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
NCCCN1N=CSC1=O
NCCCn1ncsc1=O
false
CCCCC1CCCC1C
O=c1[nH]ncs1
159.214
40.0454
-0.3464
5
1
19
60.91
O=S1(=O)CCCC2CN2C1
O=S1(=O)CCCC2CN2C1
true
CC1(C)CCCC2CC2C1
O=S1(=O)CCCC2CN2C1
161.226
38.3818
-0.1633
3
0
21
37.15
NN=CNCC1=CC=CS1
NN=CNCc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
155.226
43.8381
0.7397
3
2
19
50.41
NCCC(O)C1=NC=NS1
NCCC(O)c1ncns1
false
CCCC(C)C1CCCC1
c1ncsn1
159.214
38.5402
-0.0797
5
2
19
72.03
O=S1(=O)CNCCC1C#C
C#CC1CCNCS1(=O)=O
false
CCC1CCCCC1(C)C
O=S1(=O)CCCNC1
159.21
39.0275
-0.6462
3
1
19
46.17
CC1=CCNC(=S)NC=N1
CC1=CCNC(=S)NC=N1
true
CC1CCCC(C)CCC1
S=C1NC=NC=CCN1
155.226
45.9854
0.3962
2
2
19
36.42
NC1=C(CC2CN2)C=CS1
Nc1sccc1CC1CN1
false
CC1CCCC1CC1CC1
c1cc(CC2CN2)cs1
154.238
44.2261
0.8446
3
2
20
47.96
CCC1=CCNNC(=S)N1
CCC1=CCNNC(=S)N1
true
CCC1CCCCC(C)C1
S=C1NC=CCNN1
157.242
45.2461
0.2626
2
3
21
36.09
OC1=C(CC2CO2)C=NS1
Oc1sncc1CC1CO1
false
CC1CCCC1CC1CC1
c1nscc1CC1CO1
157.194
37.2228
0.79
4
1
17
45.65
COCC1NC(=S)N2CC12
COCC1NC(=S)N2CC12
true
CCCC1CC(C)C2CC12
S=C1NCC2CN12
158.226
41.8917
-0.4263
2
1
20
24.27
N=C1C=CC2CNC(=S)N12
N=C1C=CC2CNC(=S)N12
true
CC1CCC2CCC(C)C12
N=C1C=CC2CNC(=S)N12
153.21
43.0944
0.09217
2
2
17
39.12
ON1C(CNS1(=O)=O)C=C
C=CC1CNS(=O)(=O)N1O
false
CCC1CCC(C)(C)C1C
O=S1(=O)NCCN1
164.186
34.533
-0.9198
3
2
18
69.64
O=S1(=O)CCCCC2OC12
O=S1(=O)CCCCC2OC21
false
CC1(C)CCCCC2CC21
O=S1(=O)CCCCC2OC21
162.21
36.2988
0.31
3
0
20
46.67
CC1=C(Cl)C=C(C=O)N1O
Cc1c(Cl)cc(C=O)n1O
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
159.572
36.751
1.49972
3
1
16
42.23
NCC1=CSC2=C1N=CN2
NCc1csc2[nH]cnc12
false
CCC1CCC2CCCC12
c1nc2ccsc2[nH]1
153.21
41.8621
1.0831
3
2
17
54.7
NC1CC(=C)C2=C1C=NS2
C=C1CC(N)c2cnsc21
false
CC1CC(C)C2CCCC12
C=C1CCc2cnsc21
152.222
42.6934
1.5598
3
1
18
38.91
CNNS(=O)(=O)C(C)CN
CNNS(=O)(=O)C(C)CN
true
CCCC(C)(C)C(C)CC
167.234
39.6316
-1.6126
4
3
23
84.22
CC1=C2OC(=O)SN2C=C1
Cc1ccn2sc(=O)oc12
false
CC1CC2CCC(C)C2C1
O=c1oc2cccn2s1
155.178
38.547
1.26242
4
0
15
34.62
ClC1=C2N(C=CC2=C)C=C1
C=c1ccn2ccc(Cl)c12
false
CC1CCC2CCC(C)C12
C=c1ccn2cccc12
151.596
43.147
1.7219
1
0
16
4.41
OCCCC1=CNC(=O)S1
