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=CS(=O)(=O)C(C)C=O
CC=CS(=O)(=O)C(C)C=O
true
CCCC(C)(C)C(C)CC
162.21
39.2598
0.5222
3
0
20
51.21
CN=CNN1C=CC(Cl)=C1
CN=CNn1ccc(Cl)c1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
157.604
43.2187
1.3431
2
1
18
29.32
O=S1(=O)ON=CCN2CC12
O=S1(=O)ON=CCN2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)ON=CCN2CC21
162.17
33.8578
-1.0261
5
0
16
58.74
NC(=O)CCC1=NSC=C1
NC(=O)CCc1ccsn1
false
CC(C)CCC1CCCC1
c1cnsc1
156.21
39.6294
0.561
3
1
18
55.98
NC(=S)N(O)C(=C)CC#C
C#CCC(=C)N(O)C(N)=S
false
CCCC(C)C(C)C(C)C
156.21
43.0009
0.4582
2
2
18
49.49
CC1=CCS(=O)(=O)OCC1
CC1=CCS(=O)(=O)OCC1
true
CC1CCCC(C)(C)CC1
O=S1(=O)CC=CCCO1
162.21
38.1128
0.6828
3
0
20
43.37
C=CCC1=NC(=CS1)C#N
C=CCc1nc(C#N)cs1
false
CCCC1CCC(CC)C1
c1cscn1
150.206
40.73
1.74328
3
0
16
36.68
OCS(=O)(=O)CC1(O)CC1
O=S(=O)(CO)CC1(O)CC1
false
CCC(C)(C)CC1(C)CC1
C1CC1
166.198
35.0564
-1.1241
4
2
20
74.6
CN(C)C(N)=CS(C)(=O)=O
CN(C)C(N)=CS(C)(=O)=O
true
CC(C)C(C)CC(C)(C)C
164.23
40.8012
-0.6498
4
1
22
63.4
CC1C=CC(=C)N1C(N)=S
C=C1C=CC(C)N1C(N)=S
false
CC(C)C1C(C)CCC1C
C=C1C=CCN1
154.238
46.3664
1.004
1
1
20
29.26
CC(=CC=C)N(N)C(N)=S
C=CC=C(C)N(N)C(N)=S
false
CCCC(C)C(C)C(C)C
157.242
46.7658
0.4955
2
2
21
55.28
CN(C=N)C1=C(O)SC=C1
CN(C=N)c1ccsc1O
false
CCC(C)C1CCCC1C
c1ccsc1
156.21
43.1705
1.49697
3
2
18
47.32
CCOC1=NSC(N1)=NC
CCOc1nsc(=NC)[nH]1
false
CCCC1CCC(CC)C1
N=c1[nH]cns1
159.214
39.1207
0.4004
4
1
19
50.27
CC1=C(Cl)C(=O)NN1C=N
Cc1c(Cl)c(=O)[nH]n1C=N
false
CCC1CC(C)C(C)C1C
O=c1cc[nH][nH]1
159.576
38.9814
0.59339
3
2
16
61.64
CC1=C(C=C(S1)C=O)C#C
C#Cc1cc(C=O)sc1C
false
CCC1CC(C)C(CC)C1
c1ccsc1
150.202
42.3785
1.85032
2
0
16
17.07
ClC1=CSC2=C1CC=NN2
Clc1csc2c1CC=NN2
false
CC1CCC2CCCCC12
C1=NNc2sccc2C1
172.64
45.1477
2.3553
3
1
15
24.39
ClC1=CN2C=NC=NC2=C1
Clc1cc2ncncn2c1
false
CC1CC2CCCCC2C1
c1cc2ncncn2c1
153.572
37.997
1.3827
3
0
14
30.19
C1COC2=CSN=C2CN1
c1snc2c1OCCNC2
false
C1CCC2CCCC2CC1
c1snc2c1OCCNC2
156.21
39.3157
0.6251
4
1
18
34.15
C#CC1=CC2=C(ON=C2)S1
C#Cc1cc2cnoc2s1
false
CCC1CC2CCCC2C1
c1cc2cnoc2s1
149.174
39.821
1.8706
3
0
13
26.03
CNNS(=O)(=O)C=CC#C
C#CC=CS(=O)(=O)NNC
false
CCCCC(C)(C)CCC
160.198
