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
COC1=CN(C=O)C=C1Cl
COc1cn(C=O)cc1Cl
false
CCC1CC(C)C(CC)C1
c1cc[nH]c1
159.572
38.1425
1.1884
3
0
16
31.23
C1CN2C1CC1=C2N=CS1
c1nc2c(s1)CC1CCN21
false
C1CC2CC3CCC3C2C1
c1nc2c(s1)CC1CCN21
152.222
41.569
1.2779
3
0
18
16.13
CCN=C1SN=CN1OC
CCN=c1sncn1OC
false
CCCC1CCCC1CC
N=c1[nH]cns1
159.214
38.712
-0.0764
5
0
19
39.41
C1NC2=C3C=CSN3N=C12
c1cc2c3c(nn2s1)CN3
false
C1CC2CC3CCC3C2C1
c1cc2c3c(nn2s1)CN3
151.194
40.3957
1.3213
4
1
15
29.33
C(N1CCC1)C1=NC=CS1
c1csc(CN2CCC2)n1
false
C1CCC(CC2CCC2)C1
c1csc(CN2CCC2)n1
154.238
42.008
1.3488
3
0
20
16.13
OS(=O)(=O)CC1CN=CN1
O=S(=O)(O)CC1CN=CN1
false
CC(C)(C)CC1CCCC1
C1=NCCN1
164.186
36.6983
-1.1257
4
2
18
78.76
C=CC1CCCCS1(=O)=O
C=CC1CCCCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCCCC1
160.238
41.6228
1.1397
2
0
22
34.14
CC1CS(=O)(=O)OC=NN1
CC1CS(=O)(=O)OC=NN1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CCNN=CO1
164.186
35.9615
-0.7322
5
1
18
67.76
CC1CN(C)CS(=O)(=O)N1
CC1CN(C)CS(=O)(=O)N1
true
CC1CC(C)CC(C)(C)C1
O=S1(=O)CNCCN1
164.23
39.0145
-0.8028
3
1
22
49.41
NC1CCC2=C1C=C(O)S2
NC1CCc2sc(O)cc21
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)CCC2
155.222
41.2332
1.3997
3
2
19
46.25
CNC1=CC=C(S1)C1CN1
CNc1ccc(C2CN2)s1
false
CCC1CCC(C2CC2)C1
c1csc(C2CN2)c1
154.238
44.6094
1.4341
3
2
20
33.97
CNC(=S)NC1CC1C=C
C=CC1CC1NC(=S)NC
false
CCC(C)CC1CC1CC
C1CC1
156.254
46.8854
0.6548
1
2
22
24.06
OC1=CSN=C1CC1CC1
Oc1csnc1CC1CC1
false
CC1CCCC1CC1CC1
c1cc(CC2CC2)ns1
155.222
40.2068
1.8012
3
1
19
33.12
NC1=C(NC2CC2)N=CS1
Nc1scnc1NC1CC1
false
CC1CCCC1CC1CC1
c1nc(NC2CC2)cs1
155.226
43.1711
1.2996
4
2
19
50.94
COS(=O)(=O)C#CC1CC1
COS(=O)(=O)C#CC1CC1
true
CCC(C)(C)CCC1CC1
C1CC1
160.194
36.4288
0.3335
3
0
18
43.37
CC(C)C1=C(O)C(C)=NS1
Cc1nsc(C(C)C)c1O
false
CC(C)C1CCC(C)C1C
c1cnsc1
157.238
42.6048
2.28052
3
1
21
33.12
CCCNC1=C(Cl)C=CN1
CCCNc1[nH]ccc1Cl
false
CCCCC1CCCC1C
c1cc[nH]c1
158.632
44.5834
2.49
1
2
21
27.82
CC#CC1=C(Cl)C(C)=CS1
CC#Cc1scc(C)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
170.664
46.618
3.08132
1
0
17
0
OC1=C(O)C2=CSC=C2N1
Oc1[nH]c2cscc2c1O
false
CC1CC2CCCC2C1C
c1cc2cscc2[nH]1
155.178
39.5053
1.6406
3
3
15
56.25
OC1CS(=O)(=O)C(O)C=C1
O=S1(=O)CC(O)C=CC1O
false
