Ilomastat

Ilomastat (INN;^[1] development code GM6001; proprietary name Galardin) is a broad-spectrum matrix metalloproteinase inhibitor.^[2][3][4]

Quick facts Names, Identifiers ...

GM6001

Names
Preferred IUPAC name (3R)-N1-Hydroxy-N4-{(1S)-1-[(1H-indol-3-yl)methyl]-2-(methylamino)-2-oxoethyl}-3-(2-methylpropyl)butanediamide
Other names Galardin, GM6001
Identifiers
CAS Number	142880-36-2 Y
3D model (JSmol)	Interactive image
Abbreviations	GM6
ChEBI	CHEBI:137236
ChemSpider	117009
DrugBank	DB02255
MeSH	GM6001
PubChem CID	132519
UNII	I0403ML141 Y
CompTox Dashboard (EPA)	DTXSID0046353
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
SMILES CC(C)C[C@H](CC(=O)NO)C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)NC
Properties
Chemical formula	C20H28N4O4
Molar mass	388.468 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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This chemotherapy agent is considered to have application in skincare products for its antiaging properties.

Ilomastat is a member of the hydroxamic acid class of reversible metallopeptidase inhibitors. The anionic state of the hydroxamic acid group forms a bidentate complex with the active site zinc.^[5]

Examples of enzymes that ilomastat inhibit include rabbit MMP9,^[6] thermolysin,^[2] peptide deformylase,^[7] and anthrax lethal factor endopeptidase (LF) produced by the bacterium Bacillus anthracis.^[8][9]