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
ClC1=CN2C=NN=C2C=C1
Clc1ccc2nncn2c1
false
CC1CCC2CCCC2C1
c1ccn2cnnc2c1
153.572
37.997
1.3827
3
0
14
30.19
C=CCS(=O)(=O)C1CCN1
C=CCS(=O)(=O)C1CCN1
true
CCCC(C)(C)C1CCC1
C1CNC1
161.226
40.3915
-0.0934
3
1
21
46.17
CC1CNS(=O)(=O)C(=N)N1
CC1CNS(=O)(=O)C(=N)N1
true
CC1CCC(C)(C)C(C)C1
N=C1NCCNS1(=O)=O
163.202
37.2469
-1.16773
3
3
19
82.05
C#CC1=NN=C(S1)C1CN1
C#Cc1nnc(C2CN2)s1
false
CCC1CCC(C2CC2)C1
c1nnc(C2CN2)s1
151.194
38.5877
0.1637
4
1
15
47.72
CC(C)=CCC1=NSC=C1
CC(C)=CCc1ccsn1
false
CC(C)CCC1CCCC1
c1cnsc1
153.25
45.249
2.6518
2
0
21
12.89
NC1=CC=C(S1)C(=O)C#N
N#CC(=O)c1ccc(N)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
152.178
38.6749
1.03658
4
1
14
66.88
N1C=CC2=C(SN=C2)C=N1
C1=Cc2cnsc2C=NN1
false
C1CCC2CCCC2CC1
C1=Cc2cnsc2C=NN1
151.194
41.8777
1.0509
4
1
15
37.28
NC(=N)C1NS(=O)(=O)C=C1
N=C(N)C1C=CS(=O)(=O)N1
false
CC(C)C1CCC(C)(C)C1
O=S1(=O)C=CCN1
161.186
36.8976
-1.26233
3
3
17
96.04
ON=C1C2CN2CS1(=O)=O
O=S1(=O)CN2CC2C1=NO
false
CCC1C2CC2CC1(C)C
N=C1C2CN2CS1(=O)=O
162.17
33.5023
-1.1558
5
1
16
69.74
NN1CCC2(CO2)S1(=O)=O
NN1CCC2(CO2)S1(=O)=O
true
CC1CCC2(CC2)C1(C)C
O=S1(=O)NCCC12CO2
164.186
33.1132
-1.3779
4
1
18
75.93
CCC1CNCS(=O)(=O)N1
CCC1CNCS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CNCCN1
164.23
39.0042
-0.7549
3
2
22
58.2
C=COC1=NNC(=S)NC1
C=COC1=NNC(=S)NC1
true
CCCC1CCC(C)CC1
S=C1NCC=NN1
157.198
42.4534
-0.0623
3
2
17
45.65
C1CC=CC2=NSN=C2O1
C1=Cc2nsnc2OCC1
false
C1CCC2CCCC2CC1
C1=Cc2nsnc2OCC1
154.194
39.055
1.3338
4
0
16
35.01
CC#CC1=CNC(=S)NC1
CC#CC1=CNC(=S)NC1
true
CCCC1CCC(C)CC1
S=C1NC=CCN1
152.222
45.2694
0.3713
1
2
18
24.06
ClC1=CN(NCC#C)C=C1
C#CCNn1ccc(Cl)c1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
154.6
42.5027
1.3182
2
1
17
16.96
NS(=O)(=O)N1CC(C1)C#C
C#CC1CN(S(N)(=O)=O)C1
false
CCC1CC(C(C)(C)C)C1
C1CNC1
160.198
37.0032
-1.2451
2
1
18
63.4
CNN=C1CC=CS1(=O)=O
CNN=C1CC=CS1(=O)=O
true
CCCC1CCCC1(C)C
N=C1CC=CS1(=O)=O
160.198
39.1715
-0.1485
4
1
18
58.53
COC1=C(SC=C1O)C#C
C#Cc1scc(O)c1OC
false
CCC1CCC(C)C1CC
c1ccsc1
154.19
40.4708
1.4436
3
1
16
29.46
C=C1COC(=C)S(=O)(=O)N1
C=C1COC(=C)S(=O)(=O)N1
true
CC1CCC(C)C(C)(C)C1
C=C1COC(=C)S(=O)(=O)N1
161.182
36.2875
-0.0791
3
1
17
55.4
CONS(=O)(=O)CC(C)N
