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)S(=O)(=O)NC(C)=O
C=C(C)S(=O)(=O)NC(C)=O
false
CC(C)CC(C)(C)C(C)C
163.198
37.5505
-0.0141
3
1
19
63.24
CNC1=C(Cl)C=C(OC)O1
CNc1oc(OC)cc1Cl
false
CCC1CC(C)C(CC)C1
c1ccoc1
161.588
39.8167
1.9833
3
1
18
34.4
C=CC=C1NC(=S)NC1=O
C=CC=C1NC(=S)NC1=O
true
CCCC1CC(C)CC1C
C=C1NC(=S)NC1=O
154.194
42.1564
0.0606
2
2
16
41.13
CS(=O)(=O)CCC=CCO
CS(=O)(=O)CCC=CCO
true
CCCCCCC(C)(C)C
164.226
40.5536
-0.0304
3
1
22
54.37
CC1=C2N=CNOC2=NS1
Cc1snc2c1N=CNO2
false
CC1CCC2CCCCC12
C1=Nc2csnc2ON1
155.182
38.7667
1.00832
5
1
15
46.51
CS(=O)(=O)CNC1COC1
CS(=O)(=O)CNC1COC1
true
CC(C)(C)CCC1CCC1
C1COC1
165.214
37.4535
-1.0231
4
1
21
55.4
CCC1=C(SN=C1)C(C)O
CCc1cnsc1C(C)O
false
CCC1CCCC1C(C)C
c1cnsc1
157.238
42.1258
1.7588
3
1
21
33.12
ONC(=N)CC1=CSN=C1
N=C(Cc1cnsc1)NO
false
CCC(C)CC1CCCC1
c1cnsc1
157.198
38.4669
0.64167
4
3
17
69
CNC1=CC(=O)N(S1)C=C
C=Cn1sc(NC)cc1=O
false
CCC1CC(C)C(CC)C1
O=c1ccs[nH]1
156.21
44.5127
1.052
4
1
18
34.03
C1CC(C=C1)C1=NSN=C1
C1=CC(c2cnsn2)CC1
false
C1CCC(C2CCCC2)C1
C1=CC(c2cnsn2)CC1
152.222
41.024
1.9717
3
0
18
25.78
CC1=CC=CCS(=O)(=O)O1
CC1=CC=CCS(=O)(=O)O1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CC=CC=CO1
160.194
37.7688
0.8064
3
0
18
43.37
CC(=N)N1C(=O)SC=C1C
CC(=N)n1c(C)csc1=O
false
CC(C)C1C(C)CCC1C
O=c1[nH]ccs1
156.21
42.1147
1.06349
4
1
18
45.85
CC(C#N)N(N=C)C(N)=S
C=NN(C(N)=S)C(C)C#N
false
CCC(C)C(CC)C(C)C
156.214
43.2484
0.05968
3
1
18
65.41
ON=CC(=C)C1=NSC=C1
C=C(C=NO)c1ccsn1
false
CCCC(C)C1CCCC1
c1cnsc1
154.194
41.4265
1.6163
4
1
16
45.48
S=C1NCC2ON=CC2N1
S=C1NCC2ON=CC2N1
true
CC1CCC2CCCC2C1
S=C1NCC2ON=CC2N1
157.198
40.8894
-0.7827
3
2
17
45.65
CC1N=CN2SC(=O)C=C12
CC1N=Cn2sc(=O)cc21
false
CC1CC2CCC(C)C2C1
O=c1cc2n(s1)C=NC2
154.194
40.884
0.8608
4
0
16
34.36
NN1C(=O)CC2=C1N=CS2
NN1C(=O)Cc2scnc21
false
CC1CC2CCCC2C1C
O=C1Cc2scnc2N1
155.182
37.4914
-0.0941
4
1
15
59.22
CC1CC(C(C)=O)S1(=O)=O
CC(=O)C1CC(C)S1(=O)=O
false
CC(C)C1CC(C)C1(C)C
O=S1(=O)CCC1
162.21
37.4678
0.151
3
0
20
51.21
CN1C=CC(NC1=S)C#C
C#CC1C=CN(C)C(=S)N1
false
CCC1CCC(C)C(C)C1
S=C1NC=CCN1
152.222
45.2577
0.3218
1
1
18
15.27
OC1=C(CNC=N)SC=C1
N=CNCc1sccc1O
false
CCCCC1CCCC1C
c1ccsc1
156.21
41.6072
1.15037
3
3
18
