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
O=S1(=O)CC2CC2(N1)C#N
N#CC12CC1CS(=O)(=O)N2
false
CCC12CC1CC(C)(C)C2
O=S1(=O)CC2CC2N1
158.182
33.3735
-0.79832
3
1
16
69.96
NCC1=CCCS(=O)(=O)N1
NCC1=CCCS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CCC=CN1
162.214
38.6769
-0.8479
3
2
20
72.19
CC1N=CNOCS1(=O)=O
CC1N=CNOCS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CN=CNOC1
164.186
35.9615
-0.7322
5
1
18
67.76
C#CCC=CC1=CSN=N1
C#CCC=Cc1csnn1
false
CCCCCC1CCCC1
c1csnn1
150.206
42.393
1.5746
3
0
16
25.78
CC(=N)N(O)C(=S)NC=C
C=CNC(=S)N(O)C(C)=N
false
CCCC(C)C(C)C(C)C
159.214
42.9569
0.69277
3
3
19
59.35
CN=CN(CC#C)C(N)=S
C#CCN(C=NC)C(N)=S
false
CCCC(CCC)C(C)C
155.226
46.7404
-0.1767
2
1
19
41.62
CC1=C2C(=O)CCC2=CS1
Cc1scc2c1C(=O)CC2
false
CC1CCC2CCC(C)C12
O=C1CCc2cscc21
152.218
41.7075
2.18542
2
0
18
17.07
COC1=C(N)SC(C)=C1N
COc1c(N)sc(C)c1N
false
CCC1C(C)CC(C)C1C
c1ccsc1
158.226
44.4328
1.22952
4
2
20
61.27
CC1=CSC2=C1C=CC2=C
C=C1C=Cc2c(C)csc21
false
CC1CCC2C(C)CCC12
C=C1C=Cc2ccsc21
148.23
47.124
3.09652
1
0
18
0
CS(=O)(=O)C1CC(CO)C1
CS(=O)(=O)C1CC(CO)C1
true
CCC1CC(C(C)(C)C)C1
C1CCC1
164.226
38.4416
-0.1981
3
1
22
54.37
NN(C1CC(O)C1)C(N)=S
NC(=S)N(N)C1CC(O)C1
false
CC1CC(C(C)C(C)C)C1
C1CCC1
161.23
41.8406
-1.071
3
3
21
75.51
CC(C)C1COS(=O)(=O)O1
CC(C)C1COS(=O)(=O)O1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)OCCO1
166.198
34.5828
0.3026
4
0
20
52.6
CC1=CC(Cl)=C(CC=C)O1
C=CCc1oc(C)cc1Cl
false
CCCC1CC(C)CC1C
c1ccoc1
156.612
42.356
2.96992
1
0
19
13.14
CC(O)C1=C(C)SC(=O)N1
Cc1sc(=O)[nH]c1C(C)O
false
CC1CC(C)C(C(C)C)C1
O=c1[nH]ccs1
159.21
40.3105
0.79812
3
2
19
53.09
C=CCC1CC2=NSN=C12
C=CCC1Cc2nsnc21
false
CCCC1CC2CCCC12
C1Cc2nsnc21
152.222
41.168
1.7539
3
0
18
25.78
C(C1CCC1)C1=NSN=N1
C1CC(Cc2nnsn2)C1
false
C1CCC(CC2CCC2)C1
C1CC(Cc2nnsn2)C1
155.226
38.749
1.2757
4
0
19
38.67
NC1=CC(=O)S(=O)(=O)C=C1
NC1=CC(=O)S(=O)(=O)C=C1
true
CC1CCC(C)(C)C(C)C1
O=C1C=CC=CS1(=O)=O
159.166
35.3372
-0.7023
4
1
15
77.23
CC(=O)C1=COC(C)=C1Cl
CC(=O)c1coc(C)c1Cl
false
CC(C)C1CCC(C)C1C
c1ccoc1
158.584
38.4595
2.44402
2
0
17
30.21
CCC1=CSN(C)C1=NN
CCc1csn(C)c1=NN
false
CCC1CCC(C)C1CC
N=c1ccs[nH]1
157.242
42.4184
0.4234
4
1
21
43.31
CNC1=NSC=C1C=CO
CNc1nscc1C=CO
false
CCCC1CCCC1CC
c1cnsc1
