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
NC1=C2C=CC=CC2=NS1
Nc1snc2ccccc12
false
CC1CCC2CCCCC12
c1ccc2nscc2c1
150.206
44.0324
1.8785
3
1
16
38.91
O=S1(=O)CC=CC=CCO1
O=S1(=O)CC=CC=CCO1
true
CC1(C)CCCCCCC1
O=S1(=O)CC=CC=CCO1
160.194
38.0188
0.4588
3
0
18
43.37
CNC(=S)N1CCCC=N1
CNC(=S)N1CCCC=N1
true
CCC(C)C1CCCCC1
C1=NNCCC1
157.242
46.0897
0.5723
2
1
21
27.63
ON=C1C=CN=CC(Cl)=C1
ON=c1ccncc(Cl)c1
false
CCC1CCCCC(C)C1
N=c1cccncc1
156.572
36.5965
1.0249
3
1
15
45.48
CC1=NN2SC=C(O)C2=N1
Cc1nc2c(O)csn2n1
false
CC1CC2CCC(C)C2C1
c1nc2ccsn2n1
155.182
37.2658
0.80482
5
1
15
50.42
O=S1(=O)CCC2COC1C2
O=S1(=O)CCC2COC1C2
true
CC1(C)CCC2CCC1C2
O=S1(=O)CCC2COC1C2
162.21
36.2508
0.1675
3
0
20
43.37
COC1=CC(OC)=C(C)S1
COc1cc(OC)c(C)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
158.222
42.16
2.07372
3
0
20
18.46
CC1C2NCS(=O)(=O)NC12
CC1C2NCS(=O)(=O)NC12
true
CC1C2CCC(C)(C)CC12
O=S1(=O)CNC2CC2N1
162.214
36.7982
-1.1466
3
2
20
58.2
CCC1=C(C=O)C(=O)NS1
CCc1s[nH]c(=O)c1C=O
false
CCC1CCC(C)C1CC
O=c1ccs[nH]1
157.194
39.7052
0.8113
3
1
17
49.93
NN=CCCCS(O)(=O)=O
NN=CCCCS(=O)(=O)O
false
CCCCCCC(C)(C)C
166.202
38.329
-0.4011
4
2
20
92.75
ClC1=CN(N=C1)C(=N)C#C
C#CC(=N)n1cc(Cl)cn1
false
CCC(C)C1CCC(C)C1
c1cn[nH]c1
153.572
39.1947
0.99507
3
1
14
41.67
CC(N)C1=CSC(CO)=N1
CC(N)c1csc(CO)n1
false
CCC1CCC(C(C)C)C1
c1cscn1
158.226
40.6392
0.6551
4
2
20
59.14
NC(=S)N1CCNCC1=O
NC(=S)N1CCNCC1=O
true
CC(C)C1CCCCC1C
O=C1CNCCN1
159.214
41.3681
-1.3382
3
2
19
58.36
CN=CNC1=CSC(C)=N1
CN=CNc1csc(C)n1
false
CCCCC1CCC(C)C1
c1cscn1
155.226
44.8897
1.52152
3
1
19
37.28
CC1=NN2SC=CC2=NO1
CC1=NN2SC=CC2=NO1
true
CC1CCC2CCCC2C1
C1=CC2=NOC=NN2S1
155.182
40.199
1.141
5
0
15
37.19
COC1=CC2=C(CC=C2)S1
COc1cc2c(s1)CC=C2
false
CCC1CC2CCCC2C1
C1=Cc2ccsc2C1
152.218
43.609
2.326
2
0
18
9.23
COCC1=CC=C(CN)S1
COCc1ccc(CN)s1
false
CCCC1CCC(CC)C1
c1ccsc1
157.238
42.9234
1.3532
3
1
21
35.25
ON1C2CCC2CNC1=S
ON1C(=S)NCC2CCC21
false
CC1CCC2CCC2C1C
S=C1NCC2CCC2N1
158.226
40.7382
0.3443
2
2
20
35.5
CNN(C)S(=O)(=O)C#CC
CC#CS(=O)(=O)N(C)NC
false
CCCC(C)(C)C(C)CC
162.214
39.1925
-0.6368
3
1
20
49.41
CN(CCS(C)(=O)=O)C=N
CN(C=N)CCS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
164.23
41.1245
-0.43013
3
1
22
