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
CC(C)NC1=C(O)SN=N1
CC(C)Nc1nnsc1O
false
CC(C)CC1CCCC1C
c1csnn1
159.214
40.3325
1.064
5
2
19
58.04
OC1=CSC2=C1CC(=O)N2
O=C1Cc2c(O)csc2N1
false
CC1CC2CCC(C)C2C1
O=C1Cc2ccsc2N1
155.178
38.3175
0.9483
3
2
15
49.33
C=CC=CNS(=O)(=O)C=C
C=CC=CNS(=O)(=O)C=C
true
CCCCCC(C)(C)CC
159.21
41.5895
0.749
2
1
19
46.17
CC1=CC(Cl)=COC1=NN
Cc1cc(Cl)coc1=NN
false
CCC1CCC(C)CC1C
N=c1cccco1
158.588
38.2054
1.01582
3
1
17
51.52
CCNC1=NSC(C)=C1O
CCNc1nsc(C)c1O
false
CCCC1CCC(C)C1C
c1cnsc1
158.226
42.6795
1.58892
4
2
20
45.15
CCC1NNC(=S)N2CC12
CCC1NNC(=S)N2CC12
true
CCC1CCC(C)C2CC12
S=C1NNCC2CN12
157.242
43.4424
-0.1581
2
2
21
27.07
CC1=CC(N)=C(S1)C=NN
Cc1cc(N)c(C=NN)s1
false
CCCC1CC(C)CC1C
c1ccsc1
155.226
45.2498
0.93132
4
2
19
64.4
CN(C=C)C(=S)N(O)C=N
C=CN(C)C(=S)N(O)C=N
false
CCC(C)C(C)C(C)CC
159.214
42.9672
0.64487
3
2
19
50.56
CC1=NSC(OC=C)=C1N
C=COc1snc(C)c1N
false
CCCC1CCC(C)C1C
c1cnsc1
156.21
42.0884
1.55602
4
1
18
48.14
CN=C1C(Cl)=CNC=C1Cl
CN=c1c(Cl)c[nH]cc1Cl
false
CCC1C(C)CCCC1C
N=c1cc[nH]cc1
177.034
42.2997
1.852
1
1
16
28.15
CC1CS(=O)(=O)OC=C1C
CC1=COS(=O)(=O)CC1C
false
CC1CCC(C)(C)CC1C
O=S1(=O)CCC=CO1
162.21
37.7928
0.8863
3
0
20
43.37
CC1=C(N=CS1)C(C)(C)C
Cc1scnc1C(C)(C)C
false
CC1CCCC1C(C)(C)C
c1cscn1
155.266
45.551
2.74902
2
0
23
12.89
NC(=S)N1CC1(C=C)C#C
C#CC1(C=C)CN1C(N)=S
false
CCC1(CC)CC1C(C)C
C1CN1
152.222
45.2524
0.1036
1
1
18
29.03
O=C1SNC2=C1OC1CC21
O=c1s[nH]c2c1OC1CC21
false
CC1CCC2C1CC1CC12
O=c1s[nH]c2c1OC1CC21
155.178
36.7137
0.6847
3
1
15
42.09
NC1=CN2CC(=O)N=C2S1
NC1=CN2CC(=O)N=C2S1
true
CC1CC2CC(C)CC2C1
O=C1CN2C=CSC2=N1
155.182
39.0094
-0.311
4
1
15
58.69
CN1CC2CN2S(=O)(=O)C1
CN1CC2CN2S(=O)(=O)C1
true
CC1CC2CC2C(C)(C)C1
O=S1(=O)CNCC2CN21
162.214
36.9108
-1.0967
3
0
20
40.39
CC(O)C1=C(Cl)C=C(C)N1
Cc1cc(Cl)c(C(C)O)[nH]1
false
CC1CC(C)C(C(C)C)C1
c1cc[nH]c1
159.616
41.1735
2.02982
1
2
20
36.02
CCC1=C(C)SC(C)=C1N
CCc1c(C)sc(C)c1N
false
CCC1C(C)CC(C)C1C
c1ccsc1
155.266
47.5834
2.50954
2
1
23
26.02
CC(N(C)C=N)S(N)(=O)=O
CC(N(C)C=N)S(N)(=O)=O
true
CCC(C)C(C)C(C)(C)C
165.218
39.1159
-0.84023
3
2
21
87.25
NC(=S)N1C2CCC(O)C12
NC(=S)N1C2CCC(O)C21
false
CC(C)C1C2CCC(C)C21
C1CC2NC2C1
158.226
41.4412
-0.5625
2
2
20