39.0882
-0.8129
3
2
18
58.2
C=NN(C=O)C1=NSC=C1
C=NN(C=O)c1ccsn1
false
CCC(CC)C1CCCC1
c1cnsc1
155.182
40.206
0.7215
4
0
15
45.56
CN1N2CC2C(O)S1(=O)=O
CN1N2CC2C(O)S1(=O)=O
true
CC1C2CC2C(C)C1(C)C
O=S1(=O)CC2CN2N1
164.186
33.1836
-1.8208
4
1
18
60.62
CC1=CSC(C(O)=O)=C1N
Cc1csc(C(=O)O)c1N
false
CC(C)C1CCC(C)C1C
c1ccsc1
157.194
40.4277
1.33692
3
2
17
63.32
O=S1(=O)OC2C3COC1C23
O=S1(=O)OC2C3COC1C32
false
CC1(C)CC2C3CCC1C32
O=S1(=O)OC2C3COC1C32
162.166
30.5128
-0.6827
4
0
16
52.6
CC(O)CC1=C(N)SN=N1
CC(O)Cc1nnsc1N
false
CC(C)CC1CCCC1C
c1csnn1
159.214
39.7062
0.0436
5
2
19
72.03
N#CC1=CCC2=C1SC=C2
N#CC1=CCc2ccsc21
false
CCC1CCC2CCCC12
C1=Cc2sccc2C1
147.202
41.613
2.21118
2
0
15
23.79
CC12CS(=O)(=O)NCC1N2
CC12CS(=O)(=O)NCC1N2
true
CC1(C)CCC2CC2(C)C1
O=S1(=O)CC2NC2CN1
162.214
37.1182
-1.3501
3
2
20
68.11
CC1(C)NCC2=NSN=C12
CC1(C)NCc2nsnc21
false
CC1(C)CCC2CCCC21
C1NCc2nsnc21
155.226
39.7747
0.8764
4
1
19
37.81
N=CN1C(=O)C=CS1(=O)=O
N=CN1C(=O)C=CS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=C1C=CS(=O)(=O)N1
160.154
33.6895
-0.72083
4
1
14
78.3
CN(C)C1=CC=C(S1)C#N
CN(C)c1ccc(C#N)s1
false
CCC1CCC(C(C)C)C1
c1ccsc1
152.222
43.361
1.68578
3
0
18
27.03
CON1C=NC2=C1C=CS2
COn1cnc2sccc21
false
CCC1CCC2CCCC12
c1nc2sccc2[nH]1
154.194
40.114
1.1562
4
0
16
27.05
CN1C(=C)OC(=C)NC1=S
C=C1NC(=S)N(C)C(=C)O1
false
CC1CC(C)C(C)C(C)C1
C=C1NC(=S)NC(=C)O1
156.21
42.8617
0.7653
2
1
18
24.5
CCC=C1CNC(=S)N1N
CCC=C1CNC(=S)N1N
true
CCCC1CCC(C)C1C
C=C1CNC(=S)N1
157.242
45.0011
0.3441
2
2
21
41.29
COC1=CSC(C=C)=C1C
C=Cc1scc(OC)c1C
false
CCC1CCC(CC)C1C
c1ccsc1
154.234
45.699
2.70812
2
0
20
9.23
C#CC1CNC2=CSC=C12
C#CC1CNc2cscc21
false
CCC1CCC2CCCC12
c1scc2c1CCN2
149.218
44.3827
1.8904
2
1
17
12.03
CC1=C(O)SC2=C1OC=N2
Cc1c(O)sc2ncoc12
false
CC1CC2CCCC2C1C
c1nc2sccc2o1
155.178
38.2878
1.90332
4
1
15
46.26
C=NN1N=CC2=CSC=C12
C=Nn1ncc2cscc21
false
CCC1CCC2CCCC12
c1n[nH]c2cscc12
151.194
42.557
1.5615
4
0
15
30.18
NS(=O)(=O)N1CCOCC1
NS(=O)(=O)N1CCOCC1
true
CC(C)(C)C1CCCCC1
C1COCCN1
166.202
35.4992
-1.4779
3
1
20
72.63
ClC1=COC(=N)N=C1C=C
C=Cc1nc(=N)occ1Cl
false
CCC1CC(C)CCC1C
N=c1nccco1
156.572
37.4587
1.45047
3
1
15
49.88
C=CCNCS(=O)(=O)C#C
C#CS(=O)(=O)CNCC=C
