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
CC1=C(O)C=CC(Cl)=C1Cl
Cc1c(O)ccc(Cl)c1Cl
false
CC1CCC(C)C(C)C1C
c1ccccc1
177.03
42.8638
3.00742
1
1
16
20.23
OCC1NC(C#C)S1(=O)=O
C#CC1NC(CO)S1(=O)=O
false
CCC1CC(CC)C1(C)C
O=S1(=O)CNC1
161.182
35.5503
-1.7179
4
2
17
66.4
NS(=O)(=O)C1=NC(=N)C=C1
N=C1C=CC(S(N)(=O)=O)=N1
false
CC1CCC(C(C)(C)C)C1
N=C1C=CC=N1
159.17
37.4089
-0.77953
3
2
15
96.37
ONS(=O)(=O)C#CC1CN1
O=S(=O)(C#CC1CN1)NO
false
CCC(C)(C)CCC1CC1
C1CN1
162.17
33.4087
-1.7723
4
3
16
88.34
NC1=CN=C(S1)C1(O)CC1
Nc1cnc(C2(O)CC2)s1
false
CC1CCC(C2(C)CC2)C1
c1csc(C2CC2)n1
156.21
39.6572
0.7067
4
2
18
59.14
CC1NC1C1=CNC(=O)S1
CC1NC1c1c[nH]c(=O)s1
false
CC1CCC(C2CC2C)C1
O=c1[nH]cc(C2CN2)s1
156.21
40.2784
0.4692
3
2
18
54.8
O=S1(=O)C2CN2C2CCC12
O=S1(=O)C2CCC2N2CC21
false
CC1(C)C2CCC2C2CC21
O=S1(=O)C2CCC2N2CC21
159.21
36.2238
-0.4125
3
0
19
37.15
CC(C)(N)C1CS(=O)(=O)N1
CC(C)(N)C1CS(=O)(=O)N1
true
CC1(C)CC(C(C)(C)C)C1
O=S1(=O)CCN1
164.23
38.9769
-0.9747
3
2
22
72.19
CC(ON=C)C1=NC=NS1
C=NOC(C)c1ncns1
false
CCCC(C)C1CCCC1
c1ncsn1
157.198
38.958
1.2313
5
0
17
47.37
CC1(CC1)N1SC(=O)C=N1
CC1(n2ncc(=O)s2)CC1
false
CC1CCC(C2(C)CC2)C1
O=c1cnn(C2CC2)s1
156.21
39.256
0.8138
4
0
18
34.89
CNC(C=O)C1=NN=CS1
CNC(C=O)c1nncs1
false
CCC(CC)C1CCCC1
c1nncs1
157.198
37.7737
-0.0025
5
1
17
54.88
CC(=CNC=O)S(C)(=O)=O
CC(=CNC=O)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
163.198
37.8005
-0.3617
3
1
19
63.24
CCNC(=N)C1=NSC=C1
CCNC(=N)c1ccsn1
false
CCCC(C)C1CCCC1
c1cnsc1
155.226
42.6194
1.07797
3
2
19
48.77
CN1C(=CCS1(=O)=O)C#C
C#CC1=CCS(=O)(=O)N1C
false
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CN1
157.194
38.4658
-0.2213
2
0
17
37.38
CNN=C1CCS(=O)(=O)N1
CNN=C1CCS(=O)(=O)N1
true
CCCC1CCC(C)(C)C1
N=C1CCS(=O)(=O)N1
163.202
38.0342
-1.1576
4
2
19
70.56
CCN(N)S(=O)(=O)C(C)=C
C=C(C)S(=O)(=O)N(N)CC
false
CCC(C)C(C)(C)C(C)C
164.23
40.3012
0.0454
3
1
22
63.4
CCN1CCC(C)NC1=S
CCN1CCC(C)NC1=S
true
CCC1CCC(C)CC1C
S=C1NCCCN1
158.27
47.0597
0.975
1
1
24
15.27
CC1C(O)S(=O)(=O)C1(C)C
CC1C(O)S(=O)(=O)C1(C)C
true
CC1C(C)C(C)(C)C1(C)C
O=S1(=O)CCC1
164.226
38.1696
0.1479
3
1
22
54.37
O=C1NCCS(=O)(=O)C=C1
O=C1C=CS(=O)(=O)CCN1
false
CC1CCCC(C)(C)CC1
O=C1C=CS(=O)(=O)CCN1
161.182
35.9365
-0.9553
3
1
17
63.24
