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
C1ON=C2SN=CN2C=C1
C1=CN2C=NSC2=NOC1
false
C1CCC2CCCC2CC1
C1=CN2C=NSC2=NOC1
155.182
40.449
0.7934
5
0
15
37.19
CC1=C(CO)C=C(S1)C#N
Cc1sc(C#N)cc1CO
false
CCC1CC(C)C(CC)C1
c1ccsc1
153.206
39.6938
1.4205
3
1
17
44.02
COCC=CC1=NC=NS1
COCC=Cc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
156.21
40.819
1.1977
4
0
18
35.01
CC1CNS(=O)(=O)NC=N1
CC1CNS(=O)(=O)NC=N1
true
CC1CCCC(C)(C)CC1
O=S1(=O)NC=NCCN1
163.202
38.0122
-1.1592
3
2
19
70.56
CN(C=N)C(=S)N1CCC1
CN(C=N)C(=S)N1CCC1
true
CCC(C)C(C)C1CCC1
C1CNC1
157.242
45.3347
0.51587
2
1
21
30.33
CC1C(C)=C(C)NS1(=O)=O
CC1=C(C)C(C)S(=O)(=O)N1
false
CC1CC(C)(C)C(C)C1C
O=S1(=O)CC=CN1
161.226
39.8915
0.6018
2
1
21
46.17
NS(=O)(=O)CCCC=NO
NS(=O)(=O)CCCC=NO
true
CCCCCCC(C)(C)C
166.202
37.4867
-0.4849
4
2
20
92.75
C=CC1=NSC2=C1C=CO2
C=Cc1nsc2occc12
false
CCC1CCC2CCCC12
c1cc2cnsc2o1
151.19
41.977
2.5323
3
0
15
26.03
CN=CN1SC(=O)N=C1C
CN=Cn1sc(=O)nc1C
false
CCCC1CC(C)CC1C
O=c1nc[nH]s1
157.198
40.925
0.11942
5
0
17
47.25
C=CCON=C1NN=CS1
C=CCON=c1[nH]ncs1
false
CCCCCC1CCCC1
N=c1[nH]ncs1
157.198
38.1767
0.4895
4
1
17
50.27
NC12CC1C(=O)NS2(=O)=O
NC12CC1C(=O)NS2(=O)=O
true
CC1CC(C)(C)C2(C)CC12
O=C1NS(=O)(=O)C2CC12
162.17
32.0879
-1.8791
4
2
16
89.26
CC#CC1CCNC(=S)N1
CC#CC1CCNC(=S)N1
true
CCCC1CCCC(C)C1
S=C1NCCCN1
154.238
45.5914
0.2461
1
2
20
24.06
CC1CCCNNC(=S)N1
CC1CCCNNC(=S)N1
true
CC1CCCCCC(C)C1
S=C1NCCCCNN1
159.258
45.5681
0.1374
2
3
23
36.09
N=C1SNC=C1CCC#N
N#CCCc1c[nH]sc1=N
false
CCCCC1CCCC1C
N=c1cc[nH]s1
153.21
38.4584
1.01185
3
2
17
63.43
NC(=S)N1CC2(N)CC2O1
NC(=S)N1CC2(N)CC2O1
true
CC(C)C1CC2CC2(C)C1
C1NOC2CC12
159.214
39.8998
-1.053
3
2
19
64.51
CC1=CCCS(=O)(=O)CC1
CC1=CCCS(=O)(=O)CC1
true
CC1CCCC(C)(C)CC1
O=S1(=O)CCC=CCC1
160.238
41.6448
1.1413
2
0
22
34.14
NCC(=O)N1CCS1(=O)=O
NCC(=O)N1CCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCN1
164.186
34.5542
-1.8829
4
1
18
80.47
CC1=C(N)C(=CS1)C1CO1
Cc1scc(C2CO2)c1N
false
CC1CCC(C2CC2)C1C
c1cc(C2CO2)cs1
155.222
42.1614
1.71002
3
1
19
38.55
OC12CC1C1OC1S2(=O)=O
O=S1(=O)C2OC2C2CC21O
false
CC1(C)C2CC2C2CC21C
O=S1(=O)C2CC2C2OC21
162.166
30.6376
-1.1518
4
1
16
66.9
CNC12CC1S(=O)(=O)NC2
CNC12CNS(=O)(=O)C1C2
false
CCC12CCC(C)(C)C1C2
O=S1(=O)NCC2CC21