false
CCCCCC(C)(C)CC
159.21
40.8195
-0.275
3
1
19
46.17
NN1N=C2SC=CC2=C1O
Nn1nc2sccc2c1O
false
CC1CC2CCCC2C1C
c1cc2c[nH]nc2s1
155.182
39.4252
0.5172
5
2
15
64.07
CCN(N=C)S(=O)(=O)CC
C=NN(CC)S(=O)(=O)CC
false
CCC(CC)C(C)(C)CC
164.23
41.3898
0.2736
3
0
22
49.74
CC1=CS(=O)(=O)CC1C=O
CC1=CS(=O)(=O)CC1C=O
true
CCC1CC(C)(C)CC1C
O=S1(=O)C=CCC1
160.194
37.0978
0.1337
3
0
18
51.21
O=C1NSC(=N1)N1CCC1
O=c1nc(N2CCC2)s[nH]1
false
CC1CCC(C2CCC2)C1
O=c1nc(N2CCC2)s[nH]1
157.198
39.5647
0.0415
4
1
17
48.99
NC1=CN=C(S1)C1CNC1
Nc1cnc(C2CNC2)s1
false
CC1CCC(C2CCC2)C1
c1csc(C2CNC2)n1
155.226
42.1371
0.4121
4
2
19
50.94
CC(O)S(=O)(=O)C=NN=C
C=NN=CS(=O)(=O)C(C)O
false
CCCCC(C)(C)C(C)C
164.186
38.6416
-0.6166
5
1
18
79.09
N=CNS(=O)(=O)CCC=O
N=CNS(=O)(=O)CCC=O
true
CCCCC(C)(C)CCC
164.186
36.3872
-0.89813
4
2
18
87.09
COC1=C(CN)SC=C1Cl
COc1c(Cl)csc1CN
false
CCC1CCC(C)C1CC
c1ccsc1
177.656
43.7724
1.8688
3
1
18
35.25
CNC(=NC)S(=O)(=O)C#N
CN=C(NC)S(=O)(=O)C#N
false
CCC(CC)C(C)(C)CC
161.186
36.9515
-0.91252
4
1
17
82.32
CCC1=CC=C(Cl)C=C1C
CCc1ccc(Cl)cc1C
false
CCC1CCC(C)CC1C
c1ccccc1
154.64
45.567
3.21082
0
0
21
0
CCNC(=S)NC1CNC1
CCNC(=S)NC1CNC1
true
CCCC(C)CC1CCC1
C1CNC1
159.258
46.0681
-0.5578
2
3
23
36.09
CC#CCN1CS(=O)(=O)C1
CC#CCN1CS(=O)(=O)C1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CNC1
159.21
38.8098
-0.3449
3
0
19
37.38
O=S1(=O)CCCC(O1)C#C
C#CC1CCCS(=O)(=O)O1
false
CCC1CCCC(C)(C)C1
O=S1(=O)CCCCO1
160.194
36.7268
0.1284
3
0
18
43.37
CNCCS(=O)(=O)C(C)O
CNCCS(=O)(=O)C(C)O
true
CCCCC(C)(C)C(C)C
167.23
39.3943
-1.0411
4
2
23
66.4
ON1SC=C2CCCN=C12
ON1SC=C2CCCN=C21
false
CC1CCC2CCCCC12
C1=C2CCCN=C2NS1
156.21
40.8355
1.4156
4
1
18
35.83
C=C1CS(=O)(=O)C(=C1)C#C
C#CC1=CC(=C)CS1(=O)=O
false
CCC1CC(C)CC1(C)C
C=C1C=CS(=O)(=O)C1
154.19
39.8428
0.4881
2
0
16
34.14
C=C(OC1=NSC=N1)C#C
C#CC(=C)Oc1ncsn1
false
CCC(C)CC1CCCC1
c1ncsn1
152.178
38.51
1.0638
4
0
14
35.01
CC(NO)=CC1=CC=CS1
CC(=Cc1cccs1)NO
false
CCC(C)CC1CCCC1
c1ccsc1
155.222
42.8922
2.0877
3
2
19
32.26
OC1=C2C(=N)N=CC2=NS1
N=C1N=Cc2nsc(O)c21
false
CC1CCC2CCC(C)C12
N=C1N=Cc2nscc21
153.166
38.2015
0.60657
4
2
13
69.33
CC1C=CC=CN1C(N)=S
CC1C=CC=CN1C(N)=S
true
CC(C)C1CCCCC1C
C1=CCNC=C1
154.238
46.3664
