indolmycin

CHEBI:79394 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A member of the class of 1,3-oxazoles that is 1,3-oxazol-4(5H)-one which is substituted at the 2 and 5-pro-S positions by methylamino and [(1R)-1-(1H-indol-3-yl)ethyl] groups, respectively. — 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:24828 CHEBI:24828
CHEBI:46812 CHEBI:46812
CHEBI:50995 CHEBI:50995

Chemical structure

Computed structure properties
Molecular formula	C14H15N3O2
Charge	0
Average mass	257.293 Da
Monoisotopic mass	257.11643 Da
Source	ChEBI
InChIKey	GNTVWGDQPXCYBV-PELKAZGASA-N

SMILES

[H][C@@]1([C@H](C)c2cnc3ccccc23)OC(NC)=NC1=O

InChI

InChI=1S/C14H15N3O2/c1-8(12-13(18)17-14(15-2)19-12)10-7-16-11-6-4-3-5-9(10)11/h3-8,12,16H,1-2H3,(H,15,17,18)/t8-,12+/m1/s1

Also called

(5S)-5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-(methylamino)-1,3-oxazol-4(5H)-one (EXACT_SYNONYM)— chebi
(1R,5S)-(−)-5-(1-indol-3-ylethyl)-2-(methylamino)-2-oxazolin-4-one (EXACT_SYNONYM)— chebi
(5S,6R)-(−)-indolmycin (EXACT_SYNONYM)— chebi
(−)-indolmycin (EXACT_SYNONYM)— chebi
PA 155 A (EXACT_SYNONYM)— chebi
PA-155-A (EXACT_SYNONYM)— chebi
indolemycin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:21200-24-8
knapsack:C00026624
metacyc.compound:CPD0-920
patent:GB862685
reaxys:620840

Activity roles

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

CHEBI:33281 CHEBI:33281
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:79394`	indolmycin	`antibioticmech:chebi-e1ab3782d6`	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.