e-Drug3D

769

LEVOFLOXACIN


INN
LEVOFLOXACIN
OFLOXACIN

cas 100986-85-4
CLASS

ANTIINFECTIVES
ANTIBIOTIC
ANTIBACTERIAL
NUCLEIC ACID SYNTHESIS INHIBITORS
QUINOLONES

ROUTE (list)

ORAL INJECTION OPHTHALMIC OTIC

ATC code

A02BD10
J01MA12
S01AE05
J01RA05
J04AM12

PK parameters

F 99 PERCENT
Tmax 1.4 HOUR
Cmax 33.5 MICROMOLAR
VD 80 LITER
Cl 7.5 LITER / HOUR
PPB 31 PERCENT
t1/2 7.9 HOUR

Solubility

OF 50 MILLIGRAM / MILLILITER IN WATER


Target

TARGET DNA TOPOISOMERASE IV
DNA GYRASE

PDB
5EIX (QUINOLONE-STABILIZED CLEAVAGE COMPLEX OF TOPOISOMERASE IV FROM KLEBSIELLA PNEUMONIAE)

Ligand code = LFX (link to the list of PDB complexes)

Download experimental 3D coordinates of LFX with added hydrogens

DrugCentral

DNA topoisomerase 4 UNIPROT P72525 parC

DNA gyrase UNIPROT P0A4L9 gyrB

Download SDF file (-)-(S)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7Hpyrido[1,2,3-de]-1,4 benzoxazine-6-carboxylic acid hemihydrate

Formula:
C18H20FN3O4

Calculated chemical properties:

MW 360.36
NB_atoms 26
XLogP 0.21
PSA 74.161
NB_HD 0
NB_HA 7
fsp3 0.44
Lipinski(0=no;1=yes) 1

