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
CC(=O)NC1=NN=C(C)S1
CC(=O)Nc1nnc(C)s1
false
CC(C)CC1CCC(C)C1
c1nncs1
157.198
38.9497
0.80492
4
1
17
54.88
CC1=CSC(=N)N1C1CC1
Cc1csc(=N)n1C1CC1
false
CC1CCC(C)C1C1CC1
N=c1sccn1C1CC1
154.238
41.1717
1.67239
3
1
20
28.78
NC1=NSC=C1C1CCN1
Nc1nscc1C1CCN1
false
CC1CCCC1C1CCC1
c1nscc1C1CCN1
155.226
41.8871
0.7597
4
2
19
50.94
NC1CNS(=O)(=O)C2CC12
NC1CNS(=O)(=O)C2CC12
true
CC1CCC(C)(C)C2CC12
O=S1(=O)NCCC2CC21
162.214
36.7929
-1.3648
3
2
20
72.19
CC(=C)C(N)CS(O)(=O)=O
C=C(C)C(N)CS(=O)(=O)O
false
CC(C)C(C)CC(C)(C)C
165.214
39.205
-0.2224
3
2
21
80.39
C=CC#CC1=NNC(=O)S1
C=CC#Cc1n[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ncs1
152.178
39.8097
0.3689
3
1
14
45.75
CN(C)C1=C2COC2=CS1
CN(C)c1scc2c1CO2
false
CC(C)C1CCC2CCC21
c1scc2c1CO2
155.222
42.978
1.7065
3
0
19
12.47
C1N=CNC1C1=CSC=N1
C1=NCC(c2cscn2)N1
false
C1CCC(C2CCCC2)C1
C1=NCC(c2cscn2)N1
153.21
41.3497
0.8157
4
1
17
37.28
CC1OC(CS1(=O)=O)C#N
CC1OC(C#N)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCOC1
161.182
33.7348
-0.33042
4
0
17
67.16
CCC(N)C1=C(O)C=CS1
CCC(N)c1sccc1O
false
CCC(C)C1CCCC1C
c1ccsc1
157.238
43.2032
1.8635
3
2
21
46.25
CC(C)(CS(C)(=O)=O)C=O
CC(C)(C=O)CS(C)(=O)=O
false
CCC(C)(C)CC(C)(C)C
164.226
39.5558
0.2561
3
0
22
51.21
C=CC(=O)C1=CSC(=O)N1
C=CC(=O)c1csc(=O)[nH]1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
155.178
39.4672
0.8051
3
1
15
49.93
CC1NC(=S)NC2C(N)C12
CC1NC(=S)NC2C(N)C12
true
CC1CC(C)C2C(C)C2C1
S=C1NCC2CC2N1
157.242
43.5848
-0.8217
2
3
21
50.08
C#CC1CN=C2SN=CN12
C#CC1CN=C2SN=CN21
false
CCC1CCC2CCCC12
C1=NSC2=NCCN12
151.194
42.845
0.3499
4
0
15
27.96
CNN(C)C(=S)NC(C)=C
C=C(C)NC(=S)N(C)NC
false
CCC(C)C(C)CC(C)C
159.258
47.3704
0.4607
2
2
23
27.3
NC1=C(CC=C)C(N)=CS1
C=CCc1c(N)csc1N
false
CCCC1C(C)CCC1C
c1ccsc1
154.238
47.0448
1.641
3
2
20
52.04
CNC1=NSN=C1C#CC
CC#Cc1nsnc1NC
false
CCCC1CCCC1CC
c1cnsn1
153.21
42.0077
0.9512
4
1
17
37.81
COCC1CNS(=O)(=O)C1
COCC1CNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCCN1
165.214
37.1555
-0.818
3
1
21
55.4
NS(=O)(=O)C12CNCC1O2
NS(=O)(=O)C12CNCC1O2
true
CC(C)(C)C12CCCC1C2
C1NCC2OC12
164.186
33.5809
-2.0268
4
2
18
84.72
CN1C(=S)N(N)CC1(C)C
CN1C(=S)N(N)CC1(C)C
true
CC1CC(C)(C)C(C)C1C
S=C1NCCN1
159.258