O=c1[nH]cc(CCCO)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
159.21
40.3465
0.3613
3
2
19
53.09
CC1(CNS1(=O)=O)C1CN1
CC1(C2CN2)CNS1(=O)=O
false
CC1(C)CCC1(C)C1CC1
O=S1(=O)NCC1C1CN1
162.214
37.1182
-1.3501
3
2
20
68.11
CC(=CC1=CN=CS1)C#N
CC(C#N)=Cc1cncs1
false
CCC(C)CC1CCCC1
c1cscn1
150.206
41.378
2.06998
3
0
16
36.68
CC(C)C(C)(O)S(C)(=O)=O
CC(C)C(C)(O)S(C)(=O)=O
true
CC(C)C(C)(C)C(C)(C)C
166.242
40.3056
0.3955
3
1
24
54.37
NC1=C(SC=N1)C#CC#N
N#CC#Cc1scnc1N
false
CCCCC1CCCC1C
c1cscn1
149.178
39.0174
0.60038
4
1
13
62.7
CCC1=C(O)SC(OC)=N1
CCc1nc(OC)sc1O
false
CCC1CC(C)C(CC)C1
c1cscn1
159.21
39.7088
1.4197
4
1
19
42.35
CNCS(=O)(=O)C(=O)C#C
C#CC(=O)S(=O)(=O)CNC
false
CCCC(C)(C)C(C)CC
161.182
36.6865
-1.2621
4
1
17
63.24
NCC(O)C1=C(N)SC=C1
NCC(O)c1ccsc1N
false
CCC(C)C1CCCC1C
c1ccsc1
158.226
42.7456
0.3224
4
3
20
72.27
CC1=CC2=C(SN=C2)C1O
CC1=Cc2cnsc2C1O
false
CC1CC2CCCC2C1C
C1=Cc2cnsc2C1
153.206
40.7248
1.5934
3
1
17
33.12
CS(=O)(=O)C1=CC2OC2C1
CS(=O)(=O)C1=CC2OC2C1
true
CC(C)(C)C1CC2CC2C1
C1=CC2OC2C1
160.194
36.2048
0.086
3
0
18
46.67
NN1CS(=O)(=O)N=C1C#C
C#CC1=NS(=O)(=O)CN1N
false
CCC1CC(C)(C)CC1C
O=S1(=O)CNC=N1
159.17
36.0812
-1.5053
4
1
15
75.76
CCS(=O)(=O)C(=O)CNC
CCS(=O)(=O)C(=O)CNC
true
CCCC(C)C(C)(C)CC
165.214
38.3945
-0.8329
4
1
21
63.24
CC1=NC(C2CC2)=C(N)S1
Cc1nc(C2CC2)c(N)s1
false
CC1CC(C)C(C2CC2)C1
c1nc(C2CC2)cs1
154.238
43.2384
1.91112
3
1
20
38.91
CNC1=CSC(N)=C1CO
CNc1csc(N)c1CO
false
CCC1CCC(C)C1CC
c1ccsc1
158.226
44.2009
0.8643
4
3
20
58.28
NS(=O)(=O)C#CC#CC=C
C=CC#CC#CS(N)(=O)=O
false
CCCCCCC(C)(C)C
155.178
38.8562
-0.5748
2
1
15
60.16
CCC1=CC(Cl)=C(NC)S1
CCc1cc(Cl)c(NC)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
175.684
48.2537
3.0056
2
1
20
12.03
CN(C)C(=S)N(C)CC=O
CN(C)C(=S)N(C)CC=O
true
CCCC(C)C(C)C(C)C
160.242
44.979
-0.0364
2
0
22
23.55
C=CC1=NSC=C1NC=N
C=Cc1nscc1NC=N
false
CCCC1CCCC1CC
c1cnsc1
153.21
44.6114
1.80507
3
2
17
48.77
CC(C=C)N(O)C(=S)NN
C=CC(C)N(O)C(=S)NN
false
CCC(C)C(C)C(C)CC
161.23
43.2056
0.0003
3
3
21
61.52
CC1N(C=CC1=C)C(N)=S
C=C1C=CN(C(N)=S)C1C
false
CC(C)C1CCC(C)C1C
C=C1C=CNC1
154.238
46.3664
1.004
1
1
20
29.26
CN(C)NC(=S)NCC#C
C#CCNC(=S)NN(C)C
false
CCCCC(C)CC(C)C
157.242
46.2564
-0.4397
2
2
21
27.3
CCC(C)(C)CS(N)(=O)=O