156.21
43.3235
1.7135
4
2
18
45.15
CN=C1NS(=O)(=O)C=C1N
CN=C1NS(=O)(=O)C=C1N
true
CCC1CC(C)(C)CC1C
N=C1C=CS(=O)(=O)N1
161.186
37.6849
-1.2522
4
2
17
84.55
NN1CC(=CS1(=O)=O)C#C
C#CC1=CS(=O)(=O)N(N)C1
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)C=CCN1
158.182
36.7292
-0.9774
3
1
16
63.4
CNCC1=NNS(=O)(=O)C1
CNCC1=NNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=NN1
163.202
38.2842
-1.5052
4
2
19
70.56
CCC=COS(=O)(=O)CC
CCC=COS(=O)(=O)CC
true
CCCCCC(C)(C)CC
164.226
39.9768
1.2764
3
0
22
43.37
O1C=NC=NC2=CSC=C12
C1=NC=Nc2cscc2O1
false
C1CCC2CCCC2CC1
C1=NC=Nc2cscc2O1
152.178
41.591
1.8286
4
0
14
33.95
C=CC1NCC2=NSC=C12
C=CC1NCc2nscc21
false
CCC1CCC2CCCC12
c1snc2c1CNC2
152.222
41.8917
1.4734
3
1
18
24.92
NCC1CNC(=S)NC=C1
NCC1C=CNC(=S)NC1
false
CCC1CCCC(C)CC1
S=C1NC=CCCN1
157.242
45.4208
-0.4473
2
3
21
50.08
OCC1CS(=O)(=O)CCN1
O=S1(=O)CCNC(CO)C1
false
CCC1CCCC(C)(C)C1
O=S1(=O)CCNCC1
165.214
37.5303
-1.6347
4
2
21
66.4
COCCC1=C(N)N=CS1
COCCc1scnc1N
false
CCCCC1CCCC1C
c1cscn1
158.226
42.1064
0.9142
4
1
20
48.14
OC1C=COC2=CSC=C12
OC1C=COc2cscc21
false
CC1CCCC2CCCC12
C1=COc2cscc2C1
154.19
39.0468
1.6876
3
1
16
29.46
CC1NC2=CSN=C2C1N
CC1Nc2csnc2C1N
false
CC1CC2CCCC2C1C
c1snc2c1NCC2
155.226
42.1271
0.9569
4
2
19
50.94
CN1C=C(N)C=C(Cl)C1=N
Cn1cc(N)cc(Cl)c1=N
false
CC1CC(C)C(C)C(C)C1
N=c1cccc[nH]1
157.604
40.6901
0.74017
3
2
18
54.8
CCC1=C(OC)SC=C1Cl
CCc1c(Cl)csc1OC
false
CCC1CCC(C)C1CC
c1ccsc1
176.668
45.259
2.9725
2
0
19
9.23
CN1CCC1C1=CC=CS1
CN1CCC1c1cccs1
false
CC1CCC1C1CCCC1
c1csc(C2CCN2)c1
153.25
44.307
2.1247
2
0
21
3.24
CC1NC(=S)NC(=C)C1=C
C=C1NC(=S)NC(C)C1=C
false
CC1CC(C)C(C)C(C)C1
C=C1CNC(=S)NC1=C
154.238
46.6114
0.9225
1
2
20
24.06
OC1CN2SC(=N)N=C2C1
N=c1nc2n(s1)CC(O)C2
false
CC1CC2CC(C)CC2C1
N=c1nc2n(s1)CCC2
157.198
35.6695
-0.65893
5
2
17
61.9
CC(=O)C1=NSC=C1C=C
C=Cc1csnc1C(C)=O
false
CCC1CCCC1C(C)C
c1cnsc1
153.206
42.2095
1.9887
3
0
17
29.96
CC1CN1CC1=NSC=N1
CC1CN1Cc1ncsn1
false
CC1CC1CC1CCCC1
c1nc(CN2CC2)ns1
155.226
39.781
0.7422
4
0
19
28.79
CC#CC1CNC(=S)N1N
CC#CC1CNC(=S)N1N
true
CCCC1CCC(C)C1C
S=C1NCCN1
155.226
43.8651
-0.5579
2
2
19
41.29
C(C1CCN1)C1=NC=NS1
c1nsc(CC2CCN2)n1
false
C1CCC(CC2CCC2)C1
c1nsc(CC2CCN2)n1
155.226
40.0207
0.4425
4
1
19
37.81
CC(C)C(=O)CS(N)(=O)=O