45.3334
0.171
2
1
23
32.5
CCC1CS(=O)(=O)C=NO1
CCC1CS(=O)(=O)C=NO1
true
CCC1CCCC(C)(C)C1
O=S1(=O)C=NOCC1
163.198
37.4428
0.1533
4
0
19
55.73
NC1=C2N=CSC2=C(O)N1
Nc1[nH]c(O)c2scnc12
false
CC1CC(C)C2CCCC12
c1nc2c[nH]cc2s1
155.182
40.0479
0.9122
4
3
15
74.93
ON1CC=NN(C=C)C1=S
C=CN1N=CCN(O)C1=S
false
CCC1CCCC(C)C1C
S=C1NCC=NN1
157.198
41.6185
0.4074
3
1
17
39.07
CC(CN)C(=C)S(N)(=O)=O
C=C(C(C)CN)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
164.23
40.4656
-0.6166
3
2
22
86.18
CC1=C(Cl)C(=O)N(N)C=N1
Cc1ncn(N)c(=O)c1Cl
false
CC1CCC(C)C(C)C1C
O=c1ccnc[nH]1
159.576
38.3944
-0.08108
4
1
16
60.91
CC1N=CN2N=CC(Cl)=C12
CC1N=Cn2ncc(Cl)c21
false
CC1CCC2CCC(C)C12
C1=NCc2ccnn21
155.588
39.542
1.4875
3
0
16
30.18
CC1CC1N1SC=CC1=O
CC1CC1n1sccc1=O
false
CC1CCCC1C1CC1C
O=c1ccsn1C1CC1
155.222
41.397
1.4907
3
0
19
22
CC#CCN1SC(=O)C=N1
CC#CCn1ncc(=O)s1
false
CCCCC1CCC(C)C1
O=c1cn[nH]s1
154.194
39.824
0.3281
4
0
16
34.89
OCC#CC1=CC(O)=CS1
OCC#Cc1cc(O)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
154.19
39.9476
0.7975
3
2
16
40.46
CC1OS(=O)(=O)C2(C)OC12
CC1OS(=O)(=O)C2(C)OC12
true
CC1CC(C)(C)C2(C)CC12
O=S1(=O)OCC2OC21
164.182
32.7448
-0.1501
4
0
18
55.9
CC(N)C(=C)C1=CSC=C1
C=C(c1ccsc1)C(C)N
false
CC(C)C(C)C1CCCC1
c1ccsc1
153.25
47.0024
2.1085
2
1
21
26.02
CC(C)(O)C1=CNC=C1Cl
CC(C)(O)c1c[nH]cc1Cl
false
CC1CCCC1C(C)(C)C
c1cc[nH]c1
159.616
41.0475
1.8955
1
2
20
36.02
CN(C=O)C1=CC(O)=CS1
CN(C=O)c1cc(O)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.194
40.4508
1.0463
3
1
17
40.54
CN1C=C(CCN)SC1=N
Cn1cc(CCN)sc1=N
false
CCCC1CC(C)C(C)C1
N=c1[nH]ccs1
157.242
41.9031
0.06727
4
2
21
54.8
C=C1NC(=S)NCC2OC12
C=C1NC(=S)NCC2OC12
true
CC1CCC2CC2C(C)C1
C=C1NC(=S)NCC2OC12
156.21
41.5374
-0.2548
2
2
18
36.59
COC1=C(O)SC(C=C)=C1
C=Cc1cc(OC)c(O)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
156.206
42.6268
2.1053
3
1
18
29.46
C1CCC2=CSC=C2CC1
c1scc2c1CCCCC2
false
C1CCC2CCCC2CC1
c1scc2c1CCCCC2
152.262
45.578
3.017
1
0
22
0
CNC1=C(Cl)C(=N)N=CO1
CNc1ocnc(=N)c1Cl
false
CCC1CCCC(C)C1C
N=c1ccocn1
159.576
36.9144
0.84917
4
2
16
61.91
NCC1=CN(C=C)C=C1Cl
C=Cn1cc(Cl)c(CN)c1
false
CCC1CC(C)C(CC)C1
c1cc[nH]c1
156.616
43.7204
1.7007
2
1
19
30.95
CC1=CC(=CS1)C(N)CO
Cc1cc(C(N)CO)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.238
