CHEBI:177385 - MK 351A

ChEBI IDCHEBI:177385
ChEBI NameMK 351A
Stars
DefinitionA 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.
Last Modified4 November 2021
Submitterslaulederkind
DownloadsMolfile
FormulaC28H36N4O6
Net Charge0
Average Mass524.618
Monoisotopic Mass524.26348
SMILESO=C(O)[C@H](CCc1ccccc1)N[C@@H](CCCCN/C=N/c1ccc(O)cc1)C(=O)N1CCC[C@H]1C(=O)O
InChIInChI=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
InChIKeyIQNWLCXGCZTZFI-SDHOMARFSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
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:
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).
ChEBI Ontology
Outgoing Relation(s)
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  Source
351AChemIDplus
compound 351 AChemIDplus
MK 351AChemIDplus
MK-351AChEBI
N2-[(S)-1-carboxy-3-phenylpropyl]-N6-[(4-hydroxyphenyl)iminomethyl]-L-Lys-L-Pro-OHChEBI
Manual XrefsDatabases
108943ChemSpider
Registry NumbersSources
CAS:92234-10-1ChemIDplus
Citations