CC1CCC(C)C(C)(C)C1
O=S1(=O)CC=CCC1
164.182
34.9404
-1.3497
4
2
18
74.6
CCN(NC)C(=S)N1CC1
CCN(NC)C(=S)N1CC1
true
CCC(CC)C(C)C1CC1
C1CN1
159.258
45.6107
0.0432
2
1
23
18.28
O=C1OC(C=CC#C)=NS1
C#CC=Cc1nsc(=O)o1
false
CCCCC1CCC(C)C1
O=c1ocns1
153.162
38.517
0.7427
4
0
13
43.1
O=C1C=CSN1C=CC#N
N#CC=Cn1sccc1=O
false
CCCCC1CCCC1C
O=c1ccs[nH]1
152.178
39.522
0.90408
4
0
14
45.79
NCC1=CSC(=C1)C(O)=O
NCc1csc(C(=O)O)c1
false
CCC1CCC(C(C)C)C1
c1ccsc1
157.194
39.1697
0.905
3
2
17
63.32
COCC1CN(N)C(=S)N1
COCC1CN(N)C(=S)N1
true
CCCC1CC(C)C(C)C1
S=C1NCCN1
161.23
42.2911
-0.9348
3
2
21
50.52
CN1C(=N)OC2=C1SC=N2
Cn1c(=N)oc2ncsc21
false
CC1CC2CCCC2C1C
N=c1[nH]c2scnc2o1
155.182
36.7117
0.70727
5
1
15
54.81
CC(=C)C1=NNC(=S)NO1
C=C(C)C1=NNC(=S)NO1
false
CC1CCC(C(C)C)CC1
S=C1NN=CON1
157.198
42.2034
0.2853
3
2
17
45.65
CC=CC(C)(C)NC(N)=S
CC=CC(C)(C)NC(N)=S
true
CCCC(C)(C)CC(C)C
158.27
48.8141
1.1743
1
2
24
38.05
NC(=S)NCC#CC1CO1
NC(=S)NCC#CC1CO1
true
CC(C)CCCCC1CC1
C1CO1
156.21
42.3041
-0.7782
2
2
18
50.58
C=NN1CCN(C=O)C1=S
C=NN1CCN(C=O)C1=S
true
CCC1CCC(CC)C1C
S=C1NCCN1
157.198
41.623
-0.3391
3
0
17
35.91
CCNCC1=NOC=C1Cl
CCNCc1nocc1Cl
false
CCCCC1CCCC1C
c1cnoc1
160.604
38.8937
1.4375
3
1
19
38.06
C#CC1OC1C1=NN=CS1
C#CC1OC1c1nncs1
false
CCC1CC1C1CCCC1
c1nnc(C2CO2)s1
152.178
36.356
0.6112
4
0
14
38.31
N=CNC1=NC(=CS1)C#N
N#Cc1csc(NC=N)n1
false
CCCC1CCC(CC)C1
c1cscn1
152.182
39.2354
1.03375
4
2
14
72.56
C=COC1=NSC(C=C)=N1
C=COc1nsc(C=C)n1
false
CCCC1CCC(CC)C1
c1ncsn1
154.194
40.825
1.7034
4
0
16
35.01
CC(=C)C1=NC(CO)=NS1
C=C(C)c1nc(CO)ns1
false
CCC1CCC(C(C)C)C1
c1ncsn1
156.21
40.5398
1.0635
4
1
18
46.01
CC1CCN(C)NS1(=O)=O
CC1CCN(C)NS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
O=S1(=O)CCCNN1
164.23
38.7645
-0.4552
3
1
22
49.41
CCC1=C(C)SC(NC)=C1
CCc1cc(NC)sc1C
false
CCC1CC(C)C(CC)C1
c1ccsc1
155.266
47.9807
2.66062
2
1
23
12.03
OS(=O)(=O)C(C=C)=CC=O
C=CC(=CC=O)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
162.166
35.8926
0.143
3
1
16
71.44
CC1CC1(C)ONC(N)=S
CC1CC1(C)ONC(N)=S
true
CC(C)CCC1(C)CC1C
C1CC1
160.242
43.1921
0.5497
2
2
22
47.28
CC1C(=O)OC2=CSN=C12
CC1C(=O)Oc2csnc21
false
CC1CC2CCCC2C1C
O=C1Cc2nscc2O1
155.178
36.164
1.1656
4
0
15
39.19
CNCS(=O)(=O)NC(C)=C
C=C(C)NS(=O)(=O)CNC
false
