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
NC(=O)NCC1=NC=CS1
NC(=O)NCc1nccs1
false
CC(C)CCC1CCCC1
c1cscn1
157.198
38.5371
0.3114
3
2
17
68.01
CC1=C(O)N=C(CCN)S1
Cc1sc(CCN)nc1O
false
CCCC1CC(C)C(C)C1
c1cscn1
158.226
41.2742
0.65832
4
2
20
59.14
C#CC1CC2=CSN=C2N1
C#CC1Cc2csnc2N1
false
CCC1CC2CCCC2C1
c1snc2c1CCN2
150.206
42.0617
1.1129
3
1
16
24.92
CC1NNC(=S)NC1C#N
CC1NNC(=S)NC1C#N
true
CCC1CC(C)CCC1C
S=C1NCCNN1
156.214
40.8681
-0.75062
3
3
18
59.88
NC1=CN(OC=C)C=C1Cl
C=COn1cc(N)c(Cl)c1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
158.588
40.6314
1.2958
3
1
17
40.18
OC(CC1=CSC=C1)C#C
C#CC(O)Cc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
152.218
42.8628
1.2847
2
1
18
20.23
CC1=C(C)C2=C(ON=C2)S1
Cc1sc2oncc2c1C
false
CC1CC2CCCC2C1C
c1cc2cnoc2s1
153.206
41.36
2.50614
3
0
17
26.03
CC#CC1=NC(N)=C(C)S1
CC#Cc1nc(N)c(C)s1
false
CCCC1CC(C)C(C)C1
c1cscn1
152.222
43.8154
1.40512
3
1
18
38.91
O=C1OC2=C(C=CS2)C=N1
O=c1ncc2ccsc2o1
false
CC1CCC2CCCC2C1
O=c1ncc2ccsc2o1
153.162
38.156
1.2495
4
0
13
43.1
C=C1COS(=O)(=O)C2OC12
C=C1COS(=O)(=O)C2OC12
true
CC1CCC(C)(C)C2CC12
C=C1COS(=O)(=O)C2OC12
162.166
32.6728
-0.3725
4
0
16
55.9
ClC1=C(CC2CN2)NC=C1
Clc1cc[nH]c1CC1CN1
false
CC1CCCC1CC1CC1
c1c[nH]c(CC2CN2)c1
156.616
41.2974
1.1824
1
2
19
37.73
CC(CNC=O)S(C)(=O)=O
CC(CNC=O)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
165.214
38.3725
-0.8345
3
1
21
63.24
NC1=C2NC(=O)CC2=CS1
Nc1scc2c1NC(=O)C2
false
CC1CC2CCC(C)C2C1
O=C1Cc2cscc2N1
154.194
41.0651
0.8249
3
2
16
55.12
CC1=NSC=C1C=CC#C
C#CC=Cc1csnc1C
false
CCCCC1CCCC1C
c1cnsc1
149.218
44.718
2.09792
2
0
17
12.89
CC(C)CC1=CSC(=O)N1
CC(C)Cc1csc(=O)[nH]1
false
CC(C)CC1CCC(C)C1
O=c1[nH]ccs1
157.238
43.4817
1.6349
2
1
21
32.86
CNC1=CSC(OC)=C1O
CNc1csc(OC)c1O
false
CCC1CCC(CC)C1C
c1ccsc1
159.21
42.0825
1.504
4
2
19
41.49
CNCC1=C(N)C(Cl)=CO1
CNCc1occ(Cl)c1N
false
CCCC1CCC(C)C1C
c1ccoc1
160.604
40.8941
1.2346
3
2
19
51.19
CC=CCCC1=NSC=C1
CC=CCCc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
153.25
45.249
2.6518
2
0
21
12.89
C#CCC1=C(N=NS1)C#C
C#CCc1snnc1C#C
false
CCCC1CCCC1CC
c1csnn1
148.19
40.381
0.6951
3
0
14
25.78
CC1C=CC2OC1S2(=O)=O
CC1C=CC2OC1S2(=O)=O
true
CC1CCC2CC1C2(C)C
O=S1(=O)C2C=CCC1O2
