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
CNC1=NSC=C1COC
CNc1nscc1COC
false
CCCC1CCCC1CC
c1cnsc1
158.226
42.3737
1.3312
4
1
20
34.15
OCC1=CC(Cl)=CC(=O)N1
O=c1cc(Cl)cc(CO)[nH]1
false
CCC1CC(C)CC(C)C1
O=c1cccc[nH]1
159.572
37.9955
0.5206
2
2
16
53.09
C=CC1CC2CN2C(=S)N1
C=CC1CC2CN2C(=S)N1
true
CCC1CC(C)C2CC2C1
S=C1NCCC2CN12
154.238
44.8297
0.5034
1
1
20
15.04
C=C1CN=C2N=CSN2O1
C=C1CN=C2N=CSN2O1
true
CC1CCC2CCCC2C1
C=C1CN=C2N=CSN2O1
155.182
40.449
0.7934
5
0
15
37.19
CCOC1=C(C)SC(N)=N1
CCOc1nc(N)sc1C
false
CCCC1CC(C)CC1C
c1cscn1
158.226
42.4324
1.43242
4
1
20
48.14
COC1=C(N=NS1)C(C)=C
C=C(C)c1nnsc1OC
false
CCC1CCCC1C(C)C
c1csnn1
156.21
41.169
1.5798
4
0
18
35.01
O=CC1=CC2=C(C1)C=CS2
O=CC1=Cc2sccc2C1
false
CCC1CC2CCCC2C1
C1=Cc2sccc2C1
150.202
42.064
1.8865
2
0
16
17.07
CNC1C(CS1(=O)=O)C#N
CNC1C(C#N)CS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCC1
160.198
35.7375
-0.89992
4
1
18
69.96
CNN=CC1=NSC=C1C
CNN=Cc1nscc1C
false
CCCCC1CCCC1C
c1cnsc1
155.226
43.5047
1.00482
4
1
19
37.28
CC1COCCCS1(=O)=O
CC1COCCCS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CCCOCC1
164.226
38.6848
0.21
3
0
22
43.37
OC1=CNC(C2CN2)=C1Cl
Oc1c[nH]c(C2CN2)c1Cl
false
CC1CCC(C2CC2)C1C
c1c[nH]c(C2CN2)c1
158.588
38.2112
1.018
2
3
17
57.96
ClC1=C(CC2CC2)SN=C1
Clc1cnsc1CC1CC1
false
CC1CCCC1CC1CC1
c1cc(CC2CC2)sn1
173.668
43.552
2.749
2
0
18
12.89
CC1=CNS(=O)(=O)C(O)C1
CC1=CNS(=O)(=O)C(O)C1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)CCC=CN1
163.198
36.4363
-0.4683
3
2
19
66.4
CC=CCN1SC=NC1=O
CC=CCn1scnc1=O
false
CCCCC1CCCC1C
O=c1ncs[nH]1
156.21
41.188
0.8809
4
0
18
34.89
COC(=C)CS(=O)(=O)CO
C=C(CS(=O)(=O)CO)OC
false
CCC(C)CC(C)(C)CC
166.198
37.0216
-0.4889
4
1
20
63.6
CC(C)(N)C1=NSC=C1O
CC(C)(N)c1nscc1O
false
CC1CCCC1C(C)(C)C
c1cnsc1
158.226
40.9922
1.0425
4
2
20
59.14
CCCCS(=O)(=O)C=CN
CCCCS(=O)(=O)C=CN
true
CCCCC(C)(C)CCC
163.242
42.0222
0.6312
3
1
23
60.16
NN=C1C=C(O)NC=C1Cl
NN=c1cc(O)[nH]cc1Cl
false
CCC1CC(C)CCC1C
N=c1cc[nH]cc1
159.576
37.2179
0.1481
3
3
16
74.4
CC1=C(N)N2C=CSC2=N1
Cc1nc2sccn2c1N
false
CC1CC2CCCC2C1C
c1cn2ccsc2n1
153.21
42.2184
1.28642
4
1
17
43.32
O=S1(=O)CCC2=C1C=NN2
O=S1(=O)CCc2[nH]ncc21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCc2[nH]ncc21
