KS8

fosinoprilat


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Chemical Component Summary

Namefosinoprilat
Identifiers(2~{S},4~{S})-4-cyclohexyl-1-[2-[oxidanyl(4-phenylbutyl)phosphoryl]ethanoyl]pyrrolidine-2-carboxylic acid
FormulaC23 H34 N O5 P
Molecular Weight435.494
TypeNON-POLYMER
Isomeric SMILESc1ccc(cc1)CCCCP(=O)(CC(=O)N2C[C@@H](C[C@H]2C(=O)O)C3CCCCC3)O
InChIInChI=1S/C23H34NO5P/c25-22(17-30(28,29)14-8-7-11-18-9-3-1-4-10-18)24-16-20(15-21(24)23(26)27)19-12-5-2-6-13-19/h1,3-4,9-10,19-21H,2,5-8,11-17H2,(H,26,27)(H,28,29)/t20-,21+/m1/s1
InChIKeyWOIWWYDXDVSWAZ-RTWAWAEBSA-N

Chemical Details

Formal Charge0
Atom Count64
Chiral Atom Count2
Bond Count66
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB14207 
NameFosinoprilat
Groups experimental
DescriptionFosinoprilat is the active phosphinic acid metabolite of prodrug [fosinopril], which is activated by esterases in vivo. It binds zinc with phosphinic acid group.
Synonyms
  • Fosinoprilic acid
  • Fosinoprilat
  • Fosinoprilatum
  • Fosinopril diacid
Categories
  • Agents Acting on the Renin-Angiotensin System
  • Agents causing angioedema
  • Agents causing hyperkalemia
  • Amino Acids
  • Amino Acids, Cyclic
CAS number95399-71-6

Related Resource References

Resource NameReference
Pharos CHEMBL581
PubChem 62956
ChEMBL CHEMBL581
ChEBI CHEBI:116962