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=NSC2=C1C1CN1C2
Nc1nsc2c1C1CN1C2
false
CC1CCC2CC3CC3C12
c1nsc2c1C1CN1C2
153.21
39.6774
0.5956
4
1
17
41.92
CC1OCC2=C1SC(=N)N2
CC1OCc2[nH]c(=N)sc21
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2c(s1)COC2
156.21
37.7284
1.14687
3
2
18
48.87
CC1NC1CCS(O)(=O)=O
CC1NC1CCS(=O)(=O)O
false
CC1CC1CCC(C)(C)C
C1CN1
165.214
37.4183
-0.3754
3
2
21
76.31
CC1=C(CCN)NSC1=O
Cc1c(CCN)[nH]sc1=O
false
CCCC1CCC(C)C1C
O=c1cc[nH]s1
158.226
42.4351
0.24602
3
2
20
58.88
CC1NCC2(CN2)S1(=O)=O
CC1NCC2(CN2)S1(=O)=O
true
CC1CCC2(CC2)C1(C)C
O=S1(=O)CNCC12CN2
162.214
37.1182
-1.3501
4
2
20
68.11
CC(C#N)S(=O)(=O)C(C)=C
C=C(C)S(=O)(=O)C(C)C#N
false
CCC(C)C(C)(C)C(C)C
159.21
38.8088
0.84688
3
0
19
57.93
CN=C1NC=C(S1)C=NO
CN=c1[nH]cc(C=NO)s1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
157.198
39.5372
0.4148
4
2
17
60.74
CC1=CC(O)S(=O)(=O)CO1
CC1=CC(O)S(=O)(=O)CO1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)CC=COC1
164.182
34.6356
-0.3889
4
1
18
63.6
CN1C(C)=CC(Cl)=C1C#N
Cc1cc(Cl)c(C#N)n1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
154.6
39.875
1.8586
2
0
17
28.72
CC1=NSC(C2CO2)=C1O
Cc1nsc(C2CO2)c1O
false
CC1CCC(C2CC2)C1C
c1cc(C2CO2)sn1
157.194
37.2088
1.22842
4
1
17
45.65
CC#CC1CCN1C(N)=S
CC#CC1CCN1C(N)=S
true
CCCC1CCC1C(C)C
C1CNC1
154.238
45.3464
0.3276
1
1
20
29.26
NCC=CC#CS(N)(=O)=O
NCC=CC#CS(N)(=O)=O
true
CCCCCCC(C)(C)C
160.198
39.0776
-1.2493
3
2
18
86.18
CCC1NS(=O)(=O)C1CO
CCC1NS(=O)(=O)C1CO
true
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
165.214
37.0083
-0.9411
3
2
21
66.4
S=C1NC2CC2C(N1)C#N
N#CC1NC(=S)NC2CC12
false
CCC1CC(C)CC2CC12
S=C1NCC2CC2N1
153.21
40.1654
-0.25522
2
2
17
47.85
O=CC12CN1C(=S)NNC2
O=CC12CNNC(=S)N1C2
false
CCC12CCCC(C)C1C2
S=C1NNCC2CN12
157.198
39.2374
-1.3676
3
2
17
44.14
C=CCN1C(=N)SNC1=O
C=CCn1c(=O)[nH]sc1=N
false
CCCC1C(C)CCC1C
N=c1[nH]c(=O)[nH]s1
157.198
38.9814
-0.09663
4
2
17
61.64
C(C1CNC1)C1=NSC=C1
c1cc(CC2CNC2)ns1
false
C1CCC(CC2CCC2)C1
c1cc(CC2CNC2)ns1
154.238
42.1777
0.905
3
1
20
24.92
O=C1NC2=C(CC3CC23)S1
O=c1[nH]c2c(s1)CC1CC21
false
CC1CC2CC3CC3C2C1
O=c1[nH]c2c(s1)CC1CC21
153.206
39.4917
1.096
2
1
17
32.86
CC1CNCS(=O)(=O)NO1
CC1CNCS(=O)(=O)NO1
true
CC1CCCC(C)(C)CC1
O=S1(=O)CNCCON1
