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=CC=C(O)C(Cl)=C1O
Cc1ccc(O)c(Cl)c1O
false
CC1CCC(C)C(C)C1C
c1ccccc1
158.584
39.5186
2.05962
2
2
17
40.46
OS(=O)(=O)C1C2CN=CN12
O=S(=O)(O)C1C2CN=CN21
false
CC(C)(C)C1C2CCCC21
C1=NCC2CN12
162.17
34.3226
-1.0736
4
1
16
69.74
ClC1=CN2CC=CN2C1=O
O=c1c(Cl)cn2n1C=CC2
false
CC1CC2CCCC2C1C
O=c1ccn2n1C=CC2
156.572
39.032
0.7875
3
0
15
26.93
CCNCC1=CNC(=N)S1
CCNCc1c[nH]c(=N)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
157.242
41.9051
0.66517
3
3
21
51.67
CC1=NSC(C2CN2)=C1O
Cc1nsc(C2CN2)c1O
false
CC1CCC(C2CC2)C1C
c1cc(C2CN2)sn1
156.21
39.2595
0.80142
4
2
18
55.06
COC1=CC(CN)=C(C)S1
COc1cc(CN)c(C)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
157.238
43.4994
1.52382
3
1
21
35.25
NC1CCOC2=NSC=C12
NC1CCOc2nscc21
false
CC1CCCC2CCCC12
c1snc2c1CCCO2
156.21
39.1544
0.9254
4
1
18
48.14
OC(C#C)C1=C(Cl)C=CO1
C#CC(O)c1occc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
156.568
37.5108
1.5996
2
1
15
33.37
NN=C1ON=C(CC#C)S1
C#CCc1noc(=NN)s1
false
CCCC1CCC(CC)C1
N=c1oncs1
155.182
36.6674
-0.3138
5
1
15
64.41
CC(=C)OC1=CSC(C)=N1
C=C(C)Oc1csc(C)n1
false
CC(C)CC1CCC(C)C1
c1cscn1
155.222
42.293
2.36392
3
0
19
22.12
OC1C(CNS1(=O)=O)C#C
C#CC1CNS(=O)(=O)C1O
false
CCC1CCC(C)(C)C1C
O=S1(=O)CCCN1
161.182
35.2523
-1.5128
3
2
17
66.4
CN1SC(=CC1=N)C1CO1
Cn1sc(C2CO2)cc1=N
false
CC1CC(C2CC2)CC1C
N=c1cc(C2CO2)s[nH]1
156.21
37.8377
0.63737
4
1
18
41.31
O=C1SN2N3CC3CC2=N1
O=c1nc2n(s1)N1CC1C2
false
CC1CC2CC3CC3C2C1
O=c1nc2n(s1)N1CC1C2
155.182
36.95
-0.8189
5
0
15
37.9
CCS(=O)(=O)CCN1CC1
CCS(=O)(=O)CCN1CC1
true
CCC(C)(C)CCC1CC1
C1CN1
163.242
40.7678
-0.2633
3
0
23
37.15
O=C1CC2CS(=O)(=O)NC12
O=C1CC2CS(=O)(=O)NC12
true
CC1CC2CC(C)(C)CC12
O=C1CC2CS(=O)(=O)NC12
161.182
33.8245
-1.123
3
1
17
63.24
C=C1C(=O)OC2=CSN=C12
C=C1C(=O)Oc2csnc21
false
CC1CC2CCCC2C1C
C=C1C(=O)Oc2csnc21
153.162
36.783
1.0753
4
0
13
39.19
CC1=CN=C(CNC=N)S1
Cc1cnc(CNC=N)s1
false
CCCCC1CCC(C)C1
c1cscn1
155.226
42.4744
1.14819
3
2
19
48.77
CC1=CSN=C1C(C)(C)C
Cc1csnc1C(C)(C)C
false
CC1CCCC1C(C)(C)C
c1cnsc1
155.266
45.551
2.74902
2
0
23
12.89
NC1=C2SC=NC2=C(O)N1
Nc1[nH]c(O)c2ncsc12
false
CC1CC(C)C2CCCC12
c1nc2c[nH]cc2s1
155.182
40.0479
0.9122
4
3
15
74.93
N=C1SNC(OC2CC2)=N1
N=c1nc(OC2CC2)[nH]s1
false
CC1CCC(CC2CC2)C1