CONS(=O)(=O)CC(C)N
true
CCCC(C)(C)CC(C)C
168.218
37.5809
-1.1856
4
2
22
81.42
CCS(=O)(=O)CNCCO
CCS(=O)(=O)CNCCO
true
CCCCCC(C)(C)CC
167.23
39.4163
-1.0395
4
2
23
66.4
CC1C=C(C)C(O)S1(=O)=O
CC1=CC(C)S(=O)(=O)C1O
false
CC1CC(C)C(C)(C)C1C
O=S1(=O)CC=CC1
162.21
38.1456
0.068
3
1
20
54.37
CCC1(CC1C)S(N)(=O)=O
CCC1(S(N)(=O)=O)CC1C
false
CCC1(C(C)(C)C)CC1C
C1CC1
163.242
39.9102
0.4635
2
1
23
60.16
O=C1SN2CC=COC2=C1
O=c1cc2n(s1)CC=CO2
false
CC1CC2CCCCC2C1
O=c1cc2n(s1)CC=CO2
155.178
38.347
0.8159
4
0
15
31.23
O=CN1C2CCC2NC1=S
O=CN1C(=S)NC2CCC21
false
CCC1C(C)CC2CCC21
S=C1NC2CCC2N1
156.21
40.4467
-0.1361
2
1
18
32.34
CC=C(O)C1=CNSC1=O
CC=C(O)c1c[nH]sc1=O
false
CCC(C)C1CCCC1C
O=c1cc[nH]s1
157.194
41.2195
1.3552
3
2
17
53.09
S=C1NCCC(N1)C1CC1
S=C1NCCC(C2CC2)N1
false
CC1CCCC(C2CC2)C1
S=C1NCCC(C2CC2)N1
156.254
44.8654
0.6328
1
2
22
24.06
NN(C=CC1CC1)C(N)=S
NC(=S)N(N)C=CC1CC1
false
CC(C)C(C)CCC1CC1
C1CC1
157.242
44.6758
0.3294
2
2
21
55.28
CNC=C(NC(N)=S)C=O
CNC=C(C=O)NC(N)=S
false
CCCC(CC)CC(C)C
159.214
43.1278
-0.9207
3
3
19
67.15
NC(=N)CC1=C(Cl)C=CO1
N=C(N)Cc1occc1Cl
false
CC(C)CC1CCCC1C
c1ccoc1
158.588
39.3361
1.41147
2
2
17
63.01
O=CC1=CN2N=CSC2=N1
O=Cc1cn2ncsc2n1
false
CCC1CC2CCCC2C1
c1cn2ncsc2n1
153.166
36.2515
0.6033
5
0
13
47.26
OC1CNC2=C1C=C(O)S2
Oc1cc2c(s1)NCC2O
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)NCC2
157.194
39.4333
0.9126
4
3
17
52.49
CC1CC2=C(N1)SC(=O)N2
CC1Cc2[nH]c(=O)sc2N1
false
CC1CC2CC(C)CC2C1
O=c1[nH]c2c(s1)NCC2
156.21
41.7284
0.7929
3
2
18
44.89
CNCS(=O)(=O)CC=NO
CNCS(=O)(=O)CC=NO
true
CCCCC(C)(C)CCC
166.202
37.992
-0.9619
5
2
20
78.76
CCCN(C)C(=S)NC=C
C=CNC(=S)N(C)CCC
false
CCCC(C)C(C)CCC
158.27
48.8517
1.3462
1
1
24
15.27
CCC(=N)N1SC(=O)C=N1
CCC(=N)n1ncc(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1cn[nH]s1
157.198
39.7897
0.54017
5
1
17
58.74
CNCC#CS(=O)(=O)CO
CNCC#CS(=O)(=O)CO
true
CCCCCC(C)(C)CC
163.198
37.7083
-1.4687
4
2
19
66.4
CC1=C(Cl)C2=NN=CN2S1
Cc1sn2cnnc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2nncn2s1
173.628
40.611
1.75262
4
0
14
30.19
ClC1=CNC2=C1CCOC2
Clc1c[nH]c2c1CCOC2
false
CC1CCC2CCCCC12
c1cc2c([nH]1)COCC2
157.6
39.1627
1.7408
1
1
18
25.02
CC1=CN(C=C1O)C(N)=S
Cc1cn(C(N)=S)cc1O
false
CC(C)C1CC(C)C(C)C1
c1cc[nH]c1
156.21
43.0172
0.59382
3
2
18
