lomefloxacin

CHEBI:116278 ·resolve ·ANTIMYCOBACTERIAL ·EXACT SEEDED

A fluoroquinolone antibiotic, used (generally as the hydrochloride salt) to treat bacterial infections including bronchitis and urinary tract infections. It is also used to prevent urinary tract infections prior to surgery. — 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:46848 CHEBI:46848
CHEBI:86324 CHEBI:86324
CHEBI:87211 CHEBI:87211
ARO:0000001 ARO:0000001

Chemical structure

Computed structure properties
Molecular formula	C17H19F2N3O3
Charge	0
Average mass	351.353 Da
Monoisotopic mass	351.13945 Da
Source	ChEBI
InChIKey	ZEKZLJVOYLTDKK-UHFFFAOYSA-N

SMILES

CCn1cc(C(=O)O)c(=O)c2cc(F)c(N3CCNC(C)C3)c(F)c21

InChI

InChI=1S/C17H19F2N3O3/c1-3-21-8-11(17(24)25)16(23)10-6-12(18)15(13(19)14(10)21)22-5-4-20-9(2)7-22/h6,8-9,20H,3-5,7H2,1-2H3,(H,24,25)

Also called

1-ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (EXACT_SYNONYM)— chebi
(±)-1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid (EXACT_SYNONYM)— chebi
1,4-Dihydro-6,8-difluoro-1-ethyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid (EXACT_SYNONYM)— chebi
LFLX (EXACT_SYNONYM)— chebi
Lomefloxacine (EXACT_SYNONYM)— chebi
Lomefloxacino (EXACT_SYNONYM)— chebi
Lomefloxacinum (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3000660
beilstein:4210041
cas:98079-51-7
drugbank:DB00978
drugcentral:1594
kegg.compound:C07078
kegg.drug:D02318
lincs.smallmolecule:LSM-5145
patent:DE3433924
patent:US4528287
wikipedia.en:Lomefloxacin
chembl:CHEMBL561
pubchem.compound:3948

Activity roles

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

CHEBI:33231 CHEBI:33231
CHEBI:33281 CHEBI:33281

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:3000660`	lomefloxacin	`antibioticmech:aro-13094b01c2`	2026-08-30
CHEBI	`CHEBI:116278`	lomefloxacin	`antibioticmech:chebi-a038c26159`	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 sensitive gyrA PROTEIN DIRECT_BINDING_TARGET

ARO:3000733

CARD/ARO database assertion; target organism, strain, and assay are not specified. ARO explicitly describes ligand binding to gyrase subunit A. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000733 (CARD/ARO asserts targeted_by_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)

Resistance mechanisms

20 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 20

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Acinetobacter baumannii gyrA conferring resistance to fluoroquinolones	ARO:3003817	not organism-specific	—	ARO:3003817 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Acinetobacter baumannii parC conferring resistance to fluoroquinolones	ARO:3003818	not organism-specific	—	ARO:3003818 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Bartonella bacilliformis gyrA conferring resistance to fluoroquinolones	ARO:3003297	not organism-specific	—	ARO:3003297 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Escherichia coli gyrA conferring resistance to fluoroquinolones	ARO:3003294	not organism-specific	—	ARO:3003294 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Escherichia coli parC conferring resistance to fluoroquinolones	ARO:3003308	not organism-specific	—	ARO:3003308 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Escherichia coli parE conferring resistance to fluoroquinolones	ARO:3003316	not organism-specific	—	ARO:3003316 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Morganella morganii gyrB conferring resistance to fluoroquinolones	ARO:3003306	not organism-specific	—	ARO:3003306 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Mycobacterium leprae gyrA conferring resistance to fluoroquinolones	ARO:3003298	not organism-specific	—	ARO:3003298 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Mycobacterium leprae gyrB conferring resistance to fluoroquinolones	ARO:3003304	not organism-specific	—	ARO:3003304 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Mycobacterium tuberculosis gyrA conferring resistance to fluoroquinolones	ARO:3003295	not organism-specific	—	ARO:3003295 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Mycobacterium tuberculosis gyrB with mutation conferring resistance to fluoroquinolones	ARO:3003459	not organism-specific	—	ARO:3003459 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Mycoplasma hominis parC conferring resistance to fluoroquinolones	ARO:3003310	not organism-specific	—	ARO:3003310 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Salmonella serovars gyrB conferring resistance to fluoroquinolones	ARO:3003307	not organism-specific	—	ARO:3003307 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Salmonella serovars parE conferring resistance to fluoroquinolones	ARO:3003317	not organism-specific	—	ARO:3003317 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Staphylococcus aureus gyrA conferring resistance to fluoroquinolones	ARO:3003296	not organism-specific	—	ARO:3003296 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Staphylococcus aureus parC conferring resistance to fluoroquinolones	ARO:3003312	not organism-specific	—	ARO:3003312 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Staphylococcus aureus parE conferring resistance to fluoroquinolones	ARO:3003315	not organism-specific	—	ARO:3003315 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Streptococcus pneumoniae parC conferring resistance to fluoroquinolones	ARO:3003311	not organism-specific	—	ARO:3003311 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Ureaplasma urealyticum gyrB conferring resistance to fluoroquinolones	ARO:3003305	not organism-specific	—	ARO:3003305 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); database assertion, not a primary citation.)
Ureaplasma urealyticum parC conferring resistance to fluoroquinolones	ARO:3003309	not organism-specific	—	ARO:3003309 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000660 (lomefloxacin); 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
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.