43.0702
1.04862
3
2
21
46.25
CNC1=CC=C(Cl)C(O)=C1
CNc1ccc(Cl)c(O)c1
false
CCC1CCC(C)C(C)C1
c1ccccc1
157.6
42.6635
2.0873
2
2
18
32.26
CCC(C)(C)N(N)C(N)=S
CCC(C)(C)N(N)C(N)=S
true
CCC(C)(C)C(C)C(C)C
161.274
47.1818
0.5943
2
2
25
55.28
OC1=CSC(CCC=C)=N1
C=CCCc1nc(O)cs1
false
CCCCC1CCC(C)C1
c1cscn1
155.222
42.2968
1.9673
3
1
19
33.12
CCN1CCNS(=O)(=O)C1
CCN1CCNS(=O)(=O)C1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CNCCN1
164.23
39.0365
-0.8012
3
1
22
49.41
O=C1NC(=S)N2C=NC=C12
O=C1NC(=S)n2cncc21
false
CC1CC(C)C2CCCC12
O=C1NC(=S)n2cncc21
153.166
37.6892
-0.2405
4
1
13
46.92
O=C1CC2CS(=O)(=O)C2N1
O=C1CC2CS(=O)(=O)C2N1
true
CC1CC2CC(C)(C)C2C1
O=C1CC2CS(=O)(=O)C2N1
161.182
33.8245
-1.123
3
1
17
63.24
CCNS(=O)(=O)NCCO
CCNS(=O)(=O)NCCO
true
CCCCC(C)(C)CCC
168.218
37.685
-1.5774
3
3
22
78.43
OCCCC1=CC(Cl)=CS1
OCCCc1cc(Cl)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
176.668
44.7358
2.3264
2
1
19
20.23
CC1=CC(=N)N=CS1(=O)=O
CC1=CC(=N)N=CS1(=O)=O
true
CC1CCC(C)(C)C(C)C1
N=C1C=CS(=O)(=O)C=N1
158.182
38.8955
0.32417
3
1
16
70.35
CC1CNC(=S)NCC1=C
C=C1CNC(=S)NCC1C
false
CC1CCC(C)C(C)CC1
C=C1CCNC(=S)NC1
156.254
46.9074
0.6564
1
2
22
24.06
CC1=CCC2=C(O1)N=CS2
CC1=CCc2scnc2O1
false
CC1CCC2CCCC2C1
C1=COc2ncsc2C1
153.206
40.203
1.9818
3
0
17
22.12
COS(=O)(=O)C1CC(C)N1
COS(=O)(=O)C1CC(C)N1
true
CCC(C)(C)C1CC(C)C1
C1CNC1
165.214
36.9315
-0.3295
4
1
21
55.4
O=CC(=O)NC1=CC=CS1
O=CC(=O)Nc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
155.178
39.0127
0.8855
3
1
15
46.17
OCCC1C=CCS1(=O)=O
O=S1(=O)CC=CC1CCO
false
CCCC1CCCC1(C)C
O=S1(=O)CC=CC1
162.21
38.4176
-0.278
3
1
20
54.37
OC1C(=C)CC2=C1SN=N2
C=C1Cc2nnsc2C1O
false
CC1CC2CCCC2C1C
C=C1Cc2nnsc2C1
154.194
37.7128
0.6838
4
1
16
46.01
CC(C)C(=C)C1=CSC=N1
C=C(c1cscn1)C(C)C
false
CC(C)C(C)C1CCCC1
c1cscn1
153.25
45.986
2.8123
2
0
21
12.89
CNS(=O)(=O)C#CCC=C
C=CCC#CS(=O)(=O)NC
false
CCCCCC(C)(C)CC
159.21
40.5695
0.0726
2
1
19
46.17
NCCCOCS(N)(=O)=O
NCCCOCS(N)(=O)=O
true
CCCCCCC(C)(C)C
168.218
37.5976
-1.4022
4
2
22
95.41
CCON1C(C)CNC1=S
CCON1C(=S)NCC1C
false
CCCC1C(C)CCC1C
S=C1NCCN1
160.242
43.5277
0.5165
2
1
22
24.5
CC1NC(C1=O)S(N)(=O)=O
CC1NC(S(N)(=O)=O)C1=O
false
CC1CC(C(C)(C)C)C1C
O=C1CNC1
164.186
34.4999
-1.8382
4
2
18
89.26
CC12CS(=O)(=O)C=CC1N2
