Fosinopril sodiumProduct ingredient for Fosinopril

Name

Fosinopril sodium

Drug Entry

Fosinopril

Fosinopril is a phosphinic acid-containing ester prodrug that belongs to the angiotensin-converting enzyme (ACE) inhibitor class of medications. It is rapidly hydrolyzed to fosinoprilat, its principle active metabolite. Fosinoprilat inhibits ACE, the enzyme responsible for the conversion of angiotensin I (ATI) to angiotensin II (ATII). ATII regulates blood pressure and is a key component of the renin-angiotensin-aldosterone system (RAAS). Fosinopril may be used to treat mild to moderate hypertension, as an adjunct in the treatment of congestive heart failure, and to slow the rate of progression of renal disease in hypertensive individuals with diabetes mellitus and microalbuminuria or overt nephropathy.

See full entry for Fosinopril

Accession Number

DBSALT000193

Structure

Similar Structures

Synonyms

Fosenopril sodium / Fosinopril sodium

External IDs

SQ-28555

UNII

NW2RTH6T2N

CAS Number

88889-14-9

Weight

Average: 585.654
Monoisotopic: 585.28313407

Chemical Formula

C₃₀H₄₅NNaO₇P

InChI Key

TVTJZMHAIQQZTL-LVCDZQEYSA-M

InChI

InChI=1S/C30H46NO7P.Na/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);/q;+1/p-1/t25-,26+,30+,39+;/m1./s1

IUPAC Name

sodium (2S,4S)-4-cyclohexyl-1-{2-[(S)-[(1S)-2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl]acetyl}pyrrolidine-2-carboxylate

SMILES

[Na+].CCC(=O)O[C@@H](O[P@@](=O)(CCCCC1=CC=CC=C1)CC(=O)N1C[C@@H](C[C@H]1C([O-])=O)C1CCCCC1)C(C)C

External Links

PubChem Compound: 23681451
ChemSpider: 25047400
ChEBI: 5164
Wikipedia: Fosinopril

Predicted Properties

Property	Value	Source
Water Solubility	0.00132 mg/mL	ALOGPS
logP	4.8	ALOGPS
logP	5.62	Chemaxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	3.87	Chemaxon
pKa (Strongest Basic)	-4.4	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	5	Chemaxon
Hydrogen Donor Count	0	Chemaxon
Polar Surface Area	113.04 Å²	Chemaxon
Rotatable Bond Count	15	Chemaxon
Refractivity	159.96 m³·mol^-1	Chemaxon
Polarizability	61.67 Å³	Chemaxon
Number of Rings	3	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Fosinopril sodiumProduct ingredient for Fosinopril

Structure for Fosinopril sodium (DBSALT000193)