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
CN(C)C1=C(N)SC(C)=C1
Cc1cc(N(C)C)c(N)s1
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
156.254
47.7954
1.70472
3
1
22
29.26
C=C1COC(=C)S(=O)(=O)O1
C=C1COC(=C)S(=O)(=O)O1
true
CC1CCC(C)C(C)(C)C1
C=C1COC(=C)S(=O)(=O)O1
162.166
34.2368
0.3479
4
0
16
52.6
CC(C(=C)C=C)S(C)(=O)=O
C=CC(=C)C(C)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
160.238
43.6428
1.1617
2
0
22
34.14
C=NN1CC1C1=NC=CS1
C=NN1CC1c1nccs1
false
CCC1CC1C1CCCC1
c1csc(C2CN2)n1
153.21
41.11
1.1154
4
0
17
28.26
CC(C)N=C(C)NC(N)=S
CC(=NC(C)C)NC(N)=S
false
CC(C)CC(C)CC(C)C
159.258
48.1661
0.6464
2
2
23
50.41
OC1C=NNS(=O)(=O)C1=C
C=C1C(O)C=NNS1(=O)=O
false
CC1CCCC(C)(C)C1C
C=C1CC=NNS1(=O)=O
162.17
35.6943
-1.2202
4
2
16
78.76
CCCC=C(C)S(O)(=O)=O
CCCC=C(C)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
164.226
40.2136
1.5781
2
1
22
54.37
NC(=O)C1=CSC=C1C=O
NC(=O)c1cscc1C=O
false
CCC1CCCC1C(C)C
c1ccsc1
155.178
38.2244
0.6595
3
1
15
60.16
COC1=CS(=O)(=O)C2NC12
COC1=CS(=O)(=O)C2NC12
true
CCC1CC(C)(C)C2CC12
O=S1(=O)C=CC2NC21
161.182
34.7235
-0.7995
4
1
17
65.31
CNN=C1NCCS1(=O)=O
CNN=C1NCCS1(=O)=O
true
CCCC1CCCC1(C)C
N=C1NCCS1(=O)=O
163.202
38.2842
-1.5052
4
2
19
70.56
CC(C)NCCS(N)(=O)=O
CC(C)NCCS(N)(=O)=O
true
CC(C)CCCC(C)(C)C
166.246
41.1129
-0.7271
3
2
24
72.19
CC1CNC(CO)S1(=O)=O
CC1CNC(CO)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CCNC1
165.214
37.2583
-1.2887
4
2
21
66.4
COC1=CSC(OC=C)=N1
C=COc1nc(OC)cs1
false
CCCC1CCC(CC)C1
c1cscn1
157.194
39.491
1.674
4
0
17
31.35
CCC1=NC(SN1C)=NC
CCc1nc(=NC)sn1C
false
CCC1CC(C)C(CC)C1
N=c1nc[nH]s1
157.242
41.95
0.5745
4
0
21
30.18
O=CC1NCCNS1(=O)=O
O=CC1NCCNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CNCCN1
164.186
34.7772
-1.966
4
2
18
75.27
CC(C)C1=NC=CC=C1Cl
CC(C)c1ncccc1Cl
false
CC(C)C1CCCCC1C
c1ccncc1
155.628
43.336
2.8584
1
0
20
12.89
CN1CC2=CSC=C2C1=O
CN1Cc2cscc2C1=O
false
CC1CC2CCCC2C1C
O=C1NCc2cscc21
153.206
40.1165
1.3337
2
0
17
20.31
CCOCC1=CC=C(C)S1
CCOCc1ccc(C)s1
false
CCCCC1CCC(C)C1
c1ccsc1
156.25
44.386
2.59302
2
0
22
9.23
CN(C(N)=S)C(=C)CCN
C=C(CCN)N(C)C(N)=S
false
CCCC(C)C(C)C(C)C
159.258
47.3598
0.0243
2
2
23
55.28
O=CC1=C(SC=C1)C1CN1
O=Cc1ccsc1C1CN1
false
CCC1CCCC1C1CC1
c1csc(C2CN2)c1
153.206
