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
CC1OC(CC#N)S1(=O)=O
CC1OC(CC#N)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)COC1
161.182
33.4848
0.01718
4
0
17
67.16
COC1=C(N=NS1)N(C)C
COc1snnc1N(C)C
false
CCC1CCCC1C(C)C
c1csnn1
159.214
40.788
0.6127
5
0
19
38.25
CC(=COC=C)S(N)(=O)=O
C=COC=C(C)S(N)(=O)=O
false
CCCCC(C)C(C)(C)C
163.198
38.1462
0.2963
3
1
19
69.39
C1C2NC2CC2=NSC=C12
c1snc2c1CC1NC1C2
false
C1CC2CC3CC3CC2C1
c1snc2c1CC1NC1C2
152.222
40.2337
0.5821
3
1
18
34.83
CC1CC11CN(N)C(=S)N1
CC1CC12CN(N)C(=S)N2
false
CC1CC2(CC1C)CC2C
S=C1NCC2(CC2)N1
157.242
43.1391
-0.1712
2
2
21
41.29
CC1=NNS(=O)(=O)C=CO1
CC1=NNS(=O)(=O)C=CO1
true
CC1CCCC(C)(C)CC1
O=S1(=O)C=COC=NN1
162.17
35.3895
-0.2594
4
1
16
67.76
COC1=C(N)SC(CN)=N1
COc1nc(CN)sc1N
false
CCC1CC(C)C(CC)C1
c1cscn1
159.214
40.9698
0.1926
5
2
19
74.16
CC(=O)N=C1NC(N)=CS1
CC(=O)N=c1[nH]c(N)cs1
false
CC(C)CC1CCC(C)C1
N=c1[nH]ccs1
157.198
39.3261
0.1056
3
2
17
71.24
CC(=C)ON1SC=NC1=N
C=C(C)On1scnc1=N
false
CC(C)CC1CCCC1C
N=c1ncs[nH]1
157.198
37.3527
0.38627
5
1
17
50.9
CNC1=C(CC#C)C=CS1
C#CCc1ccsc1NC
false
CCCC1CCCC1CC
c1ccsc1
151.234
46.4027
1.9655
2
1
19
12.03
CC(O)(C#C)C1=CN=NS1
C#CC(C)(O)c1cnns1
false
CCC(C)(C)C1CCCC1
c1csnn1
154.194
38.3128
0.3788
4
1
16
46.01
CC1=NC2=CSN=C2N1O
Cc1nc2csnc2n1O
false
CC1CC2CCCC2C1C
c1nc2csnc2[nH]1
155.182
37.3265
1.03852
5
1
15
50.94
CC1CNC2=C1SC(C)=C2
Cc1cc2c(s1)C(C)CN2
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)CCN2
153.25
45.9607
2.58552
2
1
21
12.03
CC1=NC(=N)C(Cl)=CN1O
Cc1nc(=N)c(Cl)cn1O
false
CC1CC(C)C(C)CC1C
N=c1cc[nH]cn1
159.576
35.0132
0.56169
4
2
16
61.9
CN1C2CON=C2NC1=S
CN1C(=S)NC2=NOCC21
false
CC1CC2CCCC2C1C
S=C1NC2=NOCC2N1
157.198
40.6717
-0.4814
3
1
17
36.86
COC(C=C)S(=O)(=O)C=C
C=CC(OC)S(=O)(=O)C=C
false
CCC(CC)C(C)(C)CC
162.21
40.1108
0.7032
3
0
20
43.37
CNC(=S)N(CC=C)C=N
C=CCN(C=N)C(=S)NC
false
CCCC(CC)C(C)CC
157.242
47.3444
0.58577
2
2
21
39.12
NCC=CCC1=NSN=C1
NCC=CCc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
155.226
41.8074
0.5955
4
1
19
51.8
CC(N)CC1=NSC(O)=C1
CC(N)Cc1cc(O)sn1
false
CC(C)CC1CCC(C)C1
c1cnsc1
158.226
41.1322
0.7384
4
2
20
59.14
NCC1=CSC2=C1C=CN2
NCc1csc2[nH]ccc12
false
CCC1CCC2CCCC12
c1cc2ccsc2[nH]1
152.222
44.0671
1.6881
2
2
18
41.81
OC1=CC=C(Cl)C2=C1NC2