162.214
37.1182
-1.3501
3
2
20
58.2
CS(=O)(=O)CC(=NO)C#C
C#CC(CS(C)(=O)=O)=NO
false
CCC(CC)CC(C)(C)C
161.182
37.7653
-0.5056
4
1
17
66.73
S=C1NCC2CCC=NN12
S=C1NCC2CCC=NN12
true
CC1CCC2CCCCC12
S=C1NCC2CCC=NN12
155.226
43.9537
0.3247
2
1
19
27.63
OC1=C(Cl)C(Cl)=C(N1)C#C
C#Cc1[nH]c(O)c(Cl)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
176.002
40.4125
2.0084
1
2
13
36.02
CN1C(=O)C2NC2S1(=O)=O
CN1C(=O)C2NC2S1(=O)=O
true
CC1C2CC2C(C)(C)C1C
O=C1NS(=O)(=O)C2NC12
162.17
32.4015
-1.9139
4
1
16
76.39
CCC12CC(CN1)S2(=O)=O
CCC12CC(CN1)S2(=O)=O
true
CCC12CCC(C1)C2(C)C
O=S1(=O)C2CNC1C2
161.226
38.3495
-0.117
3
1
21
46.17
N=C1SN=C2C=CC=CN12
N=c1snc2ccccn12
false
CC1CCC2CCCCC12
N=c1snc2ccccn12
151.194
38.9237
0.87527
4
1
15
41.15
S=C1NCC#CCC=NN1
S=C1NCC#CCC=NN1
true
CC1CCCCCCCC1
S=C1NCC#CCC=NN1
153.21
44.6214
-0.1566
2
2
17
36.42
CC1C(=C)C(C)=CS1(=O)=O
C=C1C(C)=CS(=O)(=O)C1C
false
CC1CC(C)(C)C(C)C1C
C=C1C=CS(=O)(=O)C1
158.222
41.2788
1.2633
2
0
20
34.14
O=S1(=O)OCCCC11CO1
O=S1(=O)OCCCC12CO2
false
CC1(C)CCCCC12CC2
O=S1(=O)OCCCC12CO2
164.182
32.7888
-0.1469
4
0
18
55.9
CC(=CS(=O)(=O)C#C)C#C
C#CC(C)=CS(=O)(=O)C#C
false
CCC(C)CC(C)(C)CC
154.19
40.3428
0.5289
2
0
16
34.14
CC(O)C1CC1NC(N)=S
CC(O)C1CC1NC(N)=S
true
CC(C)CC1CC1C(C)C
C1CC1
160.242
43.4969
-0.4111
2
3
22
58.28
CC1N(CC#N)CS1(=O)=O
CC1N(CC#N)CS1(=O)=O
true
CCCC1CC(C)(C)C1C
O=S1(=O)CNC1
160.198
35.5678
-0.45612
4
0
18
61.17
C=CCC1=NSC=C1C#C
C#Cc1csnc1CC=C
false
CCCC1CCCC1CC
c1cnsc1
149.218
43.95
1.8529
2
0
17
12.89
CC(C)(O)S(=O)(=O)CCO
CC(C)(O)S(=O)(=O)CCO
true
CCCC(C)(C)C(C)(C)C
168.214
37.1704
-0.8781
4
2
22
74.6
OC1=C2CNCC(S2)=C1O
Oc1c2sc(c1O)CNC2
false
CC1C2CCCC(C2)C1C
c1cc2sc1CNC2
157.194
38.1923
0.7625
4
3
17
52.49
CS(=O)(=O)C=C(N)C(N)=N
CS(=O)(=O)C=C(N)C(=N)N
false
CC(C)C(C)CC(C)(C)C
163.202
39.0283
-1.23293
4
3
19
110.03
CN1C2CC(C2)OS1(=O)=O
CN1C2CC(C2)OS1(=O)=O
true
CC1C2CC(C2)CC1(C)C
O=S1(=O)NC2CC(C2)O1
163.198
34.5778
-0.2758
3
0
19
46.61
CC1=NSC(COC=O)=C1
Cc1cc(COC=O)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
157.194
37.704
1.12452
4
0
17
39.19
CC(C#N)C1=C(C)SC=C1
Cc1sccc1C(C)C#N
false
CCC(C)C1CCCC1C
c1ccsc1
151.234
43.084
2.6836
2
0
19
23.79
NC1=NSC2=C1C(=C)CN2
C=C1CNc2snc(N)c21
false
CC1CCC2CCC(C)C12
C=C1CNc2sncc21
153.21