CCCC(C)(C)CC(C)C
164.23
40.7962
-0.3837
3
2
22
58.2
CC12CCC1S(=O)(=O)CC2
CC12CCC1S(=O)(=O)CC2
true
CC1(C)CCC2(C)CCC12
O=S1(=O)CCC2CCC21
160.238
39.5328
0.9736
2
0
22
34.14
NC1=CNC(S1)=NCC=O
Nc1c[nH]c(=NCC=O)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
157.198
39.5761
-0.242
4
2
17
71.24
CC(=C)C1=CC(N)=C(O)S1
C=C(C)c1cc(N)c(O)s1
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
155.222
45.1042
2.069
3
2
19
46.25
CCCC1=C(C=O)N=CS1
CCCc1scnc1C=O
false
CCCC1CCCC1CC
c1cscn1
155.222
41.4965
1.9081
3
0
19
29.96
CC(C)=CC1=C(O)SC=N1
CC(C)=Cc1ncsc1O
false
CC(C)CC1CCCC1C
c1cscn1
155.222
43.1038
2.2719
3
1
19
33.12
CC1=CC=CC(Cl)=C1NO
Cc1cccc(Cl)c1NO
false
CCC1C(C)CCCC1C
c1ccccc1
157.6
41.5982
2.44952
2
2
18
32.26
CC1=NC(=C)CS(=O)(=O)N1
C=C1CS(=O)(=O)NC(C)=N1
false
CC1CC(C)CC(C)(C)C1
C=C1CS(=O)(=O)NC=N1
160.198
39.1715
-0.1485
3
1
18
58.53
CC1CCN1S(=O)(=O)CN
CC1CCN1S(=O)(=O)CN
true
CCC(C)(C)C1CCC1C
C1CNC1
164.23
38.7592
-0.6734
3
1
22
63.4
CC1CN1NC(=S)NC=O
CC1CN1NC(=S)NC=O
true
CCCC(C)CC1CC1C
C1CN1
159.214
41.1014
-0.774
3
2
19
44.14
O=S1(=O)CC2=C(COC2)N1
O=S1(=O)CC2=C(COC2)N1
true
CC1(C)CC2CCCC2C1
O=S1(=O)CC2=C(COC2)N1
161.182
34.7675
-0.7963
3
1
17
55.4
O=S1(=O)OCC2=C1NC=C2
O=S1(=O)OCc2cc[nH]c21
false
CC1(C)CCC2CCCC21
O=S1(=O)OCc2cc[nH]c21
159.166
32.7675
0.2336
3
1
15
59.16
O=C1C=CC2(CO2)S1(=O)=O
O=C1C=CC2(CO2)S1(=O)=O
true
CC1CCC2(CC2)C1(C)C
O=C1C=CC2(CO2)S1(=O)=O
160.15
31.7498
-0.7759
4
0
14
63.74
C=C1CCC2=C1SC(=O)N2
C=C1CCc2[nH]c(=O)sc21
false
CC1CC2CCC(C)C2C1
C=C1CCc2[nH]c(=O)sc21
153.206
42.2947
1.3958
2
1
17
32.86
NS(=O)(=O)C1CC2CN1C2
NS(=O)(=O)C1CC2CN1C2
true
CC(C)(C)C1CC2CC1C2
C1CN2CC1C2
162.214
36.5752
-1.0635
3
1
20
63.4
ClC1=CN(N=C1)C(=N)C=C
C=CC(=N)n1cc(Cl)cn1
false
CCC(C)C1CCC(C)C1
c1cn[nH]c1
155.588
40.5587
1.54787
3
1
16
41.67
CC(C)=C1CN(O)C(=S)N1
CC(C)=C1CN(O)C(=S)N1
true
CC(C)C1CC(C)C(C)C1
C=C1CNC(=S)N1
158.226
42.6002
0.8596
2
2
20
35.5
NC1=C(CC2CN2)SC=N1
Nc1ncsc1CC1CN1
false
CC1CCCC1CC1CC1
c1ncc(CC2CN2)s1
155.226
42.0211
0.2396
4
2
19
60.85
OCC1=CN=C(S1)C1CC1
OCc1cnc(C2CC2)s1
false
CCC1CCC(C2CC2)C1
c1csc(C2CC2)n1
155.222
40.0118
1.5128
3
1
19
33.12
CC(C)CNC1=CSN=C1
CC(C)CNc1cnsc1
false
CC(C)CCC1CCCC1
c1cnsc1
156.254
45.4417
2.211
3
1
22
24.92
CC=CC(NC(N)=S)=CC