61.23
CC1CC2=C(SN=C2)C=C1
CC1C=Cc2sncc2C1
false
CC1CCC2CCCC2C1
C1=Cc2sncc2CC1
151.234
44.016
2.3485
2
0
19
12.89
CC1CCC1(C)S(O)(=O)=O
CC1CCC1(C)S(=O)(=O)O
false
CC1CCC1(C)C(C)(C)C
C1CCC1
164.226
38.3516
1.0628
2
1
22
54.37
C=CN=C1NC(=S)NC1=O
C=CN=C1NC(=S)NC1=O
true
CCCC1CC(C)CC1C
N=C1NC(=S)NC1=O
155.182
41.5084
-0.4673
3
2
15
53.49
NC(=S)NN=CC1CC1O
NC(=S)NN=CC1CC1O
true
CC(C)CCCC1CC1C
C1CC1
159.214
42.5269
-0.8138
3
3
19
70.64
O=CC1=NSC(=N1)N1CC1
O=Cc1nsc(N2CC2)n1
false
CCC1CCC(C2CC2)C1
c1nsc(N2CC2)n1
155.182
37.5095
0.1706
5
0
15
45.86
CC1NS(=O)(=O)N(C)C1=C
C=C1C(C)NS(=O)(=O)N1C
false
CC1CC(C)(C)C(C)C1C
C=C1CNS(=O)(=O)N1
162.214
38.4205
-0.3316
2
1
20
49.41
C1NC11CCC2=NSN=C12
C1CC2(CN2)c2nsnc21
false
C1CC2CCC3(CC3)C2C1
C1CC2(CN2)c2nsnc21
153.21
37.9107
0.2828
4
1
17
47.72
NCC=CNS(=O)(=O)CN
NCC=CNS(=O)(=O)CN
true
CCCCCC(C)(C)CC
165.218
39.3043
-1.7056
4
3
21
98.21
CCC1=C(Cl)C(=O)NN=N1
CCc1nn[nH]c(=O)c1Cl
false
CCC1CCCC(C)C1C
O=c1ccnn[nH]1
159.576
37.0407
0.3807
3
1
16
58.64
C=CC1=COC2=CSC=C12
C=Cc1coc2cscc12
false
CCC1CCC2CCCC12
c1cc2cscc2o1
150.202
44.182
3.1373
2
0
16
13.14
CC1NC1CC1=CSC=C1
CC1NC1Cc1ccsc1
false
CC1CC1CC1CCCC1
c1cc(CC2CN2)cs1
153.25
44.4087
1.6509
2
1
21
21.94
CC1CCC(N)S(=O)(=O)O1
CC1CCC(N)S(=O)(=O)O1
true
CC1CCC(C)C(C)(C)C1
O=S1(=O)CCCCO1
165.214
36.6762
-0.2001
4
1
21
69.39
NCC(=C)N1C=C(Cl)C=N1
C=C(CN)n1cc(Cl)cn1
false
CCC(C)C1CCC(C)C1
c1cn[nH]c1
157.604
41.6214
0.9659
3
1
18
43.84
CN1C(C#C)C(=O)NC1=S
C#CC1C(=O)NC(=S)N1C
false
CCC1C(C)CC(C)C1C
O=C1CNC(=S)N1
154.194
41.1247
-0.6653
2
1
16
32.34
N=C1NC2CC2CS1(=O)=O
N=C1NC2CC2CS1(=O)=O
true
CC1CC2CC2CC1(C)C
N=C1NC2CC2CS1(=O)=O
160.198
36.5442
-0.67233
3
2
18
70.02
N#CC1NC1C1=CSN=N1
N#CC1NC1c1csnn1
false
CCC1CC1C1CCCC1
c1snnc1C1CN1
152.182
35.1867
0.07458
5
1
14
71.51
CC1COCS(=O)(=O)C1C
CC1COCS(=O)(=O)C1C
true
CC1CCCC(C)(C)C1C
O=S1(=O)CCCOC1
164.226
38.3648
0.4135
3
0
22
43.37
CC1=NSC(CC=O)=C1O
Cc1nsc(CC=O)c1O
false
CCCC1CCC(C)C1C
c1cnsc1
157.194
38.2838
0.89852
4
1
17
50.19
CNCC(=O)NS(C)(=O)=O
CNCC(=O)NS(C)(=O)=O
true
CCCC(C)CC(C)(C)C
166.202
36.9132
-1.7184
4
2
20
75.27
C=C1NS(=O)(=O)COC1=C
C=C1NS(=O)(=O)COC1=C
true
CC1CCC(C)(C)CC1C
C=C1NS(=O)(=O)COC1=C
161.182
36.2875
-0.0791
3
1
17
55.4