CCC(C)(C)CS(N)(=O)=O
true
CCC(C)(C)CC(C)(C)C
165.258
42.0462
0.7111
2
1
25
60.16
N=C1NC(=S)NC1C1CO1
N=C1NC(=S)NC1C1CO1
true
CC1CC(C)C(C2CC2)C1
N=C1NC(=S)NC1C1CO1
157.198
40.1241
-0.79123
3
3
17
60.44
CC1=NSC(O)=C1N1CC1
Cc1nsc(O)c1N1CC1
false
CC1CCC(C)C1C1CC1
c1nscc1N1CC1
156.21
40.7288
0.97712
4
1
18
36.13
NCC(C#C)C1=CSN=C1
C#CC(CN)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
152.222
42.7424
0.8186
3
1
18
38.91
CC1N2CCC(C2)S1(=O)=O
CC1N2CCC(C2)S1(=O)=O
true
CC1C2CCC(C2)C1(C)C
O=S1(=O)CN2CCC1C2
161.226
38.3598
-0.1649
3
0
21
37.38
CN(O)C(=S)NN=CC=C
C=CC=NNC(=S)N(C)O
false
CCCCCC(C)C(C)C
159.214
43.9722
0.3537
3
2
19
47.86
CC(C)=CN(O)S(C)(=O)=O
CC(C)=CN(O)S(C)(=O)=O
true
CC(C)CC(C)C(C)(C)C
165.214
37.9003
0.5609
3
1
21
57.61
CNCC1=CC=CS1(=O)=O
CNCC1=CC=CS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CC=C1
159.21
40.0695
0.0318
3
1
19
46.17
CCC1C(C)C1NC(N)=S
CCC1C(C)C1NC(N)=S
true
CCC1C(C)C1CC(C)C
C1CC1
158.27
46.6541
0.8641
1
2
24
38.05
CCCC1=CN(O)C=C1Cl
CCCc1cn(O)cc1Cl
false
CCCC1CC(C)CC1C
c1cc[nH]c1
159.616
40.6215
2.3313
2
1
20
25.16
NC(=S)NC=NCCC=O
NC(=S)NC=NCCC=O
true
CCCCCCCC(C)C
159.214
43.9611
-0.5631
3
2
19
67.48
CN(C=N)C1=NOC=C1Cl
CN(C=N)c1nocc1Cl
false
CCC(C)C1CCCC1C
c1cnoc1
159.576
38.6997
1.37127
3
1
16
53.12
CC(C)N(C)NS(C)(=O)=O
CC(C)N(C)NS(C)(=O)=O
true
CC(C)C(C)CC(C)(C)C
166.246
40.8785
-0.2092
3
1
24
49.41
CC=CC(O)CNC(N)=S
CC=CC(O)CNC(N)=S
true
CCCC(C)CCC(C)C
160.242
45.6089
-0.2434
2
3
22
58.28
ClC1=CC=NC2=C1C=CN2
Clc1ccnc2[nH]ccc12
false
CC1CCCC2CCCC12
c1cnc2[nH]ccc2c1
152.584
41.1037
2.2163
1
1
15
28.68
CCOC=CC1=CN=NS1
CCOC=Cc1cnns1
false
CCCCCC1CCCC1
c1csnn1
156.21
40.569
1.5453
4
0
18
35.01
CN1CC2CC2NNC1=S
CN1CC2CC2NNC1=S
true
CC1CCC2CC2CC1C
S=C1NCC2CC2NN1
157.242
43.3944
-0.3006
2
2
21
27.3
CCC(=O)NS(=O)(=O)CC
CCC(=O)NS(=O)(=O)CC
true
CCC(C)CC(C)(C)CC
165.214
37.8945
-0.1377
3
1
21
63.24
CCC1=NC(CC#N)=NS1
CCc1nc(CC#N)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
153.21
38.604
1.16658
4
0
17
49.57
CCC1=C(CN)SN=C1C
CCc1c(C)nsc1CN
false
CCC1CCC(C)C1CC
c1cnsc1
156.254
44.1204
1.47262
3
1
22
38.91
O=S1(=O)CC2(CC=CC2)N1
O=S1(=O)CC2(CC=CC2)N1
true
CC1(C)CC2(CCCC2)C1
O=S1(=O)CC2(CC=CC2)N1
159.21
38.0275
