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(N1CC1)C1=CN=CS1
O=C(c1cncs1)N1CC1
false
CC(C1CCCC1)C1CC1
O=C(c1cncs1)N1CC1
154.194
38.0175
0.5989
3
0
16
32.97
C=CS(=O)(=O)NC1CNC1
C=CS(=O)(=O)NC1CNC1
true
CCC(C)(C)CC1CCC1
C1CNC1
162.214
38.9102
-0.9789
3
2
20
58.2
O=S1(=O)C2COC=CC1O2
O=S1(=O)C2C=COCC1O2
false
CC1(C)C2CCCCC1C2
O=S1(=O)C2C=COCC1O2
162.166
32.6728
-0.3725
4
0
16
52.6
CC1=C(N)C(Cl)=C(N1)C#C
C#Cc1[nH]c(C)c(N)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
154.6
42.8871
1.54002
1
2
17
41.81
NCC1=C2NCC2=C(O)S1
NCc1sc(O)c2c1NC2
false
CCC1CC(C)C2CCC12
c1scc2c1CN2
156.21
41.2019
0.8379
4
3
18
58.28
CC(N)C1=CC(Cl)=C(O)S1
CC(N)c1cc(Cl)c(O)s1
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
177.656
43.5962
2.1268
3
2
18
46.25
CC1C=NN=C2SC=CN12
CC1C=NN=C2SC=CN21
false
CC1CCCC2CCCC12
C1=CN2CC=NN=C2S1
153.21
43.959
1.2503
4
0
17
27.96
NC1=CC2=C(O1)C(Cl)=CO2
Nc1cc2occ(Cl)c2o1
false
CC1CC2CCC(C)C2C1
c1cc2occc2o1
157.556
37.9024
2.2614
3
1
14
52.3
N=C1N=CSN1C=CC#C
C#CC=Cn1scnc1=N
false
CCCCC1CCCC1C
N=c1ncs[nH]1
151.194
40.1217
0.52797
4
1
15
41.67
CCN=C1SNC(C)=C1C
CCN=c1s[nH]c(C)c1C
false
CCCC1CCC(C)C1C
N=c1cc[nH]s1
156.254
44.2477
1.61364
2
1
22
28.15
CC1=C(OC=C)OC=C1Cl
C=COc1occ(Cl)c1C
false
CCCC1CCC(C)C1C
c1ccoc1
158.584
39.28
2.76372
2
0
17
22.37
CC1=C(N)OC2=C1N=NS2
Cc1c(N)oc2snnc12
false
CC1CC2CCCC2C1C
c1cc2nnsc2o1
155.182
38.8304
1.17492
5
1
15
64.94
ON=CC(=C)C1=NC=NS1
C=C(C=NO)c1ncns1
false
CCCC(C)C1CCCC1
c1ncsn1
155.182
39.2215
1.0113
5
1
15
58.37
CC(C)NNC(=S)NC=O
CC(C)NNC(=S)NC=O
true
CCCC(C)CCC(C)C
161.23
43.2051
-0.4801
3
3
21
53.16
CC1=CC(N)CN1C(N)=S
CC1=CC(N)CN1C(N)=S
true
CC1CC(C)C(C(C)C)C1
C1=CNCC1
157.242
45.2238
-0.2233
2
2
21
55.28
NC1(CC1)S(=O)(=O)ON=C
C=NOS(=O)(=O)C1(N)CC1
false
CCCC(C)(C)C1(C)CC1
C1CC1
164.186
35.7062
-0.6028
5
1
18
81.75
CC1(C)CNC2=CSN=C12
CC1(C)CNc2csnc21
false
CC1(C)CCC2CCCC21
c1snc2c1NCC2
154.238
43.6297
1.8462
3
1
20
24.92
C=CC=C1CCS(=O)(=O)N1
C=CC=C1CCS(=O)(=O)N1
true
CCCC1CCC(C)(C)C1
C=C1CCS(=O)(=O)N1
159.21
39.8195
0.3794
2
1
19
46.17
NC(=S)N1C=CC2NCC12
NC(=S)N1C=CC2NCC21
false
CC(C)C1CCC2CCC21
C1=CC2NCC2N1
155.226
43.3431
-0.6003
2
2
19
41.29
CC1NC(=O)C2=CSN=C12
CC1NC(=O)c2csnc21