49.26
CCC(C)C1CS(=O)(=O)C1
CCC(C)C1CS(=O)(=O)C1
true
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCC1
162.254
41.5988
1.0771
2
0
24
34.14
ON=C(C=C)C1=NSC=C1
C=CC(=NO)c1ccsn1
false
CCC(CC)C1CCCC1
c1cnsc1
154.194
40.6345
1.5074
4
1
16
45.48
CC1=CNC(=S)NC(=C)C1
C=C1CC(C)=CNC(=S)N1
false
CC1CCC(C)CC(C)C1
C=C1CC=CNC(=S)N1
154.238
46.3834
1.2717
1
2
20
24.06
CCS(=O)(=O)N1CC(O)C1
CCS(=O)(=O)N1CC(O)C1
true
CCC(C)(C)C1CC(C)C1
C1CNC1
165.214
37.0406
-0.9874
3
1
21
57.61
CC1=CC(=C)C2=C1SN=N2
C=C1C=C(C)c2snnc21
false
CC1CC(C)C2CCCC12
C=C1C=Cc2snnc21
150.206
42.594
1.9682
3
0
16
25.78
CN(C)C1=C(C=O)C=CS1
CN(C)c1sccc1C=O
false
CCC1CCCC1C(C)C
c1ccsc1
155.222
44.0335
1.6266
3
0
19
20.31
COC1CS(=O)(=O)C1C#N
COC1CS(=O)(=O)C1C#N
true
CCC1CC(C)(C)C1CC
O=S1(=O)CCC1
161.182
33.9848
-0.67802
4
0
17
67.16
CN1NC2CC(C2)NC1=S
CN1NC2CC(C2)NC1=S
true
CC1CC2CC(C2)CC1C
S=C1NNC2CC(C2)N1
157.242
43.4424
-0.1581
2
2
21
27.3
CS(=O)(=O)C=CCC1CN1
CS(=O)(=O)C=CCC1CN1
true
CC(C)(C)CCCC1CC1
C1CN1
161.226
40.3915
-0.0934
3
1
21
56.08
CC=C(C#N)S(=O)(=O)C#N
CC=C(C#N)S(=O)(=O)C#N
true
CCC(CC)C(C)(C)CC
156.166
33.9028
0.30966
4
0
14
81.72
CCNN1C=CC(Cl)=C1N
CCNn1ccc(Cl)c1N
false
CCCC1CCC(C)C1C
c1cc[nH]c1
159.62
43.7561
1.2871
3
2
20
42.98
C=COCCC1=CSN=N1
C=COCCc1csnn1
false
CCCCCC1CCCC1
c1csnn1
156.21
39.762
1.2407
4
0
18
35.01
CC1CC(C1)C1=NSN=C1
CC1CC(c2cnsn2)C1
false
CC1CC(C2CCCC2)C1
c1nsnc1C1CCC1
154.238
41.048
2.0516
3
0
20
25.78
OCC1CCS(=O)(=O)NN1
O=S1(=O)CCC(CO)NN1
false
CCC1CCC(C)(C)CC1
O=S1(=O)CCCNN1
166.202
35.549
-1.825
4
3
20
78.43
CN1SC(=O)N2CCN=C12
CN1SC(=O)N2CCN=C12
true
CC1CC(C)C2CCCC12
O=C1SNC2=NCCN12
157.198
39.758
0.3716
4
0
17
35.91
OC1CC2=C(N=CS2)C1=O
O=C1c2ncsc2CC1O
false
CC1CC2CCCC2C1C
O=C1CCc2scnc21
155.178
36.1553
0.2428
4
1
15
50.19
COS(=O)(=O)C(CN)=CN
COS(=O)(=O)C(=CN)CN
false
CCC(CC)C(C)(C)CC
166.202
37.2536
-1.2786
5
2
20
95.41
CC1CCOS(=O)(=O)N1C
CC1CCOS(=O)(=O)N1C
true
CC1CCCC(C)(C)C1C
O=S1(=O)NCCCO1
165.214
36.7138
-0.0282
3
0
21
46.61
O=CNS(=O)(=O)CN1CC1
O=CNS(=O)(=O)CN1CC1
true
CCCC(C)(C)CC1CC1
C1CN1
164.186
34.5595
-1.6647
4
1
18
66.25
CC1=C(SC(N)=C1N)C#N
Cc1c(C#N)sc(N)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
153.21
42.5958
1.0926
4
2
17
75.83
