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
OC1C=CCC2=C1C=NS2
OC1C=CCc2sncc21
false
CC1CCCC2CCCC12
C1=CCc2sncc2C1
153.206
39.9178
1.2888
3
1
17
33.12
CNC1=NC(=CS1)C1CN1
CNc1nc(C2CN2)cs1
false
CCC1CCC(C2CC2)C1
c1nc(C2CN2)cs1
155.226
42.4044
0.8291
4
2
19
46.86
CC(=NO)C1=CC(Cl)=CS1
CC(=NO)c1cc(Cl)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
175.64
43.3265
2.5997
3
1
16
32.59
O=C(NC1=NC=NS1)C#C
C#CC(=O)Nc1ncns1
false
CCC(C)CC1CCCC1
c1ncsn1
153.166
37.3717
0.1098
4
1
13
54.88
N=C(N1CC1)C1=CN=CS1
N=C(c1cncs1)N1CC1
false
CC(C1CCCC1)C1CC1
N=C(c1cncs1)N1CC1
153.21
40.5157
0.78407
3
1
17
39.75
COS(=O)(=O)C1(C)CCO1
COS(=O)(=O)C1(C)CCO1
true
CCC(C)(C)C1(C)CCC1
C1COC1
166.198
34.9028
0.0991
4
0
20
52.6
CC1COC2=C(O)SN=C12
CC1COc2c1nsc2O
false
CC1CCC2C(C)CCC12
c1snc2c1OCC2
157.194
37.6888
1.3446
4
1
17
42.35
CC=C(CC=O)S(C)(=O)=O
CC=C(CC=O)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
162.21
39.2818
0.5238
3
0
20
51.21
CC1CC1CC1=NSN=C1
CC1CC1Cc1cnsn1
false
CC1CC1CC1CCCC1
c1nsnc1CC1CC1
154.238
40.884
1.7366
3
0
20
25.78
CN1C(=O)CCNNC1=S
CN1C(=O)CCNNC1=S
true
CC1CCCCC(C)C1C
O=C1CCNNC(=S)N1
159.214
41.1234
-0.7724
3
2
19
44.37
CNC1=NSC(C=CC)=N1
CC=Cc1nc(NC)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
155.226
44.1637
1.6129
4
1
19
37.81
CC=CN(C)S(=O)(=O)CO
CC=CN(C)S(=O)(=O)CO
true
CCCC(C)C(C)(C)CC
165.214
38.5826
-0.2686
3
1
21
57.61
CC(C)C1=CN(N)SC1=O
CC(C)c1cn(N)sc1=O
false
CC1CC(C)C(C(C)C)C1
O=c1cc[nH]s1
158.226
42.8184
0.747
4
1
20
48.02
CN1C=CC2=C1SC(=O)O2
Cn1ccc2oc(=O)sc21
false
CC1CC2CCC(C)C2C1
O=c1oc2cc[nH]c2s1
155.178
39.332
1.193
4
0
15
35.14
CC1=COS(=O)(=O)CC=C1
CC1=COS(=O)(=O)CC=C1
true
CC1CCCC(C)(C)CC1
O=S1(=O)CC=CC=CO1
160.194
37.7688
0.8064
3
0
18
43.37
OCC1=C(Cl)C(=O)NC=C1
O=c1[nH]ccc(CO)c1Cl
false
CCC1CCCC(C)C1C
O=c1cccc[nH]1
159.572
37.9955
0.5206
2
2
16
53.09
C=CNC(=O)C1=NSN=C1
C=CNC(=O)c1cnsn1
false
CCCC(C)C1CCCC1
c1cnsn1
155.182
37.5722
0.4114
4
1
15
54.88
CN=NC1=C(C)NC(=O)S1
CN=Nc1sc(=O)[nH]c1C
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
157.198
40.1167
1.45832
4
1
17
57.58
NC1=CC(Cl)=CC(Cl)=C1Cl
Nc1cc(Cl)cc(Cl)c1Cl
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
196.464
45.8844
3.229
1
1
14
26.02
C=C1CCC2=C(C1)SN=C2