false
CC1CC(C)C2CCCC12
O=C1NCc2nscc21
154.194
37.9952
0.9475
3
1
16
41.99
C1C2CC3=C(SN=C3)C1O2
c1nsc2c1CC1CC2O1
false
C1CC2CC3CC(C3)C2C1
c1nsc2c1CC1CC2O1
153.206
38.049
1.5292
3
0
17
22.12
ONC=CC1=CNC=C1Cl
ONC=Cc1c[nH]cc1Cl
false
CCCCC1CCCC1C
c1cc[nH]c1
158.588
39.7589
1.6176
2
3
17
48.05
CCN1N=CC(Cl)=C1C#C
C#Cc1c(Cl)cnn1CC
false
CCC1CCC(C)C1CC
c1cn[nH]c1
154.6
40.846
1.5377
2
0
17
17.82
O=S1(=O)CC2NC2CON1
O=S1(=O)CC2NC2CON1
true
CC1(C)CCCC2CC2C1
O=S1(=O)CC2NC2CON1
164.186
33.5862
-1.8086
4
2
18
77.34
CCC1CC(=C)CS1(=O)=O
C=C1CC(CC)S(=O)(=O)C1
false
CCC1CC(C)CC1(C)C
C=C1CCS(=O)(=O)C1
160.238
41.6228
1.1397
2
0
22
34.14
CC1=CC2C(C1)N2C(N)=S
CC1=CC2C(C1)N2C(N)=S
true
CC1CC2C(C1)C2C(C)C
C1=CC2NC2C1
154.238
44.5744
0.6328
1
1
20
29.03
OS(=O)(=O)CC=CC1CN1
O=S(=O)(O)CC=CC1CN1
false
CC(C)(C)CCCC1CC1
C1CN1
163.198
37.3463
-0.5978
3
2
19
76.31
C=CC1CN1C1=CN=NS1
C=CC1CN1c1cnns1
false
CCC1CC1C1CCCC1
c1nnsc1N1CC1
153.21
41.24
0.9127
4
0
17
28.79
CC1(C)CN1S(=O)(=O)C=O
CC1(C)CN1S(=O)(=O)C=O
true
CCC(C)(C)C1CC1(C)C
C1CN1
163.198
36.4553
-0.3994
3
0
19
54.22
NCC1=CC(O)=C(S1)C#C
C#Cc1sc(CN)cc1O
false
CCC1CC(C)C(CC)C1
c1ccsc1
153.206
41.8102
0.8937
3
2
17
46.25
CN1C=C(C=O)C(Cl)=C1C
Cc1c(Cl)c(C=O)cn1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
157.6
40.5475
1.79942
2
0
18
22
CC(C=O)C1=NSC=C1O
CC(C=O)c1nscc1O
false
CCC(C)C1CCCC1C
c1cnsc1
157.194
38.2578
1.1511
4
1
17
50.19
CC1C2(O)CC2OS1(=O)=O
CC1C2(O)CC2OS1(=O)=O
true
CC1C(C)(C)CC2CC21C
O=S1(=O)CC2CC2O1
164.182
32.8216
-0.7617
4
1
18
63.6
C=CC=CC1COS1(=O)=O
C=CC=CC1COS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCO1
160.194
37.9968
0.4572
3
0
18
43.37
O=S1(=O)NNCCOC=C1
O=S1(=O)C=COCCNN1
false
CC1(C)CCCCCCC1
O=S1(=O)C=COCCNN1
164.186
35.1502
-1.0882
4
2
18
67.43
COS(=O)(=O)CC#CC=O
COS(=O)(=O)CC#CC=O
true
CCCCCC(C)(C)CC
162.166
34.6358
-0.8351
4
0
16
60.44
C(CC1=CSC=N1)N1CC1
c1nc(CCN2CC2)cs1
false
C1CCC(CCC2CC2)C1
c1nc(CCN2CC2)cs1
154.238
42.258
1.0012
3
0
20
15.9
N#CC1CC2=C(N1)N=NS2
N#CC1Cc2snnc2N1
false
CCC1CC2CCCC2C1
C1Cc2snnc2N1
152.182
36.6367
0.39828
5
1
14
61.6
CC1=NC2=C(S1)C(Cl)=CO2
Cc1nc2occ(Cl)c2s1
false
CC1CC2CCC(C)C2C1
c1cc2scnc2o1
173.624
41.633
2.85112
3
0
14
26.03