CC(C)C(=O)CS(N)(=O)=O
true
CC(C)C(C)CC(C)(C)C
165.214
37.8192
-0.5
3
1
21
77.23
CC1=NC(=CS1)C(=C)C=C
C=CC(=C)c1csc(C)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
151.234
46.082
2.65072
2
0
19
12.89
C=CC#CC1=CNSC1=O
C=CC#Cc1c[nH]sc1=O
false
CCCCC1CCCC1C
O=c1cc[nH]s1
151.19
42.0147
0.9739
2
1
15
32.86
OS(=O)(=O)C1(CC=C)CC1
C=CCC1(S(=O)(=O)O)CC1
false
CCCC1(C(C)(C)C)CC1
C1CC1
162.21
38.3276
0.9829
2
1
20
54.37
NC(=S)NC12CC(C1)OC2
NC(=S)NC12COC(C1)C2
false
CC(C)CC12CCC(C1)C2
C1OC2CC1C2
158.226
41.6261
-0.249
2
2
20
47.28
CC1=CC(CS1(=O)=O)C=O
CC1=CC(C=O)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)C=CCC1
160.194
37.0978
0.1337
3
0
18
51.21
CCC(=N)NC(=S)N(C)O
CCC(=N)NC(=S)N(C)O
true
CCC(C)CC(C)C(C)C
161.23
43.3009
0.56917
3
3
21
59.35
CC1C=CNS(=O)(=O)C1N
CC1C=CNS(=O)(=O)C1N
true
CC1CCCC(C)(C)C1C
O=S1(=O)CCC=CN1
162.214
38.3349
-0.646
3
2
20
72.19
CCNN1CC(C)NC1=S
CCNN1CC(C)NC1=S
true
CCCC1CC(C)CC1C
S=C1NCCN1
159.258
45.5784
0.0895
2
2
23
27.3
OCC1CNS(=O)(=O)C1=C
C=C1C(CO)CNS1(=O)=O
false
CCC1CCC(C)(C)C1C
C=C1CCNS1(=O)=O
163.198
36.6383
-0.9584
3
2
19
66.4
COC1=C(C)SN(C)C1=N
COc1c(C)sn(C)c1=N
false
CCC1C(C)CC(C)C1C
N=c1ccs[nH]1
158.226
40.4337
0.88309
4
1
20
38.01
CC1CN(C)S(=O)(=O)NN1
CC1CN(C)S(=O)(=O)NN1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)NCCNN1
165.218
37.2832
-1.3407
3
2
21
61.44
OC1=CC=NC2=C1SC=C2
Oc1ccnc2ccsc12
false
CC1CCCC2CCCC12
c1cnc2ccsc2c1
151.19
41.2848
2.0019
3
1
15
33.12
CC#CC1=CC(O)=C(C)S1
CC#Cc1cc(O)c(C)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
152.218
43.2728
2.13352
2
1
18
20.23
CN1C(=S)N(N)CC11CC1
CN1C(=S)N(N)CC12CC2
false
CC1CC2(CC2)C(C)C1C
S=C1NCC2(CC2)N1
157.242
43.2194
-0.075
2
1
21
32.5
NC(=O)C1=CSC(CO)=C1
NC(=O)c1csc(CO)c1
false
CCC1CCC(C(C)C)C1
c1ccsc1
157.194
38.7597
0.3393
3
2
17
63.32
CN(C=N)C1=C(C)SN=C1
Cc1sncc1N(C)C=N
false
CCC(C)C1CCCC1C
c1cnsc1
155.226
44.0377
1.49479
3
1
19
39.98
CNC12CC(C1)OS2(=O)=O
CNC12CC(C1)OS2(=O)=O
true
CCC12CC(CC1(C)C)C2
O=S1(=O)OC2CC1C2
163.198
34.8175
-0.5755
4
1
19
55.4
O=C1CN2CC1S(=O)(=O)C2
O=C1CN2CC1S(=O)(=O)C2
true
CC1CC2CC1C(C)(C)C2
O=C1CN2CC1S(=O)(=O)C2
161.182
34.1548
-1.3744
4
0
17
54.45
NN1C=NCC=CS1(=O)=O
NN1C=NCC=CS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=CCN=CN1
