levesquamide

CHEBI:167048 ·resolve ·ANTIMYCOBACTERIAL ·EXACT SEEDED

A polyketide-nonribosomal peptide with an isothiazolinone moiety found in Streptomyces sp. RKND-216. It has a strong selective activity against M. tuberculosis, with no cytotoxicity against mammalian cell lines. — 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:140325 CHEBI:140325
CHEBI:15734 CHEBI:15734
CHEBI:22562 CHEBI:22562
CHEBI:26188 CHEBI:26188
CHEBI:35618 CHEBI:35618
CHEBI:35681 CHEBI:35681
CHEBI:46812 CHEBI:46812
CHEBI:46956 CHEBI:46956

Chemical structure

Computed structure properties
Molecular formula	C28H34N6O9S
Charge	0
Average mass	630.68 Da
Monoisotopic mass	630.2108 Da
Source	ChEBI
InChIKey	DZVHAUSOBYTBDX-ZOCIIQOWSA-N

SMILES

COc1c(-c2coc(-c3ccccc3N)n2)nc2c(=O)n([C@@H](CO)C(=O)NC[C@@H](O)C(=O)N[C@H](CO)CC(C)C)sc2c1O

InChI

InChI=1S/C28H34N6O9S/c1-13(2)8-14(10-35)31-26(40)19(37)9-30-25(39)18(11-36)34-28(41)21-24(44-34)22(38)23(42-3)20(33-21)17-12-43-27(32-17)15-6-4-5-7-16(15)29/h4-7,12-14,18-19,35-37H,8-11,29H2,1-3H3,(H,30,39)(H,31,40)(H,33,38)/t14-,18-,19+/m0/s1

Also called

(2S)-2-{5-[2-(2-aminophenyl)-1,3-oxazol-4-yl]-7-hydroxy-6-methoxy-3-oxo[1,2]thiazolo[4,5-b]pyridin-2(3H)-yl}-3-hydroxy-N-[(2R)-2-hydroxy-3-{[(2S)-1-hydroxy-4-methylpentan-2-yl]amino}-3-oxopropyl]propanamide (EXACT_SYNONYM)— chebi

Activity roles

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

CHEBI:33231 CHEBI:33231

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:167048`	levesquamide	`antibioticmech:chebi-9e0d348c7e`	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.