COC(=CS(O)(=O)=O)C#C
C#CC(=CS(=O)(=O)O)OC
false
CCC(CC)CC(C)(C)C
162.166
35.4736
-0.0048
3
1
16
63.6
O=S1(=O)C=CCN1CC#N
N#CCN1CC=CS1(=O)=O
false
CCCC1CCCC1(C)C
O=S1(=O)C=CCN1
158.182
35.2458
-0.33092
3
0
16
61.17
ClC1=CN(C=C1)C(=C)C#N
C=C(C#N)n1ccc(Cl)c1
false
CCC(C)C1CCC(C)C1
c1cc[nH]c1
152.584
40.385
2.13578
2
0
15
28.72
CN=C1SNC2=C1CC=C2
CN=c1s[nH]c2c1CC=C2
false
CCC1CCC2CCCC12
N=c1s[nH]c2c1CC=C2
152.222
42.8947
1.176
2
1
18
28.15
C=CC=CC1CS(=O)(=O)O1
C=CC=CC1CS(=O)(=O)O1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCO1
160.194
37.9968
0.4572
3
0
18
43.37
CC1N2C(=S)NOCC12C
CC1N2C(=S)NOCC12C
true
CC1CCCC2(C)C(C)C12
S=C1NOCC2CN12
158.226
41.3917
0.2689
2
1
20
24.27
OC1CNC(=S)NC1C=C
C=CC1NC(=S)NCC1O
false
CCC1CC(C)CCC1C
S=C1NCCCN1
158.226
43.7282
-0.6204
2
3
20
44.29
CC1(CC1)C1=NNC(=O)S1
CC1(c2n[nH]c(=O)s2)CC1
false
CC1CCC(C2(C)CC2)C1
O=c1[nH]nc(C2CC2)s1
156.21
39.3207
0.8829
3
1
18
45.75
NN(C=O)C1=CC=C(N)S1
Nc1ccc(N(N)C=O)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.198
41.4618
0.1668
4
2
17
72.35
CCCC1CCN1C(N)=S
CCCC1CCN1C(N)=S
true
CCCC1CCC1C(C)C
C1CNC1
158.27
46.8044
1.1044
1
1
24
29.26
OC1C=COC2=C1C=NS2
OC1C=COc2sncc21
false
CC1CCCC2CCCC12
C1=COc2sncc2C1
155.178
36.8418
1.0826
4
1
15
42.35
NN(CC1=CSC=C1)C=N
N=CN(N)Cc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
155.226
42.8331
1.03087
3
2
19
53.11
CCC(O)CS(=O)(=O)C#C
C#CS(=O)(=O)CC(O)CC
false
CCC(C)CC(C)(C)CC
162.21
38.9176
-0.2372
3
1
20
54.37
CNNS(=O)(=O)C(=C)CN
C=C(CN)S(=O)(=O)NNC
false
CCCC(C)(C)C(C)CC
165.218
39.3096
-1.4874
4
3
21
84.22
CC(=C)C1=CC(NO)=NS1
C=C(C)c1cc(NO)ns1
false
CCC1CCC(C(C)C)C1
c1cnsc1
156.21
42.2312
1.9773
4
2
18
45.15
CC(N=CN)S(=O)(=O)CO
CC(N=CN)S(=O)(=O)CO
true
CCCC(C)C(C)(C)CC
166.202
38.147
-1.316
4
2
20
92.75
O=C1CC2=NSC(C#C)=C12
C#Cc1snc2c1C(=O)C2
false
CCC1CCC2CC(C)C12
O=C1Cc2nscc21
149.174
38.0835
0.8632
3
0
13
29.96
NCC(=CC=C)S(O)(=O)=O
C=CC=C(CN)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
163.198
38.883
-0.0972
3
2
19
80.39
CC(C)C(O)CNC(N)=S
CC(C)C(O)CNC(N)=S
true
CC(C)CCC(C)C(C)C
162.258
45.6329
-0.1635
2
3
24
58.28
NN1C=CC2=C1C=C(O)S2
Nn1ccc2sc(O)cc21
false
CC1CC2CCC(C)C2C1
c1cc2sccc2[nH]1
154.194
41.6302
1.1222
4