CCC1=C(CO)SC(=O)N1
CCc1[nH]c(=O)sc1CO
false
CCC1CC(C)CC1CC
O=c1[nH]ccs1
159.21
40.2405
0.4911
3
2
19
53.09
CC1=CN=CC2=C1SC=N2
Cc1cncc2ncsc12
false
CC1CCCC2CCCC12
c1cc2scnc2cn1
150.206
42.152
1.99972
3
0
16
25.78
OCC(C#C)C1=NSC=N1
C#CC(CO)c1ncsn1
false
CCC(CC)C1CCCC1
c1ncsn1
154.194
38.5688
0.2472
4
1
16
46.01
C#CC1=COC2=C1SN=C2
C#Cc1coc2cnsc12
false
CCC1CCC2CCCC12
c1cc2sncc2o1
149.174
39.821
1.8706
3
0
13
26.03
C1CN(C=N1)C1=NSC=C1
C1=NCCN1c1ccsn1
false
C1CCC(C2CCCC2)C1
C1=NCCN1c1ccsn1
153.21
42.819
0.9914
4
0
17
28.49
CC1=CN=C(NO)S1(=O)=O
CC1=CN=C(NO)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)C=CN=C1
162.17
35.034
-0.3891
5
2
16
78.76
NC1CN2N=CC(Cl)=C2C1
NC1Cc2c(Cl)cnn2C1
false
CC1CC2CCC(C)C2C1
c1cc2n(n1)CCC2
157.604
38.9164
0.4199
3
1
18
43.84
NNC(=S)N1OCCC1=C
C=C1CCON1C(=S)NN
false
CCC(C)C1CCCC1C
C=C1CCON1
159.214
41.4691
-0.1144
3
2
19
50.52
CCC=CC1=C(Cl)C=CS1
CCC=Cc1sccc1Cl
false
CCCCC1CCCC1C
c1ccsc1
172.68
48.654
3.8247
1
0
19
0
CC1=C(Cl)C=CC=NC1=N
Cc1c(Cl)cccnc1=N
false
CC1CCCCC(C)C1C
N=c1cccccn1
154.6
39.8387
1.52289
2
1
17
36.74
CN1SC(=O)C=C1NC=N
Cn1sc(=O)cc1NC=N
false
CCCC1CC(C)CC1C
O=c1cc[nH]s1
157.198
41.9664
0.46577
4
2
17
57.88
CCC1CNCS(=O)(=O)O1
CCC1CNCS(=O)(=O)O1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CNCCO1
165.214
36.9535
-0.3279
4
1
21
55.4
ClC1=CNN(CC#N)C1=N
N#CCn1[nH]cc(Cl)c1=N
false
CCCC1CCC(C)C1C
N=c1cc[nH][nH]1
156.576
35.2604
0.47265
3
2
15
68.36
C=C1CCC=CS(=O)(=O)O1
C=C1CCC=CS(=O)(=O)O1
true
CC1CCCCC(C)(C)C1
C=C1CCC=CS(=O)(=O)O1
160.194
37.5188
1.154
3
0
18
43.37
CC(CN)=CC1=CN=CS1
CC(=Cc1cncs1)CN
false
CCC(C)CC1CCCC1
c1cscn1
154.238
44.8194
1.5051
3
1
20
38.91
CC(O)C1=C(C=C)N=NS1
C=Cc1nnsc1C(C)O
false
CCC1CCCC1C(C)C
c1csnn1
156.21
40.6338
1.2344
4
1
18
46.01
CN(C)C(=S)NN=CC=C
C=CC=NNC(=S)N(C)C
false
CCCCCC(C)C(C)C
157.242
48.1097
0.5943
2
1
21
27.63
CCC(=C(C)C)S(O)(=O)=O
CCC(=C(C)C)S(=O)(=O)O
false
CCC(C(C)C)C(C)(C)C
164.226
40.2136
1.5781
2
1
22
54.37
CC1CC(=NO1)S(C)(=O)=O
CC1CC(S(C)(=O)=O)=NO1
false
CC1CCC(C(C)(C)C)C1
C1=NOCC1
163.198
37.4428
0.1533
4
0
19
55.73
CC1=CCC2OS(=O)(=O)C12
CC1=CCC2OS(=O)(=O)C12
true
CC1CCC2CC(C)(C)C12
O=S1(=O)OC2CC=CC21
160.194
35.9548
0.4336
3
0
18
43.37
N=C1CCS(=O)(=O)NC=N1
N=C1CCS(=O)(=O)NC=N1
true
CC1CCCC(C)(C)CC1
