CHEBI:137236 - ilomastat

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ChEBI Name ilomastat
ChEBI ID CHEBI:137236
Definition An N-acyl-amino acid obtained by formal condensation of the carboxy group of (2R)-2-[2-(hydroxyamino)-2-oxoethyl]-4-methylpentanoic acid with the amino group of N-methyl-L-tryptophanamide. A cell permeable broad-spectrum matrix metalloproteinase (MMP) inhibitor
Stars This entity has been manually annotated by the ChEBI Team.
Submitter TheOtherDave
Secondary ChEBI IDs CHEBI:42919
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Formula C20H28N4O4
Net Charge 0
Average Mass 388.461
Monoisotopic Mass 388.21106
InChI InChI=1S/C20H28N4O4/c1-12(2)8-13(10-18(25)24-28)19(26)23-17(20(27)21-3)9-14-11-22-16-7-5-4-6-15(14)16/h4-7,11-13,17,22,28H,8-10H2,1-3H3,(H,21,27)(H,23,26)(H,24,25)/t13-,17+/m1/s1
InChIKey NITYDPDXAAFEIT-DYVFJYSZSA-N
SMILES C(C(NO)=O)[C@H](C(N[C@H](C(NC)=O)CC=1C=2C(NC1)=CC=CC2)=O)CC(C)C
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC 3.4.24.24 (gelatinase A) inhibitor
An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of gelatinase A (EC 3.4.24.24).
antibacterial agent
A substance that kills or slows the growth of bacteria.
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing ilomastat (CHEBI:137236) has role anti-inflammatory agent (CHEBI:67079)
ilomastat (CHEBI:137236) has role antibacterial agent (CHEBI:33282)
ilomastat (CHEBI:137236) has role antineoplastic agent (CHEBI:35610)
ilomastat (CHEBI:137236) has role EC 3.4.24.24 (gelatinase A) inhibitor (CHEBI:84036)
ilomastat (CHEBI:137236) has role neuroprotective agent (CHEBI:63726)
ilomastat (CHEBI:137236) is a N-acyl-amino acid (CHEBI:51569)
ilomastat (CHEBI:137236) is a L-tryptophan derivative (CHEBI:47994)
ilomastat (CHEBI:137236) is a hydroxamic acid (CHEBI:24650)
IUPAC Name
(2R)-N4-hydroxy-N1-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)butanediamide
INN Source
ilomastat KEGG DRUG
Synonyms Sources
CS 610 ChemIDplus
galardin SUBMITTER
GM 6001 ChEBI
GM-6001 ChEBI
GM6001 SUBMITTER
Manual Xrefs Databases
D03793 KEGG DRUG
GM6 PDBeChem
Ilomastat Wikipedia
LSM-3143 LINCS
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Registry Numbers Types Sources
142880-36-2 CAS Registry Number ChemIDplus
142880-36-2 CAS Registry Number KEGG DRUG
7982373 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
17 August 2017