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nybomycin

antibioticmech:aro-6fbc93a42c ·ANTIBACTERIAL ·MINTED SEEDED

A heterocyclic antibiotic that targets mutant gyrA (type II topoisomerase) containing an S84L substitution, counteracting acquired quinolone resistance. It is effective against quinolone-resistant Gram-positive bacteria including S. aureus and E. faecalis. Due to its ability to counteract quinolone resistance by targeting the mutant form of the gyrA protein, it is classified as a reverse antibiotic (RA). — PMID:16589716

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

nybomycin-like antibioticARO:3007157

Strictly broader compounds or drug classes this molecule belongs to.

Chemical structure

Computed structure properties
Molecular formulaC16H14N2O4
Charge0
Average mass298.29 Da
Monoisotopic mass298.09535693 Da
SourcePubChem · retrieved 2026-08-29
InChIKeyHKMUGCUFXWTNSP-UHFFFAOYSA-N

SMILES

CC1=CC(=O)N2COC3=C2C1=CC4=C3N(C(=O)C=C4CO)C

InChI

InChI=1S/C16H14N2O4/c1-8-3-13(21)18-7-22-16-14-11(5-10(8)15(16)18)9(6-19)4-12(20)17(14)2/h3-5,19H,6-7H2,1-2H3

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

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
SourceNative IDLabelMinted CURIEVersion
ARO ARO:3003780 nybomycin antibioticmech:aro-6fbc93a42c 2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

fluoroquinolone resistant gyrA PROTEIN RESISTANCE_DETERMINANT

ARO:3003292

CARD/ARO database assertion; target organism, strain, and assay are not specified. The ARO term is explicitly fluoroquinolone-resistant gyrA with resistance-conferring mutations. Evidence status: DATABASE_ASSERTION_ONLY. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

Curation history

  1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Seeded from data/raw/ inventories (ARO)

  2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  5. RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

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