160.194
35.8848
0.2895
3
0
18
43.37
NCC1=CN(C=C1)C(N)=S
NCc1ccn(C(N)=S)c1
false
CCC1CCC(C(C)C)C1
c1cc[nH]c1
155.226
44.5068
0.0385
3
2
19
56.97
CNC1=C(C)S(=O)(=O)C=C1
CNC1=C(C)S(=O)(=O)C=C1
true
CCC1CCC(C)(C)C1C
O=S1(=O)C=CC=C1
159.21
39.8195
0.3794
3
1
19
46.17
CCN1N=C(SC1=N)C=C
C=Cc1nn(CC)c(=N)s1
false
CCC1CC(C)C(CC)C1
N=c1[nH]ncs1
155.226
41.7237
1.08697
4
1
19
41.67
ClC1=C2CCN2C(=N)C=C1
N=c1ccc(Cl)c2n1CC2
false
CC1CCC(C)C2CCC12
N=c1cccc2n1CC2
154.6
39.0007
1.17707
2
1
17
28.78
COS(=O)(=O)NCC(C)N
COS(=O)(=O)NCC(C)N
true
CCC(C)(C)CCC(C)C
168.218
37.5809
-1.1856
4
2
22
81.42
N=C1SNC2=C1OC=CC2
N=c1s[nH]c2c1OC=CC2
false
CC1CCC2CCCCC12
N=c1s[nH]c2c1OC=CC2
154.194
37.9964
1.00427
3
2
16
48.87
OC1=CN=NC2=NSC=C12
Oc1cnnc2nscc12
false
CC1CCCC2CCCC12
c1cc2csnc2nn1
153.166
36.8748
0.7919
5
1
13
58.9
CON1CCCNNC1=S
CON1CCCNNC1=S
true
CCC1CCCCCC1C
S=C1NCCCNN1
161.23
42.0684
-0.3674
3
2
21
36.53
CC=CN1C(C)CNC1=S
CC=CN1C(=S)NCC1C
false
CCCC1C(C)CCC1C
S=C1NCCN1
156.254
46.7157
1.0986
1
1
22
15.27
OCC1=NSC(=N)N1C=C
C=Cn1c(CO)nsc1=N
false
CCC1CCC(C)C1CC
N=c1[nH]cns1
157.198
38.2685
0.01687
5
2
17
61.9
C1NC1C#CC1=CN=CS1
C(#CC1CN1)c1cncs1
false
C1CCC(CCC2CC2)C1
C(#CC1CN1)c1cncs1
150.206
40.7827
0.4664
3
1
16
34.83
O=C1NSC(CN2CC2)=N1
O=c1nc(CN2CC2)s[nH]1
false
CC1CCC(CC2CC2)C1
O=c1nc(CN2CC2)s[nH]1
157.198
38.0117
-0.353
4
1
17
48.76
CCS(=O)(=O)CC(C)C=O
CCS(=O)(=O)CC(C)C=O
true
CCC(C)CC(C)(C)CC
164.226
39.5558
0.2561
3
0
22
51.21
O=S1(=O)NC2CC1NCC2
O=S1(=O)NC2CCNC1C2
false
CC1(C)CC2CCCC1C2
O=S1(=O)NC2CCNC1C2
162.214
36.8682
-1.0025
3
2
20
58.2
NC1=NSC2=C1C1CC2C1
Nc1nsc2c1C1CC2C1
false
CC1CCC2C3CC(C3)C12
c1nsc2c1C1CC2C1
152.222
41.2424
1.6999
3
1
18
38.91
CC(C=C)S(=O)(=O)N(C)O
C=CC(C)S(=O)(=O)N(C)O
false
CCC(C)C(C)(C)C(C)C
165.214
38.1283
0.2117
3
1
21
57.61
O=S1(=O)COCOC11CC1
O=S1(=O)COCOC12CC2
false
CC1(C)CCCCC12CC2
O=S1(=O)COCOC12CC2
164.182
32.7888
-0.1469
4
0
18
52.6
O=S1(=O)OCCOCC=C1
O=S1(=O)C=CCOCCO1
false
CC1(C)CCCCCCC1
O=S1(=O)C=CCOCCO1
164.182
34.8308
-0.1233
4
0
18
52.6
CNC1=CSC(=N1)C#CC
CC#Cc1nc(NC)cs1
false
CCCC1CCC(CC)C1
c1cscn1
152.222
44.2127
1.5562
3
1
18
24.92
CN1CC1CS(=O)(=O)CO
CN1CC1CS(=O)(=O)CO
true
CCC(C)(C)CC1CC1C
C1CN1
165.214
37.2906
-1.335
4
1
21
