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
OS(=O)(=O)C12CC=CC1N2
O=S(=O)(O)C12CC=CC1N2
false
CC(C)(C)C12CCCC1C2
C1=CC2NC2C1
161.182
34.9603
-0.4978
3
2
17
76.31
CC=C(C#C)S(=O)(=O)C#N
C#CC(=CC)S(=O)(=O)C#N
false
CCC(CC)C(C)(C)CC
155.178
37.1228
0.41928
3
0
15
57.93
CC1=C(O)SC(=C1)C(N)=N
Cc1cc(C(=N)N)sc1O
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
156.21
41.7369
1.04619
3
3
18
70.1
CC1=CN2OC=NC2=C1Cl
Cc1cn2ocnc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2ncon2c1
156.572
37.205
1.88912
3
0
15
30.44
OC1C2CC3=C(C=CS3)C12
OC1C2Cc3sccc3C12
false
CC1C2CC3CCCC3C12
c1cc2c(s1)CC1CC21
152.218
40.2608
1.3785
2
1
18
20.23
NCC1=CSC(N1)=NC=O
NCc1csc(=NC=O)[nH]1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
157.198
38.1881
-0.408
3
2
17
71.24
CN(C)N=C1OC(C)=NS1
Cc1nsc(=NN(C)C)o1
false
CC(C)CC1CCC(C)C1
N=c1ocns1
159.214
38.367
0.42182
5
0
19
41.63
CCN(C(N)=S)C(=C)C#C
C#CC(=C)N(CC)C(N)=S
false
CCC(C)C(CC)C(C)C
154.238
47.1384
0.6988
1
1
20
29.26
ClC1=CNC(C#N)=C1C#N
N#Cc1[nH]cc(Cl)c1C#N
false
CCC1CCC(C)C1CC
c1cc[nH]c1
151.556
35.2327
1.41146
2
1
12
63.37
CC1=NOC2=C1SN=C2C
Cc1nsc2c(C)noc12
false
CC1CCC2C(C)CCC12
c1nsc2cnoc12
154.194
39.155
1.90114
4
0
16
38.92
O=CCC1CCOS1(=O)=O
O=CCC1CCOS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCCO1
164.182
33.9578
-0.3059
4
0
18
60.44
COC(C)(C=C)S(O)(=O)=O
C=CC(C)(OC)S(=O)(=O)O
false
CCC(C)(CC)C(C)(C)C
166.198
37.1596
0.4228
3
1
20
63.6
C(CC1=NSC=N1)C1CO1
c1nc(CCC2CO2)ns1
false
C1CCC(CCC2CC2)C1
c1nc(CCC2CO2)ns1
156.21
37.97
0.8695
4
0
18
38.31
CN1CS(=O)(=O)CCC1=N
CN1CS(=O)(=O)CCC1=N
true
CC1CCC(C)(C)CC1C
N=C1CCS(=O)(=O)CN1
162.214
38.7605
-0.32853
3
1
20
61.23
CNC12CC1NS(=O)(=O)C2
CNC12CC1NS(=O)(=O)C2
true
CCC12CC1CC(C)(C)C2
O=S1(=O)CC2CC2N1
162.214
37.1182
-1.3501
3
2
20
58.2
CC1=C2C=NC(=N)C2=CS1
Cc1scc2c1C=NC2=N
false
CC1CCC2C(C)CCC12
N=C1N=Cc2cscc21
150.206
43.4787
1.81439
2
1
16
36.21
C1C=NN=CC2=C1C=NS2
C1=NN=Cc2sncc2C1
false
C1CCC2CCCC2CC1
C1=NN=Cc2sncc2C1
151.194
41.904
1.1039
4
0
15
37.61
CC1=C(SN=N1)C=CC=O
Cc1nnsc1C=CC=O
false
CCCCC1CCCC1C
c1csnn1
154.194
39.744
1.05862
4
0
16
42.85
O=C1CNC2CC2S1(=O)=O
O=C1CNC2CC2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=C1CNC2CC2S1(=O)=O
161.182
