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Compound Detail

CHEMBL289651

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O=C([C@@H]1CCCN1C(=O)CCCc1ccccc1)N1CCCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL289651
Phase Preclinical
Structure Type MOL
InChI Key HDRSLHFTJYMQIL-KRWDZBQOSA-N
6
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

314.4
MW (Da)
2.62
ALogP
2
HBA
0
HBD
40.6
PSA (Ų)
0.84
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H26N2O2
MW 314.43
Aromatic Rings 1
Heavy Atoms 23
NP-Likeness -0.98

Activity Summary

IC50 16 meas. best 8.66
Ki 1 meas. best 9.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prolyl endopeptidase
CHEMBL3202
 Ki 9.01 9.01 1.0 1
Prolyl endopeptidase
CHEMBL2461
 IC50 8.66 8.2417 2.2 6
Unchecked
CHEMBL612545
 IC50 8.66 7.89 2.2 2
Prolyl endopeptidase
CHEMBL4935
 IC50 8.33 8.33 4.7 1
Prolyl endopeptidase
CHEMBL4035
 IC50 8.14 7.7267 7.2 3
Prolyl endopeptidase
CHEMBL3202
 IC50 7.82 7.2833 15.0 3
Prolyl endopeptidase
CHEMBL2460
 IC50 5.68 5.68 2100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prolyl endopeptidase Ki = 0.97 nM 9.01 Inhibition of prolyl oligopeptidase (unknown origin) 24763264
Prolyl endopeptidase IC50 = 2.2 nM 8.66 Inhibitory activity against prolyl oligopeptidase of porcine brain homogenate 15509157
Prolyl endopeptidase IC50 = 2.2 nM 8.66 Inhibition of pig brain POP 20058865
Unchecked IC50 = 2.2 nM 8.66 Inhibition of POP in pig brain 16919454
Prolyl endopeptidase IC50 = 2.2 nM 8.66 In vitro inhibitory activity against porcine prolyl oligopeptidase by using 4 mM... 16033257
Prolyl endopeptidase IC50 = 2.2 nM 8.66 In vitro inhibitory activity against prolyl oligopeptidase (POP) from pig brain;... 12238937
Prolyl endopeptidase IC50 = 4.7 nM 8.33 Inhibition of mouse brain POP 20058865
Prolyl endopeptidase IC50 = 7.2 nM 8.14 Inhibition of rat brain POP 20058865
Prolyl endopeptidase IC50 = 12.0 nM 7.92 Inhibition of recombinant porcine brain PREP expressed in Escherichia coli asses... 31857839
Prolyl endopeptidase IC50 = 15.0 nM 7.82 Inhibition of Prolyl endopeptidase 10091698
Prolyl endopeptidase IC50 = 30.0 nM 7.52 Inhibitory activity against rat brain Prolyl endopeptidase (PEP) -
Prolyl endopeptidase IC50 = 30.0 nM 7.52 Inhibition of POP in Sprague-Dawley rat brain homogenates 19006380
Prolyl endopeptidase IC50 = 49.0 nM 7.31 In vitro inhibitory activity against purified prolyl endopeptidase (PEP) from ca... 8027988
Unchecked IC50 = 76.0 nM 7.12 Inhibition of dog POP 20058865
Prolyl endopeptidase IC50 = 130.0 nM 6.89 Inhibition of pig PREP expressed in Escherichia coli using Z-Gly-Pro-p-nitroanil... 23121075
Prolyl endopeptidase IC50 = 190.0 nM 6.72 Inhibitory activity was evaluated against Post-proline cleaving enzyme from bovi... 8691432
Prolyl endopeptidase IC50 = 2100.0 nM 5.68 Inhibition of bovine brain POP 20058865

Literature References

PubMed DOI Target Context # Activities
20058865 10.1021/jm901104g Prolyl endopeptidase 4
23121075 10.1021/jm301060g Prolyl endopeptidase 2
16919454 10.1016/j.bmcl.2006.08.029 No relevant target 2
19006380 10.1021/jm800944x Prolyl endopeptidase 1
31857839 10.1021/acsmedchemlett.9b00394 Prolyl endopeptidase 1
24763264 10.1016/j.ejmech.2014.04.014 Prolyl endopeptidase 1
23121075 10.1021/jm301060g Prolyl endopeptidase FAP 1
23121075 10.1021/jm301060g Dipeptidyl peptidase 4 1
23121075 10.1021/jm301060g Dipeptidyl peptidase 2 1
23121075 10.1021/jm301060g Unchecked 1
20058865 10.1021/jm901104g Unchecked 1
- 10.1016/S0960-894X(97)00295-3 Prolyl endopeptidase 1
16919454 10.1016/j.bmcl.2006.08.029 Unchecked 1
16033257 10.1021/jm0500020 Prolyl endopeptidase 1
15509157 10.1021/jm049503w No relevant target 1
15509157 10.1021/jm049503w Prolyl endopeptidase 1
10091698 10.1016/s0960-894x(99)00003-7 Prolyl endopeptidase 1
8691432 10.1021/jm950858c Prolyl endopeptidase 1
12238937 10.1021/jm020966g Prolyl endopeptidase 1
8027988 10.1021/jm00039a019 Prolyl endopeptidase 1

Data from ChEMBL 36 via Core Engine