0.0082
2
1
19
46.17
OC1=CC(Cl)=C2NN=CN12
Oc1cc(Cl)c2[nH]ncn12
false
CC1CC(C)C2CCCC12
c1cc2[nH]ncn2c1
157.56
36.2175
1.0214
3
2
14
53.32
CNN=CC1=NSC(C)=C1
CNN=Cc1cc(C)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
155.226
43.5047
1.00482
4
1
19
37.28
COCS(=O)(=O)C=CC#N
COCS(=O)(=O)C=CC#N
true
CCCCC(C)(C)CCC
161.182
35.5488
0.04238
4
0
17
67.16
CC=CS(=O)(=O)C#CCO
CC=CS(=O)(=O)C#CCO
true
CCCCC(C)(C)CCC
160.194
38.5956
-0.112
3
1
18
54.37
CC1=CC=CC(=O)C=C1Cl
Cc1cccc(=O)cc1Cl
false
CC1CCCC(C)C(C)C1
O=c1cccccc1
154.596
42.459
2.00862
1
0
17
17.07
NC(=O)NC1=C(N)SC=C1
NC(=O)Nc1ccsc1N
false
CC(C)CC1CCCC1C
c1ccsc1
157.198
41.9375
0.8209
3
3
17
81.14
CCNCC1=CSC(=O)N1
CCNCc1csc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
158.226
42.3204
0.5459
3
2
20
44.89
CC1=C(NC2CC2)N=NS1
Cc1snnc1NC1CC1
false
CC1CCCC1CC1CC1
c1snnc1NC1CC1
155.226
41.2907
1.42082
4
1
19
37.81
CC1CC2=C(C1)C=C(C)S2
Cc1cc2c(s1)CC(C)C2
false
CC1CC2CC(C)CC2C1
c1cc2c(s1)CCC2
152.262
45.628
2.79122
1
0
22
0
CCC1=CC(Cl)=C(S1)C#N
CCc1cc(Cl)c(C#N)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
171.652
43.422
2.83558
2
0
16
23.79
CC(C)C1=NNC(=S)NO1
CC(C)C1=NNC(=S)NO1
true
CC1CCC(C(C)C)CC1
S=C1NN=CON1
159.214
42.2274
0.3652
3
2
19
45.65
CC(CO)NC1=NSC=C1
CC(CO)Nc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
158.226
42.2845
0.9358
4
2
20
45.15
OCC1=C2OCCC2=NS1
OCc1snc2c1OCC2
false
CCC1CCC2CCCC12
c1snc2c1OCC2
157.194
37.2358
0.5703
4
1
17
42.35
COC=CC1=NN=C(C)S1
COC=Cc1nnc(C)s1
false
CCCCC1CCC(C)C1
c1nncs1
156.21
40.689
1.46362
4
0
18
35.01
CC1(CCC1)C1=CSC=N1
CC1(c2cscn2)CCC1
false
CC1(C2CCCC2)CCC1
c1nc(C2CCC2)cs1
153.25
43.317
2.5847
2
0
21
12.89
ClC1=C2C3CC3CN2C=C1
Clc1ccn2c1C1CC1C2
false
CC1CCC2CC3CC3C12
c1cc2n(c1)CC1CC21
153.612
40.29
2.2586
1
0
18
4.93
NC1=CC=C(S1)C1(O)CC1
Nc1ccc(C2(O)CC2)s1
false
CC1CCC(C2(C)CC2)C1
c1csc(C2CC2)c1
155.222
41.8622
1.3117
3
2
19
46.25
COC1=CSC2=C1CNC2
COc1csc2c1CNC2
false
CCC1CCC2CCCC12
c1cc2c(s1)CNC2
155.222
41.4147
1.3599
3
1
19
21.26
OC1C=NNC(=S)N2CC12
OC1C=NNC(=S)N2CC12
true
CC1CCCC(C)C2CC12
S=C1NN=CCC2CN12
157.198
40.7265
-1.0946
3
2
17
47.63
O=CNCC1CCS1(=O)=O
O=CNCC1CCS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCC1
