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Compound Detail

CHEMBL1592

QUINAPRIL
💊 Approved Drug
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💊 Approved Drug
CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1Cc2ccccc2C[C@H]1C(=O)O

Basic Information

ChEMBL ID CHEMBL1592
Name QUINAPRIL
Phase Approved
Structure Type MOL
InChI Key JSDRRTOADPPCHY-HSQYWUDLSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1733

Known Names

C09AA06 Quinapril
3
Targets
8
Activities
1
Assay Types
1
PK Parameters
20
Publications
2
Known Names
2
Indications

Molecular Properties

438.5
MW (Da)
2.57
ALogP
5
HBA
2
HBD
95.9
PSA (Ų)
0.58
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1991
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product Prodrug
USAN Stem -pril
USAN Year 1985

Extended Properties

Molecular Formula C25H30N2O5
MW 438.52
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.32

Indications

Cardiovascular Diseases Diabetes Mellitus, Type 1

ATC Classification

C09AA06
quinapril
Level 1: CARDIOVASCULAR SYSTEM
Level 2: AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM

Activity Summary

IC50 8 meas. best 8.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Angiotensin-converting enzyme
CHEMBL1808
IC50 8.08 8.08 8.3 4
Angiotensin-converting enzyme
CHEMBL4074
IC50 6.96 6.18 110.0 2
Bile salt export pump
CHEMBL6020
IC50 4.81 4.42 15500.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 8.5 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 333
- 10.5281/zenodo.13943903 ADMET 89
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
3020249 10.1021/jm00160a026 Rattus norvegicus 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 6
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 4
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 4
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 4
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 3
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 3
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 3
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 3
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3

Data from ChEMBL 36 via Core Engine