158.182
34.3445
-0.2605
3
1
16
62.82
CCCN(C)C1=CN=NS1
CCCN(C)c1cnns1
false
CCCC(C)C1CCCC1
c1csnn1
157.242
43.47
1.3843
4
0
21
29.02
OCC1CC1C1=CSN=N1
OCC1CC1c1csnn1
false
CCC1CC1C1CCCC1
c1snnc1C1CC1
156.21
37.8428
0.6339
4
1
18
46.01
OCCC=CS(=O)(=O)C=O
O=CS(=O)(=O)C=CCCO
false
CCCCCC(C)(C)CC
164.182
36.5131
-0.5125
4
1
18
71.44
CC1=C(NCCO)SN=N1
Cc1nnsc1NCCO
false
CCCCC1CCCC1C
c1csnn1
159.214
40.2215
0.25072
5
2
19
58.04
OC1=CSC2=C1C(=O)NC2
O=C1NCc2scc(O)c21
false
CC1CCC2CCC(C)C12
O=C1NCc2sccc21
155.178
37.154
0.6971
3
2
15
49.33
N=C1NC(=S)NCCC=C1
N=C1C=CCCNC(=S)N1
false
CC1CCCCCC(C)C1
N=C1C=CCCNC(=S)N1
155.226
45.2201
0.38767
2
3
19
47.91
O=S1(=O)CNC11CCC=C1
O=S1(=O)CNC12C=CCC2
false
CC1(C)CCC12CCCC2
O=S1(=O)CNC12C=CCC2
159.21
38.0275
0.0082
3
1
19
46.17
CC(C)=CC1=CNC(=N)S1
CC(C)=Cc1c[nH]c(=N)s1
false
CC(C)CC1CCC(C)C1
N=c1[nH]ccs1
154.238
43.8494
1.97887
2
2
20
39.64
NNC1=NSC2=C1COC2
NNc1nsc2c1COC2
false
CCC1CCC2CCCC12
c1nsc2c1COC2
157.198
38.4171
0.4589
5
2
17
60.17
CC(O)(CN)CS(N)(=O)=O
CC(O)(CN)CS(N)(=O)=O
true
CCC(C)(C)CC(C)(C)C
168.218
37.6524
-2.0154
4
3
22
106.41
CC1=CC(=O)N=CS1(=O)=O
CC1=CC(=O)N=CS1(=O)=O
true
CC1CCC(C)(C)C(C)C1
O=C1C=CS(=O)(=O)C=N1
159.166
36.1758
-0.1265
3
0
15
63.57
CN(C)CC1CN1C(N)=S
CN(C)CC1CN1C(N)=S
true
CC(C)CC1CC1C(C)C
C1CN1
159.258
45.8334
-0.5242
2
1
23
32.27
CC1C=CC(C=O)S1(=O)=O
CC1C=CC(C=O)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CC=CC1
160.194
37.3738
-0.073
3
0
18
51.21
C=NNS(=O)(=O)CCC#N
C=NNS(=O)(=O)CCC#N
true
CCCCC(C)(C)CCC
161.186
36.7015
-0.56492
4
1
17
82.32
C1OCC1NC1=CC=CS1
c1csc(NC2COC2)c1
false
C1CCC(CC2CCC2)C1
c1csc(NC2COC2)c1
155.222
42.5487
1.5588
3
1
19
21.26
CNN1CC(NC1=S)C=C
C=CC1CN(NC)C(=S)N1
false
CCC1CC(C)C(CC)C1
S=C1NCCN1
157.242
45.4844
-0.1345
2
2
21
27.3
NS(=O)(=O)NC(=N)C1CC1
N=C(NS(N)(=O)=O)C1CC1
false
CC(CC(C)(C)C)C1CC1
C1CC1
163.202
36.6936
-0.83323
3
3
19
96.04
CCCCC1=NSNC1=O
CCCCc1ns[nH]c1=O
false
CCCCC1CCCC1C
O=c1cns[nH]1
158.226
41.3467
1.174
3
1
20
45.75
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
ClC1=C2C=CN=C2NN=C1
Clc1cn[nH]c2nccc1-2
false
CC1CCCC2CCCC12
c1cc2ccnc-2[nH]n1
153.572
38.0147
1.5629
2
1
14
41.57
CN1C=C(C)C=C(Cl)C1=O