CC1NC1C1=CSC(=O)N1
CC1NC1c1csc(=O)[nH]1
false
CC1CCC(C2CC2C)C1
O=c1[nH]c(C2CN2)cs1
156.21
40.2784
0.4692
3
2
18
54.8
CC(C)(CN)CNC(N)=S
CC(C)(CN)CNC(N)=S
true
CCC(C)(C)CCC(C)C
161.274
47.6235
-0.1955
2
3
25
64.07
COC1OCC2=C1SC=C2
COC1OCc2ccsc21
false
CCC1CCC2CCCC12
c1cc2c(s1)COC2
156.206
38.858
1.9233
3
0
18
18.46
CC1(C)CC(=O)S(=O)(=O)N1
CC1(C)CC(=O)S(=O)(=O)N1
true
CC1CC(C)(C)CC1(C)C
O=C1CCNS1(=O)=O
163.198
35.7585
-0.3853
3
1
19
63.24
NC1(CNS(N)(=O)=O)CC1
NC1(CNS(N)(=O)=O)CC1
true
CC(C)(C)CCC1(C)CC1
C1CC1
165.218
37.2623
-1.7292
3
3
21
98.21
NC(=S)NC1=CC(O)=CN1
NC(=S)Nc1cc(O)c[nH]1
false
CC(C)CC1CCC(C)C1
c1cc[nH]c1
157.198
42.8656
0.3758
2
4
17
74.07
CC1(CCS1(=O)=O)OC=C
C=COC1(C)CCS1(=O)=O
false
CCCC1(C)CCC1(C)C
O=S1(=O)CCC1
162.21
38.0908
0.6812
3
0
20
43.37
CN1C2CNC2CS1(=O)=O
CN1C2CNC2CS1(=O)=O
true
CC1C2CCC2CC1(C)C
O=S1(=O)CC2NCC2N1
162.214
37.1285
-1.398
3
1
20
49.41
NCC1=CSC2=C1SN=C2
NCc1csc2cnsc12
false
CCC1CCC2CCCC12
c1cc2sncc2s1
170.262
45.3884
1.8165
4
1
16
38.91
CCS(=O)(=O)OCC(N)=N
CCS(=O)(=O)OCC(=N)N
false
CCC(C)(C)CCC(C)C
166.202
37.3269
-0.71133
4
2
20
93.24
CC1(CN)CNC(=S)NO1
CC1(CN)CNC(=S)NO1
true
CCC1(C)CCC(C)CC1
S=C1NCCON1
161.23
42.2808
-0.8869
3
3
21
59.31
CC1CNN=CS(=O)(=O)N1
CC1CNN=CS(=O)(=O)N1
true
CC1CCCCC(C)(C)C1
O=S1(=O)C=NNCCN1
163.202
38.0122
-1.1592
4
2
19
70.56
ON=CC1=NSN=C1C=C
C=Cc1nsnc1C=NO
false
CCCC1CCCC1CC
c1cnsn1
155.182
39.3805
0.9892
5
1
15
58.37
C(NC1CC1)C1=CSC=C1
c1cc(CNC2CC2)cs1
false
C1CCC(CCC2CC2)C1
c1cc(CNC2CC2)cs1
153.25
44.1807
2.0001
2
1
21
12.03
OCC1CC2OC2S1(=O)=O
O=S1(=O)C(CO)CC2OC21
false
CCC1CC2CC2C1(C)C
O=S1(=O)CCC2OC21
164.182
33.0716
-1.1093
4
1
18
66.9
CC#CS(=O)(=O)C(C)C#N
CC#CS(=O)(=O)C(C)C#N
true
CCCC(C)(C)C(C)CC
157.194
37.4448
0.29408
3
0
17
57.93
CCC1=C(C=CS1)N(C)C
CCc1sccc1N(C)C
false
CCC1CCCC1C(C)C
c1ccsc1
155.266
48.024
2.3765
2
0
23
3.24
CCC(C)C1=CSC(=O)O1
CCC(C)c1csc(=O)o1
false
CCC(C)C1CCC(C)C1
O=c1occs1
158.222
41.561
2.2148
3
0
20
30.21
O=S1(=O)NN=CNC2CC12
O=S1(=O)NN=CNC2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)NN=CNC2CC21
161.186
35.8762
-1.4068
4
2
17
70.56
NCCCC1=C(O)C=NS1
NCCCc1sncc1O
false
CCCCC1CCCC1C
c1cnsc1
158.226
41.1542
0.74
4
2
20
59.14
CC1CN=CN(C)S1(=O)=O
CC1CN=CN(C)S1(=O)=O
true
