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)N1CC(=N)NC1=S
C=C(C)N1CC(=N)NC1=S
false
CC1CC(C)C(C(C)C)C1
N=C1CNC(=S)N1
155.226
44.9804
0.68737
2
2
19
39.12
CC1(C)CN(C=N)C(=S)N1
CC1(C)CN(C=N)C(=S)N1
true
CCC1CC(C)(C)CC1C
S=C1NCCN1
157.242
45.3024
0.56217
2
2
21
39.12
CC1=CN=C2N1SC=C2N
Cc1cnc2c(N)csn12
false
CC1CCC2C(C)CCC12
c1cn2sccc2n1
153.21
42.2184
1.28642
4
1
17
43.32
COC1=CSC(=N)N1N=C
C=Nn1c(OC)csc1=N
false
CCC1CCC(C)C1CC
N=c1[nH]ccs1
157.198
39.6627
0.50137
5
1
17
50.37
CC=CC1=C2CNC2=NS1
CC=Cc1snc2c1CN2
false
CCCC1CCC2CCC12
c1snc2c1CN2
152.222
44.1487
2.1017
3
1
18
24.92
CC#CS(=O)(=O)C=C(C)C
CC#CS(=O)(=O)C=C(C)C
true
CCCC(C)(C)CC(C)C
158.222
41.8008
1.3057
2
0
20
34.14
CC(N)C1=C(C)C(N)=CS1
Cc1c(N)csc1C(C)N
false
CC(C)C1CCC(C)C1C
c1ccsc1
156.254
46.0708
1.65842
3
2
22
52.04
COC1CN2CC2S1(=O)=O
COC1CN2CC2S1(=O)=O
true
CCC1CC2CC2C1(C)C
O=S1(=O)CCN2CC21
163.198
35.0778
-0.971
4
0
19
46.38
CN(CC=C)C(=S)NC=N
C=CCN(C)C(=S)NC=N
false
CCCC(C)C(C)CCC
157.242
47.3444
0.58577
2
2
21
39.12
CC1=C(O)C(O)=C(CN)S1
Cc1sc(CN)c(O)c1O
false
CCC1CC(C)C(C)C1C
c1ccsc1
159.21
40.277
0.92642
4
3
19
66.48
O=S1(=O)COC2CN(C2)C1
O=S1(=O)COC2CN(C2)C1
true
CC1(C)CCC2CC(C2)C1
O=S1(=O)COC2CN(C2)C1
163.198
35.0998
-0.9694
4
0
19
46.61
CC(C)C(C#N)S(N)(=O)=O
CC(C)C(C#N)S(N)(=O)=O
true
CCC(C(C)C)C(C)(C)C
162.214
37.3462
-0.17692
3
1
20
83.95
CC(CN)CNS(C)(=O)=O
CC(CN)CNS(C)(=O)=O
true
CCC(C)CCC(C)(C)C
166.246
41.0649
-0.8696
3
2
24
72.19
CC(=C)C1CC2=CSC=C12
C=C(C)C1Cc2cscc21
false
CC(C)C1CC2CCCC21
c1scc2c1CC2
150.246
45.578
2.9639
1
0
20
0
CC12CC1C=CNC(=S)N2
CC12CC1C=CNC(=S)N2
true
CC1CCCC2CC2(C)C1
S=C1NC=CC2CC2N1
154.238
44.5214
0.7564
1
2
20
24.06
CC(O)C1=NN=CC=C1Cl
CC(O)c1nnccc1Cl
false
CC(C)C1CCCCC1C
c1ccnnc1
158.588
37.6758
1.1833
3
1
17
46.01
NC(CS(O)(=O)=O)=NC=C
C=CN=C(N)CS(=O)(=O)O
false
CCCC(C)CC(C)(C)C
164.186
38.235
-0.6251
3
2
18
92.75
CC1C2CNC2CS1(=O)=O
CC1C2CNC2CS1(=O)=O
true
CC1C2CCC2CC1(C)C
O=S1(=O)CC2CNC2C1
161.226
38.5295
-0.6087
3
1
21
46.17
ClC1=C2CCC(C=C2)=C1Cl
Clc1c2ccc(c1Cl)CC2
false
CC1C2CCC(CC2)C1C
c1cc2ccc1CC2
173.042
43.87
3.092
0
0
16
0
CC(C=C)C1=C(Cl)C=NO1
C=CC(C)c1oncc1Cl
false
CCC(C)C1CCCC1C
c1cnoc1
157.6
40.125
2.6175
2
0
18
26.03
CC1CC(C)N(O)C(=S)N1
