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)COS(=O)(=O)C=O
C=C(C)COS(=O)(=O)C=O
false
CCC(C)(C)CCC(C)C
164.182
36.4363
0.0991
4
0
18
60.44
OCS(=O)(=O)C1CN1N=C
C=NN1CC1S(=O)(=O)CO
false
CCC1CC1C(C)(C)CC
C1CN1
164.186
36.0486
-1.3917
5
1
18
69.74
CN1C(=O)SC=C1CCO
Cn1c(CCO)csc1=O
false
CCCC1CCC(C)C1C
O=c1[nH]ccs1
159.21
40.3498
-0.0184
4
1
19
42.23
C#CC1=C(CC#N)C=CS1
C#Cc1sccc1CC#N
false
CCCC1CCCC1CC
c1ccsc1
147.202
41.571
1.79548
2
0
15
23.79
CC1=NOC(=C1)S(N)(=O)=O
Cc1cc(S(N)(=O)=O)on1
false
CC1CCC(C(C)(C)C)C1
c1cnoc1
162.17
32.6132
-0.36958
4
1
16
86.19
C=CCS(=O)(=O)NCC=O
C=CCS(=O)(=O)NCC=O
true
CCCCC(C)(C)CCC
163.198
38.0505
-0.7093
3
1
19
63.24
CC(C)(C)C1=CNSC1=N
CC(C)(C)c1c[nH]sc1=N
false
CC1CCCC1C(C)(C)C
N=c1cc[nH]s1
156.254
43.2244
1.85317
2
2
22
39.64
NC1C2CCNC(=S)NC12
NC1C2CCNC(=S)NC12
true
CC1CCCC2C(C)C2C1
S=C1NCCC2CC2N1
157.242
43.6068
-0.8201
2
3
21
50.08
CCC1=C(Cl)C(SN1)=NN
CCc1[nH]sc(=NN)c1Cl
false
CCC1CCC(CC)C1C
N=c1cc[nH]s1
177.66
42.8081
1.0664
3
2
18
54.17
CC1=CN(N=C)S(=O)(=O)C1
C=NN1C=C(C)CS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=S1(=O)CC=CN1
160.198
38.9318
0.1512
3
0
18
49.74
CC1C(N)C1N(O)C(N)=S
CC1C(N)C1N(O)C(N)=S
true
CC(C)C(C)C1C(C)C1C
C1CC1
161.23
41.3383
-0.7332
3
3
21
75.51
CC1=C2C=CSC2=C(O)S1
Cc1sc(O)c2sccc12
false
CC1CC(C)C2CCCC12
c1cc2cscc2s1
170.258
46.1038
2.97682
3
1
16
20.23
NS(=O)(=O)C#CCC=NO
NS(=O)(=O)C#CCC=NO
true
CCCCCCC(C)(C)C
162.17
35.7787
-0.9141
4
2
16
92.75
NC1=C2SC(=N)NC2=CO1
N=c1[nH]c2coc(N)c2s1
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2cocc2s1
155.182
38.7088
0.88407
4
3
15
78.8
CS(=O)(=O)OCC=CC=O
CS(=O)(=O)OCC=CC=O
true
CCCCCCC(C)(C)C
164.182
35.9998
-0.2823
4
0
18
60.44
C=C1NC(=S)NCC2NC12
C=C1NC(=S)NCC2NC12
true
CC1CCC2CC2C(C)C1
C=C1NC(=S)NCC2NC12
155.226
43.5881
-0.6818
2
3
19
46
CN=C1OC=C2C=NSN12
CN=c1occ2cnsn12
false
CCC1CCC2CCCC12
N=c1occ2cnsn12
155.182
36.822
0.5193
5
0
15
42.8
CC(=C)C(C)(C)S(N)(=O)=O
C=C(C)C(C)(C)S(N)(=O)=O
false
CC(C)C(C)(C)C(C)(C)C
163.242
42.0002
0.6296
2
1
23
60.16
CC=C(C)C1=NC(=N)NS1
CC=C(C)c1nc(=N)[nH]s1
false
CCC(C)C1CCC(C)C1
N=c1ncs[nH]1
155.226
41.6444
1.37387
3
2
19
52.53
C=CC12CN1C(=S)NCC2
C=CC12CCNC(=S)N1C2
false
CCC12CCCC(C)C1C2
S=C1NCCC2CN12
154.238
44.8517
0.505