57.38
CN1SC(=O)C2=C1C=CC2
Cn1sc(=O)c2c1C=CC2
false
CC1CC(C)C2CCCC12
O=c1s[nH]c2c1CC=C2
153.206
42.298
1.0161
3
0
17
22
NC1=CC(=N)C=C(Cl)C=N1
N=c1cc(Cl)cnc(N)c1
false
CC1CCC(C)CC(C)C1
N=c1cccncc1
155.588
39.5141
0.79667
3
2
16
62.76
O=CN1CC2=CNSC2=N1
O=CN1CC2=CNSC2=N1
true
CCC1CC2CCCC2C1
C1=C2CNN=C2SN1
155.182
39.0147
-0.0928
4
1
15
44.7
C=CN1OCC(=C)NC1=S
C=CN1OCC(=C)NC1=S
true
CCC1CCC(C)CC1C
C=C1CONC(=S)N1
156.21
42.8617
0.7653
2
1
18
24.5
CNN=C1SC=C(C)N1O
CNN=c1scc(C)n1O
false
CCCC1CCC(C)C1C
N=c1[nH]ccs1
159.214
38.8532
0.13042
5
2
19
49.55
O=S1(=O)NC=C2OCCC12
O=S1(=O)NC=C2OCCC21
false
CC1(C)CCC2CCCC21
O=S1(=O)NC=C2OCCC21
161.182
34.4955
-0.4503
3
1
17
55.4
O=S1(=O)NCCC2COC12
O=S1(=O)NCCC2COC21
false
CC1(C)CCCC2CCC21
O=S1(=O)NCCC2COC21
163.198
34.7695
-0.718
3
1
19
55.4
OC1CCCS(=O)(=O)CC1
O=S1(=O)CCCC(O)CC1
false
CC1CCCC(C)(C)CC1
O=S1(=O)CCCCCC1
164.226
38.5116
-0.054
3
1
22
54.37
CNC1CC1N(C)C(N)=S
CNC1CC1N(C)C(N)=S
true
CCC1CC1C(C)C(C)C
C1CC1
159.258
45.8011
-0.4779
2
2
23
41.29
O=CC1=CSC2=C1NCC2
O=Cc1csc2c1NCC2
false
CCC1CCC2CCCC12
c1cc2c(s1)CCN2
153.206
41.9002
1.5286
3
1
17
29.1
CC1NCC=COS1(=O)=O
CC1NCC=COS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CNCC=CO1
163.198
36.6095
-0.2043
4
1
19
55.4
OCC1C2NNS(=O)(=O)C12
O=S1(=O)NNC2C(CO)C21
false
CCC1C2CCC(C)(C)C12
O=S1(=O)NNC2CC21
164.186
33.343
-2.2167
4
3
18
78.43
CC1=C(SC(C=C)=N1)C#N
C=Cc1nc(C)c(C#N)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
150.206
41.657
1.9662
3
0
16
36.68
NC(=S)N(O)C=CC1CN1
NC(=S)N(O)C=CC1CN1
true
CC(C)C(C)CCC1CC1
C1CN1
159.214
41.3416
-0.5933
3
3
19
71.43
NCC=C(NC(N)=S)C#C
C#CC(=CCN)NC(N)=S
false
CCCC(CC)CC(C)C
155.226
45.8915
-0.7046
2
3
19
64.07
O=NC1=CC2=C(S1)C=CN2
O=Nc1cc2[nH]ccc2s1
false
CCC1CC2CCCC2C1
c1cc2sccc2[nH]1
152.178
41.6307
2.6273
3
1
14
45.22
CC1C(C)C1(C)NC(N)=S
CC1C(C)C1(C)NC(N)=S
true
CC(C)CC1(C)C(C)C1C
C1CC1
158.27
46.6541
0.8641
1
2
24
38.05
CC(=O)C(=C)S(=O)(=O)C=O
C=C(C(C)=O)S(=O)(=O)C=O
false
CCC(C)(C)C(C)C(C)C
162.166
35.4913
-0.3059
4
0
16
68.28
O=CC1=NC2=C(O1)SC=C2
O=Cc1nc2ccsc2o1
false
CCC1CC2CCCC2C1
c1nc2ccsc2o1
153.162
37.2735
1.7018
4
0
13
43.1
CC1CC2=C(N1)SC=C2Cl
CC1Cc2c(Cl)csc2N1
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)NCC2
