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
CNNC(=S)NC(=O)C=C
C=CC(=O)NC(=S)NNC
false
CCCC(C)CC(C)CC
159.214
43.1331
-0.7025
3
3
19
53.16
CC=C1CC2=C(C1)C=NS2
CC=C1Cc2cnsc2C1
false
CCC1CC2CCCC2C1
C=C1Cc2cnsc2C1
151.234
43.279
2.188
2
0
19
12.89
O=S1(=O)COCC2CC1N2
O=S1(=O)COCC2CC1N2
true
CC1(C)CCCC2CC1C2
O=S1(=O)COCC2CC1N2
163.198
35.0675
-0.9231
4
1
19
55.4
CC(=O)S(=O)(=O)C(C)=CN
CC(=O)S(=O)(=O)C(C)=CN
true
CCC(C)C(C)(C)C(C)C
163.198
37.5452
-0.2323
4
1
19
77.23
NCCC(C#C)S(N)(=O)=O
C#CC(CCN)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
162.214
39.3996
-1.3745
3
2
20
86.18
CS(=O)(=O)CC#CC(N)=N
CS(=O)(=O)CC#CC(=N)N
false
CC(C)CCCC(C)(C)C
160.198
39.4009
-1.02963
3
2
18
84.01
CC(=O)NNC1=NSC=C1
CC(=O)NNc1ccsn1
false
CC(C)CCC1CCCC1
c1cnsc1
157.198
39.5534
0.6061
4
2
17
54.02
OC1=C(C=C)N=C(S1)C#N
C=Cc1nc(C#N)sc1O
false
CCC1CC(C)C(CC)C1
c1cscn1
152.178
38.5848
1.36338
4
1
14
56.91
COC1=CCN(N)S1(=O)=O
COC1=CCN(N)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)C=CCN1
164.186
34.9052
-1.0067
4
1
18
72.63
NC1CC2=CSN=C2C=C1
NC1C=Cc2nscc2C1
false
CC1CCC2CCCC2C1
C1=Cc2nscc2CC1
152.222
42.8274
1.0397
3
1
18
38.91
OC1=CC(=N)C=CC(Cl)=C1
N=c1ccc(Cl)cc(O)c1
false
CC1CCC(C)CC(C)C1
N=c1cccccc1
155.584
38.9715
1.52507
2
2
16
44.08
COS(=O)(=O)C(C)=CC#N
COS(=O)(=O)C(C)=CC#N
true
CCCC(C)C(C)(C)CC
161.182
35.2988
0.38998
4
0
17
67.16
CC1=C(SN(N)C1=O)C#C
C#Cc1sn(N)c(=O)c1C
false
CCC1CC(C)C(C)C1C
O=c1ccs[nH]1
154.194
41.4014
-0.08668
4
1
16
48.02
CC=CN1C(=N)SC=C1C
CC=Cn1c(C)csc1=N
false
CCCC1C(C)CCC1C
N=c1[nH]ccs1
154.238
43.9047
1.82809
3
1
20
28.78
NCC1OC1C1=NC=NS1
NCC1OC1c1ncns1
false
CCC1CC1C1CCCC1
c1nsc(C2CO2)n1
157.198
36.5774
-0.0633
5
1
17
64.33
CNC(=S)NC1C(N)C1O
CNC(=S)NC1C(N)C1O
true
CCC(C)CC1C(C)C1C
C1CC1
161.23
42.5636
-1.8493
3
4
21
70.31
CN1CC2=C(O)SC(O)=C12
CN1Cc2c(O)sc(O)c21
false
CC1CC(C)C2C(C)CC12
c1scc2c1CN2
157.194
39.7556
1.1091
4
2
17
43.7
CCC1=CCON1C(N)=S
CCC1=CCON1C(N)=S
true
CCC1CCCC1C(C)C
C1=CNOC1
158.226
42.9504
0.7711
2
1
20
38.49
NCC1=CC(=C)S(=O)(=O)N1
C=C1C=C(CN)NS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1C=CNS1(=O)=O
160.198
38.3329
-0.7243
3
2
18
72.19
NC1=C(C=C)N=C(CO)S1
C=Cc1nc(CO)sc1N
false
CCC1CC(C)C(CC)C1
c1cscn1
156.21
42.5402
0.8606