C=C1CCc2cnsc2C1
false
CC1CCC2CCCC2C1
C=C1CCc2cnsc2C1
151.234
43.279
2.188
2
0
19
12.89
CC1C(O)S(=O)(=O)C=C1C
CC1=CS(=O)(=O)C(O)C1C
false
CC1CC(C)(C)C(C)C1C
O=S1(=O)C=CCC1
162.21
37.8476
0.2731
3
1
20
54.37
NCC1CCNNS1(=O)=O
NCC1CCNNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCCNN1
165.218
37.5176
-1.8586
4
3
21
84.22
NCC#CC1=CSC(N)=C1
NCC#Cc1csc(N)c1
false
CCCCC1CCC(C)C1
c1ccsc1
152.222
44.6638
0.6405
3
2
18
52.04
CC(=C)C1CNS(=O)(=O)O1
C=C(C)C1CNS(=O)(=O)O1
false
CC(C)C1CCC(C)(C)C1
O=S1(=O)NCCO1
163.198
36.6095
-0.2043
3
1
19
55.4
CN1N=C(C)C2=C1C=NS2
Cc1nn(C)c2cnsc12
false
CC1CC(C)C2CCCC12
c1nsc2cn[nH]c12
153.21
41.123
1.33822
4
0
17
30.71
CNS(=O)(=O)CCC(C)C
CNS(=O)(=O)CCC(C)C
true
CCC(C)(C)CCC(C)C
165.258
42.3015
0.5817
2
1
25
46.17
CC(CN)C1=C(N)C=CS1
CC(CN)c1sccc1N
false
CCC(C)C1CCCC1C
c1ccsc1
156.254
46.2008
1.3925
3
2
22
52.04
CCC1(CS(=O)(=O)N1)C#C
C#CC1(CC)CS(=O)(=O)N1
false
CCC1(CC)CC(C)(C)C1
O=S1(=O)CCN1
159.21
38.7775
-0.2986
2
1
19
46.17
CC1NC(=S)N(C=C)C1=O
C=CN1C(=O)C(C)NC1=S
false
CCC1C(C)CC(C)C1C
O=C1CNC(=S)N1
156.21
42.2387
0.2351
2
1
18
32.34
NCC1=CSC(=C1)C(N)=O
NCc1csc(C(N)=O)c1
false
CCC1CCC(C(C)C)C1
c1ccsc1
156.21
40.7283
0.3057
3
2
18
69.11
NC1=CSC2=C1ON=C2N
Nc1csc2c(N)noc12
false
CC1CCC2C(C)CCC12
c1cc2oncc2s1
155.182
40.7108
1.0537
5
2
15
78.07
CC1=C(SC=C1)C(=O)NO
Cc1ccsc1C(=O)NO
false
CCC(C)C1CCCC1C
c1ccsc1
157.194
38.3087
1.17552
3
2
17
49.33
CC1CC(=C)C2=C1SN=N2
C=C1CC(C)c2snnc21
false
CC1CC(C)C2CCCC12
C=C1CCc2snnc21
152.222
41.975
2.0585
3
0
18
25.78
C1CC(C1)OC1=NSC=N1
c1nc(OC2CCC2)ns1
false
C1CCC(CC2CCC2)C1
c1nc(OC2CCC2)ns1
156.21
38.176
1.4694
4
0
18
35.01
NN=CC#CC1=NC=CS1
NN=CC#Cc1nccs1
false
CCCCCC1CCCC1
c1cscn1
151.194
41.6714
0.4391
4
1
15
51.27
NC1=C(CC=O)SC(=N)N1
N=c1[nH]c(N)c(CC=O)s1
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
157.198
38.7048
-0.12073
4
3
17
82.73
OC1C(=N)NC2=CSC=C12
N=C1Nc2cscc2C1O
false
CC1CC2CCCC2C1C
N=C1Cc2cscc2N1
154.194
40.6282
1.18427
3
3
16
56.11
CC#CC1=C(O)SC(N)=N1
CC#Cc1nc(N)sc1O
false
CCCC1CC(C)CC1C
c1cscn1
154.194
40.7432
0.8023
4
2
16
59.14
CN(N)C(=S)N(C)C1CC1
CN(N)C(=S)N(C)C1CC1
true
CC(C)C(C)C(C)C1CC1
C1CC1
159.258
45.3334
0.171
2
1
23
32.5
CC1=C(NC(=O)S1)C(N)=N
Cc1sc(=O)[nH]c1C(=N)N
false
