ilomastat

CHEBI:137236 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

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 — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:24650 CHEBI:24650
CHEBI:47994 CHEBI:47994
CHEBI:51569 CHEBI:51569

Chemical structure

Computed structure properties
Molecular formula	C20H28N4O4
Charge	0
Average mass	388.468 Da
Monoisotopic mass	388.21106 Da
Source	ChEBI
InChIKey	NITYDPDXAAFEIT-DYVFJYSZSA-N

SMILES

CNC(=O)[C@H](Cc1cnc2ccccc12)NC(=O)[C@@H](CC(=O)NO)CC(C)C

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

Also called

(2R)-N4-hydroxy-N1-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)butanediamide (EXACT_SYNONYM)— chebi
CS 610 (EXACT_SYNONYM)— chebi
GM 6001 (EXACT_SYNONYM)— chebi
GM-6001 (EXACT_SYNONYM)— chebi
GM6001 (EXACT_SYNONYM)— chebi
galardin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:142880-36-2
kegg.drug:D03793
lincs.smallmolecule:LSM-3143
pdb-ccd:GM6
reaxys:7982373
wikipedia.en:Ilomastat

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:33282 CHEBI:33282

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:137236`	ilomastat	`antibioticmech:chebi-a8eb58f227`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.