1
1
20
15.04
C=CCCOC1=NSN=C1
C=CCCOc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
156.21
40.218
1.493
4
0
18
35.01
NC(=S)NC(=CC=C)C#C
C#CC(=CC=C)NC(N)=S
false
CCCC(CC)CC(C)C
152.222
47.0341
0.5227
1
2
18
38.05
CNCC1=NSN=C1C=C
C=Cc1nsnc1CNC
false
CCCC1CCCC1CC
c1cnsn1
155.226
42.7637
0.9005
4
1
19
37.81
O=S1(=O)CN2CC3CC3C12
O=S1(=O)CN2CC3CC3C21
false
CC1(C)CC2CC3CC3C21
O=S1(=O)CN2CC3CC3C21
159.21
35.8778
-0.3499
3
0
19
37.38
CC1(CO)CCS(=O)(=O)O1
CC1(CO)CCS(=O)(=O)O1
true
CCC1(C)CCC(C)(C)C1
O=S1(=O)CCCO1
166.198
34.9796
-0.5125
4
1
20
63.6
CC(CN)C1=CSC=C1C
Cc1cscc1C(C)CN
false
CCC(C)C1CCCC1C
c1ccsc1
155.266
46.5254
2.11872
2
1
23
26.02
CN=C1N(O)C=NC=C1Cl
CN=c1c(Cl)cncn1O
false
CCC1C(C)CCCC1C
N=c1ccnc[nH]1
159.576
35.9085
0.3043
4
1
16
50.41
CCNC1=NC(=NS1)C#C
C#Cc1nsc(NCC)n1
false
CCCC1CCC(CC)C1
c1ncsn1
153.21
42.0077
0.9512
4
1
17
37.81
NC1=CN=C(OCC#C)S1
C#CCOc1ncc(N)s1
false
CCCCC1CCC(C)C1
c1cscn1
154.194
40.8544
0.7373
4
1
16
48.14
CC1=CC(=O)NC(O)=C1Cl
Cc1cc(=O)[nH]c(O)c1Cl
false
CC1CC(C)C(C)C(C)C1
O=c1cccc[nH]1
159.572
38.4745
1.04232
2
2
16
53.09
NC1CC(=C)C2=C1SN=N2
C=C1CC(N)c2snnc21
false
CC1CC(C)C2CCCC12
C=C1CCc2snnc21
153.21
40.4884
0.9548
4
1
17
51.8
CN=C1N(C)SC=C1C=O
CN=c1c(C=O)csn1C
false
CCC1CCC(C)C1CC
N=c1ccs[nH]1
156.21
40.1645
0.4296
4
0
18
34.36
NC(=O)C1=CN=CC(Cl)=C1
NC(=O)c1cncc(Cl)c1
false
CC1CCCC(C(C)C)C1
c1ccncc1
156.572
37.7649
0.8339
2
1
15
55.98
O=C1NC2=C(NCCN2)S1
O=c1[nH]c2c(s1)NCCN2
false
CC1CC2CCCCC2C1
O=c1[nH]c2c(s1)NCCN2
157.198
41.9191
0.2738
4
3
17
56.92
CC=CC1=CN=CC(Cl)=C1
CC=Cc1cncc(Cl)c1
false
CCCC1CCCC(C)C1
c1ccncc1
153.612
43.955
2.7681
1
0
18
12.89
CCN(OC)C(=S)NN=C
C=NNC(=S)N(CC)OC
false
CCCC(C)C(CC)CC
161.23
44.6717
0.3598
3
1
21
36.86
N=C1NC(CCC=O)=NS1
N=c1[nH]c(CCC=O)ns1
false
CCCCC1CCC(C)C1
N=c1[nH]cns1
157.198
36.7044
0.08217
4
2
17
69.6
NC1CCCC2=C1N=NS2
NC1CCCc2snnc21
false
CC1CCCC2CCCC12
C1CCc2snnc2C1
155.226
39.7754
0.8742
4
1
19
51.8
CCC1=CC(Cl)=C2CCN12
CCc1cc(Cl)c2n1CC2
false
CCC1CC(C)C2CCC12
c1cc2n(c1)CC2
155.628
42.524
2.26
1
0
20
4.93
CC1N(C)CC(O)S1(=O)=O
CC1N(C)CC(O)S1(=O)=O
true
CC1CC(C)C(C)(C)C1C
O=S1(=O)CCNC1
165.214
37.0186
-0.989
4
1
21
57.61
NC(=N)CC1=NC(O)=CS1
N=C(N)Cc1nc(O)cs1
false
CC(C)CC1CCC(C)C1
c1cscn1
157.198