161.186
37.4452
-0.9525
4
1
17
75.76
CC=C(C)OS(=O)(=O)C=C
C=CS(=O)(=O)OC(C)=CC
false
CCC(C)CC(C)(C)CC
162.21
39.6328
1.4
3
0
20
43.37
CCCNC1=CC(=O)NS1
CCCNc1cc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
158.226
43.7204
1.2583
3
2
20
44.89
NCC1=CSC2=C1CCO2
NCc1csc2c1CCO2
false
CCC1CCC2CCCC12
c1cc2c(s1)OCC2
155.222
41.4094
1.1417
3
1
19
35.25
CC1CC1C1=NNC(=O)S1
CC1CC1c1n[nH]c(=O)s1
false
CC1CCC(C2CC2C)C1
O=c1[nH]nc(C2CC2)s1
156.21
39.2567
0.9548
3
1
18
45.75
CN=C1NC(C=O)=C(C)S1
CN=c1[nH]c(C=O)c(C)s1
false
CCC1CC(C)C(CC)C1
N=c1[nH]ccs1
156.21
40.2812
0.72762
3
1
18
45.22
CCC1=NSC(=N1)C#CC
CC#Cc1nc(CC)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
152.222
41.839
1.4719
3
0
18
25.78
CC1=CNS(=O)(=O)N(N)C1
CC1=CNS(=O)(=O)N(N)C1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)NC=CCN1
163.202
36.7059
-1.0861
3
2
19
75.43
CC1=NC(CCC=O)=CS1
Cc1nc(CCC=O)cs1
false
CCCCC1CCC(C)C1
c1cscn1
155.222
41.236
1.58302
3
0
19
29.96
CC1=NC(=C)S(=O)(=O)NN1
C=C1N=C(C)NNS1(=O)=O
false
CC1CCC(C)(C)C(C)C1
C=C1N=CNNS1(=O)=O
161.186
37.4402
-0.6864
4
2
17
70.56
O=NC1=CNC2=CSC=C12
O=Nc1c[nH]c2cscc12
false
CCC1CCC2CCCC12
c1cc2cscc2[nH]1
152.178
41.6307
2.6273
3
1
14
45.22
CC(=CC=O)C1=CSC=C1
CC(=CC=O)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
152.218
44.034
2.3503
2
0
18
17.07
C=NN=CC1CS(=O)(=O)O1
C=NN=CC1CS(=O)(=O)O1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCO1
162.17
36.7008
-0.5986
5
0
16
68.09
NC(=S)N1C=CC=CC1=C
C=C1C=CC=CN1C(N)=S
false
CC(C)C1CCCCC1C
C=C1C=CC=CN1
152.222
46.0444
1.1292
1
1
18
29.26
CC(=C)OC1=C(Cl)C=CO1
C=C(C)Oc1occc1Cl
false
CC(C)CC1CCCC1C
c1ccoc1
158.584
39.16
2.8454
2
0
17
22.37
OS(=O)(=O)CCOCC=C
C=CCOCCS(=O)(=O)O
false
CCCCCCC(C)(C)C
166.198
37.4316
0.0768
3
1
20
63.6
N=C(C#C)N1SN=CC1=O
C#CC(=N)n1sncc1=O
false
CCC(C)C1CCCC1C
O=c1cns[nH]1
153.166
38.3317
-0.23663
5
1
13
58.74
CC1CN(CS(N)(=O)=O)C1
CC1CN(CS(N)(=O)=O)C1
true
CC1CC(CC(C)(C)C)C1
C1CNC1
164.23
38.7112
-0.8159
3
1
22
63.4
CC12NC1CC1=CSC=C21
CC12NC1Cc1cscc12
false
CC12CC1CC1CCCC12
c1scc2c1CC1NC21
151.234
42.2987
1.4912
2
1
19
21.94
OC1COS(=O)(=O)C1C#C
C#CC1C(O)COS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)CCCO1
162.166
33.4996
-1.2909
4
1
16
63.6
C=CC1OS(=O)(=O)C1C=C
C=CC1OS(=O)(=O)C1C=C
