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
C=C1OCC2C1NS2(=O)=O
C=C1OCC2C1NS2(=O)=O
true
CC1CCC2C1CC2(C)C
C=C1OCC2C1NS2(=O)=O
161.182
34.7235
-0.7995
3
1
17
55.4
ON=C(C#C)C1=CC=CS1
C#CC(=NO)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
151.19
41.4755
1.5596
3
1
15
32.59
CCC(=CO)C1=CC=CS1
CCC(=CO)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
154.234
45.2158
3.057
2
1
20
20.23
CC(=C)CCNS(C)(=O)=O
C=C(C)CCNS(C)(=O)=O
false
CC(C)CCCC(C)(C)C
163.242
42.2775
0.5018
2
1
23
46.17
NC1=NC(=O)N(CC=C)S1
C=CCn1sc(N)nc1=O
false
CCCC1CC(C)CC1C
O=c1ncs[nH]1
157.198
40.9834
0.073
5
1
17
60.91
CC1CN=C2SC=NN2C1
CC1CN=C2SC=NN2C1
true
CC1CCC2CCCC2C1
C1=NN2CCCN=C2S1
155.226
44.255
0.9842
4
0
19
27.96
COC(C)(C#C)S(C)(=O)=O
C#CC(C)(OC)S(C)(=O)=O
false
CCC(C)(CC)C(C)(C)C
162.21
39.0908
0.0268
3
0
20
43.37
ClC1=CSC=C1C1CCN1
Clc1cscc1C1CCN1
false
CC1CCCC1C1CCC1
c1cc(C2CCN2)cs1
173.668
44.6897
2.4359
2
1
18
12.03
C#CCNN=C1NC=CS1
C#CCNN=c1[nH]ccs1
false
CCCCCC1CCCC1
N=c1[nH]ccs1
153.21
41.0684
0.1147
3
2
17
40.18
NCCC1=NSC(=C1)C#C
C#Cc1cc(CCN)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
152.222
42.8074
0.6256
3
1
18
38.91
O=CC=NNC1=NSC=C1
O=CC=NNc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
155.182
40.2927
0.7397
5
1
15
54.35
CC12CC(CS(=O)(=O)C1)O2
CC12CC(CS(=O)(=O)C1)O2
true
CC1(C)CC2CC(C)(C2)C1
O=S1(=O)CC2CC(C1)O2
162.21
36.5488
-0.0376
3
0
20
43.37
CNC1CC2=CSN=C2C1
CNC1Cc2csnc2C1
false
CCC1CC2CCCC2C1
c1snc2c1CCC2
154.238
42.3697
0.8297
3
1
20
24.92
C1C=CCC1C1=NN=NS1
C1=CCC(c2nnns2)C1
false
C1CCC(C2CCCC2)C1
C1=CCC(c2nnns2)C1
153.21
38.819
1.3667
4
0
17
38.67
OC1CC1N1C=CC(Cl)=C1
OC1CC1n1ccc(Cl)c1
false
CC1CCC(C2CC2C)C1
c1ccn(C2CC2)c1
157.6
39.1028
1.4472
2
1
18
25.16
C=C1OS(=O)(=O)CNC1=N
C=C1OS(=O)(=O)CNC1=N
true
CC1CCC(C)(C)CC1C
C=C1OS(=O)(=O)CNC1=N
162.17
34.8742
-0.61553
4
2
16
79.25
CNS(=O)(=O)N(O)CC=C
C=CCN(O)S(=O)(=O)NC
false
CCCC(C)C(C)(C)CC
166.202
36.669
-0.6722
3
2
20
69.64
OC1C(=O)CS(=O)(=O)C1=C
C=C1C(O)C(=O)CS1(=O)=O
false
CC1CC(C)(C)C(C)C1C
C=C1CC(=O)CS1(=O)=O
162.166
33.9406
-1.1415
4
1
16
71.44
C=C1C=CCS(=O)(=O)C1=C
C=C1C=CCS(=O)(=O)C1=C
true
CC1CCCC(C)(C)C1C
C=C1C=CCS(=O)(=O)C1=C
156.206
41.2068
1.0409
2
0
18
34.14
CC1NC1C1=CSC=C1N
CC1NC1c1cscc1N
