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

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ChEBI Name methoxysuccinyl-Ala-Ala-Pro-Ala chloromethyl ketone
ChEBI ID CHEBI:83802
Definition A tripeptide derived from methoxysuccinyl-Ala-Ala-Pro-Ala by conversion of the terminal carboxy group to the corresponding chloromethyl ketone.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sandra Orchard
Supplier Information
Download Molfile XML SDF
Formula C20H31ClN4O7
Net Charge 0
Average Mass 474.93600
Monoisotopic Mass 474.18813
InChI InChI=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
InChIKey UIYRKMRXXFXSTH-XUXIUFHCSA-N
SMILES COC(=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
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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).
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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 α-chloroketone (CHEBI:51841)
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)
IUPAC Name
N-(4-methoxy-4-oxobutanoyl)-L-alanyl-L-alanyl-N-[(2S)-4-chloro-3-oxobutan-2-yl]-L-prolinamide
Synonyms Sources
Elastase inhibitor II SUBMITTER
MeOSuc-AAPA-CMK ChEBI
MeOSuc-Ala-Ala-Pro-Ala-CH2Cl ChEBI
MeOSuc-Ala-Ala-Pro-Ala-CMK ChEBI
Methoxysuccinyl-alanyl-alanyl-prolyl-alanine chloromethyl ketone ChemIDplus
MSACK SUBMITTER
Registry Numbers Types Sources
111682-13-4 CAS Registry Number ChEBI
18355293 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11742890 PubMed citation Europe PMC
1894649 PubMed citation Europe PMC
2911584 PubMed citation SUBMITTER
Last Modified
13 April 2015