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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
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, 2356
GtoPdb PubChem SID 178102957
PubChem CID 5362129
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UniChem Compound Search for chemical match using the InChIKey HDACQVRGBOVJII-JBDAPHQKSA-N
UniChem Connectivity Search for chemical match using the InChIKey HDACQVRGBOVJII-JBDAPHQKSA-N
Wikipedia Ramipril

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MedChemExpress
Ramipril (links to external site)
Cat. No. HY-B0279