false
CC1CCCC1C1CC1C
c1cc(C2CN2)cs1
154.238
44.0701
1.3631
3
2
20
47.96
N#CC1=CSC2=C1C=CN2
N#Cc1csc2[nH]ccc12
false
CCC1CCC2CCCC12
c1cc2ccsc2[nH]1
148.19
40.8907
2.10108
2
1
14
39.58
CNC1=CSC=C1[N+]([O-])=O
CNc1cscc1[N+](=O)[O-]
false
CCC1CCCC1C(C)C
c1ccsc1
158.182
40.5201
1.698
4
1
16
55.17
COC1=C2C(C)NC2=CS1
COc1scc2c1C(C)N2
false
CCC1CCC2CC(C)C12
c1scc2c1CN2
155.222
42.9087
2.2432
3
1
19
21.26
CC(C)C1CC1NC(N)=S
CC(C)C1CC1NC(N)=S
true
CC(C)CC1CC1C(C)C
C1CC1
158.27
46.6541
0.8641
1
2
24
38.05
CS(=O)(=O)C1(O)C=CC=C1
CS(=O)(=O)C1(O)C=CC=C1
true
CC(C)(C)C1(C)CCCC1
C1=CCC=C1
160.194
38.0736
-0.1544
3
1
18
54.37
C#CC1=C(CC#N)C=NS1
C#Cc1sncc1CC#N
false
CCCC1CCCC1CC
c1cnsc1
148.19
39.366
1.19048
3
0
14
36.68
NS(=O)(=O)C1CCCCC1
NS(=O)(=O)C1CCCCC1
true
CC(C)(C)C1CCCCC1
C1CCCCC1
163.242
39.9802
0.6076
2
1
23
60.16
CC1(N)CC2=C(C1)N=NS2
CC1(N)Cc2nnsc2C1
false
CC1(C)CC2CCCC2C1
C1Cc2nnsc2C1
155.226
39.9094
0.3541
4
1
19
51.8
O1C=CC=C1C1=NSN=N1
c1coc(-c2nnsn2)c1
false
C1CCC(C2CCCC2)C1
c1coc(-c2nnsn2)c1
153.166
35.406
1.1931
5
0
13
51.81
ON1SC2=C(CCN2)C1=N
N=c1c2c(sn1O)NCC2
false
CC1CC2CCCC2C1C
N=c1[nH]sc2c1CCN2
157.198
37.5419
0.23437
5
3
17
61.04
CC1=C(N)OC(C#N)=C1Cl
Cc1c(N)oc(C#N)c1Cl
false
CCC1CC(C)C(C)C1C
c1ccoc1
156.572
37.5824
1.6953
3
1
15
62.95
CCC(=C)N(NC)C(N)=S
C=C(CC)N(NC)C(N)=S
false
CCC(C)C(CC)C(C)C
159.258
47.1151
0.5901
2
2
23
41.29
NC1=C(N=C(S1)C#N)C#C
C#Cc1nc(C#N)sc1N
false
CCC1CC(C)C(CC)C1
c1cscn1
149.178
39.1764
0.57828
4
1
13
62.7
O=C1NSC2=C1OC=CC2
O=c1[nH]sc2c1OC=CC2
false
CC1CCC2CCCCC12
O=c1[nH]sc2c1OC=CC2
155.178
38.4117
0.885
3
1
15
42.09
C=CC1C(CS1(=O)=O)C#C
C#CC1CS(=O)(=O)C1C=C
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCC1
156.206
40.0948
0.2188
2
0
18
34.14
NN(C1CC1)C(=S)NC=C
C=CNC(=S)N(N)C1CC1
false
CCCC(C)C(C)C1CC1
C1CC1
157.242
44.9791
0.3425
2
2
21
41.29
O=S1(=O)C=CNCC2NC12
O=S1(=O)C=CNCC2NC21
false
CC1(C)CCCCC2CC21
O=S1(=O)C=CNCC2NC21
160.198
36.7742
-1.2265
4
2
18
68.11
C=CCOCC1=NSN=N1
C=CCOCc1nnsn1
false
CCCCCC1CCCC1
c1nnsn1
157.198
37.557
0.6357
5
0
17
47.9
CNC1=CSC(=C1)C(N)=O
CNc1csc(C(N)=O)c1
false
CCC1CCC(C(C)C)C1
c1ccsc1
156.21
42.3836
0.8887
3
2
18
55.12
CCS(=O)(=O)COCCO
CCS(=O)(=O)COCCO
true
CCCCCC(C)(C)CC
168.214
37.3656
-0.6125
4
1