56.11
CC=C(C)N1N=NSC1=O
CC=C(C)n1nnsc1=O
false
CCC(C)C1CCCC1C
O=c1[nH]nns1
157.198
39.79
0.5805
5
0
17
47.78
NC(=C)C1=CNSC1=NO
C=C(N)c1c[nH]sc1=NO
false
CCC1CCCC1C(C)C
N=c1cc[nH]s1
157.198
39.2406
0.2955
4
3
17
74.4
CC1(N)CCC2=C1C=NS2
CC1(N)CCc2sncc21
false
CC1(C)CCC2CCCC21
c1nsc2c1CCC2
154.238
41.9744
1.2632
3
1
20
38.91
C=NN=CS(=O)(=O)N1CC1
C=NN=CS(=O)(=O)N1CC1
true
CCCCC(C)(C)C1CC1
C1CN1
161.186
38.5338
-0.7243
4
0
17
61.87
CCCN(C)S(=O)(=O)NC
CCCN(C)S(=O)(=O)NC
true
CCCC(C)C(C)(C)CC
166.246
40.9005
-0.2076
2
1
24
49.41
CC1CC1S(=O)(=O)C(N)=O
CC1CC1S(=O)(=O)C(N)=O
true
CC1CC1C(C)(C)C(C)C
C1CC1
163.198
36.0722
-0.1117
3
1
19
77.23
CC1=NS(=O)(=O)C=C1C=O
CC1=NS(=O)(=O)C=C1C=O
true
CCC1CC(C)(C)CC1C
O=S1(=O)C=CC=N1
159.166
36.1758
-0.1265
3
0
15
63.57
COC1=C(C)SC(C)=C1O
COc1c(C)sc(C)c1O
false
CCC1C(C)CC(C)C1C
c1ccsc1
158.222
42.0098
2.07914
3
1
20
29.46
C=NNC(=N)C1=CSC=C1
C=NNC(=N)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
153.21
43.8324
1.27867
3
2
17
48.24
CN1CC=NN(C=O)C1=S
CN1CC=NN(C=O)C1=S
true
CCC1CCCC(C)C1C
S=C1NCC=NN1
157.198
41.623
-0.3391
3
0
17
35.91
CC1=NC(=N)S(=O)(=O)C=N1
CC1=NC(=N)S(=O)(=O)C=N1
true
CC1CCC(C)(C)C(C)C1
N=C1N=CN=CS1(=O)=O
159.17
38.2475
-0.20373
4
1
15
82.71
CCC1(CS(=O)(=O)C1)C#C
C#CC1(CC)CS(=O)(=O)C1
false
CCC1(CC)CC(C)(C)C1
O=S1(=O)CCC1
158.222
40.2108
0.4444
2
0
20
34.14
CCOC(C#C)S(C)(=O)=O
C#CC(OCC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
162.21
39.0908
0.0268
3
0
20
43.37
ON=CC(=C)C1=CN=CS1
C=C(C=NO)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
154.194
41.4265
1.6163
4
1
16
45.48
CC(C)(C)S(=O)(=O)CC=O
CC(C)(C)S(=O)(=O)CC=O
true
CCCC(C)(C)C(C)(C)C
164.226
39.6038
0.3986
3
0
22
51.21
C=COC1=C(SC=N1)C#N
C=COc1ncsc1C#N
false
CCCC1CCCC1CC
c1cscn1
152.178
37.654
1.53708
4
0
14
45.91
CNN=C(C)C1=CSC=C1
CNN=C(C)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
154.238
45.5897
1.6915
3
1
20
24.39
CCC1CC1S(=O)(=O)C#C
C#CS(=O)(=O)C1CC1CC
false
CCC1CC1C(C)(C)CC
C1CC1
158.222
39.9388
0.7904
2
0
20
34.14
O=S1(=O)CC2NC1C1OC21
O=S1(=O)CC2NC1C1OC21
true
CC1(C)CC2CC1C1CC21
O=S1(=O)CC2NC1C1OC21
161.182
33.1595
-1.5199
4
1
17
58.7
CNN=C1N(C)SC=C1Cl
CNN=c1c(Cl)csn1C
false
CCCC1C(C)CCC1C
N=c1ccs[nH]1
177.66
42.9227