Oc1ccc(Cl)c2c1NC2
false
CC1CCC(C)C2CCC12
c1ccc2c(c1)CN2
155.584
40.4435
1.9711
2
2
16
32.26
CCNN(C=O)C(=S)NC
CCNN(C=O)C(=S)NC
true
CCCC(CC)C(C)CC
161.23
43.2374
-0.5264
3
2
21
44.37
O=CC1=C2SN=CN2C=N1
O=Cc1ncn2cnsc12
false
CCC1CCC2CCCC12
c1ncn2cnsc12
153.166
36.2515
0.6033
5
0
13
47.26
NC1C=CC2CN2S1(=O)=O
NC1C=CC2CN2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=S1(=O)CC=CC2CN21
160.198
36.5292
-1.145
3
1
18
63.17
COC1=CSC(=C1)N1CC1
COc1csc(N2CC2)c1
false
CCC1CCC(C2CC2)C1
c1csc(N2CC2)c1
155.222
43.084
1.5767
3
0
19
12.24
C(C1CCO1)C1=NC=CS1
c1csc(CC2CCO2)n1
false
C1CCC(CC2CCC2)C1
c1csc(CC2CCO2)n1
155.222
40.175
1.4745
3
0
19
22.12
CC1=CSC=C1C1CCC1
Cc1cscc1C1CCC1
false
CC1CCCC1C1CCC1
c1cc(C2CCC2)cs1
152.262
45.648
3.32402
1
0
22
0
CC=CCNC1=CN=NS1
CC=CCNc1cnns1
false
CCCCCC1CCCC1
c1csnn1
155.226
43.2127
1.5261
4
1
19
37.81
COC1=C(C)C(C=C)=CS1
C=Cc1csc(OC)c1C
false
CCC1CCC(CC)C1C
c1ccsc1
154.234
45.699
2.70812
2
0
20
9.23
CC=C1CCS(=O)(=O)N1N
CC=C1CCS(=O)(=O)N1N
true
CCC1CCC(C)(C)C1C
C=C1CCS(=O)(=O)N1
162.214
38.1872
-0.2006
3
1
20
63.4
CN1CCCC=NNC1=S
CN1CCCC=NNC1=S
true
CC1CCCCCCC1C
S=C1NCCCC=NN1
157.242
46.0897
0.5723
2
1
21
27.63
O=S1(=O)C=CC2=COC=C12
O=S1(=O)C=Cc2cocc21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=Cc2cocc21
156.162
34.9278
1.0376
3
0
14
47.28
CC1=C(CO)CCS1(=O)=O
CC1=C(CO)CCS1(=O)=O
true
CCC1CCC(C)(C)C1C
O=S1(=O)C=CCC1
162.21
38.1896
0.0712
3
1
20
54.37
OCC=C1NC(=S)NN=C1
OCC=C1C=NNC(=S)N1
false
CCCC1CCCC(C)C1
C=C1C=NNC(=S)N1
157.198
42.5302
-0.6739
3
3
17
56.65
CN(CC(C)(C)O)C(N)=S
CN(CC(C)(C)O)C(N)=S
true
CC(C)C(C)CC(C)(C)C
162.258
45.7132
-0.0673
2
2
24
49.49
NN1CC2C(O)C2NC1=S
NN1CC2C(O)C2NC1=S
true
CC1CC2C(C)C2CC1C
S=C1NCC2CC2N1
159.214
39.9119
-1.5905
3
3
19
61.52
CC1=C(SC(=O)N1)[N+]([O-])=O
Cc1[nH]c(=O)sc1[N+](=O)[O-]
false
CC1CC(C)C(C(C)C)C1
O=c1[nH]ccs1
160.154
36.3311
0.65302
4
1
14
76
CC(O)S(=O)(=O)CCC#C
C#CCCS(=O)(=O)C(C)O
false
CCCCC(C)(C)C(C)C
162.21
38.9176
-0.2372
3
1
20
54.37
CC1N(C)NC2=NSC=C12
CC1c2csnc2NN1C
false
CC1CC2CCCC2C1C
c1snc2c1CNN2
155.226
41.9147
1.4764
4
1
19
28.16
ON1CS(=O)(=O)C=CN=C1
O=S1(=O)C=CN=CN(O)C1
false
CC1CCCCC(C)(C)C1
O=S1(=O)C=CN=CNC1
162.17
35.0443
-0.437
5
1
16
69.97
NC1=NSN=C1C(=C)C#N
C=C(C#N)c1nsnc1N
false
CCC(C)C1CCCC1C
c1cnsn1