22
63.6
COCCOC1=CC=NS1
COCCOc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
159.21
39.485
1.1683
4
0
19
31.35
CC(C)S(=O)(=O)N1CCC1
CC(C)S(=O)(=O)N1CCC1
true
CC(C)C(C)(C)C1CCC1
C1CNC1
163.242
40.2458
0.4303
2
0
23
37.38
O=C1NSC2=C1CCCO2
O=c1[nH]sc2c1CCCO2
false
CC1CCC2CCCCC12
O=c1[nH]sc2c1CCCO2
157.194
38.7557
0.7614
3
1
17
42.09
CCNCC1=CSC=C1Cl
CCNCc1cscc1Cl
false
CCCCC1CCCC1C
c1ccsc1
175.684
46.7097
2.511
2
1
20
12.03
CC(C)CC1=C(Cl)C=NS1
CC(C)Cc1sncc1Cl
false
CC(C)CC1CCCC1C
c1cnsc1
175.684
45.666
2.995
2
0
20
12.89
CN1C(=S)NCCC=C1C
CC1=CCCNC(=S)N1C
false
CC1CCCCC(C)C1C
S=C1NC=CCCN1
156.254
46.7377
1.1002
1
1
22
15.27
CC1NS(=O)(=O)C1C=NN
CC1NS(=O)(=O)C1C=NN
true
CCCC1C(C)CC1(C)C
O=S1(=O)CCN1
163.202
37.9849
-1.379
4
2
19
84.55
CC(C1(C)CO1)S(C)(=O)=O
CC(C1(C)CO1)S(C)(=O)=O
true
CC(C(C)(C)C)C1(C)CC1
C1CO1
164.226
38.6628
0.2084
3
0
22
46.67
CN(CC#N)S(=O)(=O)C#C
C#CS(=O)(=O)N(C)CC#N
false
CCCC(C)C(C)(C)CC
158.182
35.9958
-0.63772
3
0
16
61.17
CN(CC=O)NS(C)(=O)=O
CN(CC=O)NS(C)(=O)=O
true
CCCC(C)CC(C)(C)C
166.202
36.6735
-1.4187
4
1
20
66.48
OC1CCN(N=C)S1(=O)=O
C=NN1CCC(O)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)CCCN1
164.186
35.7986
-1.0441
4
1
18
69.97
CN1C(CN)C2=CSN=C12
CN1c2nscc2C1CN
false
CCC1C(C)C2CCCC12
c1snc2c1CN2
155.226
42.3124
0.5927
4
1
19
42.15
NC1=CC(OCC#C)=CS1
C#CCOc1csc(N)c1
false
CCCCC1CCC(C)C1
c1ccsc1
153.206
43.0594
1.3423
3
1
17
35.25
NC(=N)C1=C(Cl)C(Cl)=CN1
N=C(N)c1[nH]cc(Cl)c1Cl
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
178.022
41.8288
1.60557
1
3
15
65.66
ClC1=CN(CCC=C)C=C1
C=CCCn1ccc(Cl)c1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
155.628
44.256
2.7176
1
0
20
4.93
O=CN1CS(=O)(=O)C2CN12
O=CN1CS(=O)(=O)C2CN21
false
CCC1CC(C)(C)C2CC12
O=S1(=O)CNN2CC21
162.17
32.1838
-1.6126
4
0
16
57.46
CNC1=C(CN)NSC1=O
CNc1c(CN)[nH]sc1=O
false
CCC1CCC(C)C1CC
O=c1cc[nH]s1
159.214
42.3778
-0.0632
4
3
19
70.91
CN=C1CC(=O)NC(=S)N1
CN=C1CC(=O)NC(=S)N1
true
CCC1CC(C)CC(C)C1
N=C1CC(=O)NC(=S)N1
157.198
41.8524
-0.5909
3
2
17
53.49
N=C1N2CC2C2=C1C=NS2
N=C1c2cnsc2C2CN12
false
CC1C2CCCC2C2CC12
N=C1c2cnsc2C2CN12
151.194
38.3897
0.83877
3
1
15
39.75
CC1=NSC2=C1CC1NC21
Cc1nsc2c1CC1NC21
false
CC1CCC2C1CC1CC12
c1nsc2c1CC1NC21
152.222
40.2197
1.02052