Cc1cc(Cl)c(=O)n(C)c1
false
CC1CC(C)C(C)C(C)C1
O=c1cccc[nH]1
157.6
41.43
1.34712
2
0
18
22
CCCN=C1CNC(=S)N1
CCCN=C1CNC(=S)N1
true
CCCCC1CCC(C)C1
N=C1CNC(=S)N1
157.242
46.3294
0.2726
2
2
21
36.42
CC1=NS(=O)(=O)C(C)=C1N
CC1=NS(=O)(=O)C(C)=C1N
true
CC1CC(C)(C)C(C)C1C
O=S1(=O)C=CC=N1
160.198
38.9162
-0.0191
3
1
18
72.52
O=CC1=CN2SN=CC2=N1
O=Cc1cn2sncc2n1
false
CCC1CC2CCCC2C1
c1cn2sncc2n1
153.166
36.2515
0.6033
5
0
13
47.26
NC1=CSC(CO)=C1CO
Nc1csc(CO)c1CO
false
CCC1CCC(C)C1CC
c1ccsc1
159.21
40.577
0.3149
4
3
19
66.48
CC1=CS(=O)(=O)C(O)C1=C
C=C1C(C)=CS(=O)(=O)C1O
false
CC1CC(C)(C)C(C)C1C
C=C1C=CS(=O)(=O)C1
160.194
37.8236
0.1932
3
1
18
54.37
OC12COC(C1)S(=O)(=O)C2
O=S1(=O)CC2(O)COC1C2
false
CC12CCC(C1)C(C)(C)C2
O=S1(=O)CC2COC1C2
164.182
33.0936
-1.1077
4
1
18
63.6
NC1C2CC1NS(=O)(=O)N2
NC1C2CC1NS(=O)(=O)N2
true
CC1C2CC1CC(C)(C)C2
O=S1(=O)NC2CC(C2)N1
163.202
35.3596
-2.1078
3
3
19
84.22
ON=C1C=CC2=C1SC=N2
ON=C1C=Cc2ncsc21
false
CCC1CCC2CCCC12
N=C1C=Cc2ncsc21
152.178
39.4715
1.3482
4
1
14
45.48
CC1=CN=C(S1)C=CC=O
Cc1cnc(C=CC=O)s1
false
CCCCC1CCC(C)C1
c1cscn1
153.206
41.949
1.66362
3
0
17
29.96
CC=NN1SC(C)=CC1=O
CC=Nn1sc(C)cc1=O
false
CCCC1CC(C)CC1C
O=c1ccs[nH]1
156.21
42.88
1.07202
4
0
18
34.36
CCC1=C(Cl)C(=O)NC=C1
CCc1cc[nH]c(=O)c1Cl
false
CCC1CCCC(C)C1C
O=c1cccc[nH]1
157.6
41.4507
1.5907
1
1
18
32.86
COCC(=O)C1=CC=CS1
COCC(=O)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
156.206
40.5255
1.5772
3
0
18
26.3
CN1C(CO)C1S(C)(=O)=O
CN1C(CO)C1S(C)(=O)=O
true
CCC1C(C)C1C(C)(C)C
C1CN1
165.214
37.2686
-1.3366
4
1
21
57.38
CC12CC1C(=N)NS2(=O)=O
CC12CC1C(=N)NS2(=O)=O
true
CC1CC(C)(C)C2(C)CC12
N=C1NS(=O)(=O)C2CC12
160.198
36.2942
-0.32473
3
2
18
70.02
CCN(CC=C)C(=S)NC
C=CCN(CC)C(=S)NC
false
CCCC(CC)C(C)CC
158.27
49.1017
0.9986
1
1
24
15.27
CNC(C)(CN)S(N)(=O)=O
CNC(C)(CN)S(N)(=O)=O
true
CCC(C)(CC)C(C)(C)C
167.234
39.6263
-1.8308
4
3
23
98.21
C=NOC1CS(=O)(=O)C=C1
C=NOC1C=CS(=O)(=O)C1
false
CCCC1CCC(C)(C)C1
O=S1(=O)C=CCC1
161.182
37.3488
-0.0707
4
0
17
55.73
C1C2CC1C1=C(N2)C=CS1
c1cc2c(s1)C1CC(C1)N2
false
C1CC2CC3CC(C3)C2C1
c1cc2c(s1)C1CC(C1)N2
151.234
43.7047
2.4196
2
1
19
12.03
COC(C)=NN(C)C(N)=S
COC(C)=NN(C)C(N)=S
true
CCC(C)CC(C)C(C)C
161.23
44.6664
0.1416
3
