
37.91
C=CC(=O)CC1=CSN=N1
C=CC(=O)Cc1csnn1
false
CCC(C)CC1CCCC1
c1csnn1
154.194
38.817
0.8357
4
0
16
42.85
CC1(C)CC=NNS1(=O)=O
CC1(C)CC=NNS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)CCC=NN1
162.214
39.2435
0.0739
3
1
20
58.53
CC1CN1C1=CSC(O)=C1
CC1CN1c1csc(O)c1
false
CC1CCC(C2CC2C)C1
c1cc(N2CC2)cs1
155.222
42.7918
1.6622
3
1
19
23.24
CS(=O)(=O)OC1=CC=CO1
CS(=O)(=O)Oc1ccco1
false
CC(C)(C)CC1CCCC1
c1ccoc1
162.166
34.1798
0.618
4
0
16
56.51
C=CC1=NSC(NC=N)=C1
C=Cc1cc(NC=N)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
153.21
44.6114
1.80507
3
2
17
48.77
COS(=O)(=O)N(C)CCN
COS(=O)(=O)N(C)CCN
true
CCCC(C)C(C)(C)CC
168.218
37.6132
-1.2319
4
1
22
72.63
CC1=CC=C(NNC=O)S1
Cc1ccc(NNC=O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
156.21
41.8784
1.12942
3
2
18
41.13
CC(O)C1=CN(N)C(=N)S1
CC(O)c1cn(N)c(=N)s1
false
CC(C)C1CC(C)C(C)C1
N=c1[nH]ccs1
159.214
38.9479
-0.20383
5
3
19
75.03
ClC1=CNC(=O)C=C1C#N
N#Cc1cc(=O)[nH]cc1Cl
false
CCC1CC(C)CCC1C
O=c1cccc[nH]1
154.556
36.7877
0.89998
2
1
13
56.65
C=CCC1=C(C=O)C=CS1
C=CCc1sccc1C=O
false
CCCC1CCCC1CC
c1ccsc1
152.218
43.6075
2.2891
2
0
18
17.07
COC(C)S(=O)(=O)N(C)N
COC(C)S(=O)(=O)N(C)N
true
CCC(C)C(C)(C)C(C)C
168.218
37.3412
-0.8859
4
1
22
72.63
O=S1(=O)CCOC=CCN1
O=S1(=O)CCOC=CCN1
true
CC1(C)CCCCCCC1
O=S1(=O)CCOC=CCN1
163.198
36.8815
-0.5503
3
1
19
55.4
O=S(=O)(C#C)C1C=NN=C1
C#CS(=O)(=O)C1C=NN=C1
false
CCC(C)(C)C1CCCC1
C1=NN=CC1
156.166
38.5248
-0.5693
4
0
14
58.86
C=CC1=CNC(=S)NNC1
C=CC1=CNC(=S)NNC1
true
CCC1CCCC(C)CC1
S=C1NC=CCNN1
155.226
45.1521
0.0386
2
3
19
36.09
CC1=CC(N)C2=C1SC=C2
CC1=CC(N)c2ccsc21
false
CC1CC(C)C2CCCC12
C1=Cc2sccc2C1
151.234
44.8984
2.1648
2
1
19
26.02
CCS(=O)(=O)C1=CN=NN1
CCS(=O)(=O)c1cnn[nH]1
false
CCC(C)(C)C1CCCC1
c1c[nH]nn1
161.186
34.1095
-0.4017
4
1
17
75.71
CNC1(C)CCS(=O)(=O)C1
CNC1(C)CCS(=O)(=O)C1
true
CCC1(C)CCC(C)(C)C1
O=S1(=O)CCCC1
163.242
40.7355
-0.217
3
1
23
46.17
COC(CO)C1=CC=NS1
COC(CO)c1ccns1
false
CCC(CC)C1CCCC1
c1cnsc1
159.21
38.9498
0.8229
4
1
19
42.35
OC1=CN2C(=N)CN=C2S1
N=C1CN=C2SC(O)=CN12
false
CC1CC2CCC(C)C2C1
N=C1CN=C2SC=CN12
155.182
40.1705
0.73897
4
2
15
59.68
CNN=CCS(=O)(=O)NC
CNN=CCS(=O)(=O)NC
true
CCCCCC(C)(C)CC
165.218
40.3982
-1.2592
4
2
21
70.56
NC1=CC(=CS1)C#CC#N
N#CC#Cc1csc(N)c1
false
CCCCC1CCC(C)C1
c1ccsc1
148.19
41.2224
1.20538
3
1
14
49.81
CCC1(N)C(C)OS1(=O)=O
CCC1(N)C(C)OS1(=O)=O
true
CCC1(C)C(C)CC1(C)C
O=S1(=O)CCO1
165.214
36.6762
-0.2001
4
1
21
69.39
C=NNS(=O)(=O)C(=O)C#C
C#CC(=O)S(=O)(=O)NN=C
false
CCCC(C)(C)C(C)CC
160.154
35.4445
-1.3188
4
1
14
75.6
CC=C(C)C(N)S(O)(=O)=O
CC=C(C)C(N)S(=O)(=O)O
false
CCC(C)C(C)C(C)(C)C
165.214
38.955
0.1252
3
2
21
80.39
NCCC1=C(Cl)C=C(O)N1
NCCc1[nH]c(O)cc1Cl
false
CCCC1CC(C)CC1C
c1cc[nH]c1
160.604
40.2259
0.8749
2
3
19
62.04
CC=CN1C=C(C)SC1=N
CC=Cn1cc(C)sc1=N
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
154.238
43.9047
1.82809
3
1
20
28.78
OC(C=C)C1=CC(=N)SN1
C=CC(O)c1cc(=N)s[nH]1
false
CCC(C)C1CCC(C)C1
N=c1cc[nH]s1
156.21
39.6812
0.77507
3
3
18
59.87
NN1C=CC=CCNC1=S
NN1C=CC=CCNC1=S
true
CC1CCCCCCC1C
S=C1NC=CC=CCN1
155.226
44.9071
0.1201
2
2
19
41.29
COC1=CN(N=C1)C(N)=S
COc1cnn(C(N)=S)c1
false
CCC1CCC(C(C)C)C1
c1cn[nH]c1
157.198
40.9624
-0.0166
4
1
17
53.07
ON1CS(=O)(=O)N=C1C=C
C=CC1=NS(=O)(=O)CN1O
false
CCC1CC(C)(C)CC1C
O=S1(=O)CNC=N1
162.17
35.0443
-0.437
4
1
16
69.97