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

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ChEBI Name methoxysuccinyl-Ala-Ala-Pro-Val chloromethyl ketone
ChEBI ID CHEBI:83803
Definition A tripeptide derived from methoxysuccinyl-Ala-Ala-Pro-Val 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 C22H35ClN4O7
Net Charge 0
Average Mass 502.98900
Monoisotopic Mass 502.21943
InChI InChI=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
InChIKey PJGDFLJMBAYGGC-XLPNERPQSA-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)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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 α-chloroketone (CHEBI:51841)
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)
IUPAC Name
N-(4-methoxy-4-oxobutanoyl)-L-alanyl-L-alanyl-N-[(3S)-1-chloro-4-methyl-2-oxopentan-3-yl]-L-prolinamide
Synonyms Sources
MeOSuc-AAPV-CMK ChEBI
Meosuc-aapv-cmk ChemIDplus
MeOSuc-Ala-Ala-Pro-Val-CH2Cl ChEBI
MeOSuc-Ala-Ala-Pro-Val-CMK ChEBI
Methoxysuccinyl-alanyl-alanyl-prolyl-valine chloromethyl ketone ChemIDplus
Msaapvck ChemIDplus
Registry Numbers Types Sources
6167019 Reaxys Registry Number Reaxys
65144-34-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12958067 PubMed citation Europe PMC
1492975 PubMed citation Europe PMC
2310097 PubMed citation Europe PMC
Last Modified
13 April 2015