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> Main
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
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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 (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).
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
-
[(2
S
)-
4-
chloro-
3-
oxobutan-
2-
yl]-
L
-
prolinamide
Synonyms
Sources
Elastase inhibitor II
SUBMITTER
MeOSuc-AAPA-CMK
ChEBI
MeOSuc-Ala-Ala-Pro-Ala-CH
2
Cl
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
Types
Sources
11742890
PubMed citation
Europe PMC
1894649
PubMed citation
Europe PMC
2911584
PubMed citation
SUBMITTER
Last Modified
13 April 2015