0.7751
4
1
18
29.32
C=C1C(=CCS1(=O)=O)C#C
C#CC1=CCS(=O)(=O)C1=C
false
CCC1CCC(C)(C)C1C
C=C1C=CCS1(=O)=O
154.19
39.8428
0.4881
2
0
16
34.14
CCC1=NOC2=C1C=CS2
CCc1noc2sccc12
false
CCC1CCC2CCCC12
c1cc2cnoc2s1
153.206
41.264
2.4517
3
0
17
26.03
CC1NC(=S)NC11CC1O
CC1NC(=S)NC12CC2O
false
CC1CC(C)C2(C1)CC2C
S=C1NCC2(CC2)N1
158.226
41.6862
-0.644
2
3
20
44.29
CNCCS(=O)(=O)CCO
CNCCS(=O)(=O)CCO
true
CCCCC(C)(C)CCC
167.23
39.6663
-1.3871
4
2
23
66.4
CC(N)C(C)S(=O)(=O)NO
CC(N)C(C)S(=O)(=O)NO
true
CCC(C)(C)C(C)C(C)C
168.218
36.9534
-0.9693
4
3
22
92.42
CCC1=CC(Cl)=C(C)N=N1
CCc1cc(Cl)c(C)nn1
false
CCC1CCC(C)C(C)C1
c1ccnnc1
156.616
41.157
2.00082
2
0
19
25.78
CNC(=S)N(N)C=CCO
CNC(=S)N(N)C=CCO
true
CCCCC(C)C(C)CC
161.23
43.9099
-0.8276
3
3
21
61.52
CC1(O)CN(N=C)S1(=O)=O
C=NN1CC(C)(O)S1(=O)=O
false
CCC1CC(C)(C)C1(C)C
O=S1(=O)CCN1
164.186
35.7986
-1.0441
4
1
18
69.97
CN=C1N(O)SN=C1C#C
C#Cc1nsn(O)c1=NC
false
CCC1CCC(C)C1CC
N=c1cns[nH]1
155.182
36.7105
-0.3063
5
1
15
50.41
CNNS(=O)(=O)C=CC=O
CNNS(=O)(=O)C=CC=O
true
CCCCC(C)(C)CCC
164.186
36.3192
-1.2472
4
2
18
75.27
CCC(=C)C1=CSC(=O)S1
C=C(CC)c1csc(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1sccs1
172.274
47.791
2.593
3
0
18
17.07
CNC1=C(C)SN=C1NO
CNc1c(NO)nsc1C
false
CCC1CCC(C)C1CC
c1cnsc1
159.214
41.8069
1.29432
5
3
19
57.18
NC1=CSC=C1C(=C)C=O
C=C(C=O)c1cscc1N
false
CCC(C)C1CCCC1C
c1ccsc1
153.206
43.8294
1.5424
3
1
17
43.09
CNC1=CC(=CS1)C(C)N
CNc1cc(C(C)N)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
156.254
46.4681
1.8095
3
2
22
38.05
COS(=O)(=O)COCC=C
C=CCOCS(=O)(=O)OC
false
CCCCCC(C)(C)CC
166.198
36.9448
0.1227
4
0
20
52.6
ClC1=CC=C(NN=C)C=C1
C=NNc1ccc(Cl)cc1
false
CCCC1CCC(C)CC1
c1ccccc1
154.6
44.6237
2.3675
2
1
17
24.39
CC=C1CC(O)S(=O)(=O)C1
CC=C1CC(O)S(=O)(=O)C1
true
CCC1CC(C)C(C)(C)C1
C=C1CCS(=O)(=O)C1
162.21
38.1676
0.0696
3
1
20
54.37
CN1CCC(O)S(=O)(=O)N1
CN1CCC(O)S(=O)(=O)N1
true
CC1CCC(C)C(C)(C)C1
O=S1(=O)CCCNN1
166.202
35.3093
-1.5253
4
2
20
69.64
CC1CC(=O)CCS1(=O)=O
CC1CC(=O)CCS1(=O)=O
true
CC1CCC(C)(C)C(C)C1
O=C1CCS(=O)(=O)CC1
162.21
37.4898
0.1526
3
0
20
51.21
NC1=C2C(OC2=NS1)C=C
C=CC1Oc2nsc(N)c21
false
CCC1CC2CCC(C)C12
c1snc2c1CO2
154.194
40.0924
1.3448
4
1
16
48.14
CCC1=CS(=O)(=O)C(C)C1