173.668
46.1177
2.758
2
1
18
12.03
NC1=NC2=C(N1)C(O)=CS2
Nc1nc2scc(O)c2[nH]1
false
CC1CC2CCC(C)C2C1
c1nc2sccc2[nH]1
155.182
40.0479
0.9122
4
3
15
74.93
OS(=O)(=O)C#CCC1CN1
O=S(=O)(O)C#CCC1CN1
false
CC(C)(C)CCCC1CC1
C1CN1
161.182
35.7323
-0.803
3
2
17
76.31
NC1=C(Cl)C(CC#C)=CS1
C#CCc1csc(N)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
171.652
46.2784
2.1594
2
1
16
26.02
CC1=C(N)C=CC(N)=C1Cl
Cc1c(N)ccc(N)c1Cl
false
CC1CCC(C)C(C)C1C
c1ccccc1
156.616
45.0138
1.81282
2
2
19
52.04
N#CC1=NC(=NS1)C1CC1
N#Cc1nc(C2CC2)ns1
false
CCC1CCC(C2CC2)C1
c1nc(C2CC2)ns1
151.194
36.599
1.28718
4
0
15
49.57
CC(C=O)N1CCS1(=O)=O
CC(C=O)N1CCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCN1
163.198
36.0188
-0.7808
3
0
19
54.45
OCC1OC(C#C)S1(=O)=O
C#CC1OC(CO)S1(=O)=O
false
CCC1CC(CC)C1(C)C
O=S1(=O)COC1
162.166
33.4996
-1.2909
4
1
16
63.6
NC1=C(O)C2=C(S1)C=CC2
Nc1sc2c(c1O)CC=C2
false
CC1CC2CCCC2C1C
C1=Cc2sccc2C1
153.206
43.1342
1.6052
3
2
17
46.25
CC1=C2SN=CN2C(N)=C1
Cc1cc(N)n2cnsc12
false
CC1CC(C)C2CCCC12
c1cc2sncn2c1
153.21
42.2184
1.28642
4
1
17
43.32
CCC1=CN=C(N)C=C1Cl
CCc1cnc(N)cc1Cl
false
CCC1CCC(C)CC1C
c1ccncc1
156.616
43.0374
1.8796
2
1
19
38.91
CN(C)C1=CC=CC=C1Cl
CN(C)c1ccccc1Cl
false
CC(C)C1CCCCC1C
c1ccccc1
155.628
45.779
2.406
1
0
20
3.24
ON=C1CNC(=S)NC=C1
ON=C1C=CNC(=S)NC1
false
CCC1CCCC(C)CC1
N=C1C=CNC(=S)NC1
157.198
42.0979
-0.192
3
3
17
56.65
COCC1=NC(OC)=CS1
COCc1nc(OC)cs1
false
CCCC1CCC(CC)C1
c1cscn1
159.21
39.379
1.2981
4
0
19
31.35
C=CC#CCC1=CC=CS1
C=CC#CCc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
148.23
45.996
2.48
1
0
18
0
C=CCC1=NSC(C=O)=N1
C=CCc1nsc(C=O)n1
false
CCCC1CCC(CC)C1
c1ncsn1
154.194
39.1975
1.0791
4
0
16
42.85
CC(N)COC1=CC=NS1
CC(N)COc1ccns1
false
CC(C)CCC1CCCC1
c1cnsc1
158.226
41.2584
0.8691
4
1
20
48.14
CCN1CC(C)CNC1=S
CCN1CC(C)CNC1=S
true
CCC1CC(C)CCC1C
S=C1NCCCN1
158.27
47.0117
0.8325
1
1
24
15.27
CC1=CC2=C(N1)SC(C)=C2
Cc1cc2cc(C)sc2[nH]1
false
CC1CC2CC(C)CC2C1
c1cc2ccsc2[nH]1
151.234
45.6497
2.84624
1
1
19
15.79
CN1N=CC2=C1C=C(C)S2
Cc1cc2c(cnn2C)s1
false
CC1CC2CCC(C)C2C1
c1cc2[nH]ncc2s1
152.222
43.328
1.94322
3
0
18
17.82
CCC1=CC2=NCCN2S1
CCC1=CC2=NCCN2S1
true
CCC1CC2CCCC2C1
C1=CC2=NCCN2S1
154.238
44.973
