lomefloxacin Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
antibacterials, nalidixic acid derivatives 1594 98079-51-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • lomeflon
  • lomefloxacin hydrochloride
  • lomefloxacin
  • lomefloxacin HCl
A synthetic broad-spectrum fluoroquinolone with antibacterial activity. Lomefloxacin inhibits DNA gyrase, a type II topoisomerase involved in the induction or relaxation of supercoiling during DNA replication. This inhibition leads to a decrease in DNA synthesis during bacterial replication, resulting in cell growth inhibition and eventually cell lysis.
  • Molecular weight: 351.35
  • Formula: C17H19F2N3O3
  • CLOGP: -0.11
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 2
  • TPSA: 72.88
  • ALOGS: -3.52
  • ROTB: 3

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.40 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 1.64 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 65 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 16.26 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 97 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 2.04 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 3.98 mL/min/kg Lombardo F, Berellini G, Obach RS
t_half (Half-life) 8.10 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Feb. 21, 1992 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC J01MA07 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
QUINOLONE ANTIBACTERIALS
Fluoroquinolones
ATC S01AE04 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIINFECTIVES
Fluoroquinolones
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000970 Antineoplastic Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D059005 Topoisomerase II Inhibitors
CHEBI has role CHEBI:33231 antitubercular
CHEBI has role CHEBI:33281 antibiotics
CHEBI has role CHEBI:47868 photosensitising agent

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Bronchitis indication 32398004 DOID:6132
Lower respiratory tract infection indication 50417007
Klebsiella cystitis indication 60867007
Urinary tract infectious disease indication 68566005
Acute bacterial bronchitis indication 233598009
Escherichia coli urinary tract infection indication 301011002
Acute exacerbation of chronic bronchitis indication 425748003
Urinary tract infection caused by Klebsiella indication 369001000119100
Proteus Cystitis indication
Moraxella Catarrhalis Chronic Bronchitis indication
Staphylococcus Cystitis indication
Prevention of Infection in Transrectal Prostate Biopsy indication
Haemophilus Influenzae Chronic Bronchitis indication
Complicated Proteus UTI indication
E. Coli Cystitis indication
Complicated UTI with Pseudomonas Aeruginosa indication
Prevention of Infection from Transurethral Surgery indication

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 5.84 acidic
pKa2 8.18 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
DNA gyrase Enzyme INHIBITOR CHEMBL CHEMBL
DNA gyrase subunit A Enzyme IC50 5.15 WOMBAT-PK

External reference:

IDSource
4020246 VUID
N0000148144 NUI
D00873 KEGG_DRUG
98079-52-8 SECONDARY_CAS_RN
4020246 VANDF
4020537 VANDF
C0065162 UMLSCUI
CHEBI:116278 CHEBI
CHEMBL561 ChEMBL_ID
CHEMBL1728 ChEMBL_ID
DB00978 DRUGBANK_ID
C053091 MESH_SUPPLEMENTAL_RECORD_UI
6222 INN_ID
L6BR2WJD8V UNII
3948 PUBCHEM_CID
235762 RXNORM
4990 MMSL
d00104 MMSL
003642 NDDF
003643 NDDF
387553002 SNOMEDCT_US
412239000 SNOMEDCT_US
96088001 SNOMEDCT_US

Pharmaceutical products:

None