4
2
18
59.14
CC(CCN)C1=CSN=N1
CC(CCN)c1csnn1
false
CCCC(C)C1CCCC1
c1csnn1
157.242
41.9954
0.9904
4
1
21
51.8
CC1=CCC=NN1C(N)=S
CC1=CCC=NN1C(N)=S
true
CC(C)C1CCCCC1C
C1=CNN=CC1
155.226
45.4904
0.8253
2
1
19
41.62
CC1=NOC2=C1SC(N)=N2
Cc1noc2nc(N)sc12
false
CC1CC2CCC(C)C2C1
c1nc2oncc2s1
155.182
38.8304
1.17492
5
1
15
64.94
CC1C(N)C2=CC(=O)SN12
CC1C(N)c2cc(=O)sn21
false
CC1CC2C(C)C(C)C2C1
O=c1cc2n(s1)CC2
156.21
40.2184
0.4842
4
1
18
48.02
CCC=C(CN)NC(N)=S
CCC=C(CN)NC(N)=S
true
CCCC(CC)CC(C)C
159.258
47.3495
0.0722
2
3
23
64.07
C=CC#CS(=O)(=O)C1CO1
C=CC#CS(=O)(=O)C1CO1
true
CCCCC(C)(C)C1CC1
C1CO1
158.178
36.6328
-0.0956
3
0
16
46.67
CC(C)C1=COC(N)=C1Cl
CC(C)c1coc(N)c1Cl
false
CC(C)C1CCC(C)C1C
c1ccoc1
159.616
42.2194
2.6386
2
1
20
39.16
N#CC=CNC1=CC=CS1
N#CC=CNc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
150.206
42.6947
2.19728
3
1
16
35.82
CN1CCCNCS1(=O)=O
CN1CCCNCS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CNCCCN1
164.23
39.0365
-0.8012
3
1
22
49.41
CCC1=C(C)SC(CO)=N1
CCc1nc(CO)sc1C
false
CCC1CC(C)C(CC)C1
c1cscn1
157.238
42.1518
1.50622
3
1
21
33.12
CN=C1SC=C2C(O)CN12
CN=c1scc2n1CC2O
false
CCC1CCC2C(C)CC12
N=c1scc2n1CC2
156.21
38.7558
0.1271
4
1
18
37.52
CNNS(=O)(=O)CN1CC1
CNNS(=O)(=O)CN1CC1
true
CCCC(C)(C)CC1CC1
C1CN1
165.218
37.5552
-1.6867
4
2
21
61.21
CC=CC1=C(N)C=C(O)S1
CC=Cc1sc(O)cc1N
false
CCCC1CC(C)CC1C
c1ccsc1
155.222
45.1042
2.069
3
2
19
46.25
COC1=C(SC=C1)C1CN1
COc1ccsc1C1CN1
false
CCC1CCCC1C1CC1
c1csc(C2CN2)c1
155.222
41.6147
1.401
3
1
19
31.17
CC1=C2C(CC2=NS1)C#N
Cc1snc2c1C(C#N)C2
false
CCC1CC2CCC(C)C12
c1snc2c1CC2
150.206
38.909
1.6148
3
0
16
36.68
CC1COC(=C)N1C(N)=S
C=C1OCC(C)N1C(N)=S
false
CC(C)C1C(C)CCC1C
C=C1NCCO1
158.226
43.1784
0.4219
2
1
20
38.49
CC1=C(Cl)C=C2NCCN12
Cc1c(Cl)cc2n1CCN2
false
CC1CC2CCCC2C1C
c1cc2n(c1)CCN2
156.616
42.6687
1.87542
2
1
19
16.96
CC1NC(=S)N(O)C1(C)C
CC1NC(=S)N(O)C1(C)C
true
CC1CC(C)C(C)(C)C1C
S=C1NCCN1
160.242
42.9002
0.7328
2
2
22
35.5
CC(O)C(C)S(=O)(=O)C=C
C=CS(=O)(=O)C(C)C(C)O
false
CCC(C)(C)C(C)C(C)C
164.226
40.2596
0.314
3
1
22
54.37
OC1C2CC(=C)S(=O)(=O)C12
C=C1CC2C(O)C2S1(=O)=O
false
CC1C2CC(C)C(C)(C)C12
C=C1CC2CC2S1(=O)=O
160.194
35.9616
-0.3221
3
1
18
54.37
O=CNC(=O)C1=CSC=C1
O=CNC(=O)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