152.182
38.9684
0.65708
5
1
14
75.59
CC1=CCONS(=O)(=O)C1
CC1=CCONS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CC=CCON1
163.198
36.6315
-0.2027
3
1
19
55.4
CNC1=C(Cl)C(Cl)=C(N)N1
CNc1[nH]c(N)c(Cl)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
180.038
44.7718
1.9454
2
3
17
53.84
ClC1=CNC(=O)C=CC1=N
N=c1ccc(=O)[nH]cc1Cl
false
CC1CCC(C)C(C)CC1
N=c1cc[nH]c(=O)cc1
156.572
37.9274
0.50777
2
2
15
56.71
CC12CC(C1)C1=C2SN=C1
CC12CC(C1)c1cnsc12
false
CC12CC(C1)C1CCCC12
c1nsc2c1C1CC2C1
151.234
41.441
2.2918
2
0
19
12.89
C1NCC1NC1=CSN=C1
c1nscc1NC1CNC1
false
C1CCC(CC2CCC2)C1
c1nscc1NC1CNC1
155.226
42.3944
0.5268
4
2
19
36.95
CC1=C(Cl)C=C(N)N1C=C
C=Cn1c(N)cc(Cl)c1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
156.616
44.9784
2.13262
2
1
19
30.95
O=C1SC=CN1NCC#C
C#CCNn1ccsc1=O
false
CCCCC1CCCC1C
O=c1[nH]ccs1
154.194
41.6397
0.0865
4
1
16
34.03
CN1C=C(N)C2=C1N=CS2
Cn1cc(N)c2scnc21
false
CC1CC(C)C2CCCC12
c1cc2scnc2[nH]1
153.21
43.0034
1.217
4
1
17
43.84
O=S1(=O)C2COC1C2C#C
C#CC1C2COC1S2(=O)=O
false
CCC1C2CCC1C2(C)C
O=S1(=O)C2COC1C2
158.178
34.7708
-0.6109
3
0
16
43.37
CC1=C(C)C(Cl)=C(N1)C#N
Cc1[nH]c(C#N)c(Cl)c1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
154.6
39.9917
2.15662
1
1
17
39.58
O=C1NSC(=N1)C1CNC1
O=c1nc(C2CNC2)s[nH]1
false
CC1CCC(C2CCC2)C1
O=c1nc(C2CNC2)s[nH]1
157.198
38.3454
-0.4818
4
2
17
57.78
CC1=CS(=O)(=O)C2CC1C2
CC1=CS(=O)(=O)C2CC1C2
true
CC1CC(C)(C)C2CC1C2
O=S1(=O)C=CC2CC1C2
158.222
39.1888
1.0972
2
0
20
34.14
CC=CC#CCS(N)(=O)=O
CC=CC#CCS(N)(=O)=O
true
CCCCCCC(C)(C)C
159.21
40.5642
-0.1456
2
1
19
60.16
COS(=O)(=O)C=C(C)C#C
C#CC(C)=CS(=O)(=O)OC
false
CCC(C)CC(C)(C)CC
160.194
38.5188
0.4996
3
0
18
43.37
COCC(C)(O)S(C)(=O)=O
COCC(C)(O)S(C)(=O)=O
true
CCCC(C)(C)C(C)(C)C
168.214
37.3436
-0.6141
4
1
22
63.6
CCOC(=C)C1=CC=NS1
C=C(OCC)c1ccns1
false
CCCC(C)C1CCCC1
c1cnsc1
155.222
42.774
2.1503
3
0
19
22.12
NN=CC1=CNS(=O)(=O)C1
NN=CC1=CNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CN1
161.186
37.6849
-1.2522
4
2
17
84.55
CC1=CC2=C(CC=CO2)S1
Cc1cc2c(s1)CC=CO2
false
CC1CC2CCCCC2C1
C1=COc2ccsc2C1
152.218
42.528
2.50512
2
0
18
9.23
C=C1CS(=O)(=O)C(=O)C=C1
C=C1C=CC(=O)S(=O)(=O)C1
false
CC1CCC(C)C(C)(C)C1
C=C1C=CC(=O)S(=O)(=O)C1
158.178
37.0738
0.0538
3
0
16
51.21
N#CC1CNC2=NSN=C12