1.004
1
1
20
29.26
CNCC1=C(SN=N1)C#N
CNCc1nnsc1C#N
false
CCCC1CCCC1CC
c1csnn1
154.198
37.3877
0.12918
5
1
16
61.6
CCC12CC1NS(=O)(=O)C2
CCC12CC1NS(=O)(=O)C2
true
CCC12CC1CC(C)(C)C2
O=S1(=O)CC2CC2N1
161.226
38.0515
0.0881
2
1
21
46.17
NCC1=CSC2=C1OC=C2
NCc1csc2ccoc12
false
CCC1CCC2CCCC12
c1cc2sccc2o1
153.206
41.9824
1.953
3
1
17
39.16
CC1(C)OC2=CSC(N)=C12
CC1(C)Oc2csc(N)c21
false
CC1CCC2CC(C)(C)C12
c1scc2c1CO2
155.222
42.3854
1.9578
3
1
19
35.25
CCCC1CN(C)C(=S)N1
CCCC1CN(C)C(=S)N1
true
CCCC1CC(C)C(C)C1
S=C1NCCN1
158.27
47.0597
0.975
1
1
24
15.27
CNC1=CC2=C(N1)SC=N2
CNc1cc2ncsc2[nH]1
false
CCC1CC2CCCC2C1
c1cc2ncsc2[nH]1
153.21
43.5174
1.6661
3
2
17
40.71
C=C(NS(=O)(=O)C#C)C#N
C#CS(=O)(=O)NC(=C)C#N
false
CCC(C)CC(C)(C)CC
156.166
35.6415
-0.46622
3
1
14
69.96
CCCC1=C(SN=C1)C=C
C=Cc1sncc1CCC
false
CCCC1CCCC1CC
c1cnsc1
153.25
46.2
2.7386
2
0
21
12.89
NS(=O)(=O)C1=CC(=C)OC1
C=C1C=C(S(N)(=O)=O)CO1
false
CC1CCC(C(C)(C)C)C1
C=C1C=CCO1
161.182
36.2822
-0.2973
3
1
17
69.39
CCCCN1C=CSC1=O
CCCCn1ccsc1=O
false
CCCCC1CCCC1C
O=c1[nH]ccs1
157.238
43.487
1.7099
3
0
21
22
OCCCC1=CC(O)=CS1
OCCCc1cc(O)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
158.222
41.3906
1.3786
3
2
20
40.46
OCC1=CSC=C1C=NO
OCc1cscc1C=NO
false
CCCC1CCCC1CC
c1ccsc1
157.194
39.6223
1.0485
4
2
17
52.82
C=CC1=NOC2=C1N=CS2
C=Cc1noc2scnc12
false
CCC1CCC2CCCC12
c1nc2cnoc2s1
152.178
39.772
1.9273
4
0
14
38.92
O=S1(=O)C=CCN2CCC12
O=S1(=O)C=CCN2CCC21
false
CC1(C)CCCC2CCC21
O=S1(=O)C=CCN2CCC21
159.21
38.0378
-0.0397
3
0
19
37.38
CNN=CC1=CC(Cl)=CS1
CNN=Cc1cc(Cl)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
174.656
45.9827
1.9548
3
1
17
24.39
OCC(=N)NC1=CSC=C1
N=C(CO)Nc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
156.21
42.7542
1.12957
3
3
18
56.11
CCNS(=O)(=O)C1(N)CC1
CCNS(=O)(=O)C1(N)CC1
true
CCCC(C)(C)C1(C)CC1
C1CC1
164.23
38.7489
-0.6255
3
2
22
72.19
CCC1N(N)C(=S)NC1=O
CCC1C(=O)NC(=S)N1N
false
CCC1C(C)CC(C)C1C
O=C1CNC(=S)N1
159.214
40.8461
-0.6446
3
2
19
58.36
NC(=S)NCC1CC1C=O
NC(=S)NCC1CC1C=O
true
CCC1CC1CCC(C)C
C1CC1
158.226
42.4491
-0.3454
2
2
20
55.12
O=S(=O)(C#N)N1CC=CC1
N#CS(=O)(=O)N1CC=CC1
false
CCC(C)(C)C1CCCC1
C1=CCNC1
158.182
35.2458
-0.33092
3