CC(=C)C(O)CNC(N)=S
C=C(C)C(O)CNC(N)=S
false
CC(C)CCC(C)C(C)C
160.242
45.6089
-0.2434
2
3
22
58.28
NCC(=C)C1CNS1(=O)=O
C=C(CN)C1CNS1(=O)=O
false
CCC(C)C1CCC1(C)C
O=S1(=O)CCN1
162.214
38.9049
-1.1971
3
2
20
72.19
CCC1(CC1)OS(C)(=O)=O
CCC1(OS(C)(=O)=O)CC1
false
CCC1(CC(C)(C)C)CC1
C1CC1
164.226
38.1848
0.9052
3
0
22
43.37
CC=NN1C(C)CNC1=S
CC=NN1C(=S)NCC1C
false
CCCC1C(C)CCC1C
S=C1NCCN1
157.242
46.0677
0.5707
2
1
21
27.63
OC12CC1CNC(=S)NC2
OC12CNC(=S)NCC1C2
false
CC1CCC2CC2(C)CC1
S=C1NCC2CC2CN1
158.226
41.6602
-0.7849
2
3
20
44.29
OC1=C(Cl)C2=C(CC=C2)S1
Oc1sc2c(c1Cl)C=CC2
false
CC1CC2CCCC2C1C
C1=Cc2ccsc2C1
172.636
43.7318
2.6764
2
1
15
20.23
CC(=O)NS(=O)(=O)CC=C
C=CCS(=O)(=O)NC(C)=O
false
CCCC(C)(C)CC(C)C
163.198
37.8005
-0.3617
3
1
19
63.24
CON(C(C)=C)C(=S)NN
C=C(C)N(OC)C(=S)NN
false
CCC(C)C(CC)C(C)C
161.23
43.5831
0.1316
3
2
21
50.52
O1C=CC(=C1)C1=CSN=C1
c1cc(-c2cnsc2)co1
false
C1CCC(C2CCCC2)C1
c1cc(-c2cnsc2)co1
151.19
39.816
2.4031
3
0
15
26.03
NC1=CN(CC#C)C=C1Cl
C#CCn1cc(N)c(Cl)c1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
154.6
42.6874
1.3569
2
1
17
30.95
CNC1=C(SC=C1O)C=C
C=Cc1scc(O)c1NC
false
CCC1CCC(C)C1CC
c1ccsc1
155.222
45.6215
2.1384
3
2
19
32.26
CC1=NNC(=S)NC1(C)C
CC1=NNC(=S)NC1(C)C
true
CC1CCC(C)C(C)(C)C1
S=C1NCC=NN1
157.242
46.0574
0.6186
2
2
21
36.42
O=S1(=O)C=CC2(NC12)C#N
N#CC12C=CS(=O)(=O)C1N2
false
CCC12CCC(C)(C)C1C2
O=S1(=O)C=CC2NC21
156.166
33.3275
-0.87982
4
1
14
79.87
OS(=O)(=O)C1CCC=CC1
O=S(=O)(O)C1CC=CCC1
false
CC(C)(C)C1CCCCC1
C1=CCCCC1
162.21
38.3276
0.9829
2
1
20
54.37
NC1C2NCS(=O)(=O)OC12
NC1C2NCS(=O)(=O)OC12
true
CC1C2CCC(C)(C)CC12
O=S1(=O)CNC2CC2O1
164.186
33.5589
-2.0284
5
2
18
81.42
CC1=NC=NC2=CSN=C12
Cc1ncnc2csnc12
false
CC1CCCC2CCCC12
c1ncc2nscc2n1
151.194
39.947
1.39472
4
0
15
38.67
CCCC1=CSN(O)C1=O
CCCc1csn(O)c1=O
false
CCCC1CCC(C)C1C
O=c1ccs[nH]1
159.21
39.7585
1.0996
4
1
19
42.23
CC(=C)CC1=CNSC1=N
C=C(C)Cc1c[nH]sc1=N
false
CC(C)CC1CCCC1C
N=c1cc[nH]s1
154.238
43.0424
1.67427
2
2
20
39.64
CC(=CC1=CN=CS1)C#C
C#CC(C)=Cc1cncs1
false
CCC(C)CC1CCCC1
c1cscn1
149.218
44.598
2.1796
2
0
17
12.89
CC1=NN=C(S1)C(=C)C#C
C#CC(=C)c1nnc(C)s1
false
CCC(C)C1CCC(C)C1
c1nncs1
150.206
42.513
1.49292
3
0
16
25.78
O=CNC1=CSC(=C1)C#N