3
1
18
34.83
CCS(=O)(=O)CC(=O)OC
CCS(=O)(=O)CC(=O)OC
true
CCC(C)CC(C)(C)CC
166.198
36.3438
-0.4059
4
0
20
60.44
N=C1SN2CCC(=O)C2=N1
N=c1nc2n(s1)CCC2=O
false
CC1CC2CCC(C)C2C1
N=c1nc2n(s1)CCC2=O
155.182
34.9062
0.01047
5
1
15
58.74
NCC(=C)N(C=O)C(N)=S
C=C(CN)N(C=O)C(N)=S
false
CCC(C)C(CC)C(C)C
159.214
42.8828
-0.8392
3
2
19
72.35
CN=C1SN=C2CC(=O)N12
CN=c1snc2n1C(=O)C2
false
CCC1CCC2CC(C)C12
N=c1snc2n1C(=O)C2
155.182
35.9215
-0.3286
5
0
15
47.25
C=C(OC1=CSC=N1)C=O
C=C(C=O)Oc1cscn1
false
CCC(C)CC1CCCC1
c1cscn1
155.178
37.946
1.2345
4
0
15
39.19
CC1NS(=O)(=O)C2CCC12
CC1NS(=O)(=O)C2CCC12
true
CC1CC(C)(C)C2CCC12
O=S1(=O)NCC2CCC21
161.226
38.0295
0.0865
2
1
21
46.17
CC1(N)CC2=NSN=C2C1
CC1(N)Cc2nsnc2C1
false
CC1(C)CC2CCCC2C1
C1Cc2nsnc2C1
155.226
39.9094
0.3541
4
1
19
51.8
CON=CC1=NC(C)=CS1
CON=Cc1nc(C)cs1
false
CCCCC1CCC(C)C1
c1cscn1
156.21
41.454
1.43182
4
0
18
34.48
CS(=O)(=O)CC1CC=NN1
CS(=O)(=O)CC1CC=NN1
true
CC(C)(C)CC1CCCC1
C1=NNCC1
162.214
39.7435
-0.6213
4
1
20
58.53
N=C1CC(=O)CNC(=S)N1
N=C1CC(=O)CNC(=S)N1
true
CC1CCC(C)CC(C)C1
N=C1CC(=O)CNC(=S)N1
157.198
41.0871
-0.59943
3
3
17
64.98
CC=CC=CC1=NSN=N1
CC=CC=Cc1nnsn1
false
CCCCCC1CCCC1
c1nnsn1
153.21
41.552
1.5224
4
0
17
38.67
O=S1(=O)CC2(C1)CCOC2
O=S1(=O)CC2(CCOC2)C1
false
CC1(C)CC2(CCCC2)C1
O=S1(=O)CC2(CCOC2)C1
162.21
36.5228
-0.1785
3
0
20
43.37
CC1=CSC(=N1)N(N)C=O
Cc1csc(N(N)C=O)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
157.198
39.5814
0.28802
4
1
17
59.22
NC1=C(SC=C1Cl)C1CO1
Nc1c(Cl)csc1C1CO1
false
CC1CCC(C2CC2)C1C
c1csc(C2CO2)c1
175.64
42.4344
2.055
3
1
16
38.55
CCC1=C2N=CSC2=NS1
CCc1snc2scnc12
false
CCC1CCC2CCCC12
c1nc2csnc2s1
170.262
44.67
2.3152
4
0
16
25.78
CCN1C(=N)SN=C1C#N
CCn1c(C#N)nsc1=N
false
CCC1CCC(C)C1CC
N=c1[nH]cns1
154.198
36.3477
0.31565
5
1
16
65.46
N=C1NC(=S)N2CC2CO1
N=C1NC(=S)N2CC2CO1
true
CC1CCC2CC2C(C)C1
N=C1NC(=S)N2CC2CO1
157.198
39.9064
-0.48993
3
2
17
48.12
CNC1=CC(CCO)=CS1
CNc1cc(CCO)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
157.238
44.6555
1.3246
3
2
21
32.26
CCC1=CSC(=N1)C(C)N
CCc1csc(C(C)N)n1
false
CCC1CCC(C(C)C)C1
c1cscn1
156.254
44.0944
1.7252
3
1
22
38.91
CC(CO)CC1=CSN=N1
CC(CO)Cc1csnn1
false
CCC(C)CC1CCCC1
c1csnn1
158.226
39.8628
0.709
4
1
20
46.01
CC(=O)C1=CCOS1(=O)=O