40.4502
1.2049
3
1
17
39.01
CC(C)C1=NSN=C1C#N
CC(C)c1nsnc1C#N
false
CCC1CCCC1C(C)C
c1cnsn1
153.21
38.713
1.53318
4
0
17
49.57
COCC1=CSC(C=O)=C1
COCc1csc(C=O)c1
false
CCCC1CCC(CC)C1
c1ccsc1
156.206
40.4195
1.707
3
0
18
26.3
NC1=NN=CC(=O)C(Cl)=C1
Nc1cc(Cl)c(=O)cnn1
false
CC1CCCC(C)C(C)C1
O=c1cccnnc1
157.56
37.7244
0.0724
4
1
14
68.87
C1N=CNOC2=C1SN=C2
C1=NCc2sncc2ON1
false
C1CCC2CCCC2CC1
C1=NCc2sncc2ON1
155.182
38.0737
0.5684
5
1
15
46.51
CCCC1=NC(C=C)=CS1
C=Cc1csc(CCC)n1
false
CCCC1CCC(CC)C1
c1cscn1
153.25
46.2
2.7386
2
0
21
12.89
C=C1C(=O)OC2=C1C=CS2
C=C1C(=O)Oc2sccc21
false
CC1CC2CCCC2C1C
C=C1C(=O)Oc2sccc21
152.174
38.988
1.6803
3
0
14
26.3
N=C1SNC2=C1CN1CC21
N=c1s[nH]c2c1CN1CC21
false
CC1CCC2C1CC1CC12
N=c1s[nH]c2c1CN1CC21
153.21
37.6754
0.42597
3
2
17
42.65
C=CCC1=NSC=C1C=O
C=CCc1nscc1C=O
false
CCCC1CCCC1CC
c1cnsc1
153.206
41.4025
1.6841
3
0
17
29.96
ON1CC=CC=NNC1=S
ON1CC=CC=NNC1=S
true
CC1CCCCCCC1C
S=C1NCC=CC=NN1
157.198
41.8582
0.1077
3
2
17
47.86
NC1=CN2C(=O)CN=C2S1
NC1=CN2C(=O)CN=C2S1
true
CC1CC2CCC(C)C2C1
O=C1CN=C2SC=CN12
155.182
39.0094
-0.311
4
1
15
58.69
C=C(CC#N)C1=CSN=C1
C=C(CC#N)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
150.206
41.378
2.06998
3
0
16
36.68
CC1CC11CNC(=S)NN1
CC1CC12CNC(=S)NN2
false
CC1CCC2(CC1)CC2C
S=C1NCC2(CC2)NN1
157.242
43.3841
-0.2527
2
3
21
36.09
CON=CCC1=NC=NS1
CON=CCc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
157.198
39.114
0.7128
5
0
17
47.37
NCC(=C)C1=NC(O)=CS1
C=C(CN)c1nc(O)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
156.21
41.8672
0.8206
4
2
18
59.14
C1CC=C(O1)C1=CSN=C1
C1=C(c2cnsc2)OCC1
false
C1CCC(C2CCCC2)C1
C1=C(c2cnsc2)OCC1
153.206
40.66
1.9043
3
0
17
22.12
CCN1C(C)C2=NSN=C12
CCN1c2nsnc2C1C
false
CCC1C(C)C2CCCC12
C1Nc2nsnc21
155.226
41.344
1.439
4
0
19
29.02
CNCC(CN)S(O)(=O)=O
CNCC(CN)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
168.218
38.3177
-1.5791
4
3
22
92.42
NC1=NC2=C(S1)C(=O)CC2
Nc1nc2c(s1)C(=O)CC2
false
CC1CC2CCC(C)C2C1
O=C1CCc2ncsc21
154.194
39.1779
0.8542
4
1
16
55.98
CN1C2C1C1CC2S1(=O)=O
CN1C2C1C1CC2S1(=O)=O
true
CC1C2C1C1CC2C1(C)C
O=S1(=O)C2CC1C1NC12
159.21
36.4518
-0.7617
3
0
19
37.15
CC1=C2N(O)C=CC2=NS1
Cc1snc2ccn(O)c12
false
CC1CCC2CCC(C)C12
c1cc2nscc2[nH]1
154.194
39.5315
1.64352
4
1
16