N#Cc1cc(NC=O)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
152.178
38.7207
1.18808
3
1
14
52.89
CC1=CC=C(NCC#C)S1
C#CCNc1ccc(C)s1
false
CCCCC1CCC(C)C1
c1ccsc1
151.234
46.3787
2.10162
2
1
19
12.03
C=CC1NS(=O)(=O)C1C=C
C=CC1NS(=O)(=O)C1C=C
true
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
159.21
40.0255
0.0286
2
1
19
46.17
CC1=C2C=CSN2C(=O)S1
Cc1sc(=O)n2sccc12
false
CC1CC(C)C2CCCC12
O=c1scc2ccsn12
171.246
44.158
1.73092
4
0
15
21.48
ClC1=CNC2=C1OC1CC21
Clc1c[nH]c2c1OC1CC21
false
CC1CCC2C1CC1CC12
c1cc2c([nH]1)C1CC1O2
155.584
37.5767
1.9164
1
1
16
25.02
CC1(N)CCC1S(O)(=O)=O
CC1(N)CCC1S(=O)(=O)O
false
CC(C)(C)C1CCC1(C)C
C1CCC1
165.214
37.163
-0.246
3
2
21
80.39
CC12CNS(=O)(=O)C1CO2
CC12CNS(=O)(=O)C1CO2
true
CC1(C)CCC2(C)CCC12
O=S1(=O)NCC2OCC21
163.198
35.0675
-0.9231
3
1
19
55.4
OC1CNCCCS1(=O)=O
O=S1(=O)CCCNCC1O
false
CC1CCCCCC1(C)C
O=S1(=O)CCCNCC1
165.214
37.2803
-1.2871
4
2
21
66.4
CC1=C2C=C(O)SC2=NN1
Cc1[nH]nc2sc(O)cc12
false
CC1CC2CCC(C)C2C1
c1cc2c[nH]nc2s1
154.194
40.3725
1.63842
3
2
16
48.91
CCN=C1NC(=O)N(C)S1
CCN=c1[nH]c(=O)n(C)s1
false
CCCC1CC(C)C(C)C1
N=c1[nH]c(=O)[nH]s1
159.214
40.0147
-0.3045
4
1
19
50.15
CCC1CC2=C(N1)SC=C2
CCC1Cc2ccsc2N1
false
CCC1CC2CCCC2C1
c1cc2c(s1)NCC2
153.25
45.7247
2.4947
2
1
21
12.03
CC(N)=C(C#N)S(N)(=O)=O
CC(N)=C(C#N)S(N)(=O)=O
true
CCC(C(C)C)C(C)(C)C
161.186
35.6076
-1.01132
4
2
17
109.97
OC1C2C=CNS(=O)(=O)C12
O=S1(=O)NC=CC2C(O)C21
false
CC1C2CCCC(C)(C)C12
O=S1(=O)NC=CC2CC21
161.182
34.4803
-1.2076
3
2
17
66.4
COC(=C)C#CS(C)(=O)=O
C=C(C#CS(C)(=O)=O)OC
false
CCC(C)CCC(C)(C)C
160.194
38.7688
0.152
3
0
18
43.37
NC1=NSN=C1C(=C)C=O
C=C(C=O)c1nsnc1N
false
CCC(C)C1CCCC1C
c1cnsn1
155.182
39.4194
0.3324
5
1
15
68.87
COCC1=CN=C(S1)C#C
C#Cc1ncc(COC)s1
false
CCCC1CCC(CC)C1
c1cscn1
153.206
40.762
1.2708
3
0
17
22.12
CS(=O)(=O)C1CCN2CC12
CS(=O)(=O)C1CCN2CC12
true
CC(C)(C)C1CCC2CC21
C1CC2CN2C1
161.226
38.6098
-0.5125
3
0
21
37.15
NC(CO)(C#C)S(N)(=O)=O
C#CC(N)(CO)S(N)(=O)=O
false
CCC(C)(CC)C(C)(C)C
164.186
35.9444
-2.4446
4
3
18
106.41
C#CC1=CCC2=C1C=CS2
C#CC1=CCc2sccc21
false
CCC1CCC2CCCC12
C1=Cc2ccsc2C1
146.214
44.833
2.3208
1
0
16
0
CNCC1=C(N=NS1)C#C
C#Cc1nnsc1CNC
false
CCCC1CCCC1CC
c1csnn1
153.21
40.6077
0.2388
4
1
17
37.81