51.18
CCC(C(N)=N)S(N)(=O)=O
CCC(C(=N)N)S(N)(=O)=O
false
CCC(C(C)C)C(C)(C)C
165.218
39.1003
-1.01053
3
3
21
110.03
CC1=C(SC(=O)N1)N1CC1
Cc1[nH]c(=O)sc1N1CC1
false
CC1CC(C)C(C2CC2)C1
O=c1[nH]cc(N2CC2)s1
156.21
41.8897
0.56482
3
1
18
35.87
NC1=CNC2=C1C(Cl)=CS2
Nc1c[nH]c2scc(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2ccsc2[nH]1
172.64
45.5981
2.465
2
2
15
41.81
CC1=COC2=C(C1)SC=N2
CC1=COc2ncsc2C1
false
CC1CCC2CCCC2C1
C1=COc2ncsc2C1
153.206
40.203
1.9818
3
0
17
22.12
CC(CN)NC1=NSC=C1
CC(CN)Nc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
157.242
44.2531
0.9022
4
2
21
50.94
OCC1=CSC(O)=C1C#C
C#Cc1c(CO)csc1O
false
CCC1CCC(C)C1CC
c1ccsc1
154.19
39.8416
0.9273
3
2
16
40.46
CC1=C(OCCN)SC=N1
Cc1ncsc1OCCN
false
CCCCC1CCCC1C
c1cscn1
158.226
41.4004
0.78902
4
1
20
48.14
CCN(NC)S(=O)(=O)C#C
C#CS(=O)(=O)N(CC)NC
false
CCC(CC)C(C)(C)CC
162.214
39.1925
-0.6368
3
1
20
49.41
CCNC(=S)N(O)C(C)=N
CCNC(=S)N(O)C(C)=N
true
CCCC(C)C(C)C(C)C
161.23
43.3009
0.56917
3
3
21
59.35
CC1=CC(NC(N)=S)=CN1
Cc1cc(NC(N)=S)c[nH]1
false
CC(C)CC1CCC(C)C1
c1cc[nH]c1
155.226
45.9378
0.97862
1
3
19
53.84
CC1=C(NC(N)=S)NC=C1
Cc1cc[nH]c1NC(N)=S
false
CC(C)CC1CCCC1C
c1cc[nH]c1
155.226
45.9378
0.97862
1
3
19
53.84
CON1C(=S)NCC1=NC
CN=C1CNC(=S)N1OC
false
CCC1CCC(C)C1CC
N=C1CNC(=S)N1
159.214
42.8077
-0.2338
3
1
19
36.86
CCC1NC1C1=NC=NS1
CCC1NC1c1ncns1
false
CCC1CC1C1CCCC1
c1nsc(C2CN2)n1
155.226
39.8647
0.961
4
1
19
47.72
CC(=C)ON1C=NSC1=N
C=C(C)On1cnsc1=N
false
CC(C)CC1CCCC1C
N=c1[nH]cns1
157.198
37.3527
0.38627
5
1
17
50.9
O=S1(=O)N=CN2NCCC12
O=S1(=O)N=CN2NCCC21
false
CC1(C)CCC2CCCC21
O=S1(=O)N=CN2NCCC21
161.186
35.6585
-1.1055
4
1
17
61.77
NC1=NC=C(CCC#C)S1
C#CCCc1cnc(N)s1
false
CCCCC1CCC(C)C1
c1cscn1
152.222
43.6804
1.2911
3
1
18
38.91
C#CC1=NSC(CC#N)=N1
C#Cc1nsc(CC#N)n1
false
CCCC1CCC(CC)C1
c1ncsn1
149.178
37.161
0.58548
4
0
13
49.57
OC1CCCNS(=O)(=O)C1
O=S1(=O)CC(O)CCCN1
false
CC1CCCCC(C)(C)C1
O=S1(=O)CCCCCN1
165.214
37.0303
-0.9395
3
2
21
66.4
OCCON1C=CC(Cl)=C1
OCCOn1ccc(Cl)c1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
161.588
37.9748
0.5624
3
1
18
34.39
CC1=COS(=O)(=O)C(=C)O1
C=C1OC(C)=COS1(=O)=O
false
CC1CCC(C)(C)C(C)C1
C=C1OC=COS1(=O)=O
162.166
33.9868
0.6955
4
0
16
52.6
CN1NCC=C(C)NC1=S
CC1=CCNN(C)C(=S)N1
false