38.05
CN1CCN(C)S(=O)(=O)C1
CN1CCN(C)S(=O)(=O)C1
true
CC1CCC(C)C(C)(C)C1
O=S1(=O)CNCCN1
164.23
39.0468
-0.8491
3
0
22
40.62
CC1(C)CC=CS(=O)(=O)C1
CC1(C)CC=CS(=O)(=O)C1
true
CC1(C)CCCC(C)(C)C1
O=S1(=O)C=CCCC1
160.238
41.3248
1.3448
2
0
22
34.14
CN(N)C(=S)N(C)CC#C
C#CCN(C)C(=S)N(C)N
false
CCCC(C)C(C)C(C)C
157.242
46.0114
-0.3582
2
1
21
32.5
CCOC1=CSC(CO)=N1
CCOc1csc(CO)n1
false
CCCC1CCC(CC)C1
c1cscn1
159.21
39.2058
1.0341
4
1
19
42.35
CN1CC(=C)CN(C)C1=S
C=C1CN(C)C(=S)N(C)C1
false
CC1CC(C)C(C)C(C)C1
C=C1CNC(=S)NC1
156.254
46.998
0.7047
1
0
22
6.48
CC1CN=CNC(=S)N1O
CC1CN=CNC(=S)N1O
true
CC1CCCCC(C)C1C
S=C1NC=NCCN1
159.214
42.1802
-0.0175
3
2
19
47.86
CC1=CS(=O)(=O)C2(CC2)C1
CC1=CS(=O)(=O)C2(CC2)C1
true
CC1CC(C)(C)C2(CC2)C1
O=S1(=O)C=CCC12CC2
158.222
39.2588
1.2413
2
0
20
34.14
O=S1(=O)OCC2CC=NN12
O=S1(=O)OCC2CC=NN21
false
CC1(C)CCC2CCCC21
O=S1(=O)OCC2CC=NN21
162.17
33.6078
-0.6785
4
0
16
58.97
NC1=C(O)SC=C1CC#N
N#CCc1csc(O)c1N
false
CCCC1CCC(C)C1C
c1ccsc1
154.194
39.7132
1.10198
4
2
16
70.04
NC1=C2C(O)=CSC2=CS1
Nc1scc2scc(O)c12
false
CC1CCC2CCC(C)C12
c1cc2cscc2s1
171.246
45.7792
2.2506
4
2
15
46.25
N=C1NS(=O)(=O)C=CCO1
N=C1NS(=O)(=O)C=CCO1
true
CC1CCCCC(C)(C)C1
N=C1NS(=O)(=O)C=CCO1
162.17
34.8742
-0.61553
4
2
16
79.25
CC(C(=C)C#C)S(O)(=O)=O
C#CC(=C)C(C)S(=O)(=O)O
false
CCC(C)C(C)C(C)(C)C
160.194
38.9836
0.4521
2
1
18
54.37
CCNC(C#C)S(N)(=O)=O
C#CC(NCC)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
162.214
39.4049
-1.1563
3
2
20
72.19
CC(N)CN1C=CSC1=N
CC(N)Cn1ccsc1=N
false
CC(C)CC1CCCC1C
N=c1[nH]ccs1
157.242
41.8131
0.37627
4
2
21
54.8
NC1=NC(=CC=C1Cl)C#N
N#Cc1ccc(Cl)c(N)n1
false
CCC1CCC(C)C(C)C1
c1ccncc1
153.572
38.3744
1.18888
3
1
14
62.7
OC(C1CC1)S(=O)(=O)C#N
N#CS(=O)(=O)C(O)C1CC1
false
CCC(C)(C)C(C)C1CC1
C1CC1
161.182
33.2636
-0.38932
4
1
17
78.16
COC1=C(C)C(N)=C(N)S1
COc1sc(N)c(N)c1C
false
CCC1CC(C)C(C)C1C
c1ccsc1
158.226
44.4328
1.22952
4
2
20
61.27
CS(=O)(=O)C=CCNN=C
C=NNCC=CS(C)(=O)=O
false
CCCCCCC(C)(C)C
162.214
41.5355
-0.2501
4
1
20
58.53
CC1(C)ONC(=S)NC1=N
CC1(C)ONC(=S)NC1=N
true
CC1CCC(C)(C)C(C)C1
N=C1CONC(=S)N1
159.214
41.7601
0.15157
3
3
19
57.14
CNS(=O)(=O)CC(C)(C)N
CNS(=O)(=O)CC(C)(C)N
true
CCC(C)(C)CC(C)(C)C
166.246
41.1129
-0.7271
3
2
24
72.19
CC(=C)C#CC1=CSN=N1
C=C(C)C#Cc1csnn1