N=C1CCS(=O)(=O)NC=N1
161.186
37.7582
-0.68493
3
2
17
82.38
CC1C2C=CC1(C)S2(=O)=O
CC1C2C=CC1(C)S2(=O)=O
true
CC1C2CCC1(C)C2(C)C
O=S1(=O)C2C=CC1C2
158.222
39.4168
0.748
2
0
20
34.14
NCC1CCC2=C1SN=C2
NCC1CCc2cnsc21
false
CCC1CCC2CCCC12
c1nsc2c1CCC2
154.238
42.2304
1.1316
3
1
20
38.91
CC1COS(=O)(=O)N1N=C
C=NN1C(C)COS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)NCCO1
164.186
35.7218
-0.4325
4
0
18
58.97
CN=C1NC2=C(NCC2)S1
CN=c1[nH]c2c(s1)NCC2
false
CCC1CC2CCCC2C1
N=c1[nH]c2c(s1)NCC2
155.226
42.3504
0.5747
3
2
19
40.18
ON1C=NCC2=C1SC=N2
ON1C=NCc2ncsc21
false
CC1CCCC2CCCC12
C1=NCc2ncsc2N1
155.182
38.5755
0.8806
5
1
15
48.72
CC1(C)NNC(=O)S1(=O)=O
CC1(C)NNC(=O)S1(=O)=O
true
CC1CCC(C)(C)C1(C)C
O=C1NNCS1(=O)=O
164.186
34.6662
-0.6349
4
2
18
75.27
COC=C(C)OS(C)(=O)=O
COC=C(C)OS(C)(=O)=O
true
CCCC(C)CC(C)(C)C
166.198
36.6948
0.4703
4
0
20
52.6
O=C1CCC2=C(N1)N=NS2
O=C1CCc2snnc2N1
false
CC1CCC2CCCC2C1
O=C1CCc2snnc2N1
155.182
36.8597
0.4228
4
1
15
54.88
C1CC2NC1C1=NSN=C21
C1CC2NC1c1nsnc12
false
C1CC2C3CCC(C3)C2C1
C1CC2NC1c1nsnc12
153.21
37.7607
1.0173
4
1
17
37.81
OC1=CC=C(S1)C1COC1
Oc1ccc(C2COC2)s1
false
CC1CCC(C2CCC2)C1
c1csc(C2COC2)c1
156.206
39.5438
1.5675
3
1
18
29.46
CC1C=CC2=CSC(C)=C12
Cc1scc2c1C(C)C=C2
false
CC1CCC2CCC(C)C12
C1=Cc2cscc2C1
150.246
46.505
3.18682
1
0
20
0
O=C1CCN=C2SC=CN12
O=C1CCN=C2SC=CN12
true
CC1CCCC2CCCC12
O=C1CCN=C2SC=CN12
154.194
40.496
0.7927
3
0
16
32.67
NC(=N)C(=C)C1=CC=CS1
C=C(C(=N)N)c1cccs1
false
CC(C)C(C)C1CCCC1
c1ccsc1
152.222
45.2671
1.69727
2
2
18
49.87
NN=CC#CC1=CSN=C1
NN=CC#Cc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
151.194
41.6714
0.4391
4
1
15
51.27
CC1OC(C)=CNS1(=O)=O
CC1=CNS(=O)(=O)C(C)O1
false
CC1CCC(C)(C)C(C)C1
O=S1(=O)COC=CN1
163.198
36.3595
0.1433
3
1
19
55.4
CC1=C(O)SC(OC=C)=N1
C=COc1nc(C)c(O)s1
false
CCCC1CC(C)C(C)C1
c1cscn1
157.194
39.3408
1.67942
4
1
17
42.35
CC1CC1N(C)S(C)(=O)=O
CC1CC1N(C)S(C)(=O)=O
true
CC1CC1C(C)C(C)(C)C
C1CC1
163.242
40.1758
0.2862
2
0
23
37.38
O=C1CC2C1C=CS2(=O)=O
O=C1CC2C1C=CS2(=O)=O
true
CC1CC2C1CCC2(C)C
O=C1CC2C1C=CS2(=O)=O
158.178
34.9618
-0.1139
3
0
16
51.21
O=CNC1=CC(=CS1)C#N
N#Cc1csc(NC=O)c1
false
CCCC1CCC(CC)C1
c1ccsc1
152.178
38.7207
1.18808
3
1
14
52.89
CN(C)S(=O)(=O)OCCN
CN(C)S(=O)(=O)OCCN
true