N=c1nc(OC2CC2)[nH]s1
157.198
35.9694
0.49187
4
2
17
61.76
NC12CC1CN(O)S2(=O)=O
NC12CC1CN(O)S2(=O)=O
true
CC1CC2CC2(C)C1(C)C
O=S1(=O)NCC2CC21
164.186
32.4377
-1.3041
4
2
18
83.63
CC1(N)C(O)C2=NSN=C12
CC1(N)c2nsnc2C1O
false
CC1C2CCCC2C1(C)C
C1Cc2nsnc21
157.198
36.4082
-0.241
5
2
17
72.03
CN1C=C(SC1=N)C(N)=O
Cn1cc(C(N)=O)sc1=N
false
CC(C)C1CC(C)C(C)C1
N=c1[nH]ccs1
157.198
37.6626
-0.33503
4
2
17
71.87
CC1CNN(C)S(=O)(=O)N1
CC1CNN(C)S(=O)(=O)N1
true
CC1CCC(C)C(C)(C)C1
O=S1(=O)NCCNN1
165.218
37.2832
-1.3407
3
2
21
61.44
O=S1(=O)NCC11CON=C1
O=S1(=O)NCC12C=NOC2
false
CC1(C)CCC12CCCC2
O=S1(=O)NCC12C=NOC2
162.17
34.0975
-1.3258
4
1
16
67.76
C=COCC1=CC(=O)NS1
C=COCc1cc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
157.194
39.9257
1.0965
3
1
17
42.09
C=COC1=NC=NS1(=O)=O
C=COC1=NC=NS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=NC=N1
160.154
36.1288
-0.1258
4
0
14
68.09
CC1=NSC2=C1OCC=C2
Cc1nsc2c1OCC=C2
false
CC1CCC2CCCCC12
C1=Cc2sncc2OC1
153.206
41.38
1.85712
3
0
17
22.12
CC1(CCO1)C1=CN=NS1
CC1(c2cnns2)CCO1
false
CC1(C2CCCC2)CCC1
c1nnsc1C1CCO1
156.21
37.83
1.1736
4
0
18
35.01
O=C1OC=CC2=C1SC=N2
O=c1occc2ncsc12
false
CC1CCCC2CCCC12
O=c1occc2ncsc12
153.162
38.156
1.2495
4
0
13
43.1
CC1C(O)C(=N)NS1(=O)=O
CC1C(O)C(=N)NS1(=O)=O
true
CC1CC(C)(C)C(C)C1C
N=C1CCS(=O)(=O)N1
164.186
35.251
-1.35393
4
3
18
90.25
CC1C=C(C)C2=NSC=C12
CC1=CC(C)c2csnc21
false
CC1CC(C)C2CCCC12
C1=Cc2nscc2C1
151.234
44.18
2.6635
2
0
19
12.89
CC1=CCNCCS1(=O)=O
CC1=CCNCCS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=CCNCC1
161.226
40.4135
-0.0918
3
1
21
46.17
NC1CCC2=CSC(O)=C12
NC1CCc2csc(O)c21
false
CC1CCC2CCC(C)C12
c1scc2c1CCC2
155.222
41.2332
1.3997
3
2
19
46.25
COS(=O)(=O)C=CC(C)=C
C=C(C)C=CS(=O)(=O)OC
false
CCC(C)(C)CCC(C)C
162.21
39.8828
1.0524
3
0
20
43.37
CCN1N=CC=CNC1=S
CCN1N=CC=CNC1=S
true
CCC1CCCCCC1C
S=C1NC=CC=NN1
155.226
45.7457
0.6959
2
1
19
27.63
CC12CS(=O)(=O)C(N1)C2=O
CC12CS(=O)(=O)C(N1)C2=O
true
CC1C2CC1(C)CC2(C)C
O=C1C2CS(=O)(=O)C1N2
161.182
34.1225
-1.3281
4
1
17
63.24
C=CS(=O)(=O)C1C=CC=C1
C=CS(=O)(=O)C1C=CC=C1
true
CCC(C)(C)C1CCCC1
C1=CCC=C1
156.206
41.1848
1.0393
2
0
18
34.14
CC(C)(C)NNC(=S)NO
CC(C)(C)NNC(=S)NO
true
CCC(C)CCC(C)(C)C
163.246
43.5446
0.1428
3
4
23
56.32
NN=C1CC2=C(O1)C=NS2
NN=C1Cc2sncc2O1