CC1CC(C)N(O)C(=S)N1
true
CC1CC(C)C(C)C(C)C1
S=C1NCCCN1
160.242
42.9002
0.7328
2
2
22
35.5
CN1C(=N)CCNS1(=O)=O
CN1C(=N)CCNS1(=O)=O
true
CC1CCCC(C)(C)C1C
N=C1CCNS(=O)(=O)N1
163.202
37.0292
-0.86643
3
2
19
73.26
CS(=O)(=O)C1=NC(N)=CN1
CS(=O)(=O)c1nc(N)c[nH]1
false
CC1CCC(C(C)(C)C)C1
c1c[nH]cn1
161.186
36.1099
-0.6046
4
2
17
88.84
CC1C2CC1S(=O)(=O)NO2
CC1C2CC1S(=O)(=O)NO2
true
CC1C2CCC(C)(C)C1C2
O=S1(=O)NOC2CC1C2
163.198
34.4975
-0.372
3
1
19
55.4
CC(C)C1=C(N)SC(C)=C1
Cc1cc(C(C)C)c(N)s1
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
155.266
47.5574
2.76212
2
1
23
26.02
CC1(CNS(N)(=O)=O)CN1
CC1(CNS(N)(=O)=O)CN1
true
CC(C)(C)CCC1(C)CC1
C1CN1
165.218
37.5176
-1.8586
3
3
21
94.13
CNCCONS(C)(=O)=O
CNCCONS(C)(=O)=O
true
CCCCCCC(C)(C)C
168.218
37.8582
-1.3134
4
2
22
67.43
CC(C=O)C1=C(N)N=NS1
CC(C=O)c1snnc1N
false
CCC(C)C1CCCC1C
c1csnn1
157.198
38.8004
0.4227
5
1
17
68.87
NCC1=CSC(=N1)C1CC1
NCc1csc(C2CC2)n1
false
CCC1CCC(C2CC2)C1
c1csc(C2CC2)n1
154.238
41.9804
1.4792
3
1
20
38.91
C=C(C#N)C1=CSNC1=O
C=C(C#N)c1cs[nH]c1=O
false
CCC(C)C1CCCC1C
O=c1ccs[nH]1
152.178
39.5867
0.97318
3
1
14
56.65
C1C2ON=C3SC=NN3C12
C1=NN2C(=NOC3CC32)S1
false
C1CC2CCC3CC3C2C1
C1=NN2C(=NOC3CC32)S1
155.182
38.635
0.4206
5
0
15
37.19
CC1=CNC(S1)=NC=NO
Cc1c[nH]c(=NC=NO)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
157.198
39.2482
0.70282
3
2
17
60.74
CC=CCCNC(=S)NN
CC=CCCNC(=S)NN
true
CCCCCCC(C)CC
159.258
47.3548
0.2904
2
3
23
50.08
CN1SC(=O)C2=C1OCC2
Cn1sc(=O)c2c1OCC2
false
CC1CC(C)C2CCCC12
O=c1s[nH]c2c1CCO2
157.194
38.759
0.3817
4
0
17
31.23
N1C=NC(=N1)C1=CC=CS1
c1csc(-c2nc[nH]n2)c1
false
C1CCC(C2CCCC2)C1
c1csc(-c2nc[nH]n2)c1
151.194
39.6957
1.5332
3
1
15
41.57
OC1=CC=CC2=CSC=C12
Oc1cccc2cscc12
false
CC1CCCC2CCCC12
c1ccc2cscc2c1
150.202
43.4898
2.6069
2
1
16
20.23
CC(=C)C1=C2CCC2=CS1
C=C(C)c1scc2c1CC2
false
CC(C)C1CCC2CCC21
c1scc2c1CC2
150.246
46.435
2.8798
1
0
20
0
NC(=N)C=CC1=CC=CS1
N=C(N)C=Cc1cccs1
false
CC(C)CCC1CCCC1
c1ccsc1
152.222
45.2671
1.69727
2
2
18
49.87
CON=C1NC(N)=C(C)S1
CON=c1[nH]c(N)c(C)s1
false
CCCC1CC(C)C(C)C1
N=c1[nH]ccs1
159.214
40.3911
0.42892
4
2
19
63.4
CC1=NN=C(OC2CC2)S1
Cc1nnc(OC2CC2)s1
false
CC1CCC(CC2CC2)C1
c1nnc(OC2CC2)s1
156.21
38.296