2
16
51.18
CNS(=O)(=O)C1CNC1C
CNS(=O)(=O)C1CNC1C
true
CCC(C)(C)C1CCC1C
C1CNC1
164.23
39.2322
-1.1041
3
2
22
58.2
C#CCC#CC1=NC=NS1
C#CCC#Cc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
148.19
40.237
0.9129
3
0
14
25.78
CCNC(=S)N(C=N)C=O
CCNC(=S)N(C=N)C=O
true
CCCC(C)C(CC)CC
159.214
42.9614
-0.05373
3
2
19
56.19
C=CCC1CS(=O)(=O)CO1
C=CCC1CS(=O)(=O)CO1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCOC1
162.21
38.3408
0.3336
3
0
20
43.37
CC1=CC(N)=C2SC=NN12
Cc1cc(N)c2scnn12
false
CC1CC(C)C2CCCC12
c1cc2scnn2c1
153.21
42.2184
1.28642
4
1
17
43.32
CC1C(O)C2=NC(=N)SN12
CC1C(O)c2nc(=N)sn21
false
CC1CC2C(C)C(C)C2C1
N=c1nc2n(s1)CC2
157.198
35.6295
0.03207
5
2
17
61.9
O=C1SNC(CC2CN2)=C1
O=c1cc(CC2CN2)[nH]s1
false
CC1CCC(CC2CC2)C1
O=c1cc(CC2CN2)[nH]s1
156.21
40.4344
-0.0493
3
2
18
54.8
COCC1=NN(C)C(=N)S1
COCc1nn(C)c(=N)s1
false
CCCC1CC(C)C(C)C1
N=c1[nH]ncs1
159.214
37.6527
0.10747
5
1
19
50.9
O=C1CC=CNC(=S)NN1
O=C1CC=CNC(=S)NN1
true
CC1CCCCC(C)CC1
O=C1CC=CNC(=S)NN1
157.198
40.7691
-0.6009
2
3
17
53.16
CN(C=C)C(=S)NC(C)=C
C=CN(C)C(=S)NC(=C)C
false
CCC(C)C(C)CC(C)C
156.254
48.5077
1.4698
1
1
22
15.27
CCN=C1N(O)NC=C1Cl
CCN=c1c(Cl)c[nH]n1O
false
CCCC1C(C)CCC1C
N=c1cc[nH][nH]1
161.592
37.0812
0.6275
3
2
18
53.31
OS(=O)(=O)C1CCC1C=O
O=CC1CCC1S(=O)(=O)O
false
CCC1CCC1C(C)(C)C
C1CCC1
164.182
34.1246
-0.1483
3
1
18
71.44
CC1C(C)S(=O)(=O)C1C=O
CC1C(C)S(=O)(=O)C1C=O
true
CCC1C(C)C(C)C1(C)C
O=S1(=O)CCC1
162.21
37.3978
0.0069
3
0
20
51.21
NS(=O)(=O)NC1=CC=CC1
NS(=O)(=O)NC1=CC=CC1
true
CC(C)(C)CC1CCCC1
C1=CCC=C1
160.198
38.0829
-0.3767
2
2
18
72.19
CNC1CCC2=NSN=C12
CNC1CCc2nsnc21
false
CCC1CCC2CCCC12
C1Cc2nsnc2C1
155.226
40.0307
0.7448
4
1
19
37.81
CN(CCC=C)NC(N)=S
C=CCCN(C)NC(N)=S
false
CCCCC(C)CC(C)C
159.258
47.3651
0.2425
2
2
23
41.29
CC(O)C1=NC(C=C)=NS1
C=Cc1nsc(C(C)O)n1
false
CCC1CCC(C(C)C)C1
c1ncsn1
156.21
40.6338
1.2344
4
1
18
46.01
NN=C1OC2=C(NCC2)S1
NN=c1oc2c(s1)NCC2
false
CCC1CC2CCCC2C1
N=c1oc2c(s1)NCC2
157.198
38.5291
0.0835
5
2
17
63.55
CCS(=O)(=O)C(=N)NN=C
C=NNC(=N)S(=O)(=O)CC
false
CCCC(C)C(C)(C)CC
163.202
39.8722
-0.43893
4
2
19
82.38
O=S1(=O)CC2OC2C11CN1
O=S1(=O)CC2OC2C12CN2
false
CC1(C)CC2CC2C12CC2
O=S1(=O)CC2OC2C12CN2
161.182