N#CC1CNc2nsnc21
false
CCC1CCC2CCCC12
C1Cc2nsnc2N1
152.182
36.7527
0.57078
5
1
14
61.6
N=C(C#C)N1CS(=O)(=O)C1
C#CC(=N)N1CS(=O)(=O)C1
false
CCC(C)C1CC(C)(C)C1
O=S1(=O)CNC1
158.182
37.0525
-0.75773
3
1
16
61.23
CC1=C(Cl)C(C)=C(CN)N1
Cc1[nH]c(CN)c(C)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
158.632
43.1681
1.74364
1
2
21
41.81
CN(C)C(=S)N1CC1C#N
CN(C)C(=S)N1CC1C#N
true
CCC1CC1C(C)C(C)C
C1CN1
155.226
42.392
0.04068
2
0
19
30.04
CC1=CN2C=CCC2=C1Cl
Cc1cn2c(c1Cl)CC=C2
false
CC1CC2CCCC2C1C
C1=Cn2cccc2C1
153.612
43.213
2.47672
1
0
18
4.93
CC1C=CS(=O)(=O)N1N=C
C=NN1C(C)C=CS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)C=CCN1
160.198
38.9098
0.1496
3
0
18
49.74
CNC1=CC(Cl)=CC(Cl)=C1
CNc1cc(Cl)cc(Cl)c1
false
CCC1CC(C)CC(C)C1
c1ccccc1
176.046
46.0087
3.0351
1
1
17
12.03
S=C1NN=C2OC=CC2N1
S=C1NN=C2OC=CC2N1
true
CC1CCC2CCCC2C1
S=C1NN=C2OC=CC2N1
155.182
40.3174
-0.3099
3
2
15
45.65
CC(C)N1CC1S(C)(=O)=O
CC(C)N1CC1S(C)(=O)=O
true
CC(C)C1CC1C(C)(C)C
C1CN1
163.242
40.4738
0.0811
3
0
23
37.15
CCC1=CC2=CSC=C2O1
CCc1cc2cscc2o1
false
CCC1CC2CCCC2C1
c1cc2cscc2o1
152.218
43.469
3.0567
2
0
18
13.14
N=C1SNC=C1C1CNC1
N=c1s[nH]cc1C1CNC1
false
CC1CCCC1C1CCC1
N=c1s[nH]cc1C1CNC1
155.226
40.1351
0.24247
3
3
19
51.67
NC(=S)N(C=C)C(=C)C=O
C=CN(C(=C)C=O)C(N)=S
false
CCC(C)C(CC)C(C)C
156.21
44.0254
0.3881
2
1
18
46.33
NC1=C(N)C2=C(S1)C=CC2
Nc1sc2c(c1N)CC=C2
false
CC1CC2CCCC2C1C
C1=Cc2sccc2C1
152.222
45.8818
1.4818
3
2
18
52.04
CS(=O)(=O)NCC(=O)C#C
C#CC(=O)CNS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
161.182
36.6865
-1.2621
3
1
17
63.24
NCCC1CN(O)C(=S)N1
NCCC1CN(O)C(=S)N1
true
CCCC1CC(C)C(C)C1
S=C1NCCN1
161.23
41.6856
-0.7169
3
3
21
61.52
OC1CC11NC(=S)NC=C1
OC1CC12C=CNC(=S)N2
false
CC1CCCC2(C1)CC2C
S=C1NC=CC2(CC2)N1
156.21
41.3642
-0.5188
2
3
18
44.29
OC1=CN2N=CC(Cl)=C2N1
Oc1cn2ncc(Cl)c2[nH]1
false
CC1CC2CCC(C)C2C1
c1cc2[nH]ccn2n1
157.56
36.2175
1.0214
3
2
14
53.32
CS(=O)(=O)C1=CN=CN=C1
CS(=O)(=O)c1cncnc1
false
CC(C)(C)C1CCCCC1
c1cncnc1
158.182
35.1418
-0.1199
4
0
16
59.92
NC1CCONS(=O)(=O)C1
NC1CCONS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CCCCON1
166.202
35.4669
-1.4316
4
2
20
81.42
C1NC(C=C1)C1=NC=NS1
C1=CC(c2ncns2)NC1
false
C1CCC(C2CCCC2)C1
C1=CC(c2ncns2)NC1
153.21
39.7927
0.7386
4
1
17
37.81