1.6562
3
0
20
15.6
CC(C)CNC(=S)NC=C
C=CNC(=S)NCC(C)C
false
CCCC(C)CCC(C)C
158.27
48.7714
1.25
1
2
24
24.06
C=CC=CC1=NSC(=O)N1
C=CC=Cc1nsc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]cns1
154.194
41.9657
1.0306
3
1
16
45.75
CCC=CCN(O)C(N)=S
CCC=CCN(O)C(N)=S
true
CCCCCC(C)C(C)C
160.242
44.7089
0.8874
2
2
22
49.49
CC=CC1=NN=C(S1)C#C
C#Cc1nnc(C=CC)s1
false
CCCC1CCC(CC)C1
c1nncs1
150.206
42.552
1.5525
3
0
16
25.78
CCC(=CS(N)(=O)=O)C#C
C#CC(=CS(N)(=O)=O)CC
false
CCC(CC)CC(C)(C)C
159.21
40.3142
0.202
2
1
19
60.16
CC(C)CC1=C(Cl)C=NO1
CC(C)Cc1oncc1Cl
false
CC(C)CC1CCCC1C
c1cnoc1
159.616
40.055
2.5265
2
0
20
26.03
CCC1(C)NC2=NSN=C12
CCC1(C)Nc2nsnc21
false
CCC1(C)CC2CCCC21
C1Nc2nsnc21
155.226
41.1747
1.5888
4
1
19
37.81
CS(=O)(=O)N(O)CC1CN1
CS(=O)(=O)N(O)CC1CN1
true
CC(CC1CC1)C(C)(C)C
C1CN1
166.202
35.127
-1.391
4
2
20
79.55
CN1CCC=CN(N)C1=S
CN1CCC=CN(N)C1=S
true
CC1CCCCC(C)C1C
S=C1NC=CCCN1
157.242
45.0114
0.2962
2
1
21
32.5
CC(CO)C1=C(Cl)C=NS1
CC(CO)c1sncc1Cl
false
CCC(C)C1CCCC1C
c1cnsc1
177.656
42.6248
1.8923
3
1
18
33.12
S=C1NN2CC2C2(CC2)N1
S=C1NN2CC2C2(CC2)N1
true
CC1CC2CC2C2(CC2)C1
S=C1NN2CC2C2(CC2)N1
155.226
41.3284
-0.4041
2
2
19
27.07
OC1=C(Cl)C=CC2=C1CC2
Oc1c(Cl)ccc2c1CC2
false
CC1CCC2CCC2C1C
c1ccc2c(c1)CC2
154.596
40.5248
2.1442
1
1
17
20.23
OC1C=CC2CC1S2(=O)=O
O=S1(=O)C2C=CC(O)C1C2
false
CC1CCC2CC1C2(C)C
O=S1(=O)C2C=CCC1C2
160.194
36.2596
-0.5272
3
1
18
54.37
CNC(=S)NC1CC1(C)N
CNC(=S)NC1CC1(C)N
true
CCC(C)CC1CC1(C)C
C1CC1
159.258
45.7908
-0.43
2
3
23
50.08
CCCS(=O)(=O)C#CCO
CCCS(=O)(=O)C#CCO
true
CCCCC(C)(C)CCC
162.21
38.9396
-0.2356
3
1
20
54.37
CC#CC1=CSN(O)C1=N
CC#Cc1csn(O)c1=N
false
CCCC1CCC(C)C1C
N=c1ccs[nH]1
154.194
37.9002
0.63777
4
2
16
49.01
CC(=C)C1=C(Cl)C=C(N)S1
C=C(C)c1sc(N)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
173.668
48.4494
3.0168
2
1
18
26.02
CC=CCC1=C(O)SN=N1
CC=CCc1nnsc1O
false
CCCCC1CCCC1C
c1csnn1
156.21
40.0918
1.3623
4
1
18
46.01
O=S1(=O)NCC(=C1)N1CC1
O=S1(=O)C=C(N2CC2)CN1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)C=C(N2CC2)CN1
160.198
36.5785
-0.9236
3
1
18
49.18
CC1=CC=C(CO)S1(=O)=O
CC1=CC=C(CO)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)C=CC=C1
160.194
37.8456
0.1948
3
1
18
54.37