CC12CS(=O)(=O)C=CC1N2
true
CC1(C)CCC2CC2(C)C1
O=S1(=O)C=CC2NC2C1
159.21
38.2555
-0.341
3
1
19
56.08
CN1NC(=O)C2=CSC=C12
Cn1[nH]c(=O)c2cscc21
false
CC1CC(C)C2CCCC12
O=c1[nH][nH]c2cscc12
154.194
41.4167
0.9281
3
1
16
37.79
CCC(N)C=CNC(N)=S
CCC(N)C=CNC(N)=S
true
CCC(C)CCCC(C)C
159.258
47.3275
0.0706
2
3
23
64.07
NCC#CC1=NC(=O)NS1
NCC#Cc1nc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ncs[nH]1
155.182
38.6671
-0.8584
4
2
15
71.77
CC(=O)NNC(=S)N1CC1
CC(=O)NNC(=S)N1CC1
true
CC(C)CCC(C)C1CC1
C1CN1
159.214
41.1234
-0.7724
2
2
19
44.14
CNC1=C(SN=C1)C1CO1
CNc1cnsc1C1CO1
false
CCC1CCCC1C1CC1
c1cc(C2CO2)sn1
156.21
40.3537
1.2561
4
1
18
37.45
ClC1=CSC(C=C)=C1C#N
C=Cc1scc(Cl)c1C#N
false
CCC1CCC(C)C1CC
c1ccsc1
169.636
44.135
2.91618
2
0
14
23.79
CC1=C2NSC(=O)C2=CN1
Cc1[nH]cc2c(=O)s[nH]c12
false
CC1CCC2C(C)CCC12
O=c1s[nH]c2c[nH]cc12
154.194
41.5334
1.22612
2
2
16
48.65
CS(=O)(=O)NC1=CNC=C1
CS(=O)(=O)Nc1cc[nH]c1
false
CC(C)(C)CC1CCCC1
c1cc[nH]c1
160.198
39.2592
0.3862
2
2
18
61.96
O=CCNCC1=NN=CS1
O=CCNCc1nncs1
false
CCCCCC1CCCC1
c1nncs1
157.198
37.6797
-0.1734
5
1
17
54.88
COC1=CS(=O)(=O)CC1C
COC1=CS(=O)(=O)CC1C
true
CCC1CC(C)(C)CC1C
O=S1(=O)C=CCC1
162.21
38.0428
0.5387
3
0
20
43.37
CN=CN1CC(=C)NC1=S
C=C1CN(C=NC)C(=S)N1
false
CCCC1CC(C)CC1C
C=C1CNC(=S)N1
155.226
45.9957
0.3483
2
1
19
27.63
O=CC1=CC=C2SC=CN12
O=Cc1ccc2sccn12
false
CCC1CCC2CCCC12
c1cc2sccn2c1
151.19
40.6615
1.8133
3
0
15
21.48
NS(=O)(=O)N1CCC(=C)C1
C=C1CCN(S(N)(=O)=O)C1
false
CC1CCC(C(C)(C)C)C1
C=C1CCNC1
162.214
38.4372
-0.5482
2
1
20
63.4
C=C1C(=N)NC2=C1SC=N2
C=C1C(=N)Nc2ncsc21
false
CC1CC2CCCC2C1C
C=C1C(=N)Nc2ncsc21
151.194
42.4974
1.55907
3
2
15
48.77
CC1=NC(=CS1)C(=C)CN
C=C(CN)c1csc(C)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
154.238
44.9394
1.42342
3
1
20
38.91
O=S1(=O)NCC2(CC12)C#N
N#CC12CNS(=O)(=O)C1C2
false
CCC12CCC(C)(C)C1C2
O=S1(=O)NCC2CC21
158.182
33.3735
-0.79832
3
1
16
69.96
NC1C2C1S(=O)(=O)NC2=O
NC1C2C(=O)NS(=O)(=O)C12
false
CC1CC(C)(C)C2C(C)C12
O=C1NS(=O)(=O)C2CC12
162.17
32.3159
-2.2283
4
2
16
89.26
CC1=CSC2=C1SC=C2O
Cc1csc2c(O)csc12
false
CC1CCC2C(C)CCC12
c1cc2sccc2s1
170.258
46.1038
2.97682
3
1
16
20.23
O=S1(=O)CCC2(COC2)N1
O=S1(=O)CCC2(COC2)N1
true
CC1(C)CCC2(CCC2)C1
O=S1(=O)CCC2(COC2)N1
163.198
35.0895