CC1CCCC(C)C(C)C1
S=C1NC=CCNN1
157.242
45.2564
0.2147
2
2
21
27.3
CCC(=C)C1=CC(O)=CS1
C=C(CC)c1cc(O)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
154.234
45.3088
2.8769
2
1
20
20.23
ClC1=CN(N=C1)C(=N)C#N
N#CC(=N)n1cc(Cl)cn1
false
CCC(C)C1CCC(C)C1
c1cn[nH]c1
154.56
35.9747
0.88545
4
1
13
65.46
NC(=N)N1C=CCS1(=O)=O
N=C(N)N1C=CCS1(=O)=O
false
CC(C)C1CCCC1(C)C
O=S1(=O)CC=CN1
161.186
36.6799
-0.96103
3
2
17
87.25
CC(=O)C1=CN=CS1(=O)=O
CC(=O)C1=CN=CS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)C=CN=C1
159.166
36.1758
-0.1265
4
0
15
63.57
NC(=N)S(=O)(=O)C1COC1
N=C(N)S(=O)(=O)C1COC1
false
CC(C)C(C)(C)C1CCC1
C1COC1
164.186
35.4409
-1.30653
4
2
18
93.24
CCNC1=C(N=CS1)C#C
C#Cc1ncsc1NCC
false
CCCC1CCCC1CC
c1cscn1
152.222
44.2127
1.5562
3
1
18
24.92
NC(=S)N1C2C1C1CC2C1
NC(=S)N1C2C3CC(C3)C21
false
CC(C)C1C2C3CC(C3)C12
C1C2CC1C1NC21
154.238
42.4144
0.3226
1
1
20
29.03
CN(C)C(=S)NC=CC=C
C=CC=CNC(=S)N(C)C
false
CCCCCC(C)C(C)C
156.254
48.7577
1.1222
1
1
22
15.27
O=CC1CN1C1=CSN=C1
O=CC1CN1c1cnsc1
false
CCC1CC1C1CCCC1
c1nscc1N1CC1
154.194
39.312
0.5306
4
0
16
32.97
CN1CCC(=N)NS1(=O)=O
CN1CCC(=N)NS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
N=C1CCNS(=O)(=O)N1
163.202
37.0292
-0.86643
3
2
19
73.26
CC1=C(Cl)C(=NN1)[N+]([O-])=O
Cc1[nH]nc([N+](=O)[O-])c1Cl
false
CC(C)C1CCC(C)C1C
c1cn[nH]c1
161.548
34.9891
1.27972
3
1
14
71.82
CC(O)CNS(=O)(=O)CN
CC(O)CNS(=O)(=O)CN
true
CCC(C)(C)CCC(C)C
168.218
37.6577
-1.7972
4
3
22
92.42
CCOC=CNC(=S)NC
CCOC=CNC(=S)NC
true
CCCCCCC(C)CC
160.242
45.5594
0.588
2
2
22
33.29
C#CC1=NSC2=C1C=CN2
C#Cc1nsc2[nH]ccc12
false
CCC1CCC2CCCC12
c1cc2cnsc2[nH]1
148.19
41.9057
1.6057
2
1
14
28.68
O=CNC=CC1=CSC=C1
O=CNC=Cc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
153.206
42.5527
1.4648
2
1
17
29.1
CC1=NC(NS1)=NCC=O
Cc1nc(=NCC=O)[nH]s1
false
CCCCC1CCC(C)C1
N=c1ncs[nH]1
157.198
37.6957
-0.12078
4
1
17
58.11
COC1=C(SC=C1)C#CC
CC#Cc1sccc1OC
false
CCCC1CCCC1CC
c1ccsc1
152.218
43.423
2.1281
2
0
18
9.23
CCC12CC1S(=O)(=O)NC2
CCC12CNS(=O)(=O)C1C2
false
CCC12CCC(C)(C)C1C2
O=S1(=O)NCC2CC21
161.226
38.0515
0.0881
2
1
21
46.17
O=S1(=O)COC2CC2CO1
O=S1(=O)COC2CC2CO1
true
CC1(C)CCC2CC2CC1
O=S1(=O)COC2CC2CO1
164.182
32.7188
-0.291
4
0
18
52.6
S=C1NNCC(N1)C1CC1
S=C1NNCC(C2CC2)N1
false