34.1225
-1.3281
4
1
17
63.24
N=CN1CCC2=C1SN=C2
N=CN1CCc2cnsc21
false
CCC1CCC2CCCC12
c1nsc2c1CCN2
153.21
41.9477
1.11267
3
1
17
39.98
CC=NNC(C)S(C)(=O)=O
CC=NNC(C)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
164.23
41.6075
-0.0277
4
1
22
58.53
CC(C=C)C1=CNSC1=N
C=CC(C)c1c[nH]sc1=N
false
CCC(C)C1CCCC1C
N=c1cc[nH]s1
154.238
43.1364
1.84517
2
2
20
39.64
CC1OC=CC2=C1SN=N2
CC1OC=Cc2nnsc21
false
CC1CCCC2CCCC12
C1=Cc2nnsc2CO1
154.194
38.443
1.6
4
0
16
35.01
CN(C)S(=O)(=O)NC(C)=C
C=C(C)NS(=O)(=O)N(C)C
false
CC(C)CC(C)(C)C(C)C
164.23
40.5565
-0.084
2
1
22
49.41
CC(C)N1C(=N)CNC1=S
CC(C)N1C(=N)CNC1=S
true
CC(C)C1C(C)CCC1C
N=C1CNC(=S)N1
157.242
45.3024
0.56217
2
2
21
39.12
CC(C)(C)NC1=CSC=C1
CC(C)(C)Nc1ccsc1
false
CC(C)(C)CC1CCCC1
c1ccsc1
155.266
47.6947
2.9585
2
1
23
12.03
C=CC1=C(CC#N)SC=N1
C=Cc1ncsc1CC#N
false
CCCC1CCCC1CC
c1cscn1
150.206
41.522
1.85218
3
0
16
36.68
CCNC(=S)NC(=C)C#C
C#CC(=C)NC(=S)NCC
false
CCCC(C)CC(C)CC
154.238
47.3834
0.6173
1
2
20
24.06
CCOC1=C(Cl)C=C(C)O1
CCOc1oc(C)cc1Cl
false
CCCC1CC(C)CC1C
c1ccoc1
160.6
39.624
2.64012
2
0
19
22.37
CCC1=CN2N=CSC2=N1
CCc1cn2ncsc2n1
false
CCC1CC2CCCC2C1
c1cn2ncsc2n1
153.21
40.242
1.3532
4
0
17
30.19
O=C1CS(=O)(=O)NC11CC1
O=C1CS(=O)(=O)NC12CC2
false
CC1CC(C)(C)CC12CC2
O=C1CS(=O)(=O)NC12CC2
161.182
33.8945
-0.9789
3
1
17
63.24
CN1C(CCS1(=O)=O)=NO
CN1C(=NO)CCS1(=O)=O
false
CCC1CCC(C)(C)C1C
N=C1CCS(=O)(=O)N1
164.186
35.3883
-0.5606
4
1
18
69.97
CCNNC(=S)N(C)OC
CCNNC(=S)N(C)OC
true
CCCCC(C)C(C)CC
163.246
44.1824
-0.1214
3
2
23
36.53
OS(=O)(=O)C=CC=CC=O
O=CC=CC=CS(=O)(=O)O
false
CCCCCCC(C)(C)C
162.166
35.8926
0.143
3
1
16
71.44
CN(CCO)C1=CC=CS1
CN(CCO)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
157.238
44.6748
1.1766
3
1
21
23.47
CC1C2CS(=O)(=O)N(C)N12
CC1C2CS(=O)(=O)N(C)N12
true
CC1C2CC(C)(C)C(C)C12
O=S1(=O)CC2CN2N1
162.214
36.6388
-0.7507
3
0
20
40.39
NC1=CSC(C2CO2)=C1O
Nc1csc(C2CO2)c1O
false
CC1CCC(C2CC2)C1C
c1csc(C2CO2)c1
157.194
39.0892
1.1072
4
2
17
58.78
O=S1(=O)NC2C3CCC1C23
O=S1(=O)NC2C3CCC1C32
false
CC1(C)CC2C3CCC1C32
O=S1(=O)NC2C3CCC1C32
159.21
35.8455
-0.3036
2
1
19
46.17
O=S1(=O)CC2(CC2)N2CC12
O=S1(=O)CC2(CC2)N2CC21
false
CC1(C)CC2(CC2)C2CC21
O=S1(=O)CC2(CC2)N2CC21
159.21
36.2458
-0.4109
3
0
19
37.15