155.178
37.8492
0.6343
3
1
15
46.17
C1CC(C1)OC1=NSN=N1
C1CC(Oc2nnsn2)C1
false
C1CCC(CC2CCC2)C1
C1CC(Oc2nnsn2)C1
157.198
35.971
0.8644
5
0
17
47.9
OS(=O)(=O)C12CC1N=CN2
O=S(=O)(O)C12CC1N=CN2
false
CC(C)(C)C12CCCC1C2
C1=NC2CC2N1
162.17
34.3123
-1.0257
4
2
16
78.76
NC1=CSC(CN2CC2)=N1
Nc1csc(CN2CC2)n1
false
CC1CCC(CC2CC2)C1
c1csc(CN2CC2)n1
155.226
41.8034
0.5409
4
1
19
41.92
CC1=CCS(=O)(=O)NC=C1
CC1=CCS(=O)(=O)NC=C1
true
CC1CCCC(C)(C)CC1
O=S1(=O)CC=CC=CN1
159.21
39.8195
0.3794
2
1
19
46.17
CC12CN1CC1=CSN=C21
CC12CN1Cc1csnc12
false
CC12CC1CC1CCCC12
c1snc2c1CN1CC21
152.222
39.876
1.1875
3
0
18
15.9
CC(CC=NO)S(C)(=O)=O
CC(CC=NO)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
165.214
39.2013
0.2696
4
1
21
66.73
CC1=NC(N)=C(S1)C1CO1
Cc1nc(N)c(C2CO2)s1
false
CC1CC(C)C(C2CC2)C1
c1ncc(C2CO2)s1
156.21
39.9564
1.10502
4
1
18
51.44
N=C1C=CSN1C1CCC1
N=c1ccsn1C1CCC1
false
CC1CCCC1C1CCC1
N=c1ccsn1C1CCC1
154.238
41.0517
1.75407
3
1
20
28.78
NC1=CSC(CC#C)=C1N
C#CCc1scc(N)c1N
false
CCCC1CCC(C)C1C
c1ccsc1
152.222
45.6808
1.0882
3
2
18
52.04
CCC1=CS(=O)(=O)CC1=O
CCC1=CS(=O)(=O)CC1=O
true
CCC1CC(C)(C)CC1C
O=C1C=CS(=O)(=O)C1
160.194
37.1678
0.2778
3
0
18
51.21
NCCC(=CN)S(N)(=O)=O
NC=C(CCN)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
165.218
39.049
-1.5762
4
3
21
112.2
NC(=N)C(=C)CS(N)(=O)=O
C=C(CS(N)(=O)=O)C(=N)N
false
CC(C)C(C)CC(C)(C)C
163.202
39.0283
-1.23293
3
3
19
110.03
CCC1=CSC(=N1)C1CN1
CCc1csc(C2CN2)n1
false
CCC1CCC(C2CC2)C1
c1csc(C2CN2)n1
154.238
42.2357
1.3498
3
1
20
34.83
CCCCC1=NSC(=O)N1
CCCCc1nsc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]cns1
158.226
41.3467
1.174
3
1
20
45.75
CC1=CNS(=O)(=O)COC1
CC1=CNS(=O)(=O)COC1
true
CC1CCCC(C)(C)CC1
O=S1(=O)COCC=CN1
163.198
36.6315
-0.2027
3
1
19
55.4
C=CS(=O)(=O)C1=COC=N1
C=CS(=O)(=O)c1cocn1
false
CCC(C)(C)C1CCCC1
c1cocn1
159.166
33.8858
0.5918
4
0
15
60.17
CN(C)N=C1SNC=C1O
CN(C)N=c1s[nH]cc1O
false
CC(C)CC1CCCC1C
N=c1cc[nH]s1
159.214
39.5845
0.1591
4
2
19
51.62
N#CC1=CSC2=C1N=CS2
N#Cc1csc2scnc12
false
CCC1CCC2CCCC12
c1cc2ncsc2s1
166.23
42.212
2.22948
4
0
12
36.68
O=S1(=O)C=CCNCC=C1
O=S1(=O)C=CCNCC=C1
true
CC1(C)CCCCCCC1
O=S1(=O)C=CCNCC=C1
159.21
40.0695
0.0318
3
1
19
46.17
CS(=O)(=O)NC(=O)CC=C