false
CCC1CC2CCCC2C1
N=C1Cc2sncc2O1
155.182
38.0684
0.3502
5
1
15
60.5
CN1CC2=C(O)SN=C2N1
CN1Cc2c(nsc2O)N1
false
CC1CC2CCC(C)C2C1
c1snc2c1CNN2
157.198
38.8685
0.621
5
2
17
48.39
CC=NN=C1SN(C)C=C1
CC=NN=c1ccn(C)s1
false
CCCCC1CCC(C)C1
N=c1cc[nH]s1
155.226
43.019
0.993
4
0
19
29.65
NC(=S)NCC1=CCC=C1
NC(=S)NCC1=CCC=C1
true
CC(C)CCC1CCCC1
C1=CCC=C1
154.238
46.6281
0.7059
1
2
20
38.05
NC1=C(C2CN2)C(Cl)=CS1
Nc1scc(Cl)c1C1CN1
false
CC1CCC(C)C1C1CC1
c1cc(C2CN2)cs1
174.656
44.4851
1.628
3
2
17
47.96
CC12C3CC(CC13)S2(=O)=O
CC12C3CC(CC31)S2(=O)=O
false
CC1(C)C2CC3C(C2)C31C
O=S1(=O)C2CC3C(C2)C31
158.222
37.3268
0.5819
2
0
20
34.14
NNC(=S)NOCCC#C
C#CCCONC(=S)NN
false
CCCCCCC(C)CC
159.214
42.4588
-0.7209
3
3
19
59.31
OC1CCC1C1=CSC=N1
OC1CCC1c1cscn1
false
CC1CCC1C1CCCC1
c1nc(C2CCC2)cs1
155.222
40.0958
1.3814
3
1
19
33.12
CNN(C)C(=S)NC(C)=O
CNN(C)C(=S)NC(C)=O
true
CCC(C)C(C)CC(C)C
161.23
43.2374
-0.5264
3
2
21
44.37
OC(C#C)S(=O)(=O)C1CN1
C#CC(O)S(=O)(=O)C1CN1
false
CCC(C)C(C)(C)C1CC1
C1CN1
161.182
35.5503
-1.7179
4
2
17
76.31
C1CC1C1=C2CNC2=NS1
C1Nc2nsc(C3CC3)c21
false
C1CC1C1CCC2CCC21
C1Nc2nsc(C3CC3)c21
152.222
41.4157
1.946
3
1
18
24.92
S=C1NC2CC2C(N1)C#C
C#CC1NC(=S)NC2CC12
false
CCC1CC(C)CC2CC12
S=C1NCC2CC2N1
152.222
43.3854
-0.1456
1
2
18
24.06
CNC12CC(CC1)S2(=O)=O
CNC12CCC(C1)S2(=O)=O
false
CCC12CCC(C1)C2(C)C
O=S1(=O)C2CCC1C2
161.226
38.3495
-0.117
3
1
21
46.17
CN=C1N(OC=C1Cl)C=C
C=Cn1occ(Cl)c1=NC
false
CCC1CCC(C)C1CC
N=c1cco[nH]1
158.588
39.582
1.3655
3
0
17
30.43
CC=CS(=O)(=O)NCC#N
CC=CS(=O)(=O)NCC#N
true
CCCCC(C)(C)CCC
160.198
37.3495
-0.03702
3
1
18
69.96
CC1=CCS(=O)(=O)N(N)C1
CC1=CCS(=O)(=O)N(N)C1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)CC=CCN1
162.214
38.4372
-0.5482
3
1
20
63.4
CC1(N)CS(=O)(=O)NN=C1
CC1(N)C=NNS(=O)(=O)C1
false
CC1(C)CCCC(C)(C)C1
O=S1(=O)CCC=NN1
163.202
38.0069
-1.3774
4
2
19
84.55
CC1NC2=C(C=C1)N=NS2
CC1C=Cc2nnsc2N1
false
CC1CCC2CCCC2C1
C1=Cc2nnsc2NC1
153.21
42.0277
1.3653
4
1
17
37.81
CC1COS(=O)(=O)C2CN12
CC1COS(=O)(=O)C2CN12
true
CC1CCC(C)(C)C2CC12
O=S1(=O)OCCN2CC21
163.198
34.8278
-0.6234
4
0
19
46.38
CC(=O)C(O)C1=CSC=C1
CC(=O)C(O)c1ccsc1
false
CC(C)C(C)C1CCCC1
c1ccsc1
156.206
39.9598
1.3705
3
1
18
37.3
C=CCCNS(=O)(=O)C=O
C=CCCNS(=O)(=O)C=O
true
CCCCCC(C)(C)CC
163.198
38.487