ON1CC2CN=CN2C1=S
ON1CC2CN=CN2C1=S
true
CC1CC2CCCC2C1C
S=C1NCC2CN=CN12
157.198
40.0765
-0.3114
3
1
17
39.07
CNC(=N)C1=CC(O)=CS1
CNC(=N)c1cc(O)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.21
41.8722
0.99847
3
3
18
56.11
CC1=NC(=CO1)S(N)(=O)=O
Cc1nc(S(N)(=O)=O)co1
false
CC1CCC(C(C)(C)C)C1
c1cocn1
162.17
32.6132
-0.36958
4
1
16
86.19
NC(=N)CC1CS(=O)(=O)O1
N=C(N)CC1CS(=O)(=O)O1
false
CC(C)CC1CC(C)(C)C1
O=S1(=O)CCO1
164.186
35.1909
-0.95893
4
2
18
93.24
N#CC1CNC2=C1SN=C2
N#CC1CNc2cnsc21
false
CCC1CCC2CCCC12
c1nsc2c1NCC2
151.194
38.9577
1.17578
4
1
15
48.71
CC(C)CS(=O)(=O)C1CO1
CC(C)CS(=O)(=O)C1CO1
true
CC(C)CC(C)(C)C1CC1
C1CO1
164.226
38.3648
0.4135
3
0
22
46.67
CCC1C=CN(N)S1(=O)=O
CCC1C=CN(N)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CC=CN1
162.214
38.1652
-0.2022
3
1
20
63.4
CC#CC1=CSN(C)C1=N
CC#Cc1csn(C)c1=N
false
CCCC1CCC(C)C1C
N=c1ccs[nH]1
152.222
41.6967
0.93747
3
1
18
28.78
OC1CC11CNNC(=S)N1
OC1CC12CNNC(=S)N2
false
CC1CCCC2(C1)CC2C
S=C1NNCC2(CC2)N1
159.214
40.2269
-1.5279
3
4
19
56.32
CC1=C2NC(N)=CC2=CS1
Cc1scc2cc(N)[nH]c12
false
CC1CC2CCC(C)C2C1
c1cc2cscc2[nH]1
152.222
45.3251
2.12002
2
2
18
41.81
O=C1CNC2=NSC=C2N1
O=C1CNc2nscc2N1
false
CC1CCC2CCCC2C1
O=C1CNc2nscc2N1
155.182
39.2334
0.5071
4
2
15
54.02
CC1=C(O)SC2=C1NN=N2
Cc1c(O)sc2nn[nH]c12
false
CC1CC2CCCC2C1C
c1cc2[nH]nnc2s1
155.182
38.1675
1.03342
4
2
15
61.8
CC12CC3NC1C2S3(=O)=O
CC12CC3NC1C2S3(=O)=O
true
CC1(C)C2CC3C1C3(C)C2
O=S1(=O)C2CC3C(N2)C31
159.21
36.1435
-0.5087
3
1
19
46.17
NCCCS(=O)(=O)NC=N
N=CNS(=O)(=O)CCCN
false
CCCCC(C)(C)CCC
165.218
39.3776
-1.13833
4
3
21
96.04
CC1=CC2=NC3CC3N2S1
CC1=CC2=NC3CC3N2S1
true
CC1CC2CC3CC3C2C1
C1=CC2=NC3CC3N2S1
152.222
42.815
1.407
3
0
18
15.6
CS(=O)(=O)C1=C(N)CCO1
CS(=O)(=O)C1=C(N)CCO1
true
CC1CCCC1C(C)(C)C
C1=COCC1
163.198
36.6262
-0.4209
4
1
19
69.39
CC1CC2=CSC=C2C1N
CC1Cc2cscc2C1N
false
CC1CC2CCCC2C1C
c1scc2c1CCC2
153.25
44.1154
1.9401
2
1
21
26.02
CC1(CCO1)C1=NC=NS1
CC1(c2ncns2)CCO1
false
CC1(C2CCCC2)CCC1
c1nsc(C2CCO2)n1
156.21
37.83
1.1736
4
0
18
35.01
CC(OC=C)C1=NC=CS1
C=COC(C)c1nccs1
false
CCCC(C)C1CCCC1
c1cscn1
155.222
41.811
2.3642
3
0
19
22.12
CNCCC=CS(C)(=O)=O
CNCCC=CS(C)(=O)=O
true
CCCCCCC(C)(C)C
163.242
42.5275
0.1542
3
1
23
46.17
