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 |
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 |
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
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
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Angiotensin-converting enzyme | IC50 | = | 4.0 | nM | 8.4 | Inhibitory activity against angiotensin I converting enzyme (ACE) | 10669559 |
| Angiotensin-converting enzyme | IC50 | = | 4.2 | nM | 8.38 | Inhibition of angiotensin-converting enzyme (unknown origin) | 27690430 |
| Unchecked | IC50 | = | 25.12 | nM | 7.6 | Inhibition of ACE (unknown origin) | 34748345 |
| Angiotensin-converting enzyme | IC50 | = | 253.0 | nM | 6.6 | Inhibition of rabbit lung ACE assessed as hydrolysis of hippuryl-histidyl-leucin... | 23777825 |
| Angiotensin-converting enzyme | IC50 | = | 253.0 | nM | 6.6 | Inhibition of rabbit lung ACE assessed as hippuryl-histidyl-leucine hydrolysis a... | 25922179 |
Literature References
Data from ChEMBL 36 via Core Engine