CC1CC(C)C(C(C)C)C1
O=c1[nH]ccs1
157.198
40.6928
0.02889
3
3
17
82.73
NN1C(=O)C(=C)CS1(=O)=O
C=C1CS(=O)(=O)N(N)C1=O
false
CC1CC(C)(C)C(C)C1C
C=C1CS(=O)(=O)NC1=O
162.17
33.9602
-1.4117
4
1
16
80.47
O=S1(=O)CN=CN1C1CC1
O=S1(=O)CN=CN1C1CC1
true
CC1(C)CCCC1C1CC1
O=S1(=O)CN=CN1C1CC1
160.198
37.1398
-0.22
3
0
18
49.74
NS(=O)(=O)CC1CC=NN1
NS(=O)(=O)CC1CC=NN1
true
CC(C)(C)CC1CCCC1
C1=NNCC1
163.202
38.0069
-1.3774
4
2
19
84.55
S=C1NCC(C=NN1)C#C
C#CC1C=NNC(=S)NC1
false
CCC1CCCC(C)CC1
S=C1NCCC=NN1
153.21
44.5514
-0.3007
2
2
17
36.42
CNC1CC(O)CS1(=O)=O
CNC1CC(O)CS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=S1(=O)CCCC1
165.214
37.2583
-1.2887
4
2
21
66.4
O=S1(=O)NCC2C(C#C)C12
C#CC1C2CNS(=O)(=O)C12
false
CCC1C2CCC(C)(C)C12
O=S1(=O)NCC2CC21
157.194
36.5235
-0.8328
2
1
17
46.17
COCCC1=C(C)SN=C1
COCCc1cnsc1C
false
CCCCC1CCCC1C
c1cnsc1
157.238
42.431
1.64042
3
0
21
22.12
O=S1(=O)CC2(CCN2)C=C1
O=S1(=O)C=CC2(CCN2)C1
false
CC1(C)CCC2(CCC2)C1
O=S1(=O)C=CC2(CCN2)C1
159.21
38.2775
-0.3394
3
1
19
46.17
CC(CN)S(=O)(=O)N(C)O
CC(CN)S(=O)(=O)N(C)O
true
CCC(C)C(C)(C)C(C)C
168.218
36.9857
-1.0156
4
2
22
83.63
CC1=NSN=C1CC(N)=O
Cc1nsnc1CC(N)=O
false
CC(C)CC1CCCC1C
c1cnsn1
157.198
37.5444
-0.12568
4
1
17
68.87
CCC#CC1=NC=C(C)S1
CCC#Cc1ncc(C)s1
false
CCCCC1CCC(C)C1
c1cscn1
151.234
44.02
2.21302
2
0
19
12.89
NCC1=C(C=C)N=C(N)S1
C=Cc1nc(N)sc1CN
false
CCC1CC(C)CC1CC
c1cscn1
155.226
44.5088
0.827
4
2
19
64.93
CCCC1=C(O)NSC1=O
CCCc1c(O)[nH]sc1=O
false
CCCC1C(C)CCC1C
O=c1cc[nH]s1
159.21
40.5995
1.0945
3
2
19
53.09
OS(=O)(=O)C1(CC=O)CC1
O=CCC1(S(=O)(=O)O)CC1
false
CCCC1(C(C)(C)C)CC1
C1CC1
164.182
34.1946
-0.0042
3
1
18
71.44
CCC1(O)CCCS1(=O)=O
CCC1(O)CCCS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CCCC1
164.226
38.2616
0.2936
3
1
22
54.37
NC1=NSC(CC2CN2)=C1
Nc1cc(CC2CN2)sn1
false
CC1CCC(CC2CC2)C1
c1cc(CC2CN2)sn1
155.226
42.0211
0.2396
4
2
19
60.85
NN1C=NCC2=C1SC=C2
NN1C=NCc2ccsc21
false
CC1CCCC2CCCC12
C1=NCc2ccsc2N1
153.21
43.1814
0.9701
4
1
17
41.62
C=CN1C=NSC1=NC=O
C=Cn1cnsc1=NC=O
false
CCCC1CCCC1CC
N=c1[nH]cns1
155.182
38.118
0.1022
4
0
15
47.25
OC1C2CCS(=O)(=O)OC12
O=S1(=O)CCC2C(O)C2O1
false
CC1C2CCC(C)(C)CC12
O=S1(=O)CCC2CC2O1
164.182
32.7736
-0.9042
4
1
18
63.6
COC1=C(C=CO)C=CS1
COc1sccc1C=CO
