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Compound Detail

CHEMBL1581

PERINDOPRIL
💊 Approved Drug
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💊 Approved Drug
CCC[C@H](N[C@@H](C)C(=O)N1[C@H](C(=O)O)C[C@@H]2CCCC[C@@H]21)C(=O)OCC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1581
Name PERINDOPRIL
Phase Approved
Structure Type MOL
InChI Key IPVQLZZIHOAWMC-QXKUPLGCSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1201368

Known Names

MCN-A-2833 Perindopril S-9490
1
Targets
2
Activities
1
Assay Types
1
PK Parameters
20
Publications
3
Known Names
12
Indications

Molecular Properties

368.5
MW (Da)
1.94
ALogP
5
HBA
2
HBD
95.9
PSA (Ų)
0.64
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1993
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product Prodrug
USAN Stem -pril
USAN Year 1988

Extended Properties

Molecular Formula C19H32N2O5
MW 368.47
Aromatic Rings 0
Heavy Atoms 26
NP-Likeness 0.08

Indications

Cardiovascular Diseases Cardiomyopathy, Dilated Diabetes Mellitus, Type 2 Hypertension Marfan Syndrome Alzheimer Disease Aortic Aneurysm, Abdominal Breast Neoplasms Neoplasms Amphetamine-Related Disorders Stress Disorders, Post-Traumatic Substance-Related Disorders

ATC Classification

C09AA04
perindopril
Level 1: CARDIOVASCULAR SYSTEM
Level 2: AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM

Activity Summary

IC50 2 meas. best 8.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Angiotensin-converting enzyme
CHEMBL1808
 IC50 8.82 8.63 1.5 2

Pharmacokinetic Data

Parameter Value Units Species
CL 10.7 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Angiotensin-converting enzyme IC50 = 1.5 nM 8.82 Inhibition of ACE (unknown origin) 24095015
Angiotensin-converting enzyme IC50 = 3.6 nM 8.44 Inhibition of angiotensin-converting enzyme (unknown origin) 27690430

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 89
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
27690430 10.1021/acs.jmedchem.6b01029 Angiotensin-converting enzyme 1
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
11895100 10.1016/s0024-3205(01)01494-1 ATP-dependent translocase ABCB1 1
22197392 10.1016/j.bmcl.2011.12.005 Liver microsomes 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent noradrenaline transporter 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent serotonin transporter 1
20020916 10.1080/15376510701857262 Phospholipidosis 1

Data from ChEMBL 36 via Core Engine