44.0501
1.164
4
2
17
50.94
NC1=C(C=O)C=C(CO)S1
Nc1sc(CO)cc1C=O
false
CCC1CC(C)C(CC)C1
c1ccsc1
157.194
40.0417
0.6351
4
2
17
63.32
CCC1(C)CNC(=S)NC1
CCC1(C)CNC(=S)NC1
true
CCC1(C)CCC(C)CC1
S=C1NCCCN1
158.27
47.0014
0.8804
1
2
24
24.06
O=CNC1=C(SC=C1)C#C
C#Cc1sccc1NC=O
false
CCCC1CCCC1CC
c1ccsc1
151.19
41.9407
1.2977
2
1
15
29.1
C=C1CCOC2=C1SN=N2
C=C1CCOc2nnsc21
false
CC1CCCC2CCCC12
C=C1CCOc2nnsc21
154.194
39.055
1.3338
4
0
16
35.01
CC1=NC(CC=NO)=NS1
Cc1nc(CC=NO)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
157.198
38.6285
0.84902
5
1
17
58.37
NCCC1=C(Cl)C(Cl)=CO1
NCCc1occ(Cl)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
180.034
41.4864
2.0876
2
1
17
39.16
CC1=CC2=C(S1)C=NOC2
Cc1cc2c(s1)C=NOC2
false
CC1CC2CCCCC2C1
C1=NOCc2ccsc21
153.206
41.439
1.92062
3
0
17
21.59
CCC1=CSC(C=CC)=C1
CC=Cc1cc(CC)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
152.262
48.405
3.3436
1
0
22
0
NC(=S)NC1CNC1C#C
C#CC1NCC1NC(N)=S
false
CCC1CCC1CC(C)C
C1CNC1
155.226
44.3328
-1.2068
2
3
19
50.08
CN(O)S(=O)(=O)NC1CC1
CN(O)S(=O)(=O)NC1CC1
true
CC(C)C(C)(C)CC1CC1
C1CC1
166.202
34.627
-0.6958
3
2
20
69.64
CC1=C(CC2CC2)N=CS1
Cc1scnc1CC1CC1
false
CC1CCCC1CC1CC1
c1nc(CC2CC2)cs1
153.25
43.279
2.40402
2
0
21
12.89
CC1=NC(NC=O)=C(C)S1
Cc1nc(NC=O)c(C)s1
false
CCCC1CC(C)CC1C
c1cscn1
156.21
41.2747
1.32824
3
1
18
41.99
CCN1SC(=N)N=C1C#C
C#Cc1nc(=N)sn1CC
false
CCC1CC(C)CC1CC
N=c1nc[nH]s1
153.21
39.5677
0.42527
4
1
17
41.67
CN1C=NC(N)=C(Cl)C1=O
Cn1cnc(N)c(Cl)c1=O
false
CC1CCC(C)C(C)C1C
O=c1ccnc[nH]1
159.576
38.9004
0.0159
4
1
16
60.91
CC(C1(C)CO1)S(N)(=O)=O
CC(C1(C)CO1)S(N)(=O)=O
true
CC(C(C)(C)C)C1(C)CC1
C1CO1
165.214
36.9262
-0.5477
3
1
21
72.69
CC1C(CS(N)(=O)=O)N1C
CC1C(CS(N)(=O)=O)N1C
true
CC1C(C)C1CC(C)(C)C
C1CN1
164.23
38.9872
-1.0226
3
1
22
63.17
NC1COC(=C)NS1(=O)=O
C=C1NS(=O)(=O)C(N)CO1
false
CC1CCC(C)C(C)(C)C1
C=C1NS(=O)(=O)CCO1
164.186
35.1229
-1.308
4
2
18
81.42
C#CC1NN=C2SNC=C12
C#CC1NN=C2SNC=C21
false
CCC1CCC2CCCC12
C1=C2CNN=C2SN1
151.194
42.0014
0.0402
4
2
15
36.42
O=CC1=CC2=C(CCC2)S1
O=Cc1cc2c(s1)CCC2
false
CCC1CC2CCCC2C1
c1cc2c(s1)CCC2
152.218
41.7315
2.0493
2
0
18
17.07
O=S1(=O)CNC2CCC2N1
O=S1(=O)CNC2CCC2N1
true
CC1(C)CCC2CCC2C1
O=S1(=O)CNC2CCC2N1
162.214
36.8682
-1.0025
3
2
20
58.2
CCC(=O)C1CS(=O)(=O)O1
