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
OC12CCC(C1)OS2(=O)=O
O=S1(=O)OC2CCC1(O)C2
false
CC1(C)CC2CCC1(C)C2
O=S1(=O)OC2CCC1C2
164.182
32.5936
-0.4125
4
1
18
63.6
C=NN=C1NC(C=O)=CS1
C=NN=c1[nH]c(C=O)cs1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
155.182
39.1692
0.405
4
1
15
57.58
CC(O)C1=C(Cl)C(C)=NO1
Cc1noc(C(C)O)c1Cl
false
CC(C)C1CCC(C)C1C
c1cnoc1
161.588
36.8838
1.68972
3
1
18
46.26
CCCN(CC)C(=S)NO
CCCN(CC)C(=S)NO
true
CCCC(CC)C(C)CC
162.258
45.0582
0.982
2
2
24
35.5
ClC1=CC=C2CCN2C1=N
N=c1c(Cl)ccc2n1CC2
false
CC1CCC2CCC2C1C
N=c1cccc2n1CC2
154.6
39.0007
1.17707
2
1
17
28.78
CCC=COS(=O)(=O)CO
CCC=COS(=O)(=O)CO
true
CCCCCC(C)(C)CC
166.198
36.5216
0.2063
4
1
20
63.6
CC1=CN2NC(=O)SC2=C1
Cc1cc2sc(=O)[nH]n2c1
false
CC1CC2CC(C)CC2C1
O=c1[nH]n2cccc2s1
154.194
40.6317
0.99752
3
1
16
37.27
CCCC(=O)C1=CN=CS1
CCCC(=O)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
155.222
41.3525
2.1259
3
0
19
29.96
CC#CCC1=NC(N)=NS1
CC#CCc1nc(N)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
153.21
41.4754
0.6861
4
1
17
51.8
CC(C)N=C1NNC(=O)S1
CC(C)N=c1[nH][nH]c(=O)s1
false
CC(C)CC1CCC(C)C1
N=c1[nH][nH]c(=O)s1
159.214
39.9894
0.0736
3
2
19
61.01
NN(C=O)C(=S)NC1CC1
NN(C=O)C(=S)NC1CC1
true
CCC(C)C(C)CC1CC1
C1CC1
159.214
40.8461
-0.6446
3
2
19
58.36
O=S1(=O)CC2=C(NC=C2)N1
O=S1(=O)Cc2cc[nH]c2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)Cc2cc[nH]c2N1
158.182
37.0392
0.27
2
2
16
61.96
CN1CC1C1=CSN=C1N
CN1CC1c1csnc1N
false
CC1CCCC1C1CC1C
c1nscc1C1CN1
155.226
41.8974
0.7118
4
1
19
41.92
OCC1CNC(=S)N1C=N
N=CN1C(=S)NCC1CO
false
CCC1CCC(C)C1CC
S=C1NCCN1
159.214
42.0972
-0.85553
3
3
19
59.35
CC1(CS(=O)(=O)NO1)C=C
C=CC1(C)CS(=O)(=O)NO1
false
CCC1(C)CCC(C)(C)C1
O=S1(=O)CCON1
163.198
36.6095
-0.2043
3
1
19
55.4
NN=C1CC(=C)S(=O)(=O)O1
C=C1CC(=NN)OS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1CC(=N)OS1(=O)=O
162.17
35.3842
-0.4776
5
1
16
81.75
CC1OC2=C(N)SC(N)=C12
CC1Oc2c(N)sc(N)c21
false
CC1CC(C)C2C(C)CC12
c1scc2c1CO2
156.21
42.1868
1.3659
4
2
18
61.27
CCOC(C)C1=CSN=N1
CCOC(C)c1csnn1
false
CCCC(C)C1CCCC1
c1csnn1
158.226
39.95
1.6356
4
0
20
35.01
CC(=C)CN1SC(=O)N=C1
C=C(C)Cn1cnc(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1nc[nH]s1
156.21
41.188
0.8809
4
0
18
34.89
