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
NC1=C(SC=N1)C1CCN1
Nc1ncsc1C1CCN1
false
CC1CCCC1C1CCC1
c1ncc(C2CCN2)s1
155.226
41.8871
0.7597
4
2
19
50.94
CS(=O)(=O)C1=COC(N)=C1
CS(=O)(=O)c1coc(N)c1
false
CC1CCC(C(C)(C)C)C1
c1ccoc1
161.182
36.2302
0.2653
4
1
17
73.3
COCS(=O)(=O)C=COC
COC=CS(=O)(=O)COC
false
CCCCC(C)(C)CCC
166.198
36.9448
0.1227
4
0
20
52.6
CC1C(C)N1NC(=S)NO
CC1C(C)N1NC(=S)NO
true
CCC(C)CC1C(C)C1C
C1CN1
161.23
41.4189
-0.1527
3
3
21
47.3
CCCCC1=CC(Cl)=CN1
CCCCc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
157.644
44.4147
3.0107
0
1
22
15.79
NC1=C2C(Cl)=COC2=CS1
Nc1scc2occ(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2cscc2o1
173.624
43.5134
2.7299
3
1
14
39.16
CS(=O)(=O)C(=O)CC(N)=N
CS(=O)(=O)C(=O)CC(=N)N
false
CC(C)CC(C)C(C)(C)C
164.186
36.3819
-1.11633
4
2
18
101.08
CC(C)(C)C1=C(O)C=CS1
CC(C)(C)c1sccc1O
false
CC1CCCC1C(C)(C)C
c1ccsc1
156.25
44.6838
2.7512
2
1
22
20.23
CC1=CC2=C(S1)C(O)=CO2
Cc1cc2occ(O)c2s1
false
CC1CC2CCC(C)C2C1
c1cc2sccc2o1
154.19
40.4928
2.50832
3
1
16
33.37
CC(=C)C1=C(O)OC=C1Cl
C=C(C)c1c(Cl)coc1O
false
CC(C)C1C(C)CCC1C
c1ccoc1
158.584
40.0908
2.6717
2
1
17
33.37
CC1=CC(=O)SN1C=NN
Cc1cc(=O)sn1C=NN
false
CCCC1CC(C)CC1C
O=c1cc[nH]s1
157.198
41.3934
-0.03168
5
1
17
60.38
S=C1NC2C=CC(N1)C=C2
S=C1NC2C=CC(C=C2)N1
false
CC1CC2CCC(CC2)C1
S=C1NC2C=CC(C=C2)N1
152.222
44.7254
0.3273
1
2
18
24.06
CCC1=C(SN=C1)C#CC
CC#Cc1sncc1CC
false
CCCC1CCCC1CC
c1cnsc1
151.234
44.044
2.0769
2
0
19
12.89
NCC1=CNS(=O)(=O)C1O
NCC1=CNS(=O)(=O)C1O
true
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CN1
164.186
35.1997
-1.9196
4
3
18
92.42
COC1=CC=C(S1)C(C)N
COc1ccc(C(C)N)s1
false
CCC1CCC(C(C)C)C1
c1ccsc1
157.238
43.4734
1.7764
3
1
21
35.25
C1NCC(=C1)C1=CC=CS1
C1=C(c2cccs2)CNC1
false
C1CCC(C2CCCC2)C1
C1=C(c2cccs2)CNC1
151.234
45.1657
1.7347
2
1
19
12.03
CCC=NN1N=CSC1=O
CCC=Nn1ncsc1=O
false
CCCCC1CCCC1C
O=c1[nH]ncs1
157.198
40.555
0.5487
5
0
17
47.25
C1C2CC3=CSC=C3CC12
c1scc2c1CC1CC1C2
false
C1CC2CC3CC3CC2C1
c1scc2c1CC1CC1C2
150.246
43.324
2.4828
1
0
20
0
COC(CO)C1=NC=CS1
COC(CO)c1nccs1
false
CCC(CC)C1CCCC1
c1cscn1
159.21
38.9498
0.8229
4
1
19
42.35
CCNCS(=O)(=O)N(C)O
CCNCS(=O)(=O)N(C)O
true
CCCCC(C)(C)C(C)C
168.218
37.013
-0.7958
4
2
22
69.64