C=CCC(=O)NS(C)(=O)=O
false
CCCC(C)CC(C)(C)C
163.198
37.8005
-0.3617
3
1
19
63.24
O1C=CC=CC2=C1N=NS2
C1=COc2nnsc2C=C1
false
C1CCC2CCCC2CC1
C1=COc2nnsc2C=C1
152.178
38.711
1.4574
4
0
14
35.01
CNCC1=C(N)C(=O)NS1
CNCc1s[nH]c(=O)c1N
false
CCCC1CCC(C)C1C
O=c1ccs[nH]1
159.214
42.1158
-0.262
4
3
19
70.91
CC1CCN2C(=N)SN=C12
CC1CCn2c1nsc2=N
false
CC1CCC2C(C)CCC12
N=c1snc2n1CCC2
155.226
38.9907
0.93127
4
1
19
41.67
CC1CC2(C1)CNC(=S)N2
CC1CC2(CNC(=S)N2)C1
false
CC1CCC2(C1)CC(C)C2
S=C1NCC2(CCC2)N1
156.254
44.8654
0.6328
1
2
22
24.06
CS(=O)(=O)C#CC(=C)C#C
C#CC(=C)C#CS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
154.19
40.5928
0.1813
2
0
16
34.14
ClC1=C(OCC#C)SC=C1
C#CCOc1sccc1Cl
false
CCCCC1CCCC1C
c1ccsc1
172.636
43.657
2.4135
2
0
15
9.23
OC1=CC=CC2=C1SN=N2
Oc1cccc2nnsc12
false
CC1CCCC2CCCC12
c1ccc2snnc2c1
152.178
39.0798
1.3969
4
1
14
46.01
CCCC1=NN=C(CN)S1
CCCc1nnc(CN)s1
false
CCCC1CCC(CC)C1
c1nncs1
157.242
41.7954
0.9493
4
1
21
51.8
N=CNC(=S)N1CCC1=O
N=CNC(=S)N1CCC1=O
true
CCCC(C)C1CCC1C
O=C1CCN1
157.198
40.8474
-0.29973
3
2
17
56.19
C=NN(C=O)C1=NC=CS1
C=NN(C=O)c1nccs1
false
CCC(CC)C1CCCC1
c1cscn1
155.182
40.206
0.7215
4
0
15
45.56
CNN1C(=C)C2CN2C1=S
C=C1C2CN2C(=S)N1NC
false
CCC1C(C)C2CC2C1C
C=C1NC(=S)N2CC12
155.226
43.1307
-0.0808
2
1
19
18.28
O=S1(=O)C=C2CNCC2=C1
O=S1(=O)C=C2CNCC2=C1
true
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2CNCC2=C1
157.194
37.9555
-0.2142
3
1
17
46.17
CC1C(CC=C)NS1(=O)=O
C=CCC1NS(=O)(=O)C1C
false
CCCC1CC(C)(C)C1C
O=S1(=O)CCN1
161.226
40.1195
0.2526
2
1
21
46.17
CNCC1=CSC(=O)N1N
CNCc1csc(=O)n1N
false
CCCC1CCC(C)C1C
O=c1[nH]ccs1
159.214
41.4931
-0.657
5
2
19
60.05
CS(=O)(=O)N(CC#N)N=C
C=NN(CC#N)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
161.186
36.7118
-0.61282
4
0
17
73.53
CNC=CS(=O)(=O)N(C)O
CNC=CS(=O)(=O)N(C)O
true
CCCCC(C)(C)C(C)C
166.202
36.669
-0.6722
4
2
20
69.64
O=S1(=O)N=CN2CC=CC12
O=S1(=O)N=CN2CC=CC21
false
CC1(C)CCC2CCCC21
O=S1(=O)N=CN2CC=CC21
158.182
37.0458
-0.444
3
0
16
49.74
CNS(=O)(=O)CC(N)C#C
C#CC(N)CS(=O)(=O)NC
false
CCC(C)CC(C)(C)CC
162.214
39.6549
-1.5039
3
2
20
72.19
O=S(=O)(C#C)C1CCCN1
C#CS(=O)(=O)C1CCCN1
false
CCC(C)(C)C1CCCC1
C1CCNC1
159.21
38.7775
-0.2986
3
1
19
46.17
CC1CN1C(=S)NC(C)=N
CC(=N)NC(=S)N1CC1C
false