NC(=C)C1=C(Cl)C(Cl)=CS1
C=C(N)c1scc(Cl)c1Cl
false
CC(C)C1CCC(C)C1C
c1ccsc1
194.086
47.5604
2.9843
2
1
15
26.02
O=CC1CCC2=C1SN=N2
O=CC1CCc2nnsc21
false
CCC1CCC2CCCC12
C1Cc2nnsc2C1
154.194
37.035
0.7668
4
0
16
42.85
CC1=NC(=CS1)C(N)C#C
C#CC(N)c1csc(C)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
152.222
42.6124
1.08452
3
1
18
38.91
CC1OCCC1S(C)(=O)=O
CC1OCCC1S(C)(=O)=O
true
CC1CCCC1C(C)(C)C
C1CCOC1
164.226
38.6628
0.2084
3
0
22
43.37
CCOC1=C2NCC2=CS1
CCOc1scc2c1NC2
false
CCCC1CCC2CCC12
c1scc2c1CN2
155.222
42.8147
2.0723
3
1
19
21.26
C1C2CC3=C(SN=C3)C1N2
c1nsc2c1CC1CC2N1
false
C1CC2CC3CC(C3)C2C1
c1nsc2c1CC1CC2N1
152.222
40.0997
1.1022
3
1
18
24.92
CC1=CN2SC(=O)N=C2C1
CC1=Cn2sc(=O)nc2C1
false
CC1CC2CC(C)CC2C1
O=c1nc2n(s1)C=CC2
154.194
40.025
0.7217
4
0
16
34.89
C=CC=NN1C=CSC1=O
C=CC=Nn1ccsc1=O
false
CCCCC1CCCC1C
O=c1[nH]ccs1
154.194
42.666
0.9297
4
0
16
34.36
CC1=CC2=C(C1)SC(C)=C2
CC1=Cc2cc(C)sc2C1
false
CC1CC2CC(C)CC2C1
C1=Cc2ccsc2C1
150.246
46.411
3.01592
1
0
20
0
CCNC1=CC(Cl)=CN1N
CCNc1cc(Cl)cn1N
false
CCCC1CC(C)CC1C
c1cc[nH]c1
159.62
43.7561
1.2871
3
2
20
42.98
COC1CS(=O)(=O)OC1=C
C=C1OS(=O)(=O)CC1OC
false
CCC1CC(C)(C)CC1C
C=C1CCS(=O)(=O)O1
164.182
34.8088
-0.1249
4
0
18
52.6
CC(CN)C1=NNC(=O)S1
CC(CN)c1n[nH]c(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ncs1
159.214
40.2041
-0.1064
4
2
19
71.77
CC(O)(CN)C1=CN=CS1
CC(O)(CN)c1cncs1
false
CCC(C)(C)C1CCCC1
c1cscn1
158.226
40.7392
0.3093
4
2
20
59.14
CC1=CN=C(CCC=O)S1
Cc1cnc(CCC=O)s1
false
CCCCC1CCC(C)C1
c1cscn1
155.222
41.236
1.58302
3
0
19
29.96
ON=CC1=CNS(=O)(=O)C1
O=S1(=O)CC(C=NO)=CN1
false
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CN1
162.17
35.284
-0.7367
4
2
16
78.76
ON=C1CCC2=NSN=C12
ON=C1CCc2nsnc21
false
CCC1CCC2CCCC12
N=C1CCc2nsnc21
155.182
36.5535
0.6626
5
1
15
58.37
CCN1N=C(C)SC1=NO
CCn1nc(C)sc1=NO
false
CCC1CC(C)CC1CC
N=c1[nH]ncs1
159.214
37.8645
0.56282
5
1
19
50.41
CC1(COS1(=O)=O)C1CO1
CC1(C2CO2)COS1(=O)=O
false
CC1(C)CCC1(C)C1CC1
O=S1(=O)OCC1C1CO1
164.182
33.0168
-0.4961
4
0
18
55.9
CC1N=C2SC=NN2C1C
CC1N=C2SC=NN2C1C
true
CC1CC2CCCC2C1C
C1=NN2CCN=C2S1
155.226
44.281
1.1251
4
0
19
27.96
CCOC1=C(OC)SC=C1
CCOc1ccsc1OC
false
CCCC1CCCC1CC
c1ccsc1
158.222
42.04
2.1554
3
0
20
18.46