CN(C)S(=O)(=O)CCCN
CN(C)S(=O)(=O)CCCN
true
CCCCC(C)(C)C(C)C
166.246
41.1452
-0.7734
3
1
24
63.4
OS(=O)(=O)C1(CC#N)CC1
N#CCC1(S(=O)(=O)O)CC1
false
CCCC1(C(C)(C)C)CC1
C1CC1
161.182
33.7436
0.32048
3
1
17
78.16
NN=C1SN(C=C)C=C1O
C=Cn1cc(O)c(=NN)s1
false
CCC1CC(C)C(CC)C1
N=c1cc[nH]s1
157.198
40.1112
0.1301
5
2
17
63.54
CC1=CC(C)(O)S(=O)(=O)O1
CC1=CC(C)(O)S(=O)(=O)O1
true
CC1CC(C)(C)C(C)(C)C1
O=S1(=O)CC=CO1
164.182
34.3856
-0.0413
4
1
18
63.6
CCC1=C(Cl)C(CO)=CO1
CCc1occ(CO)c1Cl
false
CCC1CCC(CC)C1C
c1ccoc1
160.6
39.0188
1.9877
2
1
19
33.37
CC=CC=CS(=O)(=O)CO
CC=CC=CS(=O)(=O)CO
true
CCCCCC(C)(C)CC
162.21
39.9596
0.4408
3
1
20
54.37
NCC1=C(SC=N1)C1CN1
NCc1ncsc1C1CN1
false
CCC1CCCC1C1CC1
c1ncc(C2CN2)s1
155.226
40.7491
0.2461
4
2
19
60.85
CC1=CSC=C1C(=N)NN
Cc1cscc1C(=N)NN
false
CCC(C)C1CCCC1C
c1ccsc1
155.226
43.2078
0.84519
3
3
19
61.9
CCC1CCOS(=O)(=O)C1
CCC1CCOS(=O)(=O)C1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CCCCO1
164.226
38.1368
0.7627
3
0
22
43.37
NC1=NCS(=O)(=O)C1CO
NC1=NCS(=O)(=O)C1CO
true
CCC1C(C)CCC1(C)C
O=S1(=O)CC=NC1
164.186
36.283
-1.9096
5
2
18
92.75
ClC1=CN(CC2CO2)N=C1
Clc1cnn(CC2CO2)c1
false
CC1CCC(CC2CC2)C1
c1cnn(CC2CO2)c1
158.588
36.977
0.9353
3
0
17
30.35
CC1CC1C1=CSN=C1C
Cc1nscc1C1CC1C
false
CC1CCCC1C1CC1C
c1nscc1C1CC1
153.25
43.373
2.57492
2
0
21
12.89
CON=C1SNC(CN)=C1
CON=c1cc(CN)[nH]s1
false
CCCC1CCC(CC)C1
N=c1cc[nH]s1
159.214
39.1331
-0.003
4
2
19
63.4
NC1=NSC(OCC#C)=N1
C#CCOc1nc(N)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
155.182
38.6494
0.1323
5
1
15
61.03
CC(C#CC=O)S(C)(=O)=O
CC(C#CC=O)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
160.194
38.1458
-0.3782
3
0
18
51.21
NCCNC1=CNSC1=O
NCCNc1c[nH]sc1=O
false
CCCCC1CCCC1C
O=c1cc[nH]s1
159.214
42.4838
-0.193
4
3
19
70.91
CCOC(C)CS(N)(=O)=O
CCOC(C)CS(N)(=O)=O
true
CCCC(C)CC(C)(C)C
167.23
39.0622
-0.3001
3
1
23
69.39
CNN1CC(C#N)S1(=O)=O
CNN1CC(C#N)S1(=O)=O
true
CCC1CC(CC)C1(C)C
O=S1(=O)CCN1
161.186
34.0865
-1.34162
4
1
17
73.2
NC1=NC(=CS1)C#CC#N
N#CC#Cc1csc(N)n1
false
CCCCC1CCC(C)C1
c1cscn1
149.178
39.0174
0.60038
4
1
13
62.7
CC1=C(C=O)S(=O)(=O)C=N1
CC1=C(C=O)S(=O)(=O)C=N1
true
CCC1C(C)CCC1(C)C
O=S1(=O)C=CN=C1
159.166
36.1758
-0.1265
4
0
15
63.57
CS(=O)(=O)N1C2CNCC12
CS(=O)(=O)N1C2CNCC21
