zofenoprilat (CHEBI:82602)

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ChEBI Name	zofenoprilat

ChEBI ID	CHEBI:82602

Definition	A proline derivative that is 4-(phenylsulfanyl)-L-proline in which the amine proton is replaced by a (2S)-2-methyl-3-sulfanylpropanoyl group. The active metabolite of zofenopril.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C15H19NO3S2

Net Charge

Average Mass

325.44600

Monoisotopic Mass

325.08064

InChI

InChI=1S/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12+,13+/m1/s1

InChIKey

UQWLOWFDKAFKAP-WXHSDQCUSA-N

SMILES

C[C@H](CS)C(=O)N1C[C@H](C[C@H]1C(O)=O)Sc1ccccc1

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	apoptosis inhibitor Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms. EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1). drug metabolite

Application(s):	anticonvulsant A drug used to prevent seizures or reduce their severity. cardioprotective agent Any protective agent that is able to prevent damage to the heart. EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1). vasodilator agent A drug used to cause dilation of the blood vessels.

ChEBI Ontology
Outgoing	zofenoprilat (CHEBI:82602) has role anticonvulsant (CHEBI:35623) zofenoprilat (CHEBI:82602) has role apoptosis inhibitor (CHEBI:68494) zofenoprilat (CHEBI:82602) has role cardioprotective agent (CHEBI:77307) zofenoprilat (CHEBI:82602) has role drug metabolite (CHEBI:49103) zofenoprilat (CHEBI:82602) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457) zofenoprilat (CHEBI:82602) has role vasodilator agent (CHEBI:35620) zofenoprilat (CHEBI:82602) is a N-acyl-L-amino acid (CHEBI:21644) zofenoprilat (CHEBI:82602) is a L-proline derivative (CHEBI:84186) zofenoprilat (CHEBI:82602) is a aryl sulfide (CHEBI:35683) zofenoprilat (CHEBI:82602) is a thiol (CHEBI:29256) zofenoprilat (CHEBI:82602) is conjugate acid of zofenoprilat(1−) (CHEBI:82604)

Incoming	zofenoprilat(1−) (CHEBI:82604) is conjugate base of zofenoprilat (CHEBI:82602)

IUPAC Name

(4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-(phenylsulfanyl)-L-proline

Last Modified

07 January 2015