true
CCC1CC(C)(C)C1CC
O=S1(=O)CCO1
160.194
37.9748
0.4556
3
0
18
43.37
CC1C(=C)OS(=O)(=O)C1=O
C=C1OS(=O)(=O)C(=O)C1C
false
CC1CC(C)(C)C(C)C1C
C=C1CC(=O)S(=O)(=O)O1
162.166
33.3158
0.0228
4
0
16
60.44
CC1=C(Cl)C=C(O1)C=CO
Cc1oc(C=CO)cc1Cl
false
CCCC1CC(C)C(C)C1
c1ccoc1
158.584
40.1178
2.77012
2
1
17
33.37
CC1(C(N)C1N)S(O)(=O)=O
CC1(S(=O)(=O)O)C(N)C1N
false
CC1C(C)C1(C)C(C)(C)C
C1CC1
166.202
35.9044
-1.6989
4
3
20
106.41
N=C1SC=C2C=CCCN12
N=c1scc2n1CCC=C2
false
CC1CCC2CCCCC12
N=c1scc2n1CCC=C2
152.222
41.8147
1.44597
3
1
18
28.78
CS(=O)(=O)C1=CN=CN1O
CS(=O)(=O)c1cncn1O
false
CC1CCCC1C(C)(C)C
c1c[nH]cn1
162.17
32.5213
-0.4761
5
1
16
72.19
CCN=CN1CCNC1=S
CCN=CN1CCNC1=S
true
CCCCC1CCCC1C
S=C1NCCN1
157.242
46.3397
0.2247
2
1
21
27.63
CNC1=C(NSC1=N)C=C
C=Cc1[nH]sc(=N)c1NC
false
CCC1CCC(C)C1CC
N=c1cc[nH]s1
155.226
44.1621
1.24037
3
3
19
51.67
ClC1=CSC2=C1CC(=N)N2
N=C1Cc2c(Cl)csc2N1
false
CC1CC2CCC(C)C2C1
N=C1Cc2ccsc2N1
172.64
44.3824
2.34677
2
2
15
35.88
NS(=O)(=O)C=CC(=O)C#C
C#CC(=O)C=CS(N)(=O)=O
false
CCC(C)CCC(C)(C)C
159.166
36.0872
-1.0091
3
1
15
77.23
CC1=C(C#C)C(CN)=CS1
C#Cc1c(CN)csc1C
false
CCC1CCC(C)C1CC
c1ccsc1
151.234
44.8824
1.49652
2
1
19
26.02
CCC1NC1C1=CSC=C1
CCC1NC1c1ccsc1
false
CCC1CC1C1CCCC1
c1cc(C2CN2)cs1
153.25
44.2747
2.171
2
1
21
21.94
CCC1=CN(OC)C=C1Cl
CCc1cn(OC)cc1Cl
false
CCC1CC(C)C(CC)C1
c1cc[nH]c1
159.616
41.324
1.7623
2
0
20
14.16
CCCNC1=NC(N)=CS1
CCCNc1nc(N)cs1
false
CCCCC1CCC(C)C1
c1cscn1
157.242
45.3071
1.5472
4
2
21
50.94
COS(=O)(=O)C(=C)CC#N
C=C(CC#N)S(=O)(=O)OC
false
CCCC(C)C(C)(C)CC
161.182
35.2988
0.38998
4
0
17
67.16
NC1=CC(Cl)=CC(O)=C1Cl
Nc1cc(Cl)cc(O)c1Cl
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
178.018
42.5392
2.2812
2
2
15
46.25
OC(C#C)C1=NC(=N)NS1
C#CC(O)c1nc(=N)[nH]s1
false
CCC(C)C1CCC(C)C1
N=c1ncs[nH]1
155.182
36.1122
-0.38273
4
3
15
72.76
CNC(=S)N(CC#C)C=O
C#CCN(C=O)C(=S)NC
false
CCCC(CC)C(C)CC
156.21
43.2607
-0.4177
2
1
18
32.34
C=C(C1CC1)C1=NC=CS1
C=C(c1nccs1)C1CC1
false
CC(C1CCCC1)C1CC1
C=C(c1nccs1)C1CC1
151.234
43.872
2.5663
2
0
19
12.89
CCS(=O)(=O)OC1CC1O
CCS(=O)(=O)OC1CC1O
true
CCC(C)(C)CC1CC1C
C1CC1
166.198
34.9576
-0.5141
4
1
20
63.6
NCC1=C2CCNC2=CS1
NCc1scc2c1CCN2
false
CCC1CCC2CCCC12
c1scc2c1CCN2
154.238
44.4041
1.1748
3
2
20
38.05