163.198
36.2585
-1.0805
3
1
19
63.24
NCC1=C(O)C(=CS1)C#C
C#Cc1csc(CN)c1O
false
CCC1CCC(CC)C1C
c1ccsc1
153.206
41.8102
0.8937
3
2
17
46.25
OC1CC2CS(=O)(=O)NC12
O=S1(=O)CC2CC(O)C2N1
false
CC1CC2CC(C)(C)CC12
O=S1(=O)CC2CCC2N1
163.198
34.8243
-1.3312
3
2
19
66.4
NC=CS(=O)(=O)C#CC=C
C=CC#CS(=O)(=O)C=CN
false
CCCCC(C)(C)CCC
157.194
40.2202
-0.022
3
1
17
60.16
C=CC1=CS(=O)(=O)C2CC12
C=CC1=CS(=O)(=O)C2CC12
true
CCC1CC(C)(C)C2CC12
O=S1(=O)C=CC2CC21
156.206
39.0948
0.8732
2
0
18
34.14
NC1=CNC2=C1SC(=O)N2
Nc1c[nH]c2[nH]c(=O)sc12
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2[nH]ccc2s1
155.182
41.2088
0.4999
3
3
15
74.67
CC=CCS(=O)(=O)N(C)O
CC=CCS(=O)(=O)N(C)O
true
CCCCC(C)(C)C(C)C
165.214
38.1503
0.2133
3
1
21
57.61
ClC1=C(CNN=C)ON=C1
C=NNCc1oncc1Cl
false
CCCCC1CCCC1C
c1cnoc1
159.576
37.9017
1.0332
4
1
16
50.42
CCC1=NS(=O)(=O)C=C1N
CCC1=NS(=O)(=O)C=C1N
true
CCC1CC(C)(C)CC1C
O=S1(=O)C=CC=N1
160.198
38.9162
-0.0191
3
1
18
72.52
C1OC2=C(SC=N2)C2NC12
c1nc2c(s1)C1NC1CO2
false
C1CC2CCC3CC3C2C1
c1nc2c(s1)C1NC1CO2
154.194
37.2737
0.5484
4
1
16
44.06
O=S1(=O)C=CN2N=CN=C12
O=S1(=O)C=Cn2ncnc21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=Cn2ncnc21
157.154
32.5378
-0.5064
5
0
13
64.85
CN=CNS(=O)(=O)N1CC1
CN=CNS(=O)(=O)N1CC1
true
CCCCC(C)(C)C1CC1
C1CN1
163.202
38.0445
-1.2055
3
1
19
61.54
CON=C1SC=NN1C=C
C=Cn1ncsc1=NOC
false
CCCC1CCCC1CC
N=c1[nH]ncs1
157.198
39.063
0.5072
5
0
17
39.41
CC1CN(C(=S)NN)C1=O
CC1CN(C(=S)NN)C1=O
true
CCC(C)C1CC(C)C1C
O=C1CCN1
159.214
40.7981
-0.7871
3
2
19
58.36
NC1=CSC(=C1)C1COC1
Nc1csc(C2COC2)c1
false
CC1CCC(C2CCC2)C1
c1csc(C2COC2)c1
155.222
42.2914
1.4441
3
1
19
35.25
CC1=CS(=O)(=O)C=NC1=N
CC1=CS(=O)(=O)C=NC1=N
true
CC1CCC(C)(C)CC1C
N=C1C=CS(=O)(=O)C=N1
158.182
38.8955
0.32417
3
1
16
70.35
CC=C1CC(C)NS1(=O)=O
CC=C1CC(C)NS1(=O)=O
true
CCC1CC(C)CC1(C)C
C=C1CCNS1(=O)=O
161.226
39.8915
0.6018
2
1
21
46.17
CC1(CS(=O)(=O)C1)C1CC1
CC1(C2CC2)CS(=O)(=O)C1
false
CC1(C)CC(C)(C2CC2)C1
O=S1(=O)CC(C2CC2)C1
160.238
39.4848
0.8311
2
0
22
34.14
S=C1NCCNCCON1
S=C1NCCNCCON1
true
CC1CCCCCCCC1
S=C1NCCNCCON1
161.23
42.5581
-1.0147
3
3
21
45.32
C=C1CCC2=NSC=C2C1
C=C1CCc2nscc2C1
false
CC1CCC2CCCC2C1
C=C1CCc2nscc2C1
151.234
43.279
2.188
2
0
19
12.89