CC1CCCC(C)C1(C)C
O=S1(=O)CCN=CN1
162.214
39.5038
-0.3216
3
0
20
49.74
C#CC1=NC2=CSN=C2N1
C#Cc1nc2csnc2[nH]1
false
CCC1CC2CCCC2C1
c1nc2csnc2[nH]1
149.178
39.7007
1.0007
3
1
13
41.57
CC1N2N=CCC2S1(=O)=O
CC1N2N=CCC2S1(=O)=O
true
CC1C2CCCC2C1(C)C
O=S1(=O)CN2N=CCC21
160.198
37.1178
-0.2216
4
0
18
49.74
C=CC1=C2C=CSC2=NN1
C=Cc1[nH]nc2sccc12
false
CCC1CCC2CCCC12
c1cc2c[nH]nc2s1
150.206
44.0617
2.2674
2
1
16
28.68
CCC1=CSN=C1NOC
CCc1csnc1NOC
false
CCCC1CCCC1CC
c1cnsc1
158.226
42.1237
1.6788
4
1
20
34.15
CNC1=C(N)SN(C)C1=O
CNc1c(N)sn(C)c1=O
false
CCC1C(C)CC(C)C1C
O=c1ccs[nH]1
159.214
43.5191
0.0707
5
2
19
60.05
CC#CC1=C(N)SC=C1Cl
CC#Cc1c(Cl)csc1N
false
CCCC1C(C)CCC1C
c1ccsc1
171.652
46.2934
2.3551
2
1
16
26.02
CC(=O)C(=C)S(=O)(=O)C#N
C=C(C(C)=O)S(=O)(=O)C#N
false
CCC(C)(C)C(C)C(C)C
159.166
34.3538
-0.01502
4
0
15
75
CCCN(C)S(=O)(=O)NO
CCCN(C)S(=O)(=O)NO
true
CCCC(C)C(C)(C)CC
168.218
36.763
-0.4482
3
2
22
69.64
CC1NC1CC1=CSN=C1
CC1NC1Cc1cnsc1
false
CC1CC1CC1CCCC1
c1nscc1CC1CN1
154.238
42.2037
1.0459
3
1
20
34.83
COC1=NC(=NS1)C#CC
CC#Cc1nsc(OC)n1
false
CCCC1CCC(CC)C1
c1ncsn1
154.194
39.013
0.9181
4
0
16
35.01
NC(=S)N1NCCC2CC12
NC(=S)N1NCCC2CC21
false
CC(C)C1CCCC2CC21
C1CC2CC2NN1
157.242
43.1391
-0.1712
2
2
21
41.29
ON1C=C(Cl)C=C1CC=C
C=CCc1cc(Cl)cn1O
false
CCCC1CC(C)CC1C
c1cc[nH]c1
157.6
40.5275
2.1073
2
1
18
25.16
NCC1NC(=S)N(O)C1=C
C=C1C(CN)NC(=S)N1O
false
CCC1CC(C)C(C)C1C
C=C1CNC(=S)N1
159.214
41.3416
-0.5933
3
3
19
61.52
O=C1NSC(N1)=NC1CC1
O=c1[nH]sc(=NC2CC2)[nH]1
false
CC1CCC(CC2CC2)C1
O=c1[nH]sc(=NC2CC2)[nH]1
157.198
37.8754
-0.1724
3
2
17
61.01
OCC=CC1=C(O)SN=C1
OCC=Cc1cnsc1O
false
CCCCC1CCCC1C
c1cnsc1
157.194
39.8986
0.8542
4
2
17
53.35
CC1=CC2=C(N=NS2)C1=O
CC1=Cc2snnc2C1=O
false
CC1CC2CCCC2C1C
O=C1C=Cc2snnc21
152.178
37.8905
1.1377
4
0
14
42.85
CC1C(CS1(=O)=O)C(O)=O
CC1C(C(=O)O)CS1(=O)=O
false
CC(C)C1CC(C)(C)C1C
O=S1(=O)CCC1
164.182
34.3746
-0.4959
3
1
18
71.44
CC1N(N)C(=S)N2CC12C
CC1N(N)C(=S)N2CC12C
true
CC1C(C)C2CC2(C)C1C
S=C1NCC2CN12
157.242
43.1974
-0.0766
2
1
21
32.27
CC1(CNCS1(=O)=O)C=O
CC1(C=O)CNCS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)CCNC1
163.198
36.2585
-1.0805
4
1
19
63.24
N=C1NS(=O)(=O)C2CC1C2
N=C1NS(=O)(=O)C2CC1C2
true
CC1CC(C)(C)C2CC1C2