CC=CC(=CC)NC(N)=S
false
CCCC(CC)CC(C)C
156.254
48.4921
1.2995
1
2
22
38.05
CN(C)N1C=C(Cl)C=C1N
CN(C)n1cc(Cl)cc1N
false
CC1CC(C)C(C(C)C)C1
c1cc[nH]c1
159.62
43.9194
0.9213
3
1
20
34.19
NN=C(CC=C)S(N)(=O)=O
C=CCC(=NN)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
163.202
39.5436
-0.8768
4
2
19
98.54
CN1C=C(Cl)C(CC=O)=N1
Cn1cc(Cl)c(CC=O)n1
false
CCCC1CC(C)CC1C
c1cn[nH]c1
158.588
37.986
0.8149
3
0
17
34.89
ClC1=CSC=C1C=CC=O
O=CC=Cc1cscc1Cl
false
CCCCC1CCCC1C
c1ccsc1
172.636
44.427
2.6136
2
0
15
17.07
CC1CC=C(C)S(=O)(=O)N1
CC1=CCC(C)NS1(=O)=O
false
CC1CCC(C)C(C)(C)C1
O=S1(=O)C=CCCN1
161.226
39.8915
0.6018
2
1
21
46.17
CNC1=CN2C=CSC2=C1
CNc1cc2sccn2c1
false
CCC1CC2CCCC2C1
c1cc2sccn2c1
152.222
44.8207
2.0425
3
1
18
16.44
CC(C)C#CS(=O)(=O)CO
CC(C)C#CS(=O)(=O)CO
true
CCC(C)(C)CCC(C)C
162.21
38.6196
-0.0321
3
1
20
54.37
O=S1(=O)CC2C=CCC2N1
O=S1(=O)CC2C=CCC2N1
true
CC1(C)CC2CCCC2C1
O=S1(=O)CC2C=CCC2N1
159.21
37.9575
-0.1359
2
1
19
46.17
NC(=S)N1CC2CC=CC12
NC(=S)N1CC2CC=CC21
false
CC(C)C1CC2CCCC21
C1=CC2NCC2C1
154.238
44.5264
0.4903
1
1
20
29.26
OC1CC2=NSC=C2C1=C
C=C1c2csnc2CC1O
false
CC1CC2CCCC2C1C
C=C1CCc2nscc21
153.206
40.8588
1.0733
3
1
17
33.12
O=S1(=O)NCC(C=C1)C#C
C#CC1C=CS(=O)(=O)NC1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CCCN1
157.194
38.3855
-0.3175
2
1
17
46.17
CC1=C(C)C2=NSC=C2C1
CC1=C(C)c2nscc2C1
false
CC1CC2CCCC2C1C
C1=Cc2nscc2C1
151.234
44.086
2.4926
2
0
19
12.89
C=CC1=CSC(NC=N)=N1
C=Cc1csc(NC=N)n1
false
CCCC1CCC(CC)C1
c1cscn1
153.21
44.6114
1.80507
3
2
17
48.77
CC1(CC(O)S1(=O)=O)C#C
C#CC1(C)CC(O)S1(=O)=O
false
CCC1(C)CC(C)C1(C)C
O=S1(=O)CCC1
160.194
36.7816
-0.4848
3
1
18
54.37
NS(=O)(=O)N(C=O)C1CC1
NS(=O)(=O)N(C=O)C1CC1
true
CCC(C1CC1)C(C)(C)C
C1CC1
164.186
34.0322
-1.1893
3
1
18
80.47
CC1NS(=O)(=O)COC1=C
C=C1OCS(=O)(=O)NC1C
false
CC1CCC(C)(C)CC1C
C=C1CNS(=O)(=O)CO1
163.198
36.6095
-0.2043
3
1
19
55.4
C1OC11CC2=NSN=C2C1
C1OC12Cc1nsnc1C2
false
C1CC2CC3(CC3)CC2C1
C1OC12Cc1nsnc1C2
154.194
36
0.4057
4
0
16
38.31
CC1=CC2=C(CC(=N)N2)S1
Cc1cc2c(s1)CC(=N)N2
false
CC1CC2CC(C)CC2C1
N=C1Cc2sccc2N1
152.222
44.1094
2.00179
2
2
18
35.88
CN1N=CC(Cl)=C1N1CC1
Cn1ncc(Cl)c1N1CC1
false
CC1CCC(C)C1C1CC1
c1cc(N2CC2)[nH]n1
157.604
40.431
0.8935
3
0
18
20.83
C=C1CC2=C(SC=C2)C1=O
C=C1Cc2ccsc2C1=O
