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> Main
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
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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 (Br
o
nsted 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
-
[(3
S
)-
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-CH
2
Cl
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
Types
Sources
12958067
PubMed citation
Europe PMC
1492975
PubMed citation
Europe PMC
2310097
PubMed citation
Europe PMC
Last Modified
13 April 2015