false
CC(C)CCC1CCCC1
c1csnn1
150.206
41.601
1.4657
3
0
16
25.78
CNS(=O)(=O)C=C(C)C=C
C=CC(C)=CS(=O)(=O)NC
false
CCC(C)CC(C)(C)CC
161.226
41.9335
0.6254
2
1
21
46.17
NCCC1=C2NCC2=CS1
NCCc1scc2c1NC2
false
CCCC1CCC2CCC12
c1scc2c1CN2
154.238
44.4041
1.1748
3
2
20
38.05
N=C1SN=C2CCCON12
N=c1snc2n1OCCC2
false
CC1CCC2CCCCC12
N=c1snc2n1OCCC2
157.198
35.7267
-0.20113
5
1
17
50.9
CC1=C2C(=O)C=NC2=NS1
Cc1snc2c1C(=O)C=N2
false
CC1CCC2CCC(C)C12
O=C1C=Nc2nscc21
152.178
39.3335
1.35012
4
0
14
42.32
OCC1C(OS1(=O)=O)C#C
C#CC1OS(=O)(=O)C1CO
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCO1
162.166
33.4996
-1.2909
4
1
16
63.6
O=S1(=O)OCC2COCC12
O=S1(=O)OCC2COCC21
false
CC1(C)CCC2CCCC21
O=S1(=O)OCC2COCC21
164.182
32.9688
-0.6386
4
0
18
52.6
CCCC1=C(OC)N=NS1
CCCc1snnc1OC
false
CCCC1CCCC1CC
c1csnn1
158.226
40.456
1.4992
4
0
20
35.01
CN1C(=N)C2OC2S1(=O)=O
CN1C(=N)C2OC2S1(=O)=O
true
CC1C2CC2C(C)(C)C1C
N=C1NS(=O)(=O)C2OC12
162.17
33.0705
-1.03623
4
1
16
73.76
OC1C=CS(=O)(=O)NC1=N
N=C1NS(=O)(=O)C=CC1O
false
CC1CCC(C)(C)CC1C
N=C1CC=CS(=O)(=O)N1
162.17
34.929
-1.22873
4
3
16
90.25
O=C1CCNC(=S)NCC1
O=C1CCNC(=S)NCC1
true
CC1CCCC(C)CCC1
O=C1CCNC(=S)NCC1
158.226
42.8444
-0.1866
2
2
20
41.13
CC1=CC=C(COC=O)S1
Cc1ccc(COC=O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
156.206
39.909
1.72952
3
0
18
26.3
N=C(N1CC1)C1=CC=NS1
N=C(c1ccns1)N1CC1
false
CC(C1CCCC1)C1CC1
N=C(c1ccns1)N1CC1
153.21
40.5157
0.78407
3
1
17
39.75
CC1(O)CCC2=C1C=NS2
CC1(O)CCc2sncc21
false
CC1(C)CCC2CCCC21
c1nsc2c1CCC2
155.222
40.0058
1.2968
3
1
19
33.12
CN1C(=O)CN(C=N)C1=S
CN1C(=O)CN(C=N)C1=S
true
CCC1CC(C)C(C)C1C
O=C1CNC(=S)N1
157.198
40.8577
-0.34763
3
1
17
47.4
CS(=O)(=O)C=CC#CC=O
CS(=O)(=O)C=CC#CC=O
true
CCCCCCC(C)(C)C
158.178
37.8238
-0.253
3
0
16
51.21
CC(CC1=CSN=N1)C#C
C#CC(C)Cc1csnn1
false
CCC(C)CC1CCCC1
c1csnn1
152.222
41.61
1.3499
3
0
18
25.78
CNS(=O)(=O)C(=C)C(C)O
C=C(C(C)O)S(=O)(=O)NC
false
CCC(C)(C)C(C)C(C)C
165.214
38.8003
-0.5699
3
2
21
66.4
COC1=CC(=C)S(=O)(=O)C1
C=C1C=C(OC)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1C=CCS1(=O)=O
160.194
38.0188
0.4588
3
0
18
43.37
OC1=C2C3CN3N=C2SN1
OC1=C2C(=NN3CC23)SN1
false
CC1CCC2CC3CC3C12
C1=C2C(=NN3CC23)SN1
155.182
38.3105
0.0187
5
2
15
47.63
CN1C(=O)C2CC2S1(=O)=O