39.3969
0.32717
4
3
17
82.99
NCC1=NSC2=C1OC=N2
NCc1nsc2ncoc12
false
CCC1CCC2CCCC12
c1nc2sncc2o1
155.182
37.5724
0.743
5
1
15
64.94
CC1C2OC2S(=O)(=O)N1C
CC1C2OC2S(=O)(=O)N1C
true
CC1C2CC2C(C)(C)C1C
O=S1(=O)NCC2OC21
163.198
34.8058
-0.625
3
0
19
49.91
O=C1CCS(=O)(=O)C11CO1
O=C1CCS(=O)(=O)C12CO2
false
CC1CCC(C)(C)C12CC2
O=C1CCS(=O)(=O)C12CO2
162.166
32.0938
-0.8995
4
0
16
63.74
COC1CC(=C)S(=O)(=O)C1
C=C1CC(OC)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1CCCS1(=O)=O
162.21
38.3408
0.3336
3
0
20
43.37
ON=C1CC2=NSN=C2C1
ON=C1Cc2nsnc2C1
false
CCC1CC2CCCC2C1
N=C1Cc2nsnc2C1
155.182
36.5385
0.4669
5
1
15
58.37
C=C1CON=CNC(=S)N1
C=C1CON=CNC(=S)N1
true
CC1CCCCCC(C)C1
C=C1CON=CNC(=S)N1
157.198
42.4534
-0.0623
3
2
17
45.65
CNC=NC1=C(Cl)C=CO1
CNC=Nc1occc1Cl
false
CCCCC1CCCC1C
c1ccoc1
158.588
40.9297
1.8122
2
1
17
37.53
CCC12CC1CCS2(=O)=O
CCC12CC1CCS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)CCC2CC21
160.238
39.5328
0.9736
2
0
22
34.14
CNN1C(C)C(=C)NC1=S
C=C1NC(=S)N(NC)C1C
false
CCC1C(C)CC(C)C1C
C=C1CNC(=S)N1
157.242
45.2344
0.2131
2
2
21
27.3
N=C1N=COC2=NSC=C12
N=c1ncoc2nscc12
false
CC1CCCC2CCCC12
N=c1ncoc2nscc12
153.166
35.5357
0.76377
5
1
13
62.77
NC1CN=C2C=CSN2C1
NC1CN=C2C=CSN2C1
true
CC1CCC2CCCC2C1
C1=CC2=NCCCN2S1
155.226
43.7144
0.2033
4
1
19
41.62
C1CC2=CNSC2=NC=N1
C1=NCCC2=CNSC2=N1
false
C1CCC2CCCC2CC1
C1=NCCC2=CNSC2=N1
153.21
44.2207
0.9522
4
1
17
36.75
CC1N(C=O)C2=CSC=C12
CC1c2cscc2N1C=O
false
CCC1C(C)C2CCCC12
c1scc2c1CN2
153.206
41.277
1.7855
2
0
17
20.31
O=S1(=O)CC=CN=CNO1
O=S1(=O)CC=CN=CNO1
true
CC1(C)CCCCCCC1
O=S1(=O)CC=CN=CNO1
162.17
35.6395
-0.607
5
1
16
67.76
CC1C=C(C)S(=O)(=O)N1O
CC1=CC(C)N(O)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
O=S1(=O)C=CCN1
163.198
35.7643
0.3133
3
1
19
57.61
CCC1=CNS(=O)(=O)C1C
CCC1=CNS(=O)(=O)C1C
true
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CN1
161.226
39.8915
0.6018
2
1
21
46.17
CC1CC2CCS(=O)(=O)N12
CC1CC2CCS(=O)(=O)N12
true
CC1CC2CCC(C)(C)C12
O=S1(=O)CCC2CCN21
161.226
38.1098
0.1827
2
0
21
37.38
C=CC1=C2SC=NN2C=C1
C=Cc1ccn2ncsc12
false
CCC1CCC2CCCC12
c1cc2scnn2c1
150.206
43.16
2.0388
3
0
16
17.3
C#CC1CC1C1=CC=CS1
C#CC1CC1c1cccs1
false
CCC1CC1C1CCCC1
c1csc(C2CC2)c1
148.23
44
2.4848
1
0
18
0
NC1=NC=C(S1)C1(O)CC1