33.1815
-1.5183
4
1
17
68.61
NC(=S)NC=NC=CC#C
C#CC=CN=CNC(N)=S
false
CCCCCCCC(C)C
153.21
46.3861
-0.0052
2
2
17
50.41
NC1=C(NCCO)N=CS1
Nc1scnc1NCCO
false
CCCCC1CCCC1C
c1cscn1
159.214
42.1019
0.1295
5
3
19
71.17
COC1=C2CCCC2=NS1
COc1snc2c1CCC2
false
CCC1CCC2CCCC12
c1snc2c1CCC2
155.222
40.691
1.6404
3
0
19
22.12
CC1=C(CO)C=C(S1)C=O
Cc1sc(C=O)cc1CO
false
CCC1CC(C)C(CC)C1
c1ccsc1
156.206
40.3663
1.36132
3
1
18
37.3
CC1=C2ON=CN2C=C1Cl
Cc1c(Cl)cn2cnoc12
false
CC1CC2CCCC2C1C
c1cc2oncn2c1
156.572
37.205
1.88912
3
0
15
30.44
C1CC2=C(SC=N2)C=NO1
C1=NOCCc2ncsc21
false
C1CCC2CCCC2CC1
C1=NOCCc2ncsc21
154.194
39.364
1.0497
4
0
16
34.48
CC(=C)NS(=O)(=O)C(N)=O
C=C(C)NS(=O)(=O)C(N)=O
false
CC(C)CC(C)(C)C(C)C
164.186
36.4529
-0.4819
3
2
18
89.26
OCC1=CCC2=CSN=C12
OCC1=CCc2csnc21
false
CCC1CCC2CCCC12
C1=Cc2nscc2C1
153.206
40.8808
1.0749
3
1
17
33.12
NC1=C2C3NC3CC2=CS1
Nc1scc2c1C1NC1C2
false
CC1CCC2CC3CC3C12
c1scc2c1CC1NC21
152.222
42.1001
0.8993
3
2
18
47.96
CCCC(NC(N)=S)=NO
CCCC(=NO)NC(N)=S
false
CCCC(CC)CC(C)C
161.23
44.0506
0.4074
3
3
21
70.64
CCC1=NN(CC1)C(N)=S
CCC1=NN(C(N)=S)CC1
false
CCC1CCC(C(C)C)C1
C1=NNCC1
157.242
45.8344
0.7017
2
1
21
41.62
CC1=CC=C(C1)S(C)(=O)=O
CC1=CC=C(S(C)(=O)=O)C1
false
CC1CCC(C(C)(C)C)C1
C1=CCC=C1
158.222
41.3008
1.2649
2
0
20
34.14
CC(O)C1=C(CO)SC=N1
CC(O)c1ncsc1CO
false
CCC1CCCC1C(C)C
c1cscn1
159.21
38.6706
0.6887
4
2
19
53.35
CC(N)C(C)C1=NSN=C1
CC(N)C(C)c1cnsn1
false
CC(C)C(C)C1CCCC1
c1cnsn1
157.242
41.9734
0.9888
4
1
21
51.8
NC=CS(=O)(=O)CNN=C
C=NNCS(=O)(=O)C=CN
false
CCCCC(C)(C)CCC
163.202
39.7989
-1.0062
5
2
19
84.55
CC(CO)CC1=CC=NS1
CC(CO)Cc1ccns1
false
CCC(C)CC1CCCC1
c1cnsc1
157.238
42.0678
1.314
3
1
21
33.12
CC(CC(N)=N)S(C)(=O)=O
CC(CC(=N)N)S(C)(=O)=O
false
CC(C)CC(C)C(C)(C)C
164.23
40.8369
-0.25443
3
2
22
84.01
CNC1=NSN=C1C(C)=C
C=C(C)c1nsnc1NC
false
CCC1CCCC1C(C)C
c1cnsn1
155.226
44.1637
1.6129
4
1
19
37.81
CC(O)CC1=NSN=C1C
Cc1nsnc1CC(C)O
false
CC(C)CC1CCCC1C
c1cnsn1
158.226
40.0308
0.76982
4
1
20
46.01
C=CC1=C2CCOC2=CS1
C=Cc1scc2c1CCO2
false
CCC1CCC2CCCC12
c1scc2c1CCO2
152.218
43.609
2.326
2
0
18
9.23
CC1=NSC2=C1CC(=O)N2
Cc1nsc2c1CC(=O)N2
false
CC1CC2CCC(C)C2C1
O=C1Cc2cnsc2N1
154.194
39.1847
0.94612
3
1
16
41.99