0
16
61.17
CCC1=C(OC)SC(=N)N1
CCc1[nH]c(=N)sc1OC
false
CCC1CC(C)CC1CC
N=c1[nH]ccs1
158.226
40.4544
1.12667
3
2
20
48.87
O=S1(=O)CC=C2OCCN12
O=S1(=O)CC=C2OCCN21
false
CC1(C)CCC2CCCC21
O=S1(=O)CC=C2OCCN21
161.182
34.5278
-0.4966
3
0
17
46.61
CN(NCC=C)C(=S)NO
C=CCNN(C)C(=S)NO
false
CCCCC(C)C(C)CC
161.23
43.4829
-0.1275
3
3
21
47.53
CCOC1=CC(CC)=NS1
CCOc1cc(CC)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
157.238
42.661
2.1042
3
0
21
22.12
COC=NN1SC=CC1=N
COC=Nn1sccc1=N
false
CCCCC1CCCC1C
N=c1ccs[nH]1
157.198
39.0627
0.46687
5
1
17
50.37
CC1=C(C)N=C(OC=O)S1
Cc1nc(OC=O)sc1C
false
CCCC1CC(C)C(C)C1
c1cscn1
157.194
38.28
1.29514
4
0
17
39.19
NC1CNS(=O)(=O)C=C1N
NC1=CS(=O)(=O)NCC1N
false
CC1CCC(C)(C)CC1C
O=S1(=O)C=CCCN1
163.202
37.1683
-1.9532
4
3
19
98.21
OS(=O)(=O)C(=C)CC1CC1
C=C(CC1CC1)S(=O)(=O)O
false
CC(CC1CC1)C(C)(C)C
C1CC1
162.21
38.0296
1.188
2
1
20
54.37
NC1=NC(C2CC2)=C(O)S1
Nc1nc(C2CC2)c(O)s1
false
CC1CC(C)C(C2CC2)C1
c1nc(C2CC2)cs1
156.21
40.1662
1.3083
4
2
18
59.14
CCN(C)S(=O)(=O)CCO
CCN(C)S(=O)(=O)CCO
true
CCCC(C)(C)C(C)CC
167.23
39.1766
-0.7398
3
1
23
57.61
CC1(C)CC2CNC(=S)N12
CC1(C)CC2CNC(=S)N21
false
CC1CCC2CC(C)(C)C12
S=C1NCC2CCN12
156.254
44.9237
0.7274
1
1
22
15.27
CC1=CSC2=C1OC(N)=N2
Cc1csc2nc(N)oc12
false
CC1CC2CCC(C)C2C1
c1nc2sccc2o1
154.194
41.0354
1.77992
4
1
16
52.05
OS(=O)(=O)C1=CC=CCO1
O=S(=O)(O)C1=CC=CCO1
false
CC(C)(C)C1CCCCC1
C1=CCOC=C1
162.166
34.7236
0.302
3
1
16
63.6
NC1=CSN2OCCN=C12
NC1=CSN2OCCN=C12
true
CC1CCC2CCCCC12
C1=CC2=NCCON2S1
157.198
39.9544
0.094
5
1
17
50.85
CNS(=O)(=O)C(C)CC=O
CNS(=O)(=O)C(C)CC=O
true
CCCC(C)C(C)(C)CC
165.214
38.1225
-0.4869
3
1
21
63.24
OC1=CSC2=C1NNC=N2
Oc1csc2c1NNC=N2
false
CC1CCC2CCCCC12
C1=Nc2sccc2NN1
155.182
40.8942
1.0436
5
3
15
56.65
CC1(C)C2C=CS(=O)(=O)N12
CC1(C)C2C=CS(=O)(=O)N21
false
CC1(C)CCC2C1C2(C)C
O=S1(=O)C=CC2CN21
159.21
37.7658
0.3063
2
0
19
37.15
O=S1(=O)COC2CC=CC12
O=S1(=O)COC2CC=CC21
false
CC1(C)CCC2CCCC21
O=S1(=O)COC2CC=CC21
160.194
36.2048
0.086
3
0
18
43.37
CNC(C)CCS(C)(=O)=O
CNC(C)CCS(C)(=O)=O
true
CCC(C)CCC(C)(C)C
165.258
42.8495
0.029
3
1
25
46.17
CCCC1=NSN=C1C=O
CCCc1nsnc1C=O
false
CCCC1CCCC1CC
c1cnsn1
156.21
39.2915
1.3031
4
0
18
42.85