Nc1ncc(C2(O)CC2)s1
false
CC1CCC(C2(C)CC2)C1
c1ncc(C2CC2)s1
156.21
39.6572
0.7067
4
2
18
59.14
S=C1NC=CC(CC#N)N1
N#CCC1C=CNC(=S)N1
false
CCCC1CCCC(C)C1
S=C1NC=CCN1
153.21
42.0274
0.26008
2
2
17
47.85
OC1CC(=O)C(=C)S1(=O)=O
C=C1C(=O)CC(O)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
C=C1C(=O)CCS1(=O)=O
162.166
33.6906
-0.7939
4
1
16
71.44
O=CC1=NC=C2C=CSN12
O=Cc1ncc2ccsn12
false
CCC1CCC2CCCC12
c1cc2cncn2s1
152.178
38.4565
1.2083
4
0
14
34.37
C1OCC1NC1=NC=CS1
c1csc(NC2COC2)n1
false
C1CCC(CC2CCC2)C1
c1csc(NC2COC2)n1
156.21
40.3437
0.9538
4
1
18
34.15
CC(C=NO)C1=CSC=C1
CC(C=NO)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
155.222
43.0125
2.3116
3
1
19
32.59
O=S1(=O)CNN=COC=C1
O=S1(=O)C=COC=NNC1
false
CC1(C)CCCCCCC1
O=S1(=O)C=COC=NNC1
162.17
35.6395
-0.607
5
1
16
67.76
CNC1=NC2=C(COC2)S1
CNc1nc2c(s1)COC2
false
CCC1CC2CCCC2C1
c1nc2c(s1)COC2
156.21
40.1537
1.215
4
1
18
34.15
CCS(=O)(=O)CC(=O)NC
CCS(=O)(=O)CC(=O)NC
true
CCC(C)CC(C)(C)CC
165.214
38.3945
-0.8329
3
1
21
63.24
CC1CCN=C2SN=CN12
CC1CCN=C2SN=CN21
false
CC1CCCC2CCCC12
C1=NSC2=NCCCN12
155.226
44.303
1.1267
4
0
19
27.96
NC(=O)C1CNS(=O)(=O)C1
NC(=O)C1CNS(=O)(=O)C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)CCCN1
164.186
34.4739
-1.9791
3
2
18
89.26
C=C1CC(=CS1(=O)=O)C#C
C#CC1=CS(=O)(=O)C(=C)C1
false
CCC1CC(C)C(C)(C)C1
C=C1CC=CS1(=O)=O
154.19
39.5928
0.8357
2
0
16
34.14
ON=C1SN(CC#C)C=N1
C#CCn1cnc(=NO)s1
false
CCCC1CCC(CC)C1
N=c1nc[nH]s1
155.182
36.2865
-0.1323
5
1
15
50.41
NC=C1CC2NC2S1(=O)=O
NC=C1CC2NC2S1(=O)=O
true
CCC1CC2CC2C1(C)C
C=C1CC2NC2S1(=O)=O
160.198
36.5189
-1.0971
4
2
18
82.1
O=S1(=O)OC2C3CC1NC23
O=S1(=O)OC2C3CC1NC32
false
CC1(C)CC2C3CC1CC32
O=S1(=O)OC2C3CC1NC32
161.182
32.6115
-0.9672
4
1
17
55.4
CC(=N)NC(=C)S(O)(=O)=O
C=C(NC(C)=N)S(=O)(=O)O
false
CC(C)CC(C)C(C)(C)C
164.186
37.225
-0.06783
3
3
18
90.25
COC=C1CCS(=O)(=O)N1
COC=C1CCS(=O)(=O)N1
true
CCCC1CCC(C)(C)C1
C=C1CCS(=O)(=O)N1
163.198
36.6315
-0.2027
3
1
19
55.4
CCC(C)(C)C1=NSN=N1
CCC(C)(C)c1nnsn1
false
CCC(C)(C)C1CCCC1
c1nnsn1
157.242
41.021
1.6207
4
0
21
38.67
CC(CN=CN)S(N)(=O)=O
CC(CN=CN)S(N)(=O)=O
true
CCCCC(C)C(C)(C)C
165.218
40.1156
-1.3496
3
2
21
98.54
S=C1NC2=CCCC22CN12
S=C1NC2=CCCC23CN13
false
CC1CC2CCCC23CC13
S=C1NC2=CCCC23CN13