false
CC(C)(C)C1C2CCCC21
C1NCC2NC12
162.214
37.1285
-1.398
3
1
20
49.18
C(CC1=CSC=C1)C1CN1
c1cc(CCC2CN2)cs1
false
C1CCC(CCC2CC2)C1
c1cc(CCC2CN2)cs1
153.25
44.4307
1.6525
2
1
21
21.94
C#CC1=C2SC=NN2C=N1
C#Cc1ncn2ncsc12
false
CCC1CCC2CCCC12
c1nn2cncc2s1
149.178
38.799
0.7721
4
0
13
30.19
CN(N=C)S(=O)(=O)C1CO1
C=NN(C)S(=O)(=O)C1CO1
false
CCC(C)C(C)(C)C1CC1
C1CO1
164.186
35.9718
-0.7801
4
0
18
62.27
CC1=C(N)SC=C1CC=O
Cc1c(CC=O)csc1N
false
CCCC1CCC(C)C1C
c1ccsc1
155.222
43.2364
1.38012
3
1
19
43.09
O=S1(=O)C=C2C=NOC2=N1
O=S1(=O)C=c2cnoc2=N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)C=c2cnoc2=N1
158.138
30.6688
-1.6244
4
0
12
72.53
NC1=C(SC=N1)C#CC=C
C=CC#Cc1scnc1N
false
CCCCC1CCCC1C
c1cscn1
150.206
43.6014
1.2628
3
1
16
38.91
NCC(=C)C1=NNSC1=O
C=C(CN)c1n[nH]sc1=O
false
CCC(C)C1CCCC1C
O=c1cn[nH]s1
157.198
40.8231
-0.1967
4
2
17
71.77
OC1CC1C1CNS1(=O)=O
O=S1(=O)NCC1C1CC1O
false
CC1CC1C1CCC1(C)C
O=S1(=O)NCC1C1CC1
163.198
34.8243
-1.3312
3
2
19
66.4
CC(O)C1(C)NCS1(=O)=O
CC(O)C1(C)NCS1(=O)=O
true
CC(C)C1(C)CCC1(C)C
O=S1(=O)CNC1
165.214
37.0083
-0.9411
4
2
21
66.4
CN1C2C(N)C2NS1(=O)=O
CN1C2C(N)C2NS1(=O)=O
true
CC1C2CC(C)(C)C(C)C12
O=S1(=O)NC2CC2N1
163.202
35.3699
-2.1557
3
2
19
75.43
S=C1NC2(CCC2)C2CN12
S=C1NC2(CCC2)C2CN12
true
CC1CC2(CCC2)C2CC12
S=C1NC2(CCC2)C2CN12
154.238
42.8097
0.4814
1
1
20
15.04
NCCC1(CO1)S(N)(=O)=O
NCCC1(S(N)(=O)=O)CO1
false
CCCC1(C(C)(C)C)CC1
C1CO1
166.202
35.4616
-1.6498
4
2
20
98.71
NC1=C(Cl)C2=C(O1)C=CS2
Nc1oc2ccsc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2sccc2o1
173.624
43.5134
2.7299
3
1
14
39.16
NC1(C=CC=C1)S(O)(=O)=O
NC1(S(=O)(=O)O)C=CC=C1
false
CC(C)(C)C1(C)CCCC1
C1=CCC=C1
161.182
36.747
-0.3448
3
2
17
80.39
CC1(C)C(O)C2=CSN=C12
CC1(C)c2nscc2C1O
false
CC1C2CCCC2C1(C)C
c1snc2c1CC2
155.222
40.0998
1.4677
3
1
19
33.12
O=CC1=C(SC=N1)C1CC1
O=Cc1ncsc1C1CC1
false
CCC1CCCC1C1CC1
c1ncc(C2CC2)s1
153.206
39.4765
1.833
3
0
17
29.96
CCNC(=S)N(C)OCC
CCNC(=S)N(C)OCC
true
CCCC(C)C(C)CCC
162.258
45.6637
0.7641
2
1
24
24.5
CCC=CNS(=O)(=O)C#N
CCC=CNS(=O)(=O)C#N
true
CCCCCC(C)(C)CC
160.198
37.0995
0.31058
3
1
18
69.96
C=C1CC=C2CNC(=S)N12
C=C1CC=C2CNC(=S)N12
true
CC1CCC2CCC(C)C12
C=C1CC=C2CNC(=S)N12
152.222
44.2797
0.9778
1
1
18
15.27
COC1=NC2=C(CNC2)S1