CC1CC1(CN)NC(N)=S
CC1CC1(CN)NC(N)=S
true
CCC1(CC(C)C)CC1C
C1CC1
159.258
45.4875
-0.4431
2
3
23
64.07
O=S1(=O)C=CC2CCON12
O=S1(=O)C=CC2CCON21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=CC2CCON21
161.182
34.2558
-0.1506
3
0
17
46.61
O=C1SN2N=CC=CC2=N1
O=c1nc2cccnn2s1
false
CC1CC2CCCCC2C1
O=c1nc2cccnn2s1
153.166
37.134
0.151
5
0
13
47.26
OCC1OC1C1=CSC=N1
OCC1OC1c1cscn1
false
CCC1CC1C1CCCC1
c1nc(C2CO2)cs1
157.194
36.8138
0.5753
4
1
17
45.65
C=COC1=C(C=O)N=CS1
C=COc1scnc1C=O
false
CCCC1CCCC1CC
c1cscn1
155.178
38.3265
1.4779
4
0
15
39.19
NC1=C(N=CS1)C#CCO
Nc1scnc1C#CCO
false
CCCCC1CCCC1C
c1cscn1
154.194
40.4902
0.0691
4
2
16
59.14
CN1C=CC(Cl)=C1CCO
Cn1ccc(Cl)c1CCO
false
CCCC1C(C)CCC1C
c1cc[nH]c1
159.616
41.2128
1.2133
2
1
20
25.16
ClC1=CN(C=C)C(C=O)=C1
C=Cn1cc(Cl)cc1C=O
false
CCC1CC(C)CC1CC
c1cc[nH]c1
155.584
41.2165
2.0545
2
0
16
22
NC1=CS(=O)(=O)OCC=C1
NC1=CS(=O)(=O)OCC=C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)C=CC=CCO1
161.182
36.2822
-0.2973
4
1
17
69.39
CN1CC=CCOS1(=O)=O
CN1CC=CCOS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)NCC=CCO1
163.198
36.6418
-0.2506
3
0
19
46.61
NNS(=O)(=O)C1=COC=C1
NNS(=O)(=O)c1ccoc1
false
CCC(C)(C)C1CCCC1
c1ccoc1
162.17
33.2169
-0.5684
4
2
16
85.33
CCNCS(=O)(=O)CC=O
CCNCS(=O)(=O)CC=O
true
CCCCC(C)(C)CCC
165.214
38.3945
-0.8329
4
1
21
63.24
CONC(=S)N(C)C1CC1
CONC(=S)N(C)C1CC1
true
CCCC(C)C(C)C1CC1
C1CC1
160.242
43.5277
0.5165
2
1
22
24.5
CC#CC1=CSC(CN)=C1
CC#Cc1csc(CN)c1
false
CCCC1CCC(CC)C1
c1ccsc1
151.234
44.7624
1.5782
2
1
19
26.02
CNC1=NC2=C(OC=N2)S1
CNc1nc2ncoc2s1
false
CCC1CC2CCCC2C1
c1nc2ncsc2o1
155.182
39.2277
1.326
5
1
15
50.95
NC1=C2NC(=O)NC2=CS1
Nc1scc2[nH]c(=O)[nH]c12
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2cscc2[nH]1
155.182
41.2088
0.4999
3
3
15
74.67
CCC(N)C1=C(C)SN=N1
CCC(N)c1nnsc1C
false
CCC(C)C1CCCC1C
c1csnn1
157.242
41.8654
1.25632
4
1
21
51.8
OC1CNS(=O)(=O)C1C=C
C=CC1C(O)CNS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)CCCN1
163.198
36.9143
-1.1651
3
2
19
66.4
COC1=CSC(=NC)N1N
CN=c1scc(OC)n1N
false
CCC1CCC(CC)C1C
N=c1[nH]ccs1
159.214
40.4984
-0.1975
5
1
19
52.54
CC1=NN2CC=CC2=C1Cl
Cc1nn2c(c1Cl)C=CC2
false
CC1CC2CCCC2C1C
C1=Cc2ccnn2C1
154.6
41.008
1.87172
2
0
17
17.82
O=C1SNC2=C1NCCN2
O=c1s[nH]c2c1NCCN2
