6-diazo-5-oxo-L-norleucine

CHEBI:138889 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A non-proteinogenic L-α-amino acid that is L-norleucine which is substituted at position 5 by an oxo group and at position 6 by a diazo group. It is as inhibitor of various glutamine-utilising enzymes. — 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:17087 CHEBI:17087
CHEBI:39444 CHEBI:39444
CHEBI:83822 CHEBI:83822

Chemical structure

Computed structure properties
Molecular formula	C6H9N3O3
Charge	0
Average mass	171.156 Da
Monoisotopic mass	171.06439 Da
Source	ChEBI
InChIKey	YCWQAMGASJSUIP-YFKPBYRVSA-N

SMILES

[N-]=[N+]=CC(=O)CC[C@H](N)C(=O)O

InChI

InChI=1S/C6H9N3O3/c7-5(6(11)12)2-1-4(10)3-9-8/h3,5H,1-2,7H2,(H,11,12)/t5-/m0/s1

Also called

(S)-2-amino-6-diazo-5-oxocaproic acid (EXACT_SYNONYM)— chebi
L-DON (EXACT_SYNONYM)— chebi
diazooxonorleucine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:157-03-9
metacyc.compound:CPD0-1627
pubchem.compound:24893639
wikipedia.en:6-Diazo-5-oxo-L-norleucine

Activity roles

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

CHEBI:22587 CHEBI:22587
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:138889`	6-diazo-5-oxo-L-norleucine	`antibioticmech:chebi-d532f764d2`	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.