CN(C(=N)C=C)C(=S)NO
C=CC(=N)N(C)C(=S)NO
false
CCC(C)C(C)C(C)CC
159.214
43.2069
0.34517
3
3
19
59.35
ClC1=CSC(=C1)C(=C)C#N
C=C(C#N)c1cc(Cl)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
169.636
43.976
2.93828
2
0
14
23.79
O=S1(=O)OC2COCCC12
O=S1(=O)OC2COCCC21
false
CC1(C)CC2CCCCC21
O=S1(=O)OC2COCCC21
164.182
33.0168
-0.4961
4
0
18
52.6
OCC1=C2SC=CC2=CN1
OCc1[nH]cc2ccsc12
false
CCC1CCC2CCCC12
c1cc2c[nH]cc2s1
153.206
42.0985
1.7217
2
2
17
36.02
NN=C1SN2C(=O)CC2=C1
NN=c1cc2n(s1)C(=O)C2
false
CCC1CC2CC(C)C2C1
N=c1cc2n(s1)C(=O)C2
155.182
36.3899
-0.4797
5
1
15
60.38
CC1=C2OC=NC2=C(N)S1
Cc1sc(N)c2ncoc12
false
CC1CC(C)C2CCCC12
c1nc2cscc2o1
154.194
41.0354
1.77992
4
1
16
52.05
COC=NN(C=C)C(N)=S
C=CN(N=COC)C(N)=S
false
CCCCC(CC)C(C)C
159.214
44.3224
0.2652
3
1
19
50.85
CCNC(=S)N(N)CC=C
C=CCN(N)C(=S)NCC
false
CCCC(C)C(C)CCC
159.258
47.3651
0.2425
2
2
23
41.29
NC1=C2OCCN2C(=N)S1
N=c1sc(N)c2n1CCO2
false
CC1CC(C)C2CCCC12
N=c1scc2n1CCO2
157.198
38.0711
0.00367
5
2
17
64.03
C=C1CCC2=NSC(=O)N12
C=C1CCc2nsc(=O)n21
false
CC1CCC2CCC(C)C12
C=C1CCc2nsc(=O)n21
154.194
40.025
0.7217
4
0
16
34.89
CC1=C(C#C)C(O)=C(O)S1
C#Cc1c(C)sc(O)c1O
false
CCC1C(C)CC(C)C1C
c1ccsc1
154.19
40.3206
1.44902
3
2
16
40.46
OC1C=CC2=C1C(Cl)=CS2
OC1C=Cc2scc(Cl)c21
false
CC1CCC2CCC(C)C12
C1=Cc2sccc2C1
172.636
43.3228
2.4617
2
1
15
20.23
CCC(=N)N1SC=NC1=O
CCC(=N)n1scnc1=O
false
CCC(C)C1CCCC1C
O=c1ncs[nH]1
157.198
39.7897
0.54017
5
1
17
58.74
CS(=O)(=O)NC1=NC=CC1
CS(=O)(=O)NC1=NC=CC1
true
CC(C)(C)CC1CCCC1
C1=CN=CC1
160.198
39.1715
-0.1485
3
1
18
58.53
OCC1=NC=C(CC=O)S1
O=CCc1cnc(CO)s1
false
CCCC1CCC(CC)C1
c1cscn1
157.194
37.8048
0.3768
4
1
17
50.19
CN(C)CCCS(C)(=O)=O
CN(C)CCCS(C)(=O)=O
true
CC(C)CCCC(C)(C)C
165.258
42.8818
-0.0173
3
0
25
37.38
CC(=O)C#CS(=O)(=O)C=O
CC(=O)C#CS(=O)(=O)C=O
true
CCC(C)(C)CCC(C)C
160.15
34.1273
-0.8587
4
0
14
68.28
C=CCS(=O)(=O)COC=O
C=CCS(=O)(=O)COC=O
true
CCCCC(C)(C)CCC
164.182
35.9998
-0.2823
4
0
18
60.44
CC1=C(CC#C)NSC1=O
C#CCc1[nH]sc(=O)c1C
false
CCCC1CCC(C)C1C
O=c1cc[nH]s1
153.206
42.2137
0.92052
2
1
17
32.86
N=C1NC2=CSC=C2CO1
N=C1Nc2cscc2CO1
false
CC1CCC2CCCC2C1
N=C1Nc2cscc2CO1
154.194
40.4574
1.62497
3
2
16
45.11
O=CC1CC2=CSN=C2C1
O=CC1Cc2csnc2C1
false
CCC1CC2CCCC2C1
c1snc2c1CCC2