false
CC1CCC2CCCCC12
O=c1s[nH]c2c1NCCN2
157.198
41.9191
0.2738
4
3
17
56.92
CC1C=CCS(=O)(=O)C1C
CC1C=CCS(=O)(=O)C1C
true
CC1CCCC(C)(C)C1C
O=S1(=O)CC=CCC1
160.238
41.5528
0.9956
2
0
22
34.14
CC(CO)C1=NC=C(C)S1
Cc1cnc(C(C)CO)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
157.238
42.3518
1.54732
3
1
21
33.12
CN=C1N(C)SN=C1C#C
C#Cc1nsn(C)c1=NC
false
CCC1CCC(C)C1CC
N=c1cns[nH]1
153.21
40.507
-0.0066
4
0
17
30.18
CCS(=O)(=O)C=C(C)NC
CCS(=O)(=O)C=C(C)NC
true
CCC(C)CC(C)(C)CC
163.242
42.2775
0.5018
3
1
23
46.17
CC=C(NS(C)(=O)=O)C#N
CC=C(C#N)NS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
160.198
37.3495
-0.03702
3
1
18
69.96
CC1=CCS(=O)(=O)C(O)C1
CC1=CCS(=O)(=O)C(O)C1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)CC=CCC1
162.21
38.1676
0.0696
3
1
20
54.37
O1C2C=CC3=CSN=C3C12
C1=CC2OC2c2nscc21
false
C1CC2CCC3CC3C2C1
C1=CC2OC2c2nscc21
151.19
38.762
1.6098
3
0
15
25.42
CCOC=CC1=NSN=N1
CCOC=Cc1nnsn1
false
CCCCCC1CCCC1
c1nnsn1
157.198
38.364
0.9403
5
0
17
47.9
CNC1=NC=C(S1)C=CC
CC=Cc1cnc(NC)s1
false
CCCC1CCC(CC)C1
c1cscn1
154.238
46.3687
2.2179
3
1
20
24.92
C#CC1CN2N=CSC2=N1
C#CC1CN2N=CSC2=N1
true
CCC1CC2CCCC2C1
C1=NN2CCN=C2S1
151.194
42.845
0.3499
4
0
15
27.96
CN1C=C(N)C(Cl)=C1CO
Cn1cc(N)c(Cl)c1CO
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
160.604
40.7582
0.753
3
2
19
51.18
CC#CC1=CC(CO)=CS1
CC#Cc1cc(CO)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
152.218
42.7938
1.6118
2
1
18
20.23
CC1C2OCS(=O)(=O)C12O
CC1C2OCS(=O)(=O)C12O
true
CC1C2CCC(C)(C)C12C
O=S1(=O)COC2CC21
164.182
32.7736
-0.9042
4
1
18
63.6
CC(N)C(C)C1=CC=CS1
CC(N)C(C)c1cccs1
false
CC(C)C(C)C1CCCC1
c1ccsc1
155.266
46.3834
2.1988
2
1
23
26.02
CCC1=CNS(=O)(=O)CC1
CCC1=CNS(=O)(=O)CC1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CCC=CN1
161.226
39.9135
0.6034
2
1
21
46.17
NC1=NN2SC=C(O)C2=C1
Nc1cc2c(O)csn2n1
false
CC1CC2CCC(C)C2C1
c1cc2ccsn2n1
155.182
39.1462
0.6836
5
2
15
63.55
CC(C)=CC1=NSC=C1Cl
CC(C)=Cc1nscc1Cl
false
CC(C)CC1CCCC1C
c1cnsc1
173.668
46.449
3.2197
2
0
18
12.89
C=C1C(=N)NC2=C1SC=C2
C=C1C(=N)Nc2ccsc21
false
CC1CC2CCCC2C1C
C=C1C(=N)Nc2ccsc21
150.206
44.7024
2.16407
2
2
16
35.88
NC1=C(CCC#C)SN=N1
C#CCCc1snnc1N
false
CCCCC1CCCC1C
c1csnn1
153.21
41.4754
0.6861
4
1
17
51.8
