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Compound Detail

CHEMBL76578

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O=C(CO)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)NCc1ccccc1

Basic Information

ChEMBL ID CHEMBL76578
Phase Preclinical
Structure Type MOL
InChI Key ICULFJDHZQTNRB-HOTGVXAUSA-N
3
Targets
8
Activities
2
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

359.4
MW (Da)
0.91
ALogP
4
HBA
2
HBD
90.0
PSA (Ų)
0.82
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 C19H25N3O4
MW 359.43
Aromatic Rings 1
Heavy Atoms 26
NP-Likeness -0.72

Activity Summary

IC50 6 meas. best 10.0
Ki 2 meas. best 10.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prolyl endopeptidase
CHEMBL2461
Ki 10.22 10.22 0.1 2
Prolyl endopeptidase
CHEMBL4035
IC50 10.0 9.54 0.1 2
Prolyl endopeptidase
CHEMBL2461
IC50 9.7 9.7 0.2 3
Unchecked
CHEMBL612545
IC50 9.08 9.08 0.8 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
15509157 10.1021/jm049503w Prolyl endopeptidase 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
8691432 10.1021/jm950858c Prolyl endopeptidase 1
15509157 10.1021/jm049503w No relevant target 1
16033257 10.1021/jm0500020 Prolyl endopeptidase 1
16279765 10.1021/jm0509187 Prolyl endopeptidase 1
20058865 10.1021/jm901104g Prolyl endopeptidase 1
20058865 10.1021/jm901104g Dipeptidyl peptidase 4 1
20058865 10.1021/jm901104g Unchecked 1
20058865 10.1021/jm901104g Xaa-Pro dipeptidase 1
20058865 10.1021/jm901104g Lysosomal Pro-X carboxypeptidase 1
20058865 10.1021/jm901104g Cytosol aminopeptidase 1
26619267 10.1021/acs.jmedchem.5b01296 Prolyl endopeptidase 1
35797897 10.1016/j.ejmech.2022.114543 Unchecked 1

Data from ChEMBL 36 via Core Engine