-0.3279
3
1
19
63.24
CC12CC1OCS(=O)(=O)C2
CC12CC1OCS(=O)(=O)C2
true
CC1(C)CCC2CC2(C)C1
O=S1(=O)COC2CC2C1
162.21
36.2508
0.1675
3
0
20
43.37
CC=CS(=O)(=O)CC1CO1
CC=CS(=O)(=O)CC1CO1
true
CCCC(C)(C)CC1CC1
C1CO1
162.21
38.3408
0.3336
3
0
20
46.67
O=CC(C#C)C1=CC=CS1
C#CC(C=O)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
150.202
41.957
1.6638
2
0
16
17.07
C=CC1COS(=O)(=O)C=C1
C=CC1C=CS(=O)(=O)OC1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CCCO1
160.194
37.6988
0.6623
3
0
18
43.37
C=C1CC(CS1(=O)=O)C#N
C=C1CC(C#N)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1CCCS1(=O)=O
157.194
36.6468
0.45838
3
0
17
57.93
OC1=C(SC(C=C)=N1)C#C
C#Cc1sc(C=C)nc1O
false
CCC1CC(C)C(CC)C1
c1cscn1
151.19
41.8048
1.473
3
1
15
33.12
CC1=CSC2=C1N=CC2=C
C=C1C=Nc2c(C)csc21
false
CC1CCC2C(C)CCC12
C=C1C=Nc2ccsc21
149.218
46.242
2.78562
2
0
17
12.36
CC(C)C1=NC(CO)=NS1
CC(C)c1nc(CO)ns1
false
CCC1CCC(C(C)C)C1
c1ncsn1
158.226
39.9208
1.1538
4
1
20
46.01
CC1=NC=C(CCC=O)S1
Cc1ncc(CCC=O)s1
false
CCCCC1CCC(C)C1
c1cscn1
155.222
41.236
1.58302
3
0
19
29.96
CN=CN(C)C1=CC=CS1
CN=CN(C)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
154.238
47.138
1.8424
2
0
20
15.6
CC(N)C1=C(C)NC=C1Cl
Cc1[nH]cc(Cl)c1C(C)N
false
CC(C)C1C(C)CCC1C
c1cc[nH]c1
158.632
43.1421
1.99622
1
2
21
41.81
NC1=CC(Cl)=C(C=C)N=N1
C=Cc1nnc(N)cc1Cl
false
CCC1CCC(C)CC1C
c1ccnnc1
155.588
41.5454
1.3552
3
1
16
51.8
CC(C)(C)NC1=NSC=C1
CC(C)(C)Nc1ccsn1
false
CC(C)(C)CC1CCCC1
c1cnsc1
156.254
45.4897
2.3535
3
1
22
24.92
CCNC(=S)NCCCN
CCNC(=S)NCCCN
true
CCCCCC(C)CCC
161.274
47.9488
-0.1808
2
3
25
50.08
ClC1=CN=CC2=C1NC=N2
Clc1cncc2nc[nH]c12
false
CC1CCCC2CCCC12
c1cc2[nH]cnc2cn1
153.572
38.8987
1.6113
2
1
14
41.57
CCOCC1=NN=C(N)S1
CCOCc1nnc(N)s1
false
CCCCC1CCC(C)C1
c1nncs1
159.214
39.6514
0.6568
5
1
19
61.03
CC(C)ON=C1NN=CS1
CC(C)ON=c1[nH]ncs1
false
CC(C)CCC1CCCC1
N=c1[nH]ncs1
159.214
38.2487
0.7119
4
1
19
50.27
CC1NC1C1CNS1(=O)=O
CC1NC1C1CNS1(=O)=O
true
CC1CC1C1CCC1(C)C
O=S1(=O)NCC1C1CN1
162.214
37.0962
-1.3517
3
2
20
68.11
CCC1C=CC2=CSC=C12
CCC1C=Cc2cscc21
false
CCC1CCC2CCCC12
C1=Cc2cscc2C1
150.246
46.385
3.2685
1
0
20
0
CC12CC1ON(C2)C(N)=S
CC12CC1ON(C(N)=S)C2
false
CC(C)C1CC2CC2(C)C1
C1NOC2CC12
158.226
41.0884
0.2558
2
1
20
38.49
O=CC1=CC2=C(S1)N=CN2
O=Cc1cc2[nH]cnc2s1