1
21
50.85
CNC(=S)N(OC)C(C)C
CNC(=S)N(OC)C(C)C
true
CCC(C)C(CC)C(C)C
162.258
45.6417
0.7625
2
1
24
24.5
CON=C1SC=CN1C=C
C=Cn1ccsc1=NOC
false
CCCC1CCCC1CC
N=c1[nH]ccs1
156.21
41.268
1.1122
4
0
18
26.52
NCCC#CC1=CSN=N1
NCCC#Cc1csnn1
false
CCCCCC1CCCC1
c1csnn1
153.21
40.4584
0.2384
4
1
17
51.8
CN1C(C)=CC(Cl)=CC1=N
Cc1cc(Cl)cc(=N)n1C
false
CC1CC(C)C(C)C(C)C1
N=c1cccc[nH]1
156.616
41.0147
1.46639
2
1
19
28.78
S=C1NC2C3CC(N1)C2N3
S=C1NC2CC3NC2C3N1
false
CC1CC2CC3CC2C3C1
S=C1NC2CC3NC2C3N1
155.226
41.7741
-1.0546
2
3
19
36.09
CC1=CC(O)=C2SC=CN12
Cc1cc(O)c2sccn12
false
CC1CC(C)C2CCCC12
c1cc2sccn2c1
153.206
41.6758
2.01482
3
1
17
24.64
CCOC(C)C1=NSN=C1
CCOC(C)c1cnsn1
false
CCCC(C)C1CCCC1
c1cnsn1
158.226
39.95
1.6356
4
0
20
35.01
C=CC1CCS(=O)(=O)CN1
C=CC1CCS(=O)(=O)CN1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CCCNC1
161.226
40.3915
-0.0934
3
1
21
46.17
CN1SC2=C(CC=C2)C1=N
Cn1sc2c(c1=N)CC=C2
false
CC1CC2CCCC2C1C
N=c1[nH]sc2c1CC=C2
152.222
41.8827
1.13537
3
1
18
28.78
CC1CC1N1C=CSC1=N
CC1CC1n1ccsc1=N
false
CC1CCCC1C1CC1C
N=c1sccn1C1CC1
154.238
40.9817
1.60997
3
1
20
28.78
CC12CC(C(=C)O1)S2(=O)=O
C=C1OC2(C)CC1S2(=O)=O
false
CC1CC2(C)CC1C2(C)C
C=C1OC2CC1S2(=O)=O
160.194
35.9548
0.4336
3
0
18
43.37
CC1(N)CC1ONC(N)=S
CC1(N)CC1ONC(N)=S
true
CC(C)CCC1CC1(C)C
C1CC1
161.23
42.0035
-0.7591
3
3
21
73.3
CCN(C)C1=C(Cl)C=CO1
CCN(C)c1occc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
159.616
42.662
2.3891
2
0
20
16.38
C=CC1OC=NNS1(=O)=O
C=CC1OC=NNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)COC=NN1
162.17
35.6175
-0.6086
4
1
16
67.76
CC(=N)NC1=CC(C)=CS1
CC(=N)Nc1cc(C)cs1
false
CC(C)CC1CCC(C)C1
c1ccsc1
154.238
46.0794
2.46559
2
2
20
35.88
CNC(=S)NC=CC1CO1
CNC(=S)NC=CC1CO1
true
CCC(C)CCCC1CC1
C1CO1
158.226
43.6734
-0.0072
2
2
20
36.59
CC1(CONC(N)=S)CC1
CC1(CONC(N)=S)CC1
true
CC(C)CCCC1(C)CC1
C1CC1
160.242
43.2141
0.5513
2
2
22
47.28
O=S1(=O)OC2CC1NCC2
O=S1(=O)OC2CCNC1C2
false
CC1(C)CC2CCCC1C2
O=S1(=O)OC2CCNC1C2
163.198
34.8175
-0.5755
4
1
19
55.4
CC12COCC(N1)S2(=O)=O
CC12COCC(N1)S2(=O)=O
true
CC12CCCC(C1)C2(C)C
O=S1(=O)C2COCC1N2
163.198
35.0675
-0.9231
4
1
19
55.4
CNC(C)C1=C(O)SC=C1
CNC(C)c1ccsc1O
false
CCC(C)C1CCCC1C
c1ccsc1
157.238
43.4585
1.7341