166.202
35.4722
-1.2134
4
2
20
67.43
CCCNCC1=CC=CS1
CCCNCc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
155.266
46.3167
2.2477
2
1
23
12.03
CCC(C)OC1=NN=CS1
CCC(C)Oc1nncs1
false
CCC(C)CC1CCCC1
c1nncs1
158.226
40.29
1.7154
4
0
20
35.01
CC=C1CC2OC2S1(=O)=O
CC=C1CC2OC2S1(=O)=O
true
CCC1CC2CC2C1(C)C
C=C1CC2OC2S1(=O)=O
160.194
35.9548
0.4336
3
0
18
46.67
CC1=CC(C)=C(NC=O)S1
Cc1cc(C)c(NC=O)s1
false
CCCC1CC(C)CC1C
c1ccsc1
155.222
43.4797
1.93324
2
1
19
29.1
O=S1(=O)CC2CC1C=NN2
O=S1(=O)CC2CC1C=NN2
true
CC1(C)CC2CCCC1C2
O=S1(=O)CC2CC1C=NN2
160.198
37.6075
-0.8689
4
1
18
58.53
NN1C2CNCC2S1(=O)=O
NN1C2CNCC2S1(=O)=O
true
CC1C2CCCC2C1(C)C
O=S1(=O)NC2CNCC21
163.202
35.3919
-2.1541
4
2
19
75.43
N#CCNCC1=CSC=C1
N#CCNCc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
152.222
41.6387
1.36128
3
1
18
35.82
C=C1OS(=O)(=O)CC1C=O
C=C1OS(=O)(=O)CC1C=O
true
CCC1CC(C)(C)CC1C
C=C1CCS(=O)(=O)O1
162.166
33.5658
-0.3248
4
0
16
60.44
OC1CCC2=C1NC=C2Cl
OC1CCc2c(Cl)c[nH]c21
false
CC1CCC2C(C)CCC12
c1cc2c([nH]1)CCC2
157.6
39.0835
1.6477
1
2
18
36.02
CC1=CC(=NO1)S(N)(=O)=O
Cc1cc(S(N)(=O)=O)no1
false
CC1CCC(C(C)(C)C)C1
c1cnoc1
162.17
32.6132
-0.36958
4
1
16
86.19
O=CC=CNC1=NSC=C1
O=CC=CNc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
154.194
40.9407
1.2676
4
1
16
41.99
CC(C)C1=NSC(=O)N1C
CC(C)c1nsc(=O)n1C
false
CC(C)C1CCC(C)C1C
O=c1[nH]cns1
158.226
41.444
0.9652
4
0
20
34.89
C=NNS(=O)(=O)CCC=O
C=NNS(=O)(=O)CCC=O
true
CCCCC(C)(C)CCC
164.186
37.1525
-0.8896
4
1
18
75.6
CNC(=S)NC(=O)CCN
CNC(=S)NC(=O)CCN
true
CCCC(C)CC(C)CC
161.23
43.4718
-1.0443
3
3
21
67.15
CC1C=C(C)S(=O)(=O)C1=C
C=C1C(C)C=C(C)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
C=C1CC=CS1(=O)=O
158.222
40.9808
1.4684
2
0
20
34.14
C#CCCCC1=CN=NS1
C#CCCCc1cnns1
false
CCCCCC1CCCC1
c1csnn1
152.222
41.68
1.494
3
0
18
25.78
O=C1CC2=C(CN1)SN=N2
O=C1Cc2nnsc2CN1
false
CC1CCC2CCCC2C1
O=C1Cc2nnsc2CN1
155.182
35.4597
-0.2896
4
1
15
54.88
CNN=CCS(=O)(=O)CO
CNN=CCS(=O)(=O)CO
true
CCCCCC(C)(C)CC
166.202
38.4243
-1.4438
5
2
20
78.76
CC1=CC(CN)=NS1(=O)=O
CC1=CC(CN)=NS1(=O)=O
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)C=CC=N1
160.198
39.1662
-0.3667
3
1
18
72.52
CC(=O)C1=C(C=CS1)C#N
CC(=O)c1sccc1C#N
false
CCC1CCCC1C(C)C
c1ccsc1
151.19