N=C1NS(=O)(=O)C2CC1C2
160.198
36.2942
-0.32473
3
2
18
70.02
OCC=CS(=O)(=O)OC=C
C=COS(=O)(=O)C=CCO
false
CCCCC(C)(C)CCC
164.182
36.4276
-0.0177
4
1
18
63.6
S=C1NC2CN3CC3C2N1
S=C1NC2CN3CC3C2N1
true
CC1CC2CC3CC3C2C1
S=C1NC2CN3CC3C2N1
155.226
41.8064
-1.1009
2
2
19
27.07
OC(C#N)S(=O)(=O)C1CC1
N#CC(O)S(=O)(=O)C1CC1
false
CCC(C)C(C)(C)C1CC1
C1CC1
161.182
33.5616
-0.59442
4
1
17
78.16
O=S1(=O)C=C(C=N1)C1CN1
O=S1(=O)C=C(C2CN2)C=N1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)C=C(C2CN2)C=N1
158.182
37.2855
-0.7437
3
1
16
68.44
NN1C(=S)NCC=C1C#C
C#CC1=CCNC(=S)N1N
false
CCC1CCCC(C)C1C
S=C1NC=CCN1
153.21
43.5431
-0.4327
2
2
17
41.29
CC=C1C(=O)OCS1(=O)=O
CC=C1C(=O)OCS1(=O)=O
true
CCC1C(C)CCC1(C)C
C=C1C(=O)OCS1(=O)=O
162.166
33.6358
-0.1807
4
0
16
60.44
CC1CCS(=O)(=O)CN1C
CC1CCS(=O)(=O)CN1C
true
CC1CCC(C)(C)CC1C
O=S1(=O)CCCNC1
163.242
40.4958
0.0827
3
0
23
37.38
CCCC#CC1=NSC=C1
CCCC#Cc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
151.234
43.9
2.2947
2
0
19
12.89
C=CCOS(=O)(=O)OC=C
C=CCOS(=O)(=O)OC=C
true
CCCCC(C)(C)CCC
164.182
36.3508
0.5939
4
0
18
52.6
CN1CC1C1=NC(C)=NS1
Cc1nsc(C2CN2C)n1
false
CC1CCC(C2CC2C)C1
c1nsc(C2CN2)n1
155.226
40.017
0.83302
4
0
19
28.79
CC1=CC2=CSC(C)=C2O1
Cc1cc2csc(C)c2o1
false
CC1CC2CCC(C)C2C1
c1cc2cscc2o1
152.218
43.565
3.11114
2
0
18
13.14
CC1=NC(=CS1)C(=C)C#C
C#CC(=C)c1csc(C)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
149.218
44.718
2.09792
2
0
17
12.89
CC1C2OC(C2=O)S1(=O)=O
CC1C2OC(C2=O)S1(=O)=O
true
CC1C2CC1C(C)(C)C2C
O=C1C2CS(=O)(=O)C1O2
162.166
32.0498
-0.9027
4
0
16
60.44
CN(C)S(=O)(=O)NN1CC1
CN(C)S(=O)(=O)NN1CC1
true
CC(C)C(C)(C)CC1CC1
C1CN1
165.218
37.3155
-1.387
3
1
21
52.42
N1C=CC2=C(SC=C2)C=N1
C1=Cc2ccsc2C=NN1
false
C1CCC2CCCC2CC1
C1=Cc2ccsc2C=NN1
150.206
44.0827
1.6559
3
1
16
24.39
C=CC1=C(CC#C)C=CS1
C#CCc1ccsc1C=C
false
CCCC1CCCC1CC
c1ccsc1
148.23
46.947
2.5668
1
0
18
0
CC1=C(SC(CO)=N1)C=O
Cc1nc(CO)sc1C=O
false
CCC1CC(C)C(CC)C1
c1cscn1
157.194
38.1613
0.75632
4
1
17
50.19
N=C1SN(C=N1)C1CCC1
N=c1ncn(C2CCC2)s1
false
CC1CCC(C2CCC2)C1
N=c1ncn(C2CCC2)s1
155.226
38.8467
1.14907
4
1
19
41.67
CN=C1NC=C(S1)C1CN1
CN=c1[nH]cc(C2CN2)s1
false
CCC1CCC(C2CC2)C1
N=c1[nH]cc(C2CN2)s1
155.226
40.9004
0.251
3
2
19
50.09