false
CCCC1CCCC1CC
c1ccsc1
156.206
42.5338
2.2854
3
1
18
29.46
CC1CC1N(C)C(=S)NO
CC1CC1N(C)C(=S)NO
true
CCC(C)C(C)C1CC1C
C1CC1
160.242
42.8522
0.5903
2
2
22
35.5
CN=C1NC(=S)NCC1O
CN=C1NC(=S)NCC1O
true
CCC1CC(C)CCC1C
N=C1CCNC(=S)N1
159.214
43.1022
-1.1467
3
3
19
56.65
CCN(N(C)C=O)C(N)=S
CCN(C(N)=S)N(C)C=O
false
CCC(C)C(CC)C(C)C
161.23
42.9924
-0.4449
2
1
21
49.57
CCC1CNC2=C1SN=N2
CCC1CNc2nnsc21
false
CCC1CCC2CCCC12
C1Cc2snnc2N1
155.226
41.4307
1.4572
4
1
19
37.81
CC1NC1S(=O)(=O)C1CN1
CC1NC1S(=O)(=O)C1CN1
true
CC1CC1C(C)(C)C1CC1
O=S(=O)(C1CN1)C1CN1
162.214
37.0962
-1.3517
4
2
20
78.02
CCC1=NC=C(S1)C=NO
CCc1ncc(C=NO)s1
false
CCCC1CCC(CC)C1
c1cscn1
156.21
40.8725
1.5136
4
1
18
45.48
CN(C)C1=NCS(=O)(=O)C1
CN(C)C1=NCS(=O)(=O)C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)CC=NC1
162.214
39.7758
-0.6676
4
0
20
49.74
NC(=O)CC1=NC=C(N)S1
NC(=O)Cc1ncc(N)s1
false
CC(C)CC1CCC(C)C1
c1cscn1
157.198
39.4248
-0.2469
4
2
17
82
C=CC1=NN(SC1=O)C=N
C=Cc1nn(C=N)sc1=O
false
CCC1CC(C)C(CC)C1
O=c1cn[nH]s1
155.182
40.6467
0.40297
5
1
15
58.74
CC1C(C2CN2)N1C(N)=S
CC1C(C2CN2)N1C(N)=S
true
CC(C)C1C(C)C1C1CC1
C1NC1C1CN1
157.242
43.6651
-0.7255
2
2
21
50.97
CC1NCC(=C)OS1(=O)=O
C=C1CNC(C)S(=O)(=O)O1
false
CC1CCC(C)C(C)(C)C1
C=C1CNCS(=O)(=O)O1
163.198
36.6095
-0.2043
4
1
19
55.4
CC(N)CC1=C(Cl)C=NS1
CC(N)Cc1sncc1Cl
false
CC(C)CC1CCCC1C
c1cnsc1
176.672
44.4774
1.6862
3
1
19
38.91
CS(=O)(=O)CCCNN=C
C=NNCCCS(C)(=O)=O
false
CCCCCCC(C)(C)C
164.23
41.8795
-0.3737
4
1
22
58.53
NN=CN1C=C(Cl)C(Cl)=C1
NN=Cn1cc(Cl)c(Cl)c1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
178.022
42.5294
1.545
3
1
15
43.31
OCCC1=NC=C(S1)C#C
C#Cc1cnc(CCO)s1
false
CCCC1CCC(CC)C1
c1cscn1
153.206
40.8388
0.6592
3
1
17
33.12
CN1CC2(CN2)S(=O)(=O)C1
CN1CC2(CN2)S(=O)(=O)C1
true
CC1CC(C)(C)C2(CC2)C1
O=S1(=O)CNCC12CN2
162.214
37.1505
-1.3964
4
1
20
59.32
O=S1(=O)CCC2=C1CCC2
O=S1(=O)CCC2=C1CCC2
true
CC1(C)CCC2CCCC21
O=S1(=O)CCC2=C1CCC2
158.222
39.2808
1.2429
2
0
20
34.14
NC(=S)NN=CCCC#C
C#CCCC=NNC(N)=S
false
CCCCCCCC(C)C
155.226
46.4801
0.2188
2
2
19
50.41
O=S1(=O)CCC=CCNN1
O=S1(=O)CCC=CCNN1
true
CC1(C)CCCCCCC1
O=S1(=O)CCC=CCNN1
162.214
38.6822
-0.6297
3
2
20
58.2
O=S1(=O)CC2(CCN2)CO1
O=S1(=O)CC2(CCN2)CO1
true
CC1(C)CCC2(CCC2)C1