CCC1=CS(=O)(=O)C(C)C1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)C=CCC1
160.238
41.3728
1.4873
2
0
22
34.14
OC1=CC(NCC#C)=NS1
C#CCNc1cc(O)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
154.194
41.1015
0.8938
4
2
16
45.15
N=C1SN=CN1C1CCC1
N=c1sncn1C1CCC1
false
CC1CCCC1C1CCC1
N=c1sncn1C1CCC1
155.226
38.8467
1.14907
4
1
19
41.67
NC1=C(C=C)C(Cl)=CN1O
C=Cc1c(Cl)cn(O)c1N
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
158.588
41.1299
1.604
3
2
17
51.18
CC(=C)OC1=NC(N)=CS1
C=C(C)Oc1nc(N)cs1
false
CC(C)CC1CCC(C)C1
c1cscn1
156.21
41.9684
1.6377
4
1
18
48.14
CS(=O)(=O)C1COC1C#C
C#CC1OCC1S(C)(=O)=O
false
CCC1CCC1C(C)(C)C
C1COC1
160.194
37.2048
-0.5684
3
0
18
43.37
COCC1=CNC(C)=C1Cl
COCc1c[nH]c(C)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
159.616
41.2527
2.12292
1
1
20
25.02
CC(C#C)(C#C)S(C)(=O)=O
C#CC(C)(C#C)S(C)(=O)=O
false
CCC(C)(CC)C(C)(C)C
156.206
40.9148
0.0561
2
0
18
34.14
CC1(CS(=O)(=O)C#N)CC1
CC1(CS(=O)(=O)C#N)CC1
true
CCC(C)(C)CC1(C)CC1
C1CC1
159.21
36.7408
0.68238
3
0
19
57.93
CC1=CN(N)C(CO)=C1Cl
Cc1cn(N)c(CO)c1Cl
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
160.604
40.2522
0.65602
3
2
19
51.18
CC1(C)C2CC(N2)S1(=O)=O
CC1(C)C2CC(N2)S1(=O)=O
true
CC1(C)C2CC(C2)C1(C)C
O=S1(=O)CC2CC1N2
161.226
38.3275
-0.1186
3
1
21
46.17
NCS(=O)(=O)N1CC(N)C1
NCS(=O)(=O)N1CC(N)C1
true
CCC(C)(C)C1CC(C)C1
C1CNC1
165.218
37.5226
-2.1247
4
2
21
89.42
C=C(CC1=CC=NS1)C=O
C=C(C=O)Cc1ccns1
false
CCC(C)CC1CCCC1
c1cnsc1
153.206
41.022
1.4407
3
0
17
29.96
COCCCCS(O)(=O)=O
COCCCCS(=O)(=O)O
false
CCCCCCC(C)(C)C
168.214
37.5256
0.3008
3
1
22
63.6
CNN1SC(C=C)=NC1=O
C=Cc1nc(=O)n(NC)s1
false
CCC1CC(C)C(CC)C1
O=c1ncs[nH]1
157.198
41.7497
0.1211
5
1
17
46.92
CON=C(C#C)S(C)(=O)=O
C#CC(=NOC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
161.182
38.1208
-0.3759
4
0
17
55.73
OCC=CC1COS1(=O)=O
O=S1(=O)OCC1C=CCO
false
CCCCC1CCC1(C)C
O=S1(=O)CCO1
164.182
34.8856
-0.7365
4
1
18
63.6
OCC1CS(=O)(=O)CCO1
O=S1(=O)CCOC(CO)C1
false
CCC1CCCC(C)(C)C1
O=S1(=O)CCOCC1
166.198
35.4796
-1.2077
4
1
20
63.6
CC1COC1C1=NN=NS1
CC1COC1c1nnns1
false
CC1CCC1C1CCCC1
C1CC(c2nnns2)O1
157.198
35.561
0.6405
5
0
17
47.9
CCN1SN=C(NC)C1=O
CCn1snc(NC)c1=O
false
CCC1CCC(CC)C1C