CCCCC(C)(C)C(C)C
168.218
37.6132
-1.2319
4
1
22
72.63
ON=CCC1=CC(=N)SN1
N=c1cc(CC=NO)[nH]s1
false
CCCCC1CCC(C)C1
N=c1cc[nH]s1
157.198
38.5069
0.55817
4
3
17
72.23
CNC1=NC=CC(C)=C1Cl
CNc1nccc(C)c1Cl
false
CCC1CCCC(C)C1C
c1ccncc1
156.616
43.5307
2.08512
2
1
19
24.92
C=CN1C(=O)SC=C1C#C
C#Cc1csc(=O)n1C=C
false
CCC1CCC(C)C1CC
O=c1[nH]ccs1
151.19
42.901
0.9916
3
0
15
22
COC1=CSC2=C1SC=N2
COc1csc2ncsc12
false
CCC1CCC2CCCC12
c1nc2sccc2s1
171.246
44.049
2.3664
4
0
15
22.12
CN=CNCS(=O)(=O)C#C
C#CS(=O)(=O)CNC=NC
false
CCCCCC(C)(C)CC
160.198
40.1715
-0.8029
3
1
18
58.53
CCC(N)C(N)S(N)(=O)=O
CCC(N)C(N)S(N)(=O)=O
true
CCC(C)C(C)C(C)(C)C
167.234
39.349
-1.703
4
3
23
112.2
CN(C(N)=O)S(=O)(=O)C=C
C=CS(=O)(=O)N(C)C(N)=O
false
CCC(C)(C)C(C)C(C)C
164.186
36.4632
-0.5298
3
1
18
80.47
CC1NS(=O)(=O)NCC=C1
CC1C=CCNS(=O)(=O)N1
false
CC1CCCCC(C)(C)C1
O=S1(=O)NCC=CCN1
162.214
38.6602
-0.6313
2
2
20
58.2
CC(C)(C)N(O)S(C)(=O)=O
CC(C)(C)N(O)S(C)(=O)=O
true
CC(C(C)(C)C)C(C)(C)C
167.23
38.2223
0.4357
3
1
23
57.61
O=S1(=O)CCNN=COC1
O=S1(=O)CCNN=COC1
true
CC1(C)CCCCCCC1
O=S1(=O)CCNN=COC1
164.186
36.2335
-1.0782
5
1
18
67.76
CCC1=CSC(CCO)=N1
CCc1csc(CCO)n1
false
CCCC1CCC(CC)C1
c1cscn1
157.238
42.2818
1.2403
3
1
21
33.12
COC1=NC=C(S1)C(C)C
COc1ncc(C(C)C)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
157.238
42.755
2.2751
3
0
21
22.12
NC(=S)N1C=CC=CC1=O
NC(=S)n1ccccc1=O
false
CC(C)C1CCCCC1C
O=c1cccc[nH]1
154.194
42.8854
-0.06
3
1
16
48.02
CC1=CC=C(S1)C1(O)CC1
Cc1ccc(C2(O)CC2)s1
false
CC1CCC(C2(C)CC2)C1
c1csc(C2CC2)c1
154.234
42.1868
2.03792
2
1
20
20.23
ONC(=S)N1C2CC=CC12
ONC(=S)N1C2C=CCC21
false
CCC(C)C1C2CCCC21
C1=CC2NC2C1
156.21
40.6922
0.2628
2
2
18
35.27
CCC1=CSC(=N1)C#CC
CC#Cc1nc(CC)cs1
false
CCCC1CCC(CC)C1
c1cscn1
151.234
44.044
2.0769
2
0
19
12.89
N=C1CS(=O)(=O)C=CCN1
N=C1CS(=O)(=O)C=CCN1
true
CC1CCCCC(C)(C)C1
N=C1CS(=O)(=O)C=CCN1
160.198
38.6562
-0.50463
3
2
18
70.02
CC1OCC1C1=NSN=C1
CC1OCC1c1cnsn1
false
CC1CCC1C1CCCC1
c1nsnc1C1COC1
156.21
38.064
1.0404
4
0
18
35.01
O=S1(=O)COC2(CNC2)C1
O=S1(=O)COC2(CNC2)C1
true
CC1(C)CCC2(CCC2)C1
O=S1(=O)COC2(CNC2)C1
163.198
35.3395
-1.2691
4
1
19
55.4
CC1NC(=S)NC(=O)C1=C
C=C1C(=O)NC(=S)NC1C
false
CC1CC(C)C(C)C(C)C1
C=C1CNC(=S)NC1=O
156.21
42.4784
-0.0646
2
2
18
41.13
