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Fosinopril

CHEBI:CHEBI_5163

Definition

A phosphinate ester-containing N-acyl derivative of (4S)-cyclohexyl-L-proline. It is used for the treatment of hypertension and heart failure. A pro-drug, it is hydrolysed in vivo to the corresponding phosphininc acid, fosinoprilat, which is the active metabolite.

Chemical Information

Molecular Formula
C30H46NO7P
Molecular Mass
563.66250
Charge
0
SMILES
[H][C@]1(C[C@H](N(C1)C(=O)CP(=O)(CCCCc1ccccc1)OC(OC(=O)CC)C(C)C)C(O)=O)C1CCCCC1
InChI
InChI=1S/C30H46NO7P/c1-4-28(33)37-30(22(2)3)38-39(36,18-12-11-15-23-13-7-5-8-14-23)21-27(32)31-20-25(19-26(31)29(34)35)24-16-9-6-10-17-24/h5,7-8,13-14,22,24-26,30H,4,6,9-12,15-21H2,1-3H3,(H,34,35)/t25-,26+,30?,39?/m1/s1
InChIKey
BIDNLKIUORFRQP-FKDWWROVSA-N

Alternative Names

  • (2S,4S)-4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxypropoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid
  • (2S,4S)-4-cyclohexyl-1-{2-[(2-methyl-1-propionyloxy-propoxy)-(4-phenyl-butyl)-phosphinoyl]-acetyl}-pyrrolidine-2-carboxylic acid
  • (4S)-4-cyclohexyl-1-({[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)-L-proline
  • (S)-4-Cyclohexyl-1-{2-[(2-methyl-1-propionyloxy-propoxy)-(4-phenyl-butyl)-phosphinoyl]-acetyl}-pyrrolidine-2-carboxylic acid
  • fosinopril
  • Fosinopril

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
50166
oboInOwl#hasDbXref
PMID:9195116
core#notation
CHEBI:5163

Additional References

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect27999
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_59125
owl#annotatedSource
t242170
owl#someValuesFrom
t1020266
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
50166
oboInOwl#hasDbXref
PMID:9195116
oboInOwl#hasAlternativeId
CHEBI:288733
oboInOwl#id
CHEBI:5163
core#notation
CHEBI:5163
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_116962
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50266
BFO_0000053
http://purl.obolibrary.org/obo/DRON_00723853
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_59125
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class