39.0385
1.82238
3
0
15
40.86
NS(=O)(=O)C=C(CO)C#C
C#CC(=CS(N)(=O)=O)CO
false
CCC(CC)CC(C)(C)C
161.182
37.109
-1.2157
3
2
17
80.39
CC1(CN1N=C)S(C)(=O)=O
C=NN1CC1(C)S(C)(=O)=O
false
CCC1CC1(C)C(C)(C)C
C1CN1
162.214
39.5038
-0.3216
4
0
20
49.51
CC(N)C1NS(=O)(=O)C1O
CC(N)C1NS(=O)(=O)C1O
true
CC(C)C1CC(C)(C)C1C
O=S1(=O)CCN1
166.202
35.4997
-2.0464
4
3
20
92.42
CC(C)N1C=C(C)C(Cl)=C1
Cc1cn(C(C)C)cc1Cl
false
CC(C)C1CC(C)C(C)C1
c1cc[nH]c1
157.644
44.564
3.03082
1
0
22
4.93
CC1=C(C=CNN)C=NS1
Cc1sncc1C=CNN
false
CCCCC1CCCC1C
c1cnsc1
155.226
43.2081
0.88552
4
2
19
50.94
C=C1OC(=C)S(=O)(=O)C=C1
C=C1C=CS(=O)(=O)C(=C)O1
false
CC1CCC(C)(C)C(C)C1
C=C1C=CS(=O)(=O)C(=C)O1
158.178
37.4248
0.93
3
0
16
43.37
CC1CN2C(=O)SC=C2O1
CC1Cn2c(csc2=O)O1
false
CC1CC2CCC(C)C2C1
O=c1scc2n1CCO2
157.194
38.669
0.6907
4
0
17
31.23
CCC(N)CC1=CC=CS1
CCC(N)Cc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
155.266
46.2894
2.0279
2
1
23
26.02
OC1=CC=NC2=CSC=C12
Oc1ccnc2cscc12
false
CC1CCCC2CCCC12
c1cnc2cscc2c1
151.19
41.2848
2.0019
3
1
15
33.12
CCC1=C(OC=C1Cl)C#N
CCc1c(Cl)coc1C#N
false
CCC1CCC(C)C1CC
c1ccoc1
155.584
37.811
2.36708
2
0
16
36.93
OC1(CC1)S(=O)(=O)NC=C
C=CNS(=O)(=O)C1(O)CC1
false
CCCC(C)(C)C1(C)CC1
C1CC1
163.198
36.4363
-0.4683
3
2
19
66.4
CC(C)(N)C1=C(Cl)C=CN1
CC(C)(N)c1[nH]ccc1Cl
false
CC1CCCC1C(C)(C)C
c1cc[nH]c1
158.632
43.0161
1.8619
1
2
21
41.81
O=S1(=O)NCCCNC=C1
O=S1(=O)C=CNCCCN1
false
CC1(C)CCCCCCC1
O=S1(=O)C=CNCCCN1
162.214
38.6822
-0.6297
3
2
20
58.2
C=C1NC(=N)CS(=O)(=O)N1
C=C1NC(=N)CS(=O)(=O)N1
true
CC1CC(C)CC(C)(C)C1
C=C1NC(=N)CS(=O)(=O)N1
161.186
36.9249
-1.04253
3
3
17
82.05
CC1CC(C1O)S(O)(=O)=O
CC1CC(S(=O)(=O)O)C1O
false
CC1CC(C(C)(C)C)C1C
C1CCC1
166.198
35.1244
-0.3565
3
2
20
74.6
O1C=C(C=N1)C1=NN=CS1
c1nnc(-c2cnoc2)s1
false
C1CCC(C2CCCC2)C1
c1nnc(-c2cnoc2)s1
153.166
35.406
1.1931
5
0
13
51.81
O=S1(=O)NOCC2CC1C2
O=S1(=O)NOCC2CC1C2
true
CC1(C)CCCC2CC1C2
O=S1(=O)NOCC2CC1C2
163.198
34.5195
-0.3704
3
1
19
55.4
CN(CC(C)=O)NC(N)=S
CC(=O)CN(C)NC(N)=S
false
CC(C)CC(C)CC(C)C
161.23
43.2321
-0.7446
3
2
21
58.36
CC(=C)C1=NC(CO)=CS1
C=C(C)c1nc(CO)cs1
false
CCC1CCC(C(C)C)C1
c1cscn1
155.222
42.7448
1.6685
3
1
19
33.12
O=S1(=O)CCC(N1)=CC#N
N#CC=C1CCS(=O)(=O)N1
false
CCCC1CCC(C)(C)C1
C=C1CCS(=O)(=O)N1
158.182