3
2
21
32.26
CC1=C2CCCN2SC1=O
Cc1c2n(sc1=O)CCC2
false
CC1CC2CCCC2C1C
O=c1cc2n(s1)CCC2
155.222
41.637
1.16442
3
0
19
22
CONC1=CC=C(Cl)C=N1
CONc1ccc(Cl)cn1
false
CCCC1CCC(C)CC1
c1ccncc1
158.588
39.8787
1.7083
3
1
17
34.15
ClC1=C(ON=C1C#N)C#C
C#Cc1onc(C#N)c1Cl
false
CCC1CCC(CC)C1C
c1cnoc1
152.54
34.163
1.18098
3
0
11
49.82
CCC=CN(C=O)C(N)=S
CCC=CN(C=O)C(N)=S
true
CCCCC(CC)C(C)C
158.226
44.1194
0.6121
2
1
20
46.33
OCC1CC2=CSC(=O)N12
O=c1scc2n1C(CO)C2
false
CCC1CC2CCC(C)C12
O=c1scc2n1CC2
157.194
38.4058
-0.0007
4
1
17
42.23
OCC1=CSC(CC#N)=N1
N#CCc1nc(CO)cs1
false
CCCC1CCC(CC)C1
c1cscn1
154.194
37.3538
0.70148
4
1
16
56.91
CNC1=C2NCC2=C(N)S1
CNc1sc(N)c2c1NC2
false
CCC1CC(C)C2CCC12
c1scc2c1CN2
155.226
45.6048
1.2975
4
3
19
50.08
CN=C1SC=C(C)N1C=O
CN=c1scc(C)n1C=O
false
CCC1CCC(C)C1CC
N=c1[nH]ccs1
156.21
40.6815
0.42682
4
0
18
34.36
O=S1(=O)CC2CC(C2)CN1
O=S1(=O)CC2CC(CN1)C2
false
CC1(C)CCC2CC(C2)C1
O=S1(=O)CC2CC(CN1)C2
161.226
38.0035
-0.0544
2
1
21
46.17
CC(=CC=O)C1=CN=CS1
CC(=CC=O)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
153.206
41.829
1.7453
3
0
17
29.96
NS(=O)(=O)C1=CN=CC=N1
NS(=O)(=O)c1cnccn1
false
CC(C)(C)C1CCCCC1
c1cnccn1
159.17
33.4052
-0.876
4
1
15
85.94
CC(C=O)C1=C(C)SC=N1
Cc1scnc1C(C)C=O
false
CCC(C)C1CCCC1C
c1cscn1
155.222
41.33
1.75392
3
0
19
29.96
CC1=COCCS(=O)(=O)C1
CC1=COCCS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CC=COCC1
162.21
38.3628
0.3352
3
0
20
43.37
O=CC1=NC2=CNSC2=N1
O=Cc1nc2c[nH]sc-2n1
false
CCC1CC2CCCC2C1
c1nc2c[nH]sc-2n1
153.166
36.2692
0.7835
4
1
13
58.64
CN1SC(=O)C=C1CC=C
C=CCc1cc(=O)sn1C
false
CCCC1CC(C)CC1C
O=c1cc[nH]s1
155.222
43.461
1.1753
3
0
19
22
CC12CN1S(=O)(=O)NN=C2
CC12C=NNS(=O)(=O)N1C2
false
CC1(C)CCCC2(C)CC12
O=S1(=O)NN=CC2CN21
161.186
35.6585
-1.1055
3
1
17
61.54
C1OCC1OC1=CSN=C1
c1nscc1OC1COC1
false
C1CCC(CC2CCC2)C1
c1nscc1OC1COC1
157.194
37.349
0.9207
4
0
17
31.35
NCC1=C(CC=C)SN=C1
C=CCc1sncc1CN
false
CCCC1CCCC1CC
c1cnsc1
154.238
43.9064
1.3303
3
1
20
38.91
CN1SC=C2OCCN=C12
CN1SC=C2OCCN=C21
false
CC1CCC2CCCCC12
C1=C2OCCN=C2NS1
156.21
41.691
0.8501
4
0
18
24.83
COC1=CS(=O)(=O)C(=O)C1
COC1=CS(=O)(=O)C(=O)C1
true
CCC1CC(C)C(C)(C)C1
O=C1CC=CS1(=O)=O
162.166
33.6358
-0.1807
4
0
16
60.44