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Compound Detail

CHEMBL1168

RAMIPRIL
💊 Approved Drug
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💊 Approved Drug
CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1[C@H](C(=O)O)C[C@@H]2CCC[C@@H]21

Basic Information

ChEMBL ID CHEMBL1168
Name RAMIPRIL
Phase Approved
Structure Type MOL
InChI Key HDACQVRGBOVJII-JBDAPHQKSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1201365

Known Names

Altace C09AA05 Cardace Corpril Delix Ecator HOE 498 HOE-498 Hopace Lopace NSC-758933 Pramace +9 more
3
Targets
7
Activities
1
Assay Types
6
PK Parameters
20
Publications
21
Known Names
20
Indications
1
Mechanisms

Molecular Properties

416.5
MW (Da)
2.38
ALogP
5
HBA
2
HBD
95.9
PSA (Ų)
0.60
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 1986

Extended Properties

Molecular Formula C23H32N2O5
MW 416.52
Aromatic Rings 1
Heavy Atoms 30
NP-Likeness 0.12

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Angiotensin-converting enzyme inhibitor INHIBITOR Angiotensin-converting enzyme

Indications

Cardiovascular Diseases Coronary Artery Disease Diabetes Mellitus Heart Failure Heart Failure Hypertension Myocardial Infarction Myocardial Infarction Stroke Albuminuria Atherosclerosis Atrial Fibrillation Atrial Flutter Diabetes Mellitus, Type 1 Diabetes Mellitus, Type 2 Diabetic Nephropathies Glomerulonephritis Glucose Intolerance Heart Diseases Hypercholesterolemia

ATC Classification

C09AA05
ramipril
Level 1: CARDIOVASCULAR SYSTEM
Level 2: AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM

Drug Warnings

Black Box Warning
teratogenicity
Country: United States

Activity Summary

IC50 7 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Angiotensin-converting enzyme
CHEMBL1808
IC50 8.4 8.39 4.0 2
Unchecked
CHEMBL612545
IC50 7.6 7.6 25.1 1
Angiotensin-converting enzyme
CHEMBL4074
IC50 6.6 6.6 253.0 2

Pharmacokinetic Data

Parameter Value Units Species
Absorption 50.0 % Homo sapiens
CL 46.1 mL.min-1.g-1 Homo sapiens
Excretion 40.0 % Homo sapiens
Excretion 60.0 % Homo sapiens
F 28.0 % Homo sapiens
Tmax 1.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 320
- 10.1101/2024.03.28.586928 ADMET 100
- 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
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 Histamine H1 receptor 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 Histamine H2 receptor 2
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Beta-2 adrenergic receptor 2

Data from ChEMBL 36 via Core Engine