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CHEBI:83802 - methoxysuccinyl-Ala-Ala-Pro-Ala chloromethyl ketone

ChEBI IDCHEBI:83802
ChEBI Namemethoxysuccinyl-Ala-Ala-Pro-Ala chloromethyl ketone
Stars
DefinitionA tripeptide derived from methoxysuccinyl-Ala-Ala-Pro-Ala by conversion of the terminal carboxy group to the corresponding chloromethyl ketone.
Last Modified13 April 2015
SubmitterSandra Orchard
DownloadsMolfile
FormulaC20H31ClN4O7
Net Charge0
Average Mass474.942
Monoisotopic Mass474.18813
SMILESCOC(=O)CCC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)C(=O)CCl
InChIInChI=1S/C20H31ClN4O7/c1-11(15(26)10-21)23-19(30)14-6-5-9-25(14)20(31)13(3)24-18(29)12(2)22-16(27)7-8-17(28)32-4/h11-14H,5-10H2,1-4H3,(H,22,27)(H,23,30)(H,24,29)/t11-,12-,13-,14-/m0/s1
InChIKeyUIYRKMRXXFXSTH-XUXIUFHCSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 3.4.21.64 (peptidase K) inhibitor  An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of peptidase K (EC 3.4.21.64).
EC 3.4.21.37 (leukocyte elastase) inhibitor  An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the activity of leukocyte elastase (EC 3.4.21.37).
ChEBI Ontology
Outgoing Relation(s)
methoxysuccinyl-Ala-Ala-Pro-Ala chloromethyl ketone (CHEBI:83802) has functional parent succinic acid (CHEBI:15741)
methoxysuccinyl-Ala-Ala-Pro-Ala chloromethyl ketone (CHEBI:83802) has role EC 3.4.21.37 (leukocyte elastase) inhibitor (CHEBI:64922)
methoxysuccinyl-Ala-Ala-Pro-Ala chloromethyl ketone (CHEBI:83802) has role EC 3.4.21.64 (peptidase K) inhibitor (CHEBI:84297)
methoxysuccinyl-Ala-Ala-Pro-Ala chloromethyl ketone (CHEBI:83802) is a methyl ester (CHEBI:25248)
methoxysuccinyl-Ala-Ala-Pro-Ala chloromethyl ketone (CHEBI:83802) is a tripeptide (CHEBI:47923)
methoxysuccinyl-Ala-Ala-Pro-Ala chloromethyl ketone (CHEBI:83802) is a α-chloroketone (CHEBI:51841)
IUPAC Name 
N-(4-methoxy-4-oxobutanoyl)-L-alanyl-L-alanyl-N-[(2S)-4-chloro-3-oxobutan-2-yl]-L-prolinamide
Synonyms  Source
MSACKSUBMITTER
Elastase inhibitor IISUBMITTER
MeOSuc-Ala-Ala-Pro-Ala-CH2ClChEBI
MeOSuc-AAPA-CMKChEBI
MeOSuc-Ala-Ala-Pro-Ala-CMKChEBI
Methoxysuccinyl-alanyl-alanyl-prolyl-alanine chloromethyl ketoneChemIDplus
Registry NumbersSources
Reaxys:18355293Reaxys
CAS:111682-13-4ChEBI
Citations