enrofloxacin

CHEBI:35720 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A quinolinemonocarboxylic acid that is 1,4-dihydroquinoline-3-carboxylic acid substituted by an oxo group at position 4, a fluoro group at position 6, a cyclopropyl group at position 1 and a 4-ethylpiperazin-1-yl group at position 7. It is a veterinary antibacterial agent used for the treatment of pets. — 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

fluoroquinolone antibioticARO:0000001

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:23765 CHEBI:23765
CHEBI:26512 CHEBI:26512
CHEBI:37143 CHEBI:37143
CHEBI:46845 CHEBI:46845
CHEBI:46848 CHEBI:46848
CHEBI:51454 CHEBI:51454
ARO:0000001 ARO:0000001

Chemical structure

Computed structure properties
Molecular formula	C19H22FN3O3
Charge	0
Average mass	359.401 Da
Monoisotopic mass	359.16452 Da
Source	ChEBI
InChIKey	SPFYMRJSYKOXGV-UHFFFAOYSA-N

SMILES

CCN1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3C2CC2)CC1

InChI

InChI=1S/C19H22FN3O3/c1-2-21-5-7-22(8-6-21)17-10-16-13(9-15(17)20)18(24)14(19(25)26)11-23(16)12-3-4-12/h9-12H,2-8H2,1H3,(H,25,26)

Also called

1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (EXACT_SYNONYM)— chebi
Baytril (EXACT_SYNONYM)— chebi
Enrofloxacin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3007045
cas:93106-60-6
drugcentral:1017
hmdb:HMDB0029861
kegg.drug:D02473
lincs.smallmolecule:LSM-3709
patent:KR20130080422
patent:RU2491922
patent:US4659603
reaxys:5307824
vsdb:1762
wikipedia.en:Enrofloxacin
chembl:CHEMBL15511
pubchem.compound:71188

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
ARO	`ARO:3007045`	enrofloxacin	`antibioticmech:aro-f5c25c7c0e`	2026-08-30
CHEBI	`CHEBI:35720`	enrofloxacin	`antibioticmech:chebi-fa07c19aba`	2026-08-30

Resistance mechanisms

2 known routes by which microbes resist this compound, grounded in ARO where CARD models them. Grouped by mechanism type — expand a group to see its determinants.

ANTIBIOTIC_TARGET_ALTERATION 2

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Erysipelothrix rhusiopathiae gyrA with mutation conferring resistance to enrofloxacin	ARO:3007544	not organism-specific	—	ARO:3007544 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007045 (enrofloxacin); database assertion, not a primary citation.)
Escherichia coli soxS with mutation conferring antibiotic resistance	ARO:3003511	not organism-specific	—	ARO:3003511 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007045 (enrofloxacin); database assertion, not a primary citation.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, 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.