CHEBI:177385 - MK 351A

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ChEBI Name MK 351A
ChEBI ID CHEBI:177385
Definition A member of the class of formamidines that is lisinopril in which the primary amino group is substituted by an {(E)-[(4-hydroxyphenyl)imino]methyl}amino group. It is a potent ACE inhibitor.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Stan Laulederkind
Supplier Information
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Formula C28H36N4O6
Net Charge 0
Average Mass 524.618
Monoisotopic Mass 524.26348
InChI InChI=1S/C28H36N4O6/c33-22-14-12-21(13-15-22)30-19-29-17-5-4-9-23(26(34)32-18-6-10-25(32)28(37)38)31-24(27(35)36)16-11-20-7-2-1-3-8-20/h1-3,7-8,12-15,19,23-25,31,33H,4-6,9-11,16-18H2,(H,29,30)(H,35,36)(H,37,38)/t23-,24-,25-/m0/s1
InChIKey IQNWLCXGCZTZFI-SDHOMARFSA-N
SMILES OC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](CCCCN\C=N\C1=CC=C(O)C=C1)C(=O)N1CCC[C@H]1C(O)=O
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): 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).
Application(s): 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).
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ChEBI Ontology
Outgoing MK 351A (CHEBI:177385) has functional parent lisinopril (CHEBI:43755)
MK 351A (CHEBI:177385) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
MK 351A (CHEBI:177385) is a benzenes (CHEBI:22712)
MK 351A (CHEBI:177385) is a dicarboxylic acid (CHEBI:35692)
MK 351A (CHEBI:177385) is a formamidines (CHEBI:51917)
MK 351A (CHEBI:177385) is a phenols (CHEBI:33853)
MK 351A (CHEBI:177385) is a tertiary carboxamide (CHEBI:140326)
IUPAC Name
N2-[(1S)-1-carboxy-3-phenylpropyl]-N6-{(E)-[(4-hydroxyphenyl)imino]methyl}-L-lysyl-L-proline
Synonyms Sources
351A ChemIDplus
compound 351 A ChemIDplus
MK 351A ChemIDplus
MK-351A ChEBI
N2-[(S)-1-carboxy-3-phenylpropyl]-N6-[(4-hydroxyphenyl)iminomethyl]-L-Lys-L-Pro-OH ChEBI
Manual Xref Database
108943 ChemSpider
View more database links
Registry Number Type Source
92234-10-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1335341 PubMed citation Europe PMC
17716647 PubMed citation SUBMITTER
2161740 PubMed citation Europe PMC
2838262 PubMed citation SUBMITTER
2849698 PubMed citation Europe PMC
6086211 PubMed citation Europe PMC
6315271 PubMed citation Europe PMC
8389676 PubMed citation Europe PMC
Last Modified
04 November 2021