COc1nc2c(s1)CNC2
false
CCC1CC2CCCC2C1
c1nc2c(s1)CNC2
156.21
39.2097
0.7549
4
1
18
34.15
CC1C=CC(CO)S1(=O)=O
CC1C=CC(CO)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CC=CC1
162.21
38.3956
-0.2796
3
1
20
54.37
C=C1N(NCS1(=O)=O)C=O
C=C1N(C=O)NCS1(=O)=O
false
CCC1CCC(C)(C)C1C
C=C1NNCS1(=O)=O
162.17
33.9655
-1.1935
4
1
16
66.48
COC(=C)S(=O)(=O)OC=C
C=COS(=O)(=O)C(=C)OC
false
CCCC(C)(C)C(C)CC
164.182
36.3508
0.5939
4
0
18
52.6
CC#CC1=COC(O)=C1Cl
CC#Cc1coc(O)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
156.568
37.9348
2.01
2
1
15
33.37
CC1=CC(=CS1)C(N)C#C
C#CC(N)c1csc(C)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
151.234
44.8174
1.68952
2
1
19
26.02
C=C1CC(C=O)S(=O)(=O)N1
C=C1CC(C=O)S(=O)(=O)N1
true
CCC1CC(C)CC1(C)C
C=C1CCS(=O)(=O)N1
161.182
35.6645
-0.6093
3
1
17
63.24
C=C1OC2=CSN=C2N=C1
C=C1C=Nc2nscc2O1
false
CC1CCC2CCCC2C1
C=C1C=Nc2nscc2O1
152.178
40.034
1.7515
4
0
14
34.48
CCC#CC1=NSC(=O)S1
CCC#Cc1nsc(=O)s1
false
CCCCC1CCC(C)C1
O=c1scns1
171.246
43.43
1.3263
4
0
15
29.96
CC1ONC(=S)NC(C)=C1
CC1=CC(C)ONC(=S)N1
false
CC1CCC(C)CC(C)C1
S=C1NC=CCON1
158.226
43.1734
0.688
2
2
20
33.29
CC12CC(C=CO1)S2(=O)=O
CC12CC(C=CO1)S2(=O)=O
true
CC12CCCC(C1)C2(C)C
O=S1(=O)C2C=COC1C2
160.194
35.9548
0.4336
3
0
18
43.37
NCC1=NSC=C1CC=C
C=CCc1csnc1CN
false
CCCC1CCCC1CC
c1cnsc1
154.238
43.9064
1.3303
3
1
20
38.91
O=C(NC1=CN=CS1)C#C
C#CC(=O)Nc1cncs1
false
CCC(C)CC1CCCC1
c1cscn1
152.178
39.5767
0.7148
3
1
14
41.99
CC(CS(O)(=O)=O)=CC#N
CC(=CC#N)CS(=O)(=O)O
false
CCCC(C)CC(C)(C)C
161.182
35.7856
0.34408
3
1
17
78.16
CC1C=C(C)S(=O)(=O)C1C
CC1=CC(C)C(C)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
O=S1(=O)C=CCC1
160.238
41.3028
1.3432
2
0
22
34.14
CCNC1=NSC(N)=C1C
CCNc1nsc(N)c1C
false
CCCC1CCC(C)C1C
c1cnsc1
157.242
45.4271
1.46552
4
2
21
50.94
NC1C2CC3=C(SC=C3)C12
NC1C2Cc3ccsc3C12
false
CC1C2CC3CCCC3C12
c1cc2c(s1)C1CC1C2
151.234
42.2294
1.3449
2
1
19
26.02
C=CCOC1=CSNC1=O
C=CCOc1cs[nH]c1=O
false
CCCCC1CCCC1C
O=c1ccs[nH]1
157.194
40.6317
1.0012
3
1
17
42.09
CN=C(C)NNS(C)(=O)=O
CN=C(C)NNS(C)(=O)=O
true
CCC(C)CCC(C)(C)C
165.218
40.1482
-0.9116
3
2
21
70.56
NC1=COC(=C1)S(N)(=O)=O
Nc1coc(S(N)(=O)=O)c1
false
CC1CCC(C(C)(C)C)C1
c1ccoc1
162.17
34.4936
-0.4908
4
2
16
99.32
