ramipril   Click here for help

GtoPdb Ligand ID: 6339

Synonyms: Altace® | HOE-498 | Tritace®
Approved drug
ramipril is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Pro-drug, transformed in the liver to its active metabolite (drug) ramiprilat
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 95.94
Molecular weight 416.23
XLogP 2.88
No. Lipinski's rules broken 0
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Canonical SMILES CCOC(=O)C(NC(C(=O)N1C2CCCC2CC1C(=O)O)C)CCc1ccccc1
Isomeric SMILES CCOC(=O)[C@@H](N[C@H](C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(=O)O)C)CCc1ccccc1
InChI InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1
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Summary of Clinical Use Click here for help
Used in the management of mild to severe hypertension. In March 2013 the EMA granted orphan designation for ramiprilat for the treatment of Stargardt’s disease. There is no pan-European full approval for this drug, although individual national approval agencies have granted marketing authorisation.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Converted to active metabolite ramiprilat, which competes with the binding of angiotensin I to angiotensin-converting enzyme therefore reducing conversion of angiotensin I to angiotensin II. Decreased levels of angiotensin II result in a decrease in blood pressure.
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