1.38772
4
0
18
35.01
O=CC(=O)C1CCS1(=O)=O
O=CC(=O)C1CCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCC1
162.166
33.2628
-1.0585
4
0
16
68.28
OC(C#C)S(=O)(=O)CC#C
C#CCS(=O)(=O)C(O)C#C
false
CCCC(C)(C)C(C)CC
158.178
37.4596
-1.014
3
1
16
54.37
CCN(C)C1=C(Cl)C=NO1
CCN(C)c1oncc1Cl
false
CCC(C)C1CCCC1C
c1cnoc1
160.604
40.457
1.7841
3
0
19
29.27
NCCCOC1=CSN=C1
NCCCOc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
158.226
41.2804
0.8707
4
1
20
48.14
NCCC1=CSC=C1CO
NCCc1cscc1CO
false
CCCC1CCCC1CC
c1ccsc1
157.238
43.0002
0.7416
3
2
21
46.25
C=CC1CNC2=NSN=C12
C=CC1CNc2nsnc21
false
CCC1CCC2CCCC12
C1Cc2nsnc2N1
153.21
41.3367
1.2332
4
1
17
37.81
OCC(=C)OC1=CSC=C1
C=C(CO)Oc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
156.206
41.1728
1.6329
3
1
18
29.46
CN1SC(=CC1=NO)C#C
C#Cc1cc(=NO)n(C)s1
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
154.194
38.5745
0.3578
4
1
16
37.52
CN1SC(=N)N=C1CC=O
Cn1sc(=N)nc1CC=O
false
CCCC1CC(C)CC1C
N=c1nc[nH]s1
157.198
36.7077
-0.29753
5
1
17
58.74
CCN1SC(O)=C(N)C1=N
CCn1sc(O)c(N)c1=N
false
CCC1CC(C)C(C)C1C
N=c1ccs[nH]1
159.214
39.9149
0.33677
5
3
19
75.03
C=C1CCS(=O)(=O)C11CN1
C=C1CCS(=O)(=O)C12CN2
false
CC1CCC(C)(C)C12CC2
C=C1CCS(=O)(=O)C12CN2
159.21
38.2775
-0.3394
3
1
19
56.08
N=CN1CCS(=O)(=O)C=N1
N=CN1CCS(=O)(=O)C=N1
true
CCC1CCC(C)(C)CC1
O=S1(=O)C=NNCC1
161.186
37.7685
-0.73283
4
1
17
73.59
COC1(C)C=NNS1(=O)=O
COC1(C)C=NNS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CC=NN1
164.186
35.9615
-0.7322
4
1
18
67.76
CN1C(=C)CNNS1(=O)=O
C=C1CNNS(=O)(=O)N1C
false
CC1CCCC(C)(C)C1C
C=C1CNNS(=O)(=O)N1
163.202
36.9612
-1.2155
3
2
19
61.44
O=S1(=O)CNC2C(C#C)C12
C#CC1C2NCS(=O)(=O)C12
false
CCC1C2CCC(C)(C)C12
O=S1(=O)CNC2CC21
157.194
36.8215
-1.0379
3
1
17
46.17
O=C1CNC1C1=CSN=N1
O=C1CNC1c1csnn1
false
CC1CCC1C1CCCC1
O=C1CNC1c1csnn1
155.182
35.6597
-0.2485
5
1
15
54.88
C=CC(=C)N1SC=CC1=O
C=CC(=C)n1sccc1=O
false
CCC(C)C1CCCC1C
O=c1ccs[nH]1
153.206
44.106
1.5665
3
0
17
22
CC1N(C1(C)C)S(N)(=O)=O
CC1N(S(N)(=O)=O)C1(C)C
false
CC1C(C(C)(C)C)C1(C)C
C1CN1
164.23
38.4872
-0.3274
2
1
22
63.17
CC=CCC1=C(Cl)C=CS1
CC=CCc1sccc1Cl
false
CCCCC1CCCC1C
c1ccsc1
172.68
47.847
3.5201
1
0
19
0
CC1=CSC(N1)=NCCN