CC(=O)C1=CCOS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)C=CCO1
162.166
33.6358
-0.1807
4
0
16
60.44
CCNC1CNS(=O)(=O)C1
CCNC1CNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCCN1
164.23
39.2542
-1.1025
3
2
22
58.2
CN1CC1C1=CSC(C)=N1
Cc1nc(C2CN2C)cs1
false
CC1CCC(C2CC2C)C1
c1nc(C2CN2)cs1
154.238
42.222
1.43802
3
0
20
15.9
CC1=CC(=CS1)C(=O)C=C
C=CC(=O)c1csc(C)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
152.218
43.5835
2.42522
2
0
18
17.07
CN=C1SC=CN1CCO
CN=c1sccn1CCO
false
CCCC1CCCC1CC
N=c1[nH]ccs1
158.226
40.8818
0.0724
4
1
20
37.52
O=S1(=O)CCC2C=CCN12
O=S1(=O)CCC2C=CCN21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCC2C=CCN21
159.21
38.0378
-0.0397
2
0
19
37.38
CN(C=NO)C1=CSN=C1
CN(C=NO)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
157.198
40.7955
0.9968
4
1
17
48.72
CC1(CCCO1)S(N)(=O)=O
CC1(S(N)(=O)=O)CCCO1
false
CC(C)(C)C1(C)CCCC1
C1CCOC1
165.214
36.6982
-0.1985
3
1
21
69.39
CCS(=O)(=O)C(C)(C)CO
CCS(=O)(=O)C(C)(C)CO
true
CCC(C)(C)C(C)(C)CC
166.242
40.6256
0.192
3
1
24
54.37
CS(=O)(=O)CN1C=CC=N1
CS(=O)(=O)Cn1cccn1
false
CC(C)(C)CC1CCCC1
c1cn[nH]c1
160.198
37.0708
-0.1148
4
0
18
51.96
CC1=C(O)C2=C(CC=C2)S1
Cc1sc2c(c1O)C=CC2
false
CC1CC2CCCC2C1C
C1=Cc2ccsc2C1
152.218
43.4588
2.33142
2
1
18
20.23
CC1=CCOS(=O)(=O)C1O
CC1=CCOS(=O)(=O)C1O
true
CC1CCCC(C)(C)C1C
O=S1(=O)CC=CCO1
164.182
34.6356
-0.3889
4
1
18
63.6
CNCS(=O)(=O)C1OC1C
CNCS(=O)(=O)C1OC1C
true
CCCC(C)(C)C1CC1C
C1CO1
165.214
37.1815
-0.6771
4
1
21
58.7
CC1=C(CCC=C)SN=C1
C=CCCc1sncc1C
false
CCCCC1CCCC1C
c1cnsc1
153.25
45.369
2.57012
2
0
21
12.89
C=CC12CC1NNS2(=O)=O
C=CC12CC1NNS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)NNC2CC21
160.198
36.5242
-0.8789
3
2
18
58.2
CC1=C(CO)C(=CS1)C#N
Cc1scc(C#N)c1CO
false
CCC1CCC(C)C1CC
c1ccsc1
153.206
39.6938
1.4205
3
1
17
44.02
CC1=C(COC=C)SC=C1
C=COCc1sccc1C
false
CCCCC1CCCC1C
c1ccsc1
154.234
44.042
2.71662
2
0
20
9.23
NCC(NC(N)=S)=CCO
NCC(=CCO)NC(N)=S
false
CCCC(CC)CC(C)C
161.23
44.1443
-1.3455
3
4
21
84.3
CNC(=N)OC1=CSN=C1
CNC(=N)Oc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
157.198
39.5284
0.67607
4
2
17
58
N=C1CCC2CNC(=S)N12
N=C1CCC2CNC(=S)N12
true
CC1CCC2CCC(C)C12
N=C1CCC2CNC(=S)N12
155.226
43.1884
0.31617
2
2
19
39.12