NC1=C(SC=C1)C(O)C#N
N#CC(O)c1sccc1N
false
CCC(C)C1CCCC1C
c1ccsc1
154.194
39.3042
0.88728
4
2
16
70.04
O=S1(=O)CC2C=COCC12
O=S1(=O)CC2C=COCC21
false
CC1(C)CC2CCCCC21
O=S1(=O)CC2C=COCC21
160.194
36.1568
-0.0565
3
0
18
43.37
CC1=C(Cl)C=CN1C=NO
Cc1c(Cl)ccn1C=NO
false
CCCC1CCC(C)C1C
c1cc[nH]c1
158.588
39.8555
1.71552
3
1
17
37.52
N=C1NC2=C(S1)C(=O)NC2
N=c1[nH]c2c(s1)C(=O)NC2
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2c(s1)C(=O)NC2
155.182
35.6946
-0.20093
3
3
15
68.74
OCC#CCC1=NC=CS1
OCC#CCc1nccs1
false
CCCCCC1CCCC1
c1cscn1
153.206
40.6798
0.6813
3
1
17
33.12
CNC1=C(Cl)C(O)=C(C)N1
CNc1[nH]c(C)c(O)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
160.604
41.7512
1.72382
2
3
19
48.05
CC1=CSC(NCC=O)=N1
Cc1csc(NCC=O)n1
false
CCCCC1CCC(C)C1
c1cscn1
156.21
41.4047
1.06232
4
1
18
41.99
CS(=O)(=O)C1C2CN1CC2
CS(=O)(=O)C1C2CCN1C2
false
CC(C)(C)C1C2CCC1C2
C1CN2CC1C2
161.226
38.3118
-0.3074
3
0
21
37.38
CC(N)C1=C(O)SC(N)=C1
CC(N)c1cc(N)sc1O
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
158.226
42.9986
1.0556
4
3
20
72.27
CNC1=C(O)SC(CN)=N1
CNc1nc(CN)sc1O
false
CCC1CC(C)C(CC)C1
c1cscn1
159.214
41.2169
0.3491
5
3
19
71.17
CC1(C)CC2=C(O)SN=C12
CC1(C)Cc2c1nsc2O
false
CC1CCC2C1CC2(C)C
c1snc2c1CC2
155.222
40.5088
1.6824
3
1
19
33.12
NC(=S)N(C=C)C(=N)C=C
C=CC(=N)N(C=C)C(N)=S
false
CCC(C)C(CC)C(C)C
155.226
46.7451
0.83877
2
2
19
53.11
NCC(C=C)C1=NSN=C1
C=CC(CN)c1cnsn1
false
CCC(CC)C1CCCC1
c1cnsn1
155.226
41.9014
0.7664
4
1
19
51.8
NC(=S)NC(=C)C1CCN1
C=C(NC(N)=S)C1CCN1
false
CC(C)CC(C)C1CCC1
C1CNC1
157.242
45.4688
-0.3048
2
3
21
50.08
ClC1=C2OC(C3NC23)=C1Cl
Clc1c2oc(c1Cl)C1NC21
false
CC1C(C)C2CC1C1CC21
c1cc2oc1C1NC21
176.002
37.3457
2.2854
2
1
13
35.08
CNS(=O)(=O)C#CC=NN
CNS(=O)(=O)C#CC=NN
true
CCCCCC(C)(C)CC
161.186
38.4349
-1.559
4
2
17
84.55
CC12COC1CS(=O)(=O)N2
CC12COC1CS(=O)(=O)N2
true
CC1(C)CC2CCC2(C)C1
O=S1(=O)CC2OCC2N1
163.198
35.0675
-0.9231
3
1
19
55.4
COC1=C(C)N(C)SC1=O
COc1c(C)n(C)sc1=O
false
CCC1C(C)CC(C)C1C
O=c1cc[nH]s1
159.21
40.849
0.76382
4
0
19
31.23
CN1C2CC2CNNC1=S
CN1C(=S)NNCC2CC21
false
CC1CCCC2CC2C1C
S=C1NNCC2CC2N1
157.242
43.3944
-0.3006
2
2
21
27.3
CC1C(=C)CC2=NSC=C12
C=C1Cc2nscc2C1C
false
CC1CC2CCCC2C1C
C=C1Cc2csnc2C1
151.234
43.373
2.3589
2
0
19
12.89