Cc1csc(=NCCN)[nH]1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
157.242
42.8911
0.24402
3
2
21
54.17
ON=C1NCC2=C1SN=C2
ON=C1NCc2cnsc21
false
CCC1CCC2CCCC12
N=C1NCc2cnsc21
155.182
37.2772
0.3821
4
2
15
57.51
CC=C(C)S(=O)(=O)CC#N
CC=C(C)S(=O)(=O)CC#N
true
CCCC(C)(C)C(C)CC
159.21
38.8308
0.84848
3
0
19
57.93
NCC(NC(N)=S)=CC=C
C=CC=C(CN)NC(N)=S
false
CCCC(CC)CC(C)C
157.242
47.2555
-0.1518
2
3
21
64.07
CC1=NS(=O)(=O)C=CC1=O
CC1=NS(=O)(=O)C=CC1=O
true
CC1CCC(C)(C)CC1C
O=C1C=CS(=O)(=O)N=C1
159.166
36.1758
-0.1265
3
0
15
63.57
CC1=CSC2=C1C(=C)OC2
C=C1OCc2scc(C)c21
false
CC1CCC2CCC(C)C12
C=C1OCc2sccc21
152.218
42.879
2.55742
2
0
18
9.23
ClC1=C2C=CC=CN2C=C1
Clc1ccn2ccccc12
false
CC1CCC2CCCCC12
c1ccn2cccc2c1
151.596
42.407
2.5927
1
0
16
4.41
C1OC=CC2=C(O1)SC=N2
C1=Cc2ncsc2OCO1
false
C1CCC2CCCC2CC1
C1=Cc2ncsc2OCO1
155.178
37.728
1.4803
4
0
15
31.35
C=CNS(=O)(=O)CC1CO1
C=CNS(=O)(=O)CC1CO1
true
CCCC(C)(C)CC1CC1
C1CO1
163.198
36.8595
-0.5519
3
1
19
58.7
CC(C)=C(C)C1=NC=CS1
CC(C)=C(C)c1nccs1
false
CC(C)C(C)C1CCCC1
c1cscn1
153.25
46.056
2.9564
2
0
21
12.89
CC(C)=C(C#N)S(C)(=O)=O
CC(C)=C(C#N)S(C)(=O)=O
true
CCC(C(C)C)C(C)(C)C
159.21
38.8308
0.84848
3
0
19
57.93
CC1=CN(C(N)=S)C(=O)N1
Cc1cn(C(N)=S)c(=O)[nH]1
false
CC1CC(C)C(C(C)C)C1
O=c1[nH]cc[nH]1
157.198
41.9731
-0.42348
3
2
17
63.81
ClC1=CSN=C1C1CCO1
Clc1csnc1C1CCO1
false
CC1CCCC1C1CCC1
c1cc(C2CCO2)ns1
175.64
40.434
2.2579
3
0
16
22.12
CC(CNC(N)=S)NC=O
CC(CNC(N)=S)NC=O
true
CCCC(C)CCC(C)C
161.23
43.4498
-1.0459
2
3
21
67.15
NC1=C(CC=O)C=C(O)S1
Nc1sc(O)cc1CC=O
false
CCCC1CC(C)CC1C
c1ccsc1
157.194
40.1642
0.7773
4
2
17
63.32
CNCCC(N)S(O)(=O)=O
CNCCC(N)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
168.218
38.0677
-1.2315
4
3
22
92.42
C=C1CC2C=CC1S2(=O)=O
C=C1CC2C=CC1S2(=O)=O
true
CC1CC2CCC1C2(C)C
C=C1CC2C=CC1S2(=O)=O
156.206
39.3928
0.6681
2
0
18
34.14
C=CC1=C(OC=O)SC=N1
C=Cc1ncsc1OC=O
false
CCCC1CCCC1CC
c1cscn1
155.178
38.897
1.3213
4
0
15
39.19
CC1C2CC2S(=O)(=O)C1O
CC1C2CC2S(=O)(=O)C1O
true
CC1C2CC2C(C)(C)C1C
O=S1(=O)CCC2CC21
162.21
35.9856
-0.2422
3
1
20
54.37
CC1=CNC=C1NC(N)=S
Cc1c[nH]cc1NC(N)=S
false
CC(C)CC1CCCC1C
c1cc[nH]c1
155.226
45.9378
0.97862
1
3
19
53.84
CC(O)CC1=NN=C(C)S1
Cc1nnc(CC(C)O)s1
false
CC(C)CC1CCC(C)C1
