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CHEBI:137236 - ilomastat

ChEBI IDCHEBI:137236
ChEBI Nameilomastat
Stars
DefinitionAn 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
Secondary ChEBI IDCHEBI:42919
Last Modified17 August 2017
SubmitterTheOtherDave
DownloadsMolfile
FormulaC20H28N4O4
Net Charge0
Average Mass388.468
Monoisotopic Mass388.21106
SMILESCNC(=O)[C@H](Cc1cnc2ccccc12)NC(=O)[C@@H](CC(=O)NO)CC(C)C
InChIInChI=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
InChIKeyNITYDPDXAAFEIT-DYVFJYSZSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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).
Applications:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
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
ilomastatKEGG DRUG
Synonyms  Source
galardinSUBMITTER
GM6001SUBMITTER
CS 610ChemIDplus
GM-6001ChEBI
GM 6001ChEBI
Manual XrefsDatabases
GM6PDBeChem
LSM-3143LINCS
D03793KEGG DRUG
IlomastatWikipedia
Registry NumbersSources
Reaxys:7982373Reaxys
CAS:142880-36-2KEGG DRUG
CAS:142880-36-2ChemIDplus
Citations