Trovafloxacin

drug
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Also known as CP-99219TrovafloxacineTrovafloxacinoTrovanTurvelTravafloxacin

Summary

Trovafloxacin (CHEMBL428) is an approved small-molecule antimicrobial agent (ATC J01MA13); indicated across 2 conditions including bacterial infectious disease and osteomyelitis.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: J01MA13
  • Indications: 2 conditions
  • Clinical trials: 1
  • Chemistry: 416.4 Da · C20H15F3N4O3

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL428
NameTrovafloxacin
TypeSmall molecule
Max phase4
FDA approvedno
PubChem CID62959
ChEBICHEBI:9763
ATCJ01MA13
Molecular formulaC20H15F3N4O3
Molecular weight416.4
InChIKeyWVPSKSLAZQPAKQ-SOSAQKQKSA-N

SMILES: C1[C@@H]2[C@@H](C2N)CN1C3=C(C=C4C(=O)C(=CN(C4=N3)C5=C(C=C(C=C5)F)F)C(=O)O)F

IUPAC name: 7-[(1R,5S)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid

ChEBI definition: A 1,8-naphthyridine derivative that is 4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid bearing additional 2,4-difluorophenyl, fluoro and 6-amino-3-azabicyclo[3.1.0]hex-3-yl substituents at positions 1, 6 and 7 respectively. A broad-spectrum antibiotic that was withdrawn from the market due to risk of liver failure.

Pharmacological roles (ChEBI): antimicrobial agent, hepatotoxic agent, topoisomerase IV inhibitor, DNA synthesis inhibitor, antibacterial drug.

Also known as: CP-99219, Trovafloxacin, Trovafloxacine, Trovafloxacino, Trovan, Turvel, trovafloxacin, Travafloxacin, TROVAFLOXACINE, TROVAFLOXACIN

Parent form; salt/anhydrous children: CHEMBL1200779

Patent coverage: 4,430 distinct patent families (17,587 SureChEMBL compound mentions), from 2 matched compound structure(s). One matched structure accounts for 17,417 (99%) of the total. Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Broader ChEMBL bioactivity targets: 3 (assay-derived). Sample: Thromboxane-A synthase, Retinoic acid receptor beta, Sodium-dependent dopamine transporter.

Bioactivity

ChEMBL activities: 1 potent at pChembl ≥ 5 of 4 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
TBXAS15.39IC504023nMCHEMBL_ACT_7783720

Target pathways

No target-pathway data for this drug (no mapped target genes).

Indications & clinical

Indications

2 indications (1 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
bacterial infectious disease4MONDO:0005113EFO:0000771
osteomyelitis0MONDO:0005246EFO:0003102

Clinical trials

Total trials: 1.

Phase distribution

PhaseTrials
Not specified1

Top trials by phase / activity

NCTPhaseStatusTitle
NCT00548002Not specifiedCOMPLETEDCombination Therapy With Fluoroquinolone in Staphylococcus Aureus Bacteremia

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No CPIC/DPWG dosing guideline or drug-level clinical/variant annotations in PharmGKB for this molecule.

No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).