C1NC2C1CC1=C2SC=N1
c1nc2c(s1)C1NCC1C2
false
C1CC2CC3CCC3C2C1
c1nc2c(s1)C1NCC1C2
152.222
40.0517
0.9597
3
1
18
24.92
OCC#CC1=CC(Cl)=CO1
OCC#Cc1cc(Cl)co1
false
CCCCC1CCC(C)C1
c1ccoc1
156.568
37.6818
1.2768
2
1
15
33.37
CNC(=S)NNC1CCC1
CNC(=S)NNC1CCC1
true
CCC(C)CCC1CCC1
C1CCC1
159.258
45.5681
0.1374
2
3
23
36.09
CNC1CCCCS1(=O)=O
CNC1CCCCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCCCC1
163.242
40.4855
0.1306
3
1
23
46.17
CCC1=C(O)SC(C=C)=N1
C=Cc1nc(CC)c(O)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
155.222
43.2478
2.0541
3
1
19
33.12
COC(C=O)S(=O)(=O)C=C
C=CS(=O)(=O)C(C=O)OC
false
CCC(CC)C(C)(C)CC
164.182
35.9778
-0.2839
4
0
18
60.44
C=C1CNC(=N)OS1(=O)=O
C=C1CNC(=N)OS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
C=C1CNC(=N)OS1(=O)=O
162.17
34.8742
-0.61553
4
2
16
79.25
CC1CC2CN2S(=O)(=O)C1
CC1CC2CN2S(=O)(=O)C1
true
CC1CC2CC2C(C)(C)C1
O=S1(=O)CCCC2CN21
161.226
38.0618
0.0402
2
0
21
37.15
S=C1N2CC2C2CC=CN12
S=C1N2C=CCC2C2CN12
false
CC1C2CCCC2C2CC12
S=C1N2C=CCC2C2CN12
152.222
42.476
0.5571
1
0
18
6.25
NS(=O)(=O)C=CC=CC#C
C#CC=CC=CS(N)(=O)=O
false
CCCCCCC(C)(C)C
157.194
40.2202
-0.022
2
1
17
60.16
O=S(=O)(C#C)C1=NC=NO1
C#CS(=O)(=O)c1ncno1
false
CCC(C)(C)C1CCCC1
c1ncon1
158.138
30.3168
-0.566
5
0
12
73.06
CNCC1=CSN=C1NO
CNCc1csnc1NO
false
CCCC1CCCC1CC
c1cnsc1
159.214
40.2869
0.6636
5
3
19
57.18
O=C1SC=C2NCC=NN12
O=c1scc2n1N=CCN2
false
CC1CCC2CCCCC12
O=c1scc2n1N=CCN2
155.182
40.9587
0.1692
5
1
15
46.39
CC1CC2CC1S(=O)(=O)O2
CC1CC2CC1S(=O)(=O)O2
true
CC1CC2CC1C(C)(C)C2
O=S1(=O)OC2CCC1C2
162.21
35.9788
0.5135
3
0
20
43.37
CCC1(CC)CN1C(N)=S
CCC1(CC)CN1C(N)=S
true
CCC1(CC)CC1C(C)C
C1CN1
158.27
46.8044
1.1044
1
1
24
29.03
NNS(=O)(=O)C1=CCNC1
NNS(=O)(=O)C1=CCNC1
true
CCC(C)(C)C1CCCC1
C1=CCNC1
163.202
37.1956
-1.7334
4
3
19
84.22
C=CCC(=O)S(=O)(=O)C#N
C=CCC(=O)S(=O)(=O)C#N
true
CCCC(C)C(C)(C)CC
159.166
34.3538
-0.01502
4
0
15
75
N=C1SN(C=N1)C(=O)C#C
C#CC(=O)n1cnc(=N)s1
false
CCC(C)C1CCC(C)C1
N=c1nc[nH]s1
153.166
35.4182
-0.30253
5
1
13
58.74
NCC1=CN2C=CSC2=C1
NCc1cc2sccn2c1
false
CCC1CC2CCCC2C1
c1cc2sccn2c1
152.222
43.1654
1.4595
3
1
18
30.43
CC1CCN1CS(C)(=O)=O
CC1CCN1CS(C)(=O)=O
true
CC1CCC1CC(C)(C)C
C1CNC1
163.242
40.4958
0.0827
3
0
23
37.38
NCCC1=CC=C(CO)S1
NCCc1ccc(CO)s1
false