35.2355
-0.28302
3
1
16
69.96
CC1=CC=CNC(=S)N1O
CC1=CC=CNC(=S)N1O
true
CC1CCCCC(C)C1C
S=C1NC=CC=CN1
156.21
42.2562
0.9832
2
2
18
35.5
NC1=CC2=C(S1)C=CC2O
Nc1cc2c(s1)C=CC2O
false
CC1CC2CCC(C)C2C1
C1=Cc2sccc2C1
153.206
42.7252
1.3905
3
2
17
46.25
C=CC1=C2SC=CC2=CN1
C=Cc1[nH]cc2ccsc12
false
CCC1CCC2CCCC12
c1cc2c[nH]cc2s1
149.218
46.2667
2.8724
1
1
17
15.79
CC1=NSC(=N1)C(C)(C)O
Cc1nsc(C(C)(C)O)n1
false
CC1CCC(C(C)(C)C)C1
c1ncsn1
158.226
39.8908
1.07392
4
1
20
46.01
OS(=O)(=O)C1CN2CC1C2
O=S(=O)(O)C1CN2CC1C2
false
CC(C)(C)C1CC2CC1C2
C1CN2CC1C2
163.198
35.2666
-0.8118
3
1
19
57.61
CCS(=O)(=O)CNNC=O
CCS(=O)(=O)CNNC=O
true
CCCCCC(C)(C)CC
166.202
36.6632
-1.3708
4
2
20
75.27
O=C1SN=NN1CC1CC1
O=c1snnn1CC1CC1
false
CC1CCCC1CC1CC1
O=c1snnn1CC1CC1
157.198
36.893
0.1098
5
0
17
47.78
O=C1SN=C2CC3CC3N12
O=c1snc2n1C1CC1C2
false
CC1CCC2CC3CC3C12
O=c1snc2n1C1CC1C2
154.194
37.222
0.4219
4
0
16
34.89
CC1=NC(=O)C(Cl)=CN=C1
Cc1cncc(Cl)c(=O)n1
false
CC1CCCC(C)C(C)C1
O=c1ccnccn1
156.572
38.049
0.79862
3
0
15
42.85
CCC(=O)N1C=CSC1=O
CCC(=O)n1ccsc1=O
false
CCC(C)C1CCCC1C
O=c1[nH]ccs1
157.194
39.4965
0.96
4
0
17
39.07
O=C1COCC2=C1N=CS2
O=C1COCc2scnc21
false
CC1CCCC2CCCC12
O=C1COCc2scnc21
155.178
36.1005
0.856
4
0
15
39.19
ClC1=CC(Cl)=C2CCC2=C1
Clc1cc(Cl)c2c(c1)CC2
false
CC1CC(C)C2CCC2C1
c1ccc2c(c1)CC2
173.042
43.87
3.092
0
0
16
0
CC(N)C1=CN=NC=C1Cl
CC(N)c1cnncc1Cl
false
CC(C)C1CCCCC1C
c1ccnnc1
157.604
39.6444
1.1497
3
1
18
51.8
NCC(CN)C1=NSC=C1
NCC(CN)c1ccsn1
false
CCC(CC)C1CCCC1
c1cnsc1
157.242
42.9638
0.1441
4
2
21
64.93
NC1=C2C=C(O)NC2=CS1
Nc1scc2[nH]c(O)cc12
false
CC1CC2CCC(C)C2C1
c1cc2cscc2[nH]1
154.194
42.2529
1.5172
3
3
16
62.04
C=CC1CN1S(=O)(=O)C#C
C#CS(=O)(=O)N1CC1C=C
false
CCC1CC1C(C)(C)CC
C1CN1
157.194
38.4438
-0.2229
2
0
17
37.15
NS(=O)(=O)C1=CC=NC1=O
NS(=O)(=O)C1=CC=NC1=O
true
CC1CCCC1C(C)(C)C
O=C1C=CC=N1
160.154
34.6892
-1.2302
3
1
14
89.59
CC(C=O)=CC1=NSN=N1
CC(C=O)=Cc1nnsn1
false
CCC(C)CC1CCCC1
c1nnsn1
155.182
37.419
0.5353
5
0
15
55.74
COS(=O)(=O)C(C=O)C#C
C#CC(C=O)S(=O)(=O)OC
false
CCC(CC)C(C)(C)CC
162.166
34.6138
-0.8367
4
0
16
60.44
CN1CC(C)=NNS1(=O)=O
CC1=NNS(=O)(=O)N(C)C1
false
CC1CCC(C)(C)C(C)C1
O=S1(=O)NCC=NN1
163.202
37.7945
-0.8579
3
1
19
61.77
CC1ONC(=S)NC1(C)C
CC1ONC(=S)NC1(C)C
true