CN1C(=O)C2CC2S1(=O)=O
true
CC1C2CC2C(C)(C)C1C
O=C1NS(=O)(=O)C2CC12
161.182
33.5848
-0.8233
3
0
17
54.45
CCC1(C)N=CNS1(=O)=O
CCC1(C)N=CNS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CN=CN1
162.214
39.2435
0.0739
3
1
20
58.53
S=C1NCCC2NCC2N1
S=C1NCCC2NCC2N1
true
CC1CCCC2CCC2C1
S=C1NCCC2NCC2N1
157.242
43.9321
-0.8054
2
3
21
36.09
ClC1=CC=CN(N=C)C1=N
C=Nn1cccc(Cl)c1=N
false
CCC1CCCC(C)C1C
N=c1cccc[nH]1
155.588
40.2437
1.08467
3
1
16
41.14
CC(C)C1=CC(O)=C(N)S1
CC(C)c1cc(O)c(N)s1
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
157.238
44.4852
2.1593
3
2
21
46.25
CCC(=N)NC1=CN=CS1
CCC(=N)Nc1cncs1
false
CCC(C)CC1CCCC1
c1cscn1
155.226
43.7544
1.94227
3
2
19
48.77
C=NN1CC=CNS1(=O)=O
C=NN1CC=CNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)NC=CCN1
161.186
37.4505
-0.7343
3
1
17
61.77
CC=C(C)N1N=CSC1=O
CC=C(C)n1ncsc1=O
false
CCC(C)C1CCCC1C
O=c1[nH]ncs1
156.21
41.995
1.1855
4
0
18
34.89
CC1=NC(NCC=C)=CS1
C=CCNc1csc(C)n1
false
CCCCC1CCC(C)C1
c1cscn1
154.238
45.5377
2.04942
3
1
20
24.92
CC1OC=CS(=O)(=O)C1C
CC1OC=CS(=O)(=O)C1C
true
CC1CCCC(C)(C)C1C
O=S1(=O)C=COCC1
162.21
38.0688
0.6796
3
0
20
43.37
CC1=NC2=C(SN=N2)C1=C
C=C1C(C)=Nc2nnsc21
false
CC1CC2CCCC2C1C
C=C1C=Nc2nnsc21
151.194
41.712
1.6573
4
0
15
38.14
COC1=NSC(N)=C1C=C
C=Cc1c(OC)nsc1N
false
CCC1CCC(C)C1CC
c1cnsc1
156.21
43.1694
1.3769
4
1
18
48.14
C(N1CCC1)C1=NSN=C1
c1nsnc1CN1CCC1
false
C1CCC(CC2CCC2)C1
c1nsnc1CN1CCC1
155.226
39.803
0.7438
4
0
19
29.02
ON=CC1=CS(=O)(=O)C=C1
O=S1(=O)C=CC(C=NO)=C1
false
CCCC1CCC(C)(C)C1
O=S1(=O)C=CC=C1
159.166
36.4213
0.2724
4
1
15
66.73
CC1=CCS(=O)(=O)NN=C1
CC1=CCS(=O)(=O)NN=C1
true
CC1CCCC(C)(C)CC1
O=S1(=O)CC=CC=NN1
160.198
39.1715
-0.1485
3
1
18
58.53
CCC1=CN(OC)C(=O)S1
CCc1cn(OC)c(=O)s1
false
CCC1CC(C)C(CC)C1
O=c1[nH]ccs1
159.21
40.461
0.5306
4
0
19
31.23
NN1C(=S)NC2=COC=C12
Nn1c(=S)[nH]c2cocc21
false
CC1CC2CCCC2C1C
S=c1[nH]c2cocc2[nH]1
155.182
39.5391
1.00569
4
2
15
59.88
CC(=C)C1CNS(=O)(=O)C1
C=C(C)C1CNS(=O)(=O)C1
false
CC(C)C1CCC(C)(C)C1
O=S1(=O)CCCN1
161.226
40.0935
0.1117
2
1
21
46.17
CCN(C)C1COS1(=O)=O
CCN(C)C1COS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCO1
165.214
36.9638
-0.3758
4
0
21
46.61
NNS(=O)(=O)COCC#C
C#CCOCS(=O)(=O)NN
false
CCCCCC(C)(C)CC
164.186
35.8949
-1.6132
4
2
18
81.42