CCCC1CCC(CC)C1
c1ccsc1
157.238
43.0002
0.7416
3
2
21
46.25
CC1OC(C=C1)S(N)(=O)=O
CC1C=CC(S(N)(=O)=O)O1
false
CC1CCC(C(C)(C)C)C1
C1=CCOC1
163.198
36.5822
-0.4241
3
1
19
69.39
ON1CC2NCC2NC1=S
ON1CC2NCC2NC1=S
true
CC1CC2CCC2CC1C
S=C1NCC2NCC2N1
159.214
39.8049
-1.0939
3
3
19
47.53
ClC1=C(C=C)N(C=O)N=C1
C=Cc1c(Cl)cnn1C=O
false
CCC1CCC(C)C1CC
c1cn[nH]c1
156.572
39.4765
1.2178
3
0
15
34.89
COC=CC1=CC=C(N)S1
COC=Cc1ccc(N)s1
false
CCCCC1CCC(C)C1
c1ccsc1
155.222
44.7744
1.9474
3
1
19
35.25
NN=CC1=COC(N)=C1Cl
NN=Cc1coc(N)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
159.576
39.9118
0.8078
4
2
16
77.54
CN1CC=CC2=NSN=C12
CN1CC=Cc2nsnc21
false
CC1CCCC2CCCC12
C1=Cc2nsnc2NC1
153.21
42.213
1.0011
4
0
17
29.02
CN1N=NC2=CSC(C)=C12
Cc1scc2nnn(C)c12
false
CC1CCC2CCC(C)C12
c1scc2[nH]nnc12
153.21
41.123
1.33822
4
0
17
30.71
CCC1(O)CS(=O)(=O)C1C
CCC1(O)CS(=O)(=O)C1C
true
CCC1(C)CC(C)(C)C1C
O=S1(=O)CCC1
164.226
38.4896
-0.0556
3
1
22
54.37
OCC1=CSN(N=C)C1=N
C=Nn1scc(CO)c1=N
false
CCC1CCC(CC)C1C
N=c1ccs[nH]1
157.198
39.0335
-0.01493
5
2
17
61.37
CC1=C2SC=C(N)C2=NS1
Cc1snc2c(N)csc12
false
CC1CCC2C(C)CCC12
c1cc2nscc2s1
170.262
46.6464
2.24842
4
1
16
38.91
CNC1=CC2=C(COC2)S1
CNc1cc2c(s1)COC2
false
CCC1CC2CCCC2C1
c1cc2c(s1)COC2
155.222
42.3587
1.82
3
1
19
21.26
OCCC1=CSC=C1C=O
O=Cc1cscc1CCO
false
CCCC1CCCC1CC
c1ccsc1
156.206
40.4963
1.0954
3
1
18
37.3
OC1=CN=NC(=N)C(Cl)=C1
N=c1nncc(O)cc1Cl
false
CC1CCCC(C)C(C)C1
N=c1ccccnn1
157.56
34.5615
0.31507
4
2
14
69.86
CC12CN1S(=O)(=O)NCC2
CC12CCNS(=O)(=O)N1C2
false
CC1(C)CCCC2(C)CC12
O=S1(=O)NCCC2CN21
162.214
36.6505
-0.7012
2
1
20
49.18
N=C(NC1=CSN=C1)C#C
C#CC(=N)Nc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
151.194
42.2964
1.16547
3
2
15
48.77
CC1=NOCS(=O)(=O)NC1
CC1=NOCS(=O)(=O)NC1
true
CC1CCCC(C)(C)CC1
O=S1(=O)CON=CCN1
164.186
35.9835
-0.7306
4
1
18
67.76
CC=C1CC2=C(O1)C=NS2
CC=C1Cc2sncc2O1
false
CCC1CC2CCCC2C1
C=C1Cc2sncc2O1
153.206
40.203
1.9818
3
0
17
22.12
NN=C1ONC(C=C)=C1Cl
C=Cc1[nH]oc(=NN)c1Cl
false
CCC1CCC(CC)C1C
N=c1cc[nH]o1
159.576
37.9101
0.6785
3
2
16
67.31
CCNC1=C(C=CS1)C#N
CCNc1sccc1C#N
false
CCCC1CCCC1CC
c1ccsc1
152.222
43.1977
2.05158
3
1
18
35.82
CCS(=O)(=O)C(C)=NOC
CCS(=O)(=O)C(C)=NOC
true
CCCC(C)C(C)(C)CC
165.214
39.5788
0.4009
4
0
21
55.73