quinapril   Click here for help

GtoPdb Ligand ID: 6350

Synonyms: Accupril® | Accupro® | Accuretic® | CI-906
Approved drug
quinapril is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Quinapril is a pro-drug, converted to its active metabolite, quinaprilat, in the liver.
Marketed formulations may contain quinapril hydrochloride (PubChem CID 54891).
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: quinapril

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 95.94
Molecular weight 438.22
XLogP 3.16
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES CCOC(=O)C(NC(C(=O)N1Cc2ccccc2CC1C(=O)O)C)CCc1ccccc1
Isomeric SMILES CCOC(=O)[C@@H](N[C@H](C(=O)N1Cc2ccccc2C[C@H]1C(=O)O)C)CCc1ccccc1
InChI InChI=1S/C25H30N2O5/c1-3-32-25(31)21(14-13-18-9-5-4-6-10-18)26-17(2)23(28)27-16-20-12-8-7-11-19(20)15-22(27)24(29)30/h4-12,17,21-22,26H,3,13-16H2,1-2H3,(H,29,30)/t17-,21-,22-/m0/s1
InChI Key JSDRRTOADPPCHY-HSQYWUDLSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
Is prodrug? Yes
Active form quinaprilat
IUPAC Name Click here for help
(3S)-2-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5780 quinapril
Synonyms Click here for help
Accupril® | Accupro® | Accuretic® | CI-906
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619043
Reactome Reaction Reactome logo R-HSA-9619024
Other databases
CAS Registry No. 85441-61-8 (source: PubChem)
ChEBI CHEBI:8713
ChEMBL Ligand CHEMBL1592
DrugBank Ligand DB00881
DrugCentral Ligand 2340, 2340
GtoPdb PubChem SID 178102968
PubChem CID 54892
Search Google for chemical match using the InChIKey JSDRRTOADPPCHY-HSQYWUDLSA-N
Search Google for chemicals with the same backbone JSDRRTOADPPCHY
Search PubMed clinical trials quinapril
Search PubMed titles quinapril
Search PubMed titles/abstracts quinapril
UniChem Compound Search for chemical match using the InChIKey JSDRRTOADPPCHY-HSQYWUDLSA-N
UniChem Connectivity Search for chemical match using the InChIKey JSDRRTOADPPCHY-HSQYWUDLSA-N
Wikipedia Quinapril