CC1CCCC(C2CC2)C1
S=C1NNCC(C2CC2)N1
157.242
43.3841
-0.2527
2
3
21
36.09
CC=CCC1=CC=C(O)S1
CC=CCc1ccc(O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
154.234
44.5018
2.5723
2
1
20
20.23
C=NNC(=S)NCCC#N
C=NNC(=S)NCCC#N
true
CCCCCC(C)CCC
156.214
43.5154
-0.02022
3
2
18
60.21
CC=CC1=CSC(N1)=NO
CC=Cc1csc(=NO)[nH]1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
156.21
40.7272
1.3992
3
2
18
48.38
O=S1(=O)CCNC1C1CN1
O=S1(=O)CCNC1C1CN1
true
CC1(C)CCCC1C1CC1
O=S1(=O)CCNC1C1CN1
162.214
37.3682
-1.6977
4
2
20
68.11
OCS(=O)(=O)C(C=O)C#C
C#CC(C=O)S(=O)(=O)CO
false
CCC(CC)C(C)(C)CC
162.166
34.6906
-1.4483
4
1
16
71.44
C=CC1=C2C=NNC2=NS1
C=Cc1snc2[nH]ncc12
false
CCC1CCC2CCCC12
c1n[nH]c2nscc12
151.194
41.8567
1.6624
3
1
15
41.57
NC1C=CN(C=C1)C(N)=S
NC(=S)N1C=CC(N)C=C1
false
CC1CCC(C(C)C)CC1
C1=CNC=CC1
155.226
44.8798
-0.0997
2
2
19
55.28
CC1C2CS(=O)(=O)C1(C)N2
CC1C2CS(=O)(=O)C1(C)N2
true
CC1C2CC(C)(C)C1(C)C2
O=S1(=O)CC2CC1N2
161.226
38.2795
-0.2611
3
1
21
46.17
CC12CC(CS1(=O)=O)C2=O
CC12CC(CS1(=O)=O)C2=O
true
CC1C2CC(C)(C)C1(C)C2
O=C1C2CC1S(=O)(=O)C2
160.194
35.3058
-0.2375
3
0
18
51.21
CNC1=C(Cl)C(C=C)=NN1
C=Cc1n[nH]c(NC)c1Cl
false
CCC1CCC(CC)C1C
c1cn[nH]c1
157.604
43.2354
1.7478
2
2
18
40.71
CN(N)S(=O)(=O)CN1CC1
CN(N)S(=O)(=O)CN1CC1
true
CC(C)C(C)(C)CC1CC1
C1CN1
165.218
37.3102
-1.6052
4
1
21
66.41
OCC1CCC(O)S1(=O)=O
O=S1(=O)C(O)CCC1CO
false
CCC1CCC(C)C1(C)C
O=S1(=O)CCCC1
166.198
35.0344
-1.1257
4
2
20
74.6
OC1CNC(=S)NC(=C)C1
C=C1CC(O)CNC(=S)N1
false
CC1CCC(C)CC(C)C1
C=C1CCCNC(=S)N1
158.226
43.5002
-0.2712
2
3
20
44.29
CC1=C2C(Cl)=CSC2=NN1
Cc1[nH]nc2scc(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2c[nH]nc2s1
172.64
43.7177
2.58622
2
1
15
28.68
CN(C)S(=O)(=O)C=CC#N
CN(C)S(=O)(=O)C=CC#N
true
CCCCC(C)(C)C(C)C
160.198
37.3598
-0.08492
3
0
18
61.17
C=CC(=O)C1CS(=O)(=O)N1
C=CC(=O)C1CS(=O)(=O)N1
true
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCN1
161.182
35.9145
-0.9569
3
1
17
63.24
CCN1SC=NC1=NC=O
CCn1scnc1=NC=O
false
CCCC1CCCC1CC
N=c1ncs[nH]1
157.198
37.405
0.0216
4
0
17
47.25
C1OCC(O1)C1=CC=NS1
c1cc(C2COCO2)sn1
false
C1CCC(C2CCCC2)C1
c1cc(C2COCO2)sn1
157.194
36.759
1.1885
4
0
17
31.35
C=CC1NC(C=C)S1(=O)=O
C=CC1NC(C=C)S1(=O)=O
true
CCC1CC(CC)C1(C)C
O=S1(=O)CNC1
159.21
40.0255
0.0286
3
1
19
46.17