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
SMILES / InChI / InChIKey
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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
InChI Key HDACQVRGBOVJII-JBDAPHQKSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
Is prodrug? Yes
Active form ramiprilat
IUPAC Name Click here for help
(2S,3aS,6aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[d]pyrrole-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5561 ramipril
Synonyms Click here for help
Altace® | HOE-498 | Tritace®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619007
Reactome Reaction Reactome logo R-HSA-9619024
Other databases
ChEBI CHEBI:8774
ChEMBL Ligand CHEMBL1168
DrugBank Ligand DB00178
DrugCentral Ligand 2356
GtoPdb PubChem SID 178102957
PubChem CID 5362129
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Search UniChem for chemical match using the InChIKey HDACQVRGBOVJII-JBDAPHQKSA-N
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Wikipedia Ramipril

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Tocris
Ramipril
Cat. No. 5250