CC1CCC(C)C(C)(C)C1
S=C1NCCON1
160.242
43.4954
0.5628
2
2
22
33.29
CC(=N)NC1=CSC(N)=C1
CC(=N)Nc1csc(N)c1
false
CC(C)CC1CCC(C)C1
c1ccsc1
155.226
45.7548
1.73937
3
3
19
61.9
CC1(C)COC1S(N)(=O)=O
CC1(C)COC1S(N)(=O)=O
true
CC(C)(C)C1CCC1(C)C
C1COC1
165.214
36.6282
-0.3426
3
1
21
69.39
ON=C1C=CC(Cl)=CN=C1
ON=c1ccc(Cl)cnc1
false
CCC1CCCC(C)CC1
N=c1ccccnc1
156.572
36.5965
1.0249
3
1
15
45.48
CCN1N=CC(Cl)=C1CO
CCn1ncc(Cl)c1CO
false
CCC1CCC(C)C1CC
c1cn[nH]c1
160.604
38.8338
1.0487
3
1
19
38.05
CC1C2CS(=O)(=O)CC1N2
CC1C2CS(=O)(=O)CC1N2
true
CC1C2CC1CC(C)(C)C2
O=S1(=O)CC2CC(C1)N2
161.226
38.5295
-0.6087
3
1
21
46.17
CC1(C)CN1NS(N)(=O)=O
CC1(C)CN1NS(N)(=O)=O
true
CC(C)(C)CC1CC1(C)C
C1CN1
165.218
37.0279
-1.2113
3
2
21
75.2
NS(=O)(=O)C1(CCO1)C=C
C=CC1(S(N)(=O)=O)CCO1
false
CCC1(C(C)(C)C)CCC1
C1COC1
163.198
36.6042
-0.4225
3
1
19
69.39
CC(C)(NC(N)=S)C=NO
CC(C)(C=NO)NC(N)=S
false
CCCC(C)(C)CC(C)C
161.23
44.2786
0.0582
3
3
21
70.64
CN1CC(=O)CN1C(N)=S
CN1CC(=O)CN1C(N)=S
true
CC1CC(C)C(C(C)C)C1
O=C1CNNC1
159.214
41.1284
-1.0385
3
1
19
49.57
ON=CC#CC1=NN=CS1
ON=CC#Cc1nncs1
false
CCCCCC1CCCC1
c1nncs1
153.166
37.0655
0.3496
5
1
13
58.37
CCC1=C(C)SC(CN)=N1
CCc1nc(CN)sc1C
false
CCC1CC(C)C(CC)C1
c1cscn1
156.254
44.1204
1.47262
3
1
22
38.91
NS(=O)(=O)N1C2CCCC12
NS(=O)(=O)N1C2CCCC21
false
CC(C)(C)C1C2CCCC21
C1CC2NC2C1
162.214
36.3732
-0.5734
2
1
20
63.17
O=C1C=CNC(=S)NN=C1
O=C1C=CNC(=S)NN=C1
true
CC1CCCC(C)CCC1
O=C1C=CNC(=S)NN=C1
155.182
41.5084
-0.4673
3
2
15
53.49
NS(=O)(=O)NC=CC1CC1
NS(=O)(=O)NC=CC1CC1
true
CC(C)(C)CCCC1CC1
C1CC1
162.214
38.1069
-0.2968
2
2
20
72.19
COCC1=NC=C(CO)S1
COCc1ncc(CO)s1
false
CCCC1CCC(CC)C1
c1cscn1
159.21
38.7498
0.7818
4
1
19
42.35
CN(C)C=CS(=O)(=O)NO
CN(C)C=CS(=O)(=O)NO
true
CCC(C)(C)CCC(C)C
166.202
36.669
-0.6722
4
2
20
69.64
COCC1=CCS(=O)(=O)O1
COCC1=CCS(=O)(=O)O1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CO1
164.182
34.8308
-0.1233
4
0
18
52.6
C=C1CCC2(CN2)S1(=O)=O
C=C1CCC2(CN2)S1(=O)=O
true
CC1CCC2(CC2)C1(C)C
C=C1CCC2(CN2)S1(=O)=O
159.21
38.0275
0.0082
3
1
19
56.08
CC(N)CNS(=O)(=O)C#C
C#CS(=O)(=O)NCC(C)N
false
CCC(C)(C)CCC(C)C
162.214
39.4049
-1.1563
3
2
20
72.19
ON=CC1=CN=C(S1)C=C
C=Cc1ncc(C=NO)s1
false
CCCC1CCC(CC)C1
c1cscn1
154.194
41.5855
1.5942
4
1
16
45.48