-0.9215
3
1
19
55.4
CS(=O)(=O)C=CNCC#N
CS(=O)(=O)C=CNCC#N
true
CCCCCCC(C)(C)C
160.198
37.5995
-0.38462
4
1
18
69.96
COC1C2NNS(=O)(=O)C12
COC1C2NNS(=O)(=O)C21
false
CCC1C2CCC(C)(C)C12
O=S1(=O)NNC2CC21
164.186
33.5642
-1.8102
4
2
18
67.43
CC1CNS(=O)(=O)C1=CN
CC1CNS(=O)(=O)C1=CN
true
CCC1C(C)CCC1(C)C
C=C1CCNS1(=O)=O
162.214
38.3569
-0.6444
3
2
20
72.19
CC1=C(NS(=O)(=O)C1)C#C
C#CC1=C(C)CS(=O)(=O)N1
false
CCC1CC(C)(C)CC1C
O=S1(=O)CC=CN1
157.194
38.4555
-0.1734
2
1
17
46.17
NC1=CC(Cl)=C(O1)[N+]([O-])=O
Nc1cc(Cl)c([N+](=O)[O-])o1
false
CC1CC(C)C(C(C)C)C1
c1ccoc1
162.532
34.7848
1.4234
4
1
13
82.3
NC1=CSN(CC#N)C1=N
N#CCn1scc(N)c1=N
false
CCCC1CCC(C)C1C
N=c1ccs[nH]1
154.198
38.1891
0.13485
5
2
16
78.59
OCC#CC1=CSC(=N)N1
N=c1[nH]c(C#CCO)cs1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
154.194
38.4882
-0.10053
3
3
16
59.87
OCC1CN2C=CSC2=N1
OCC1CN2C=CSC2=N1
true
CCC1CC2CCCC2C1
C1=CN2CCN=C2S1
156.21
41.7458
0.2369
4
1
18
35.83
CC1NC11CCS(=O)(=O)C1
CC1NC12CCS(=O)(=O)C2
false
CC1CC12CCC(C)(C)C2
O=S1(=O)CCC2(CN2)C1
161.226
38.5995
-0.4646
3
1
21
56.08
CC1CNC(=S)NCC1N
CC1CNC(=S)NCC1N
true
CC1CCC(C)C(C)CC1
S=C1NCCCCN1
159.258
45.7428
-0.5725
2
3
23
50.08
CNC1(COS1(=O)=O)C#C
C#CC1(NC)COS1(=O)=O
false
CCC1(CC)CCC1(C)C
O=S1(=O)CCO1
161.182
35.4955
-1.1047
4
1
17
55.4
CCC(=O)C1=CC(=O)SN1
CCC(=O)c1cc(=O)s[nH]1
false
CCC(C)C1CCC(C)C1
O=c1cc[nH]s1
157.194
39.5612
1.0291
3
1
17
49.93
CNC1=NSC(CN)=C1O
CNc1nsc(CN)c1O
false
CCC1CCC(CC)C1C
c1cnsc1
159.214
41.2169
0.3491
5
3
19
71.17
CCN1C(=O)SNC1=NC
CCn1c(=NC)[nH]sc1=O
false
CCC1CCC(C)C1CC
N=c1[nH]sc(=O)[nH]1
159.214
40.0907
-0.2117
4
1
19
50.15
NC1=NC(C=C)=C(S1)C#C
C#Cc1sc(N)nc1C=C
false
CCC1CC(C)CC1CC
c1cscn1
150.206
44.5524
1.3496
3
1
16
38.91
CC1=NC2=C(ON1)SN=C2
CC1=Nc2cnsc2ON1
false
CC1CCC2CCCC2C1
C1=Nc2cnsc2ON1
155.182
38.6467
1.09
5
1
15
46.51
CNC1=C(NC(=O)S1)C=C
C=Cc1[nH]c(=O)sc1NC
false
CCC1CC(C)CC1CC
O=c1[nH]ccs1
156.21
44.5774
1.1211
3
2
18
44.89
OC1=CSN=C1C1CCO1
Oc1csnc1C1CCO1
false
CC1CCCC1C1CCC1
c1cc(C2CCO2)ns1
157.194
37.0888
1.3101
4
1
17
42.35
CC=CCNC(=S)NC=N
CC=CCNC(=S)NC=N
true
CCCCCC(C)CCC
157.242
47.3341
0.63367
2
3
21
47.91
C=CC1=NC(CC=O)=NS1
C=Cc1nc(CC=O)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
154.194
39.768
0.9225
4
0
16
42.85