152.222
42.4877
0.6066
1
1
18
15.04
OCC1=CN=C(NC=N)S1
N=CNc1ncc(CO)s1
false
CCCC1CCC(CC)C1
c1cscn1
157.198
40.4432
0.65437
4
3
17
69
CC1NC(C)C2=CSC=C12
CC1NC(C)c2cscc21
false
CC1CC(C)C2CCCC12
c1scc2c1CNC2
153.25
44.2847
2.4733
2
1
21
12.03
CN(N)S(=O)(=O)C1CCO1
CN(N)S(=O)(=O)C1CCO1
true
CC(C)C(C)(C)C1CCC1
C1COC1
166.202
35.2272
-1.1319
4
1
20
72.63
CC(C)ON(C=N)C(N)=S
CC(C)ON(C=N)C(N)=S
true
CCC(CC(C)C)C(C)C
161.23
43.6291
0.47907
3
2
21
62.34
CN(C=O)C1=C(N)C=NS1
CN(C=O)c1sncc1N
false
CCC(C)C1CCCC1C
c1cnsc1
157.198
40.9934
0.3179
4
1
17
59.22
NNC(=S)NCC=CCO
NNC(=S)NCC=CCO
true
CCCCCCC(C)CC
161.23
44.1496
-1.1273
3
4
21
70.31
CCC1=C2SN=CN2N=C1
CCc1cnn2cnsc12
false
CCC1CCC2CCCC12
c1cc2sncn2n1
153.21
40.242
1.3532
4
0
17
30.19
CC1=NC2=C(OCC=C2)S1
Cc1nc2c(s1)OCC=C2
false
CC1CC2CCCCC2C1
C1=Cc2ncsc2OC1
153.206
41.38
1.85712
3
0
17
22.12
O=CC1(CS(=O)(=O)O1)C#C
C#CC1(C=O)CS(=O)(=O)O1
false
CCC1(CC)CC(C)(C)C1
O=S1(=O)CCO1
160.15
32.4998
-1.0827
4
0
14
60.44
CN1CCC(=C)S(=O)(=O)C1
C=C1CCN(C)CS1(=O)=O
false
CC1CCC(C)C(C)(C)C1
C=C1CCNCS1(=O)=O
161.226
40.1738
0.2079
3
0
21
37.38
C=CC1=COC2=C1N=NS2
C=Cc1coc2snnc12
false
CCC1CCC2CCCC12
c1cc2nnsc2o1
152.178
39.772
1.9273
4
0
14
38.92
S=C1NOCC2=CC=CN12
S=C1NOCc2cccn21
false
CC1CCCC2CCCC12
S=C1NOCc2cccn21
154.194
40.3527
0.6559
3
1
16
26.19
O=S1(=O)NNCC2CC1N2
O=S1(=O)NNCC2CC1N2
true
CC1(C)CCCC2CC1C2
O=S1(=O)NNCC2CC1N2
163.202
35.3869
-1.888
4
3
19
70.23
OC1=CC=C(S1)C1CCC1
Oc1ccc(C2CCC2)s1
false
CC1CCC(C2CCC2)C1
c1csc(C2CCC2)c1
154.234
42.5758
2.7212
2
1
20
20.23
C=CC1CC=CNS1(=O)=O
C=CC1CC=CNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCC=CN1
159.21
39.7975
0.3778
2
1
19
46.17
CN1CC(N)C1S(O)(=O)=O
CN1CC(N)C1S(=O)(=O)O
false
CC1CC(C)C1C(C)(C)C
C1CNC1
166.202
35.942
-1.527
4
2
20
83.63
CC1=C2CNCC2=C(C)S1
Cc1sc(C)c2c1CNC2
false
CC1CC(C)C2CCCC12
c1scc2c1CNC2
153.25
44.3367
1.96814
2
1
21
12.03
NC(=O)C1=C(SC=C1)C#C
C#Cc1sccc1C(N)=O
false
CCC1CCCC1C(C)C
c1ccsc1
151.19
40.7719
0.8283
2
1
15
43.09
CC(C)C1=CNC(=S)NC1
CC(C)C1=CNC(=S)NC1
true
CC1CCC(C(C)C)CC1
S=C1NC=CCN1
156.254
46.6574
1.004
1
2
22
24.06
O=S1(=O)C=CC2=CCNC12
O=S1(=O)C=CC2=CCNC21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=CC2=CCNC21
157.194
37.9335
-0.2158
3
1
17
46.17