O=CCC1=CCS(=O)(=O)O1
O=CCC1=CCS(=O)(=O)O1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CO1
162.166
33.6358
-0.1807
4
0
16
60.44
CC(C=O)C1=NSC=C1Cl
CC(C=O)c1nscc1Cl
false
CCC(C)C1CCCC1C
c1cnsc1
175.64
41.603
2.0989
3
0
16
29.96
NC1=C2CS(=O)(=O)C2=NN1
Nc1[nH]nc2c1CS2(=O)=O
false
CC1CCC2C1CC2(C)C
O=S1(=O)Cc2c[nH]nc21
159.17
33.8899
-0.7208
4
2
15
88.84
CC1(C)CCOS(=O)(=O)O1
CC1(C)CCOS(=O)(=O)O1
true
CC1(C)CCCC(C)(C)C1
O=S1(=O)OCCCO1
166.198
34.6528
0.4467
4
0
20
52.6
OCC1NCC2=C1SN=C2
OCC1NCc2cnsc21
false
CCC1CCC2CCCC12
c1nsc2c1CNC2
156.21
38.7805
0.2797
4
2
18
45.15
CC1=NCC2=CSC(=N)N12
CC1=NCc2csc(=N)n21
false
CC1CCC2CCC(C)C12
N=c1scc2n1C=NC2
153.21
40.3747
0.80917
4
1
17
41.14
CC1CC1C1=CSC(=O)S1
CC1CC1c1csc(=O)s1
false
CC1CCC(C2CC2C)C1
O=c1scc(C2CC2)s1
172.274
44.988
2.2932
3
0
18
17.07
CC1CC(=CO1)S(C)(=O)=O
CC1CC(S(C)(=O)=O)=CO1
false
CC1CCC(C(C)(C)C)C1
C1=COCC1
162.21
38.0908
0.6812
3
0
20
43.37
CCS(=O)(=O)CCC1CN1
CCS(=O)(=O)CCC1CN1
true
CCC(C)(C)CCC1CC1
C1CN1
163.242
40.7355
-0.217
3
1
23
56.08
CCN=C1N(O)SN=C1C
CCN=c1c(C)nsn1O
false
CCCC1C(C)CCC1C
N=c1cns[nH]1
159.214
38.1295
0.41092
5
1
19
50.41
CC#CC1C2NC(=S)NC12
CC#CC1C2NC(=S)NC12
true
CCCC1C2CC(C)CC12
S=C1NC2CC2N1
152.222
43.3854
-0.1456
1
2
18
24.06
C#CCC1=NSC(=C1)C#C
C#CCc1cc(C#C)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
147.202
42.586
1.3001
2
0
15
12.89
CC1(N)CC=COS1(=O)=O
CC1(N)CC=COS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)CCC=CO1
163.198
36.3542
-0.0749
4
1
19
69.39
NC(=N)CC1=NSC=C1Cl
N=C(N)Cc1nscc1Cl
false
CC(C)CC1CCCC1C
c1cnsc1
175.644
42.7421
1.27497
3
2
16
62.76
CC1=C(N=CS1)C1CCN1
Cc1scnc1C1CCN1
false
CC1CCCC1C1CCC1
c1nc(C2CCN2)cs1
154.238
42.2117
1.48592
3
1
20
24.92
CCC=C1CCS(=O)(=O)O1
CCC=C1CCS(=O)(=O)O1
true
CCCC1CCC(C)(C)C1
C=C1CCS(=O)(=O)O1
162.21
37.8628
1.0304
3
0
20
43.37
CNS(=O)(=O)CC=CC#N
CNS(=O)(=O)CC=CC#N
true
CCCCCC(C)(C)CC
160.198
37.5995
-0.38462
3
1
18
69.96
CN1C(=O)CNCS1(=O)=O
CN1C(=O)CNCS1(=O)=O
true
CC1CCCC(C)(C)C1C
O=C1CNCS(=O)(=O)N1
164.186
34.5595
-1.6647
4
1
18
66.48
CN(C(N)=S)C(C)(C)C#N
CN(C(N)=S)C(C)(C)C#N
true
CCC(C)(C)C(C)C(C)C
157.242
44.2404
0.46398
2
1
21
53.05
C=C1C2(CC2)CCS1(=O)=O
C=C1C2(CC2)CCS1(=O)=O
true
CC1C(C)(C)CCC12CC2
C=C1C2(CC2)CCS1(=O)=O
158.222
39.2108
1.0988
2
0
20
34.14