CNC1=C(O)SC(OC)=C1
CNc1cc(OC)sc1O
false
CCC1CC(C)C(CC)C1
c1ccsc1
159.21
42.0825
1.504
4
2
19
41.49
CC1(C)CN(O)S(=O)(=O)C1
CC1(C)CN(O)S(=O)(=O)C1
true
CC1CC(C)(C)CC1(C)C
O=S1(=O)CCCN1
165.214
36.0603
0.0472
3
1
21
57.61
CNC(=S)N1CC=CC=C1
CNC(=S)N1C=CC=CC1
false
CCC(C)C1CCCCC1
C1=CCNC=C1
154.238
46.6437
0.8762
1
1
20
15.27
NC1=C(SC=C1O)[N+]([O-])=O
Nc1c(O)csc1[N+](=O)[O-]
false
CC(C)C1CCC(C)C1C
c1ccsc1
160.154
37.0506
0.9441
5
2
14
89.39
CCNC1=C(C)SC(=O)N1
CCNc1[nH]c(=O)sc1C
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
158.226
43.8404
1.17662
3
2
20
44.89
OCC12CC(C1)OS2(=O)=O
O=S1(=O)OC2CC1(CO)C2
false
CCC12CC(CC1(C)C)C2
O=S1(=O)OC2CC1C2
164.182
32.8436
-0.7601
4
1
18
63.6
NC(=S)NC1C2OC=CC12
NC(=S)NC1C2C=COC21
false
CC(C)CC1C2CCCC21
C1=CC2CC2O1
156.21
41.2121
-0.2695
2
2
18
47.28
O=C1OCC1C1=CSN=C1
O=C1OCC1c1cnsc1
false
CC1CCC1C1CCCC1
O=C1OCC1c1cnsc1
155.178
35.814
0.7835
4
0
15
39.19
CC1=CC=C(O)C(Cl)=C1N
Cc1ccc(O)c(Cl)c1N
false
CC1CCC(C)C(C)C1C
c1ccccc1
157.6
42.2662
1.93622
2
2
18
46.25
NC1=CSC2=C1C1CC2O1
Nc1csc2c1C1CC2O1
false
CC1CCC2C3CC(C3)C12
c1cc2c(s1)C1CC2O1
153.206
39.9154
1.8464
3
1
17
35.25
CC(C(O)C#C)S(O)(=O)=O
C#CC(O)C(C)S(=O)(=O)O
false
CCC(C)C(C)C(C)(C)C
164.182
35.8504
-0.7432
3
2
18
74.6
C1C=CC=C1C1=CN=CS1
C1=CCC(c2cncs2)=C1
false
C1CCC(C2CCCC2)C1
C1=CCC(c2cncs2)=C1
149.218
43.848
2.4864
2
0
17
12.89
CC(C)(C)CS(=O)(=O)C=O
CC(C)(C)CS(=O)(=O)C=O
true
CCC(C)(C)CC(C)(C)C
164.226
39.9923
0.6375
3
0
22
51.21
CC1(OC1S(N)(=O)=O)C#C
C#CC1(C)OC1S(N)(=O)=O
false
CCC1(C)CC1C(C)(C)C
C1CO1
161.182
35.2182
-0.9769
3
1
17
72.69
NC(=S)N1CC2C(O)C2C1
NC(=S)N1CC2C(O)C2C1
true
CC(C)C1CC2C(C)C2C1
C1NCC2CC12
158.226
41.3452
-0.8475
2
2
20
49.49
OC1=C(N=C(S1)C#C)C#C
C#Cc1nc(C#C)c(O)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
149.174
39.6488
0.8113
3
1
13
33.12
CNC(C)CONC(N)=S
CNC(C)CONC(N)=S
true
CCC(C)CCCC(C)C
163.246
44.3948
-0.6409
3
3
23
59.31
CC1N2CC2C(O)S1(=O)=O
CC1N2CC2C(O)S1(=O)=O
true
CC1C2CC2C(C)C1(C)C
O=S1(=O)CC2CN2C1
163.198
34.8826
-1.2366
4
1
19
57.38
C=C1C(=N)NC2=CSC=C12
C=C1C(=N)Nc2cscc21
false
CC1CC2CCCC2C1C
C=C1C(=N)Nc2cscc21
150.206
44.7024
2.16407
2
2
16
35.88
OC1CC1NC1=NN=CS1
OC1CC1Nc1nncs1
false
CC1CC1CC1CCCC1
c1nnc(NC2CC2)s1
157.198
37.9435
0.0832
5
2
17
58.04