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CHEBI:83803 - methoxysuccinyl-Ala-Ala-Pro-Val chloromethyl ketone

ChEBI IDCHEBI:83803
ChEBI Namemethoxysuccinyl-Ala-Ala-Pro-Val chloromethyl ketone
Stars
DefinitionA tripeptide derived from methoxysuccinyl-Ala-Ala-Pro-Val by conversion of the terminal carboxy group to the corresponding chloromethyl ketone.
Last Modified13 April 2015
SubmitterSandra Orchard
DownloadsMolfile
FormulaC22H35ClN4O7
Net Charge0
Average Mass502.996
Monoisotopic Mass502.21943
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(=O)CCl)C(C)C
InChIInChI=1S/C22H35ClN4O7/c1-12(2)19(16(28)11-23)26-21(32)15-7-6-10-27(15)22(33)14(4)25-20(31)13(3)24-17(29)8-9-18(30)34-5/h12-15,19H,6-11H2,1-5H3,(H,24,29)(H,25,31)(H,26,32)/t13-,14-,15-,19-/m0/s1
InChIKeyPJGDFLJMBAYGGC-XLPNERPQSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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-Val chloromethyl ketone (CHEBI:83803) has functional parent succinic acid (CHEBI:15741)
methoxysuccinyl-Ala-Ala-Pro-Val chloromethyl ketone (CHEBI:83803) has role EC 3.4.21.37 (leukocyte elastase) inhibitor (CHEBI:64922)
methoxysuccinyl-Ala-Ala-Pro-Val chloromethyl ketone (CHEBI:83803) is a methyl ester (CHEBI:25248)
methoxysuccinyl-Ala-Ala-Pro-Val chloromethyl ketone (CHEBI:83803) is a tripeptide (CHEBI:47923)
methoxysuccinyl-Ala-Ala-Pro-Val chloromethyl ketone (CHEBI:83803) is a α-chloroketone (CHEBI:51841)
IUPAC Name 
N-(4-methoxy-4-oxobutanoyl)-L-alanyl-L-alanyl-N-[(3S)-1-chloro-4-methyl-2-oxopentan-3-yl]-L-prolinamide
Synonyms  Source
MsaapvckChemIDplus
MeOSuc-AAPV-CMKChEBI
Methoxysuccinyl-alanyl-alanyl-prolyl-valine chloromethyl ketoneChemIDplus
MeOSuc-Ala-Ala-Pro-Val-CMKChEBI
Meosuc-aapv-cmkChemIDplus
MeOSuc-Ala-Ala-Pro-Val-CH2ClChEBI
Registry NumbersSources
Reaxys:6167019Reaxys
CAS:65144-34-5ChemIDplus
Citations