moexipril   Click here for help

GtoPdb Ligand ID: 6571

Synonyms: RS-10085 | SPM-925 | Univasc®
Approved drug
moexipril is an approved drug (FDA (1995))
Compound class: Synthetic organic
Comment: ACE inhibitor prodrug metabolised to moexiprilat. This compound has hydrochloride database entries such as CID 54889 and nine isomers in PubChem.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: moexipril

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 13
Topological polar surface area 114.4
Molecular weight 498.24
XLogP 2.72
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES CCOC(=O)C(NC(C(=O)N1Cc2cc(OC)c(cc2CC1C(=O)O)OC)C)CCc1ccccc1
Isomeric SMILES CCOC(=O)[C@@H](N[C@H](C(=O)N1Cc2cc(OC)c(cc2C[C@H]1C(=O)O)OC)C)CCc1ccccc1
InChI InChI=1S/C27H34N2O7/c1-5-36-27(33)21(12-11-18-9-7-6-8-10-18)28-17(2)25(30)29-16-20-15-24(35-4)23(34-3)14-19(20)13-22(29)26(31)32/h6-10,14-15,17,21-22,28H,5,11-13,16H2,1-4H3,(H,31,32)/t17-,21-,22-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1995))
Is prodrug? Yes
Active form moexiprilat
IUPAC Name Click here for help
(3S)-2-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6266 moexipril
Synonyms Click here for help
RS-10085 | SPM-925 | Univasc®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9707110
Reactome Reaction Reactome logo R-HSA-9619024
Other databases
CAS Registry No. 103775-10-6 (source: Scifinder)
ChEMBL Ligand CHEMBL1165
DrugBank Ligand DB00691
DrugCentral Ligand 1827, 1827
GtoPdb PubChem SID 178103185
PubChem CID 91270
Search Google for chemical match using the InChIKey UWWDHYUMIORJTA-HSQYWUDLSA-N
Search Google for chemicals with the same backbone UWWDHYUMIORJTA
Search PubMed clinical trials moexipril
Search PubMed titles moexipril
Search PubMed titles/abstracts moexipril
UniChem Compound Search for chemical match using the InChIKey UWWDHYUMIORJTA-HSQYWUDLSA-N
UniChem Connectivity Search for chemical match using the InChIKey UWWDHYUMIORJTA-HSQYWUDLSA-N
Wikipedia Moexipril