153.206
39.076
1.0568
3
0
17
29.96
COC1=CN2SC=NC2=N1
COc1cn2scnc2n1
false
CCC1CC2CCCC2C1
c1cn2scnc2n1
155.182
37.416
0.7994
5
0
15
39.42
CC(C)=CC1=CSN=C1N
CC(C)=Cc1csnc1N
false
CC(C)CC1CCCC1C
c1cnsc1
154.238
45.8514
2.1485
3
1
20
38.91
CCCNC(=S)NNC=O
CCCNC(=S)NNC=O
true
CCCCC(C)CCCC
161.23
43.2271
-0.4785
2
3
21
53.16
NCC#CC1=CNC(=O)S1
NCC#Cc1c[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
154.194
40.8721
-0.2534
3
2
16
58.88
NS(=O)(=O)C1=CC(=C)CC1
C=C1C=C(S(N)(=O)=O)CC1
false
CC1CCC(C(C)(C)C)C1
C=C1C=CCC1
159.21
39.5642
0.5088
2
1
19
60.16
CC(=O)C1=C(C=C)N=NS1
C=Cc1nnsc1C(C)=O
false
CCC1CCCC1C(C)C
c1csnn1
154.194
40.0045
1.3837
4
0
16
42.85
CCC1CN(N)S(=O)(=O)N1
CCC1CN(N)S(=O)(=O)N1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)NCCN1
165.218
37.0279
-1.2113
3
2
21
75.43
OC1=CC=CC2=C1SC=N2
Oc1cccc2ncsc12
false
CC1CCCC2CCCC12
c1ccc2scnc2c1
151.19
41.2848
2.0019
3
1
15
33.12
COC(C)=C1CNC(=S)N1
COC(C)=C1CNC(=S)N1
true
CCC(C)C1CCC(C)C1
C=C1CNC(=S)N1
158.226
43.4454
0.342
2
2
20
33.29
CC(=O)CC1NCS1(=O)=O
CC(=O)CC1NCS1(=O)=O
true
CC(C)CC1CCC1(C)C
O=S1(=O)CNC1
163.198
36.0085
-0.7329
4
1
19
63.24
NCCC1=NSC(CO)=C1
NCCc1cc(CO)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
158.226
40.7952
0.1366
4
2
20
59.14
NC1=CC(=C(O)S1)[N+]([O-])=O
Nc1cc([N+](=O)[O-])c(O)s1
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
160.154
37.0506
0.9441
5
2
14
89.39
OCC(O)CC1=NSC=C1
OCC(O)Cc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
159.21
38.9106
0.0388
4
2
19
53.35
O=CCCNC1=NSC=N1
O=CCCNc1ncsn1
false
CCCCCC1CCCC1
c1ncsn1
157.198
39.0797
0.539
5
1
17
54.88
NCC1=CC(=NS1)C1CC1
NCc1cc(C2CC2)ns1
false
CCC1CCC(C2CC2)C1
c1cc(C2CC2)ns1
154.238
41.9804
1.4792
3
1
20
38.91
CN1SC(C)=CC1=NC=O
Cc1cc(=NC=O)n(C)s1
false
CCCC1CC(C)CC1C
N=c1ccs[nH]1
156.21
39.654
0.45212
3
0
18
34.36
CC=CC1=C(SN=N1)C#C
C#Cc1snnc1C=CC
false
CCCC1CCCC1CC
c1csnn1
150.206
42.552
1.5525
3
0
16
25.78
CCNC1=C(SC=C1)C=C
C=Cc1sccc1NCC
false
CCCC1CCCC1CC
c1ccsc1
153.25
48.5737
2.8229
2
1
21
12.03
CCN=C1NSC(C=C)=N1
C=Cc1nc(=NCC)[nH]s1
false
CCCC1CCC(CC)C1
N=c1ncs[nH]1
155.226
42.6597
1.0348
3
1
19
41.04
CC1=NSC=C1C(N)C=C
C=CC(N)c1csnc1C
false
CCC(C)C1CCCC1C
c1cnsc1
154.238
43.9764
1.63732
3
1
20
38.91