O=c1cns[nH]1
159.214
41.5947
0.3664
5
1
19
46.92
CNN1C=CC=C(Cl)C1=O
CNn1cccc(Cl)c1=O
false
CCC1CCCC(C)C1C
O=c1cccc[nH]1
158.588
40.9967
0.675
3
1
17
34.03
NC1=C(Cl)C(CCO)=CO1
Nc1occ(CCO)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
161.588
38.9202
1.05
3
2
18
59.39
CC1N2CC2C2=C1C=CS2
CC1c2ccsc2C2CN12
false
CC1C2CCCC2C2CC12
c1cc2c(s1)C1CN1C2
151.234
42.181
2.1794
2
0
19
3.01
CCC1=NC2=C(CCN2)S1
CCc1nc2c(s1)CCN2
false
CCC1CC2CCCC2C1
c1nc2c(s1)CCN2
154.238
43.6857
1.6735
3
1
20
24.92
CC1=CCC2=CSC=C2O1
CC1=CCc2cscc2O1
false
CC1CCC2CCCC2C1
C1=COc2cscc2C1
152.218
42.408
2.5868
2
0
18
9.23
O=S1(=O)CCN2CC2CN1
O=S1(=O)CCN2CC2CN1
true
CC1(C)CCC2CC2CC1
O=S1(=O)CCN2CC2CN1
162.214
37.1505
-1.3964
3
1
20
49.18
CC(C)N1C(=N)SNC1=O
CC(C)n1c(=O)[nH]sc1=N
false
CC(C)C1C(C)CCC1C
N=c1[nH]c(=O)[nH]s1
159.214
39.1694
0.29827
4
2
19
61.64
CNC1=CSC=C1C=NN
CNc1cscc1C=NN
false
CCCC1CCCC1CC
c1ccsc1
155.226
45.6471
1.0824
4
2
19
50.41
CC=CN1C(=O)SC=C1C
CC=Cn1c(C)csc1=O
false
CCCC1C(C)CCC1C
O=c1[nH]ccs1
155.222
44.32
1.70882
3
0
19
22
ClC1=COC2=C1CON=C2
Clc1coc2c1CON=C2
false
CC1CCC2CCCCC12
C1=NOCc2ccoc21
157.556
36.101
1.7971
3
0
14
34.73
CNC(=N)OC1=CN=CS1
CNC(=N)Oc1cncs1
false
CCC(C)CC1CCCC1
c1cscn1
157.198
39.5284
0.67607
4
2
17
58
COC1=CCS(=O)(=O)C1=C
C=C1C(OC)=CCS1(=O)=O
false
CCC1CCC(C)(C)C1C
C=C1C=CCS1(=O)=O
160.194
38.0188
0.4588
3
0
18
43.37
CNC1=CC(NOC)=NS1
CNc1cc(NOC)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
159.214
42.2924
1.1581
5
2
19
46.18
CC(C)=CC1=NNSC1=O
CC(C)=Cc1n[nH]sc1=O
false
CC(C)CC1CCCC1C
O=c1cn[nH]s1
156.21
42.0597
1.2546
3
1
18
45.75
CNS(=O)(=O)C1=CON=C1
CNS(=O)(=O)c1cnoc1
false
CCC(C)(C)C1CCCC1
c1cnoc1
162.17
32.7485
-0.4173
4
1
16
72.2
NC1=C(NC=N)C(O)=CS1
N=CNc1c(O)csc1N
false
CCCC1C(C)CCC1C
c1ccsc1
157.198
42.8026
1.05487
4
4
17
82.13
CC1=C(C=CS1)C1CC1N
Cc1sccc1C1CC1N
false
CC1CCCC1C1CC1C
c1cc(C2CC2)cs1
153.25
44.3894
1.87112
2
1
21
26.02
CC1=C(NC(=S)NC1)C=C
C=CC1=C(C)CNC(=S)N1
false
CCC1CC(C)CCC1C
S=C1NC=CCN1
154.238
46.6334
0.9241
1
2
20
24.06
CC(C)C1=CSN=C1NO
CC(C)c1csnc1NO
false
CCC1CCCC1C(C)C
c1cnsc1
158.226
41.6122
2.0676
4
2
20
45.15
CC(C)N(N(C)C)C(N)=S
CC(C)N(C(N)=S)N(C)C
false
CC(C)C(C(C)C)C(C)C
161.274
47.4474
0.417
2
1
25
32.5