false
CCC1CC2CCCC2C1
c1nc2sccc2[nH]1
152.178
39.3582
1.4369
3
1
14
45.75
COC(=N)N1CS(=O)(=O)C1
COC(=N)N1CS(=O)(=O)C1
true
CCC(C)C1CC(C)(C)C1
O=S1(=O)CNC1
164.186
35.2285
-0.78703
4
1
18
70.46
COC1=C2CCC2=C(C)S1
COc1sc(C)c2c1CC2
false
CCC1CC(C)C2CCC12
c1scc2c1CC2
154.234
43.016
2.16372
2
0
20
9.23
CCN1CC2CN2S1(=O)=O
CCN1CC2CN2S1(=O)=O
true
CCC1CC2CC2C1(C)C
O=S1(=O)NCC2CN21
162.214
36.6608
-0.7491
2
0
20
40.39
NS(=O)(=O)CC1CC(=O)C1
NS(=O)(=O)CC1CC(=O)C1
true
CC1CC(CC(C)(C)C)C1
O=C1CCC1
163.198
35.7052
-0.746
3
1
19
77.23
CC12CC1N(O)C(=S)NN2
CC12CC1N(O)C(=S)NN2
true
CC1CCC2(C)CC2C1C
S=C1NNC2CC2N1
159.214
39.3049
-0.3987
3
3
19
47.53
NC1=C(Cl)C2=C(CCN2)N1
Nc1[nH]c2c(c1Cl)NCC2
false
CC1CC2CCCC2C1C
c1cc2c([nH]1)CCN2
157.604
42.4088
1.2183
2
3
18
53.84
OC1C=CC2=C1SC(=N)N2
N=c1[nH]c2c(s1)C(O)C=C2
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2c(s1)CC=C2
154.194
38.5182
0.61587
3
3
16
59.87
O=S(=O)(CC#N)OCC#C
C#CCOS(=O)(=O)CC#N
false
CCCCC(C)(C)CCC
159.166
34.1848
-0.51042
4
0
15
67.16
CC(=N)NC1=CC(Cl)=CO1
CC(=N)Nc1cc(Cl)co1
false
CC(C)CC1CCC(C)C1
c1ccoc1
158.588
40.7414
2.34207
2
2
17
49.02
NCC1CC(=C)NC(=S)N1
C=C1CC(CN)NC(=S)N1
false
CCC1CC(C)CC(C)C1
C=C1CCNC(=S)N1
157.242
45.4688
-0.3048
2
3
21
50.08
CN1CC(O)C(=C)NC1=S
C=C1NC(=S)N(C)CC1O
false
CC1CC(C)C(C)CC1C
C=C1CCNC(=S)N1
158.226
43.5105
-0.3191
2
2
20
35.5
CN1C(N)=CC(Cl)=C1CN
Cn1c(N)cc(Cl)c1CN
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.62
42.7268
0.7194
3
2
20
56.97
NC1(CCOS1(=O)=O)C=C
C=CC1(N)CCOS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)CCCO1
163.198
36.6042
-0.4225
4
1
19
69.39
S=C1NC2C3COCC23N1
S=C1NC2C3COCC32N1
false
CC1CC2C3CCCC32C1
S=C1NC2C3COCC32N1
156.21
39.6974
-0.7685
2
2
18
33.29
CCN1C(=N)C2CN2C1=S
CCN1C(=N)C2CN2C1=S
true
CCC1C(C)C2CC2C1C
N=C1NC(=S)N2CC12
155.226
43.1987
0.26827
2
1
19
30.1
C1CNC2=CSC=C2CN1
c1scc2c1CNCCN2
false
C1CCC2CCCC2CC1
c1scc2c1CNCCN2
154.238
44.5154
1.2632
3
2
20
24.06
NN1C=NC2=C1OC=C2Cl
Nn1cnc2c(Cl)coc21
false
CC1CCC2C(C)CCC12
c1nc2ccoc2[nH]1
157.56
37.1594
0.9965
4
1
14
56.98
C=CC1NNS(=O)(=O)C1=C
C=CC1NNS(=O)(=O)C1=C
true
CCC1CCC(C)(C)C1C
C=C1CNNS1(=O)=O
160.198
38.3162
-0.5077
3
2
18
58.2
CCNC(=S)N1CCCC1
CCNC(=S)N1CCCC1
true
CCCC(C)C1CCCC1
C1CCNC1
158.27
47.0817
0.9766
1
1
24
15.27