CC(C)CC(C)C1CC1C
C1CN1
157.242
45.3024
0.56217
2
2
21
38.89
N=C(C=O)N=C1NC=CS1
N=C(C=O)N=c1[nH]ccs1
false
CCC(C)CC1CCCC1
N=c1[nH]ccs1
155.182
38.0234
0.15307
3
2
15
69.07
NC(=S)NC12CC1C=CC2
NC(=S)NC12CC=CC1C2
false
CC(C)CC12CCCC1C2
C1=CC2CC2C1
154.238
44.5161
0.5382
1
2
20
38.05
C=C1COC(=O)S(=O)(=O)C1
C=C1COC(=O)S(=O)(=O)C1
true
CC1CCC(C)C(C)(C)C1
C=C1COC(=O)S(=O)(=O)C1
162.166
34.2748
0.1076
4
0
16
60.44
CN(OCC=C)C(=S)NN
C=CCON(C)C(=S)NN
false
CCCCC(C)C(C)CC
161.23
43.8331
-0.216
3
2
21
50.52
OC=C1N=CC2=NSC=C12
OC=C1N=Cc2nscc21
false
CCC1CCC2CCCC12
C=C1N=Cc2nscc21
152.178
40.3138
1.432
4
1
14
45.48
CCCC(C)(C)S(O)(=O)=O
CCCC(C)(C)S(=O)(=O)O
false
CCCC(C)(C)C(C)(C)C
166.242
40.5356
1.4529
2
1
24
54.37
NC1=CSC(=O)N1N1CC1
Nc1csc(=O)n1N1CC1
false
CC1CCC(C)C1C1CC1
O=c1sccn1N1CC1
157.198
40.9424
-0.5564
5
1
17
51.03
CC(C=O)C1=CSC(=O)N1
CC(C=O)c1csc(=O)[nH]1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
157.194
39.4187
0.7388
3
1
17
49.93
C=C1OC2CC(C2)S1(=O)=O
C=C1OC2CC(C2)S1(=O)=O
true
CC1CC2CC(C2)C1(C)C
C=C1OC2CC(C2)S1(=O)=O
160.194
35.9548
0.4336
3
0
18
43.37
NNC(=S)NCC#CC=C
C=CC#CCNC(=S)NN
false
CCCCCCC(C)CC
155.226
45.8968
-0.4864
2
3
19
50.08
CCOC1=NC=C(CC)S1
CCOc1ncc(CC)s1
false
CCCC1CCC(CC)C1
c1cscn1
157.238
42.661
2.1042
3
0
21
22.12
NC(C#C)S(=O)(=O)NC=N
C#CC(N)S(=O)(=O)NC=N
false
CCCC(C)(C)C(C)CC
161.186
37.6476
-1.56913
4
3
17
96.04
CC#CC1=CC(N)=C(N)S1
CC#Cc1cc(N)c(N)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
152.222
45.6958
1.2839
3
2
18
52.04
CC1OC(CS1(=O)=O)C=C
C=CC1CS(=O)(=O)C(C)O1
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCOC1
162.21
38.3188
0.332
3
0
20
43.37
O=C1NS(=O)(=O)C(=N1)C#C
C#CC1=NC(=O)NS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=C1N=CS(=O)(=O)N1
158.138
33.7195
-0.9289
3
1
12
75.6
CC1=CSC2=C1NCC2=C
C=C1CNc2c(C)csc21
false
CC1CCC2C(C)CCC12
C=C1CNc2ccsc21
151.234
46.5797
2.49522
2
1
19
12.03
CCC1(CO)CS(=O)(=O)N1
CCC1(CO)CS(=O)(=O)N1
true
CCC1(CC)CC(C)(C)C1
O=S1(=O)CCN1
165.214
37.0303
-0.9395
3
2
21
66.4
NCC=C1C=COS1(=O)=O
NCC=C1C=COS1(=O)=O
true
CCCC1CCCC1(C)C
C=C1C=COS1(=O)=O
161.182
36.2822
-0.2973
4
1
17
69.39
NC(=S)NC1=C(O)C=CN1
NC(=S)Nc1[nH]ccc1O
false
CC(C)CC1CCCC1C
c1cc[nH]c1
157.198
42.8656
0.3758
2
4
17
74.07