c1nncs1
158.226
40.0308
0.76982
4
1
20
46.01
CC1=C(N)N=C(S1)C(N)=O
Cc1sc(C(N)=O)nc1N
false
CC(C)C1CC(C)C(C)C1
c1cscn1
157.198
39.7813
0.13262
4
2
17
82
O=C1SN=C(S1)C=CC#C
C#CC=Cc1nsc(=O)s1
false
CCCCC1CCC(C)C1
O=c1scns1
169.23
44.128
1.2112
4
0
13
29.96
COCCC(=O)S(C)(=O)=O
COCCC(=O)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
166.198
36.3438
-0.4059
4
0
20
60.44
CCNC1=CN=C(OC)S1
CCNc1cnc(OC)s1
false
CCCC1CCC(CC)C1
c1cscn1
158.226
42.8297
1.5835
4
1
20
34.15
NCC(O)C#CS(N)(=O)=O
NCC(O)C#CS(N)(=O)=O
true
CCC(C)CCC(C)(C)C
164.186
35.9444
-2.4446
4
3
18
106.41
CC=NNC(=S)NCC#N
CC=NNC(=S)NCC#N
true
CCCCC(C)CCCC
156.214
43.5154
-0.02022
3
2
18
60.21
O=CCN1CCNS1(=O)=O
O=CCN1CCNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)NCCN1
164.186
34.5595
-1.6647
3
1
18
66.48
COS(=O)(=O)C(=O)C(C)C
COS(=O)(=O)C(=O)C(C)C
true
CCC(C)(C)C(C)C(C)C
166.198
35.7738
0.1452
4
0
20
60.44
NC1=NC(C=O)=C(S1)C#C
C#Cc1sc(N)nc1C=O
false
CCC1CC(C)CC1CC
c1cscn1
152.178
39.8489
0.5191
4
1
14
55.98
C=CCC#CC1=CSN=C1
C=CCC#Cc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
149.218
43.806
2.0707
2
0
17
12.89
O=S1(=O)C2C3C4CC2C1C34
O=S1(=O)C2C3CC4C2C4C31
false
CC1(C)C2C3CC4C2C4C31
O=S1(=O)C2C3CC4C2C4C31
156.206
35.0728
0.0477
2
0
18
34.14
CC(C)ONC(=S)N(C)C
CC(C)ONC(=S)N(C)C
true
CC(C)CCC(C)C(C)C
162.258
45.6417
0.7625
2
1
24
24.5
CCC#CS(=O)(=O)OC=C
C=COS(=O)(=O)C#CCC
false
CCCCC(C)(C)CCC
160.194
38.2688
0.8472
3
0
18
43.37
ClC1=CC=NC2=C1OC=C2
Clc1ccnc2ccoc12
false
CC1CCCC2CCCC12
c1cnc2ccoc2c1
153.568
39.019
2.4812
2
0
14
26.03
CC#CC(=O)C1=CSC=C1
CC#CC(=O)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
150.202
42.0995
1.9541
2
0
16
17.07
C=C1CNCCS(=O)(=O)C1
C=C1CNCCS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
C=C1CNCCS(=O)(=O)C1
161.226
40.6635
-0.4394
3
1
21
46.17
NC(=S)NN=CC#CC=O
NC(=S)NN=CC#CC=O
true
CCCCCCCC(C)C
155.182
42.2531
-0.9923
3
2
15
67.48
CCS(=O)(=O)C(CO)=CC
CC=C(CO)S(=O)(=O)CC
false
CCC(CC)C(C)(C)CC
164.226
40.3036
0.3172
3
1
22
54.37
N#CC1=C(N=CS1)C1CN1
N#Cc1scnc1C1CN1
false
CCC1CCCC1C1CC1
c1nc(C2CN2)cs1
151.194
37.5727
0.65908
4
1
15
58.62
OCC1=C2N=COC2=CS1
OCc1scc2ocnc12
false
CCC1CCC2CCCC12
c1nc2cscc2o1
155.178
37.8088
1.3816
4
1
15
46.26