CCC(=O)C1CS(=O)(=O)O1
true
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCO1
164.182
33.9578
-0.3059
4
0
18
60.44
NCC1CNC(=S)N1C=O
NCC1CNC(=S)N1C=O
true
CCC1CCC(C)C1CC
S=C1NCCN1
159.214
41.3461
-1.3398
3
2
19
58.36
COCC1=C(N=CS1)C#C
C#Cc1ncsc1COC
false
CCCC1CCCC1CC
c1cscn1
153.206
40.762
1.2708
3
0
17
22.12
NCCCS(=O)(=O)NC=C
C=CNS(=O)(=O)CCCN
false
CCCCC(C)(C)CCC
164.23
40.7909
-0.6019
3
2
22
72.19
CC1=C(O)SC(=N)N1C=C
C=Cn1c(C)c(O)sc1=N
false
CCC1C(C)CC(C)C1C
N=c1[nH]ccs1
156.21
40.9525
1.14359
4
2
18
49.01
CC1(NC(=S)NC=C1)C#C
C#CC1(C)C=CNC(=S)N1
false
CCC1(C)CCCC(C)C1
S=C1NC=CCN1
152.222
45.2474
0.3697
1
2
18
24.06
CNNS(=O)(=O)COC=C
C=COCS(=O)(=O)NNC
false
CCCCC(C)(C)CCC
166.202
37.2642
-0.8422
4
2
20
67.43
N=CNC1CC2=CSC=C12
N=CNC1Cc2cscc21
false
CCCC1CC2CCCC12
c1scc2c1CC2
152.222
42.6834
1.54197
2
2
18
35.88
CNC1=CSC(CN)=C1O
CNc1csc(CN)c1O
false
CCC1CCC(CC)C1C
c1ccsc1
158.226
43.4219
0.9541
4
3
20
58.28
O=S1(=O)NC2C3CC(N3)C12
O=S1(=O)NC2C3CC(N3)C21
false
CC1(C)CC2C3CC(C3)C21
O=S1(=O)NC2C3CC(N3)C21
160.198
34.9602
-1.5993
3
2
18
58.2
CC=COC1=CC(=O)NS1
CC=COc1cc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
157.194
40.3817
1.3488
3
1
17
42.09
COCC1=NC(C)=C(C)S1
COCc1nc(C)c(C)s1
false
CCCC1CC(C)C(C)C1
c1cscn1
157.238
42.301
1.90634
3
0
21
22.12
NC(=S)NC1=C(N)OC=C1
NC(=S)Nc1ccoc1N
false
CC(C)CC1CCCC1C
c1ccoc1
157.198
43.5285
0.5173
3
3
17
77.21
CC(C)(C)C1=CSC(N)=N1
CC(C)(C)c1csc(N)n1
false
CC1CCC(C(C)(C)C)C1
c1cscn1
156.254
45.2264
2.0228
3
1
22
38.91
COS(=O)(=O)C1OC1C#C
C#CC1OC1S(=O)(=O)OC
false
CCC1CC1C(C)(C)CC
C1CO1
162.166
33.4228
-0.6793
4
0
16
55.9
C=C1C=CC2=C1SC(=O)N2
C=C1C=Cc2[nH]c(=O)sc21
false
CC1CC2CCC(C)C2C1
C=C1C=Cc2[nH]c(=O)sc21
151.19
43.0077
1.4764
2
1
15
32.86
CC#CC1=C(C)C(=O)NS1
CC#Cc1s[nH]c(=O)c1C
false
CCCC1CCC(C)C1C
O=c1ccs[nH]1
153.206
42.2287
1.11622
2
1
17
32.86
OCC1C(=C)CCS1(=O)=O
C=C1CCS(=O)(=O)C1CO
false
CCC1C(C)CCC1(C)C
C=C1CCS(=O)(=O)C1
162.21
38.4176
-0.278
3
1
20
54.37
C=C1CN2CC2S(=O)(=O)N1
C=C1CN2CC2S(=O)(=O)N1
true
CC1CC2CC2C(C)(C)C1
C=C1CN2CC2S(=O)(=O)N1
160.198
36.5565
-0.9252
3
1
18
49.18
C=C1N=CN=CNS1(=O)=O
C=C1N=CN=CNS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1N=CN=CNS1(=O)=O
159.17
38.1795
-0.5528
4
1
15
70.89