false
CC1CC2CCCC2C1C
C=C1Cc2ccsc2C1=O
150.202
41.4935
2.0431
2
0
16
17.07
CC1=CC=C(S1)C(O)C=C
C=CC(O)c1ccc(C)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
154.234
44.2128
2.27592
2
1
20
20.23
CC1=NSC(CCO)=C1Cl
Cc1nsc(CCO)c1Cl
false
CCCC1CCC(C)C1C
c1cnsc1
177.656
42.6508
1.63972
3
1
18
33.12
C=C1CNN=CS(=O)(=O)O1
C=C1CNN=CS(=O)(=O)O1
true
CC1CCCCC(C)(C)C1
C=C1CNN=CS(=O)(=O)O1
162.17
35.6395
-0.607
5
1
16
67.76
CCC(N)C(O)S(N)(=O)=O
CCC(N)C(O)S(N)(=O)=O
true
CCC(C)C(C)C(C)(C)C
168.218
37.3804
-1.6694
4
3
22
106.41
CN1N=CC(C)(C)NC1=S
CN1N=CC(C)(C)NC1=S
true
CC1CCC(C)(C)CC1C
S=C1NCC=NN1
157.242
46.0677
0.5707
2
1
21
27.63
CNC1=C(C=C(C)S1)C#N
CNc1sc(C)cc1C#N
false
CCC1CC(C)CC1CC
c1ccsc1
152.222
43.3177
1.9699
3
1
18
35.82
CCC1=NC2=C(O1)C=NS2
CCc1nc2sncc2o1
false
CCC1CC2CCCC2C1
c1nc2sncc2o1
154.194
39.059
1.8467
4
0
16
38.92
CN1C(=O)SC2=C1NC=C2
Cn1c(=O)sc2cc[nH]c21
false
CC1CC2CCCC2C1C
O=c1[nH]c2[nH]ccc2s1
154.194
41.4167
0.9281
3
1
16
37.79
CC(C)NCC1=CN=NS1
CC(C)NCc1cnns1
false
CC(C)CCC1CCCC1
c1csnn1
157.242
41.8847
1.0361
4
1
21
37.81
CC1=CC(C)=C(C)C(Cl)=C1
Cc1cc(C)c(C)c(Cl)c1
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
154.64
45.663
3.26526
0
0
21
0
CC(CO)C1=CC(Cl)=CS1
CC(CO)c1cc(Cl)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
176.668
44.8298
2.4973
2
1
19
20.23
CC(O)C#CC1=CN=NS1
CC(O)C#Cc1cnns1
false
CC(C)CCC1CCCC1
c1csnn1
154.194
38.4678
0.2704
4
1
16
46.01
C1CC2=C(OC=C1)N=CS2
C1=COc2ncsc2CC1
false
C1CCC2CCCC2CC1
C1=COc2ncsc2CC1
153.206
40.203
1.9818
3
0
17
22.12
CC1CCNN(C)C(=S)N1
CC1CCNN(C)C(=S)N1
true
CC1CCCC(C)C(C)C1
S=C1NCCCNN1
159.258
45.5784
0.0895
2
2
23
27.3
C1CC(C1)OC1=CSN=N1
c1snnc1OC1CCC1
false
C1CCC(CC2CCC2)C1
c1snnc1OC1CCC1
156.21
38.176
1.4694
4
0
18
35.01
NN(C(=C)C#C)S(N)(=O)=O
C#CC(=C)N(N)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
161.186
37.1066
-1.4875
3
2
17
89.42
CC12NC1S(=O)(=O)OC=C2
CC12C=COS(=O)(=O)C1N2
false
CC1(C)CCCC2(C)CC12
O=S1(=O)OC=CC2NC21
161.182
34.4735
-0.4519
4
1
17
65.31
O=S1(=O)CC2=C(N1)N=CO2
O=S1(=O)Cc2ocnc2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)Cc2ocnc2N1
160.154
32.7495
-0.0701
4
1
14
72.2
C1NC2=C(CC=C1)C=CS2
C1=CCc2ccsc2NC1
false
C1CCC2CCCC2CC1
C1=CCc2ccsc2NC1
151.234
45.6527
2.2723
2
1
19
12.03