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 formula | C16H14N2O4 |
|---|
| Charge | 0 |
|---|
| Average mass | 298.29 Da |
|---|
| Monoisotopic mass | 298.09535693 Da |
|---|
| Source | PubChem · retrieved 2026-08-29 |
|---|
| InChIKey | HKMUGCUFXWTNSP-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
Equivalent identifiers for this same structure in other resources.
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 |
|---|
| 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).
- ARO:3003292 (CARD/ARO asserts targeted_by_antibiotic ARO:3003780 (nybomycin); database assertion, not a primary citation.)
Curation history
-
SEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO)
-
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
-
RESEEDED_FROM_SOURCES
2026-08-31 · 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.