O=S1(=O)CC2(CCN2)CO1
163.198
35.0895
-0.9215
4
1
19
55.4
CNC(=S)NOC(C)(C)C
CNC(=S)NOC(C)(C)C
true
CCC(C)CCC(C)(C)C
162.258
45.6314
0.8104
2
2
24
33.29
OC1CC2=CSC=C2C1=C
C=C1c2cscc2CC1O
false
CC1CC2CCCC2C1C
C=C1CCc2cscc21
152.218
43.0638
1.6783
2
1
18
20.23
CC(CO)C(C)S(O)(=O)=O
CC(CO)C(C)S(=O)(=O)O
false
CCC(C)C(C)C(C)(C)C
168.214
37.2604
-0.1089
3
2
22
74.6
CNC(=S)NC=CCC=O
CNC(=S)NC=CCC=O
true
CCCCCCC(C)CC
158.226
44.6144
0.183
2
2
20
41.13
NS(=O)(=O)C12CC1OCC2
NS(=O)(=O)C12CCOC1C2
false
CC(C)(C)C12CCCC1C2
C1CC2CC2O1
163.198
34.8122
-0.7937
3
1
19
69.39
CCC(OC)C1=NN=NS1
CCC(OC)c1nnns1
false
CCC(CC)C1CCCC1
c1nnns1
159.214
37.745
1.0306
5
0
19
47.9
CCC#CC(C)S(O)(=O)=O
CCC#CC(C)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
162.21
39.0776
0.6761
2
1
20
54.37
NC1=CC(=O)C=C(Cl)C=N1
Nc1cc(=O)cc(Cl)cn1
false
CC1CCC(C)CC(C)C1
O=c1cccncc1
156.572
39.9294
0.6774
3
1
15
55.98
NC1=C2CNC(=O)C2=NS1
Nc1snc2c1CNC2=O
false
CC1CCC2C(C)CCC12
O=C1NCc2csnc21
155.182
37.6966
-0.0313
4
2
15
68.01
CC1=CSC(=O)N1CC#N
Cc1csc(=O)n1CC#N
false
CCCC1C(C)CCC1C
O=c1[nH]ccs1
154.194
38.929
0.7418
4
0
16
45.79
OC1CC1NC1=CC=CS1
OC1CC1Nc1cccs1
false
CC1CC1CC1CCCC1
c1csc(NC2CC2)c1
155.222
42.3535
1.2932
3
2
19
32.26
CC1OS(=O)(=O)C(=O)C1C
CC1OS(=O)(=O)C(=O)C1C
true
CC1CC(C)(C)C(C)C1C
O=C1CCOS1(=O)=O
164.182
33.6378
-0.1024
4
0
18
60.44
OC1CC2CNS(=O)(=O)C12
O=S1(=O)NCC2CC(O)C21
false
CC1CC2CCC(C)(C)C12
O=S1(=O)NCC2CCC21
163.198
34.8243
-1.3312
3
2
19
66.4
CN1C(C=C)C2=CSN=C12
C=CC1c2csnc2N1C
false
CCC1C(C)C2CCCC12
c1snc2c1CN2
152.222
43.455
1.82
3
0
18
16.13
C=COC1=CSC(C=O)=C1
C=COc1csc(C=O)c1
false
CCCC1CCC(CC)C1
c1ccsc1
154.19
40.5315
2.0829
3
0
16
26.3
CC(N)C1=C(Cl)C(C)=CN1
Cc1c[nH]c(C(C)N)c1Cl
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
158.632
43.1421
1.99622
1
2
21
41.81
CC1=NC2=C(S1)C(Cl)=CN2
Cc1nc2[nH]cc(Cl)c2s1
false
CC1CC2CCC(C)C2C1
c1cc2scnc2[nH]1
172.64
43.7177
2.58622
2
1
15
28.68
CON=CC1=NSC(C)=N1
CON=Cc1nsc(C)n1
false
CCCCC1CCC(C)C1
c1ncsn1
157.198
39.249
0.82682
5
0
17
47.37
O=C1COC2=C(N1)SC=C2
O=C1COc2ccsc2N1
false
CC1CCC2CCCC2C1
O=C1COc2ccsc2N1
155.178
38.4437
1.079
3
1
15
38.33
CC1=C(C)C2=C(S1)C=NS2
Cc1sc2cnsc2c1C
false
CC1CC2CCCC2C1C
c1cc2sncc2s1
169.274
46.971
2.97464
3
0
17
12.89