CCC1(CN1C)S(O)(=O)=O
CCC1(S(=O)(=O)O)CN1C
false
CCC1(C(C)(C)C)CC1C
C1CN1
165.214
37.2006
-0.0741
3
1
21
57.38
C=CC1=CNC2=NSC=C12
C=Cc1c[nH]c2nscc12
false
CCC1CCC2CCCC12
c1cc2csnc2[nH]1
150.206
44.0617
2.2674
2
1
16
28.68
COC(=O)C1=C(Cl)C=CN1
COC(=O)c1[nH]ccc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
159.572
37.1422
1.4547
2
1
16
42.09
N=C1SN=CN1C(=O)C#C
C#CC(=O)n1cnsc1=N
false
CCC(C)C1CCCC1C
N=c1[nH]cns1
153.166
35.4182
-0.30253
5
1
13
58.74
CC1=CC2=C(NC(N)=N2)S1
Cc1cc2nc(N)[nH]c2s1
false
CC1CC2CC(C)CC2C1
c1nc2ccsc2[nH]1
153.21
43.1201
1.51502
3
2
17
54.7
CC12CS(=O)(=O)C1OCC2
CC12CCOC1S(=O)(=O)C2
false
CC1(C)CC2(C)CCCC12
O=S1(=O)CC2CCOC21
162.21
36.2508
0.1675
3
0
20
43.37
OC1=CSN=C1NCC=C
C=CCNc1nscc1O
false
CCCCC1CCCC1C
c1cnsc1
156.21
42.4655
1.4466
4
2
18
45.15
CN1C2CC1C1=C2SC=C1
CN1C2CC1c1sccc12
false
CC1C2CC1C1CCCC21
c1cc2c(s1)C1CC2N1
151.234
42.181
2.1794
2
0
19
3.24
N=C1NC2CC2OS1(=O)=O
N=C1NC2CC2OS1(=O)=O
true
CC1CC2CC2CC1(C)C
N=C1NC2CC2OS1(=O)=O
162.17
33.0602
-0.98833
4
2
16
79.25
CC12CNC(C1)CS2(=O)=O
CC12CNC(C1)CS2(=O)=O
true
CC1(C)CC2CCC1(C)C2
O=S1(=O)CC2CC1CN2
161.226
38.5995
-0.4646
3
1
21
46.17
CC1CC1(O)CS(O)(=O)=O
CC1CC1(O)CS(=O)(=O)O
false
CC1CC1(C)CC(C)(C)C
C1CC1
166.198
35.1464
-0.3549
3
2
20
74.6
CC=C(C)CC1=CN=NS1
CC=C(C)Cc1cnns1
false
CCC(C)CC1CCCC1
c1csnn1
154.238
43.044
2.0468
3
0
20
25.78
OC1CCCC2=C1C=CS2
OC1CCCc2sccc21
false
CC1CCCC2CCCC12
c1cc2c(s1)CCCC2
154.234
42.2168
2.1178
2
1
20
20.23
OCC1=CC(NC=N)=NS1
N=CNc1cc(CO)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
157.198
40.4432
0.65437
4
3
17
69
CC1=CC=C(S1)C=NN=C
C=NN=Cc1ccc(C)s1
false
CCCCC1CCC(C)C1
c1ccsc1
152.222
46.199
2.09102
3
0
18
24.72
NC1CNC2=C1C(Cl)=CN2
NC1CNc2[nH]cc(Cl)c21
false
CC1CCC2CCC(C)C12
c1cc2c([nH]1)NCC2
157.604
41.2208
1.0934
2
3
18
53.84
CC1NS(=O)(=O)NC=C1C
CC1=CNS(=O)(=O)NC1C
false
CC1CCC(C)(C)CC1C
O=S1(=O)NC=CCN1
162.214
38.4102
-0.2837
2
2
20
58.2
CC1C2CN1C1=C2C=CS1
CC1C2CN1c1sccc12
false
CC1C2CC1C1CCCC21
c1cc2c(s1)N1CC2C1
151.234
43.868
2.0538
2
0
19
3.24
CC1=C2C=NSN2NC1=O
Cc1c(=O)[nH]n2sncc12
false
CC1CC2CCCC2C1C
O=c1cc2cnsn2[nH]1
155.182
38.4267
0.39252
4
1
15
50.16
CC(N)C1=C(O)N=C(C)S1
Cc1nc(O)c(C(C)N)s1
false
CC1CC(C)C(C(C)C)C1
c1cscn1
158.226
41.1182
1.17682
4
2
20
59.14