FDA
NDA 019735 (label) INN (OFLOXACIN) FLOXIN (ORTHO MCNEIL JANSSEN) APPROVAL= AP YEAR= 1990 NEWMOLECULARENTITY DISCONTINUED
NDA 020087 (pdf not found) INN (OFLOXACIN) FLOXIN IN DEXTROSE 5% (ORTHO MCNEIL PHARM) APPROVAL= AP YEAR= 1992 DISCONTINUED
NDA 019921 (label) INN (OFLOXACIN) OCUFLOX (ALLERGAN) APPROVAL= AP YEAR= 1993
NDA 020634 (label) INN (LEVOFLOXACIN) LEVAQUIN (JANSSEN PHARMS) APPROVAL= AP YEAR= 1996 DISCONTINUED
NDA 020635 (label) INN (LEVOFLOXACIN) LEVAQUIN (JANSSEN PHARMS) APPROVAL= AP YEAR= 1996 DISCONTINUED
NDA 020799 (label) INN (OFLOXACIN) FLOXIN OTIC (DAIICHI) APPROVAL= AP YEAR= 1997
NDA 021199 (label) INN (LEVOFLOXACIN) QUIXIN (SANTEN) APPROVAL= AP YEAR= 2000 DISCONTINUED
NDA 075762 (pdf not found) INN (OFLOXACIN) OFLOXACIN (BEDFORD) APPROVAL= AP YEAR= 2001 DISCONTINUED
NDA 076093 (pdf not found) INN (OFLOXACIN) OFLOXACIN (LARKEN LABS) APPROVAL= AP YEAR= 2001 DISCONTINUED
NDA 076182 (label) INN (OFLOXACIN) OFLOXACIN (TEVA) APPROVAL= AP YEAR= 2001
NDA 076231 (pdf not found) INN (OFLOXACIN) OFLOXACIN (ALCON) APPROVAL= AP YEAR= 2002
NDA 076128 (pdf not found) INN (OFLOXACIN) OFLOXACIN (BAUSCH AND LOMB) APPROVAL= AP YEAR= 2003
NDA 076220 (pdf not found) INN (OFLOXACIN) OFLOXACIN (RANBAXY) APPROVAL= AP YEAR= 2003
NDA 076513 (pdf not found) INN (OFLOXACIN) OFLOXACIN (NOVEX) APPROVAL= AP YEAR= 2003
NDA 021571 (label) INN (LEVOFLOXACIN) IQUIX (SANTEN) APPROVAL= AP YEAR= 2004 DISCONTINUED
NDA 021721 (label) INN (LEVOFLOXACIN) LEVAQUIN (JANSSEN PHARMS) APPROVAL= AP YEAR= 2004 DISCONTINUED
NDA 076599 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (BEDFORD LABS) APPROVAL= TA YEAR= 2004 OBSOLETE
NDA 076614 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (BEDFORD LABS) APPROVAL= TA YEAR= 2004 OBSOLETE
NDA 076874 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (RANBAXY) APPROVAL= TA YEAR= 2004 OBSOLETE
NDA 076615 (pdf not found) INN (OFLOXACIN) OFLOXACIN (HI TECH PHARMA) APPROVAL= AP YEAR= 2004
NDA 076622 (pdf not found) INN (OFLOXACIN) OFLOXACIN (BAUSCH AND LOMB) APPROVAL= AP YEAR= 2004
NDA 076830 (pdf not found) INN (OFLOXACIN) OFLOXACIN (PHARMAFORCE) APPROVAL= AP YEAR= 2004
NDA 021832 (pdf not found) INN (LEVOFLOXACIN ; SODIUM CHLORIDE) LEVOFLOXACIN (SICOR PHARMS) APPROVAL= TA YEAR= 2005
NDA 076839 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (SICOR PHARMS) APPROVAL= TA YEAR= 2005 OBSOLETE
NDA 076854 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (SICOR PHARMS) APPROVAL= TA YEAR= 2005 OBSOLETE
NDA 076616 (pdf not found) INN (OFLOXACIN) OFLOXACIN (HI TECH PHARMA) APPROVAL= AP YEAR= 2005
NDA 076527 (pdf not found) INN (OFLOXACIN) OFLOXACIN (APOTEX INC) APPROVAL= AP YEAR= 2006
NDA 077098 (pdf not found) INN (OFLOXACIN) OFLOXACIN (DR REDDYS LABS LTD) APPROVAL= AP YEAR= 2006
NDA 078222 (pdf not found) INN (OFLOXACIN) OFLOXACIN (ALCON) APPROVAL= AP YEAR= 2007
NDA 076407 (pdf not found) INN (OFLOXACIN) OFLOXACIN (AKORN) APPROVAL= AP YEAR= 2008
NDA 076848 (pdf not found) INN (OFLOXACIN) OFLOXACIN (SANDOZ) APPROVAL= AP YEAR= 2008
NDA 078559 (pdf not found) INN (OFLOXACIN) OFLOXACIN (FDC LTD) APPROVAL= AP YEAR= 2009
NDA 090395 (pdf not found) INN (OFLOXACIN) OFLOXACIN (PHARMAFORCE) APPROVAL= AP YEAR= 2009
NDA 090063 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (MYLAN PHARMA) APPROVAL= TA YEAR= 2009
NDA 078282 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (RUBICON RESEARCH) APPROVAL= AP YEAR= 2010
NDA 090268 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (SCIEGEN PHARMS) APPROVAL= AP YEAR= 2010 DISCONTINUED
NDA 077700 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (RISING) APPROVAL= AP YEAR= 2010
NDA 090305 (pdf not found) INN (LEVOFLOXACIN ; DEXTROSE) LEVOFLOXACIN; DEXTROSE (BEDFORD LABS) APPROVAL= TA YEAR= 2010
NDA 076276 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (NATCO PHARMA) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 076361 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (TEVA) APPROVAL= AP YEAR= 2011
NDA 076710 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (DR REDDYS LABS INC) APPROVAL= AP YEAR= 2011
NDA 076826 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (WATSON LABS TEVA) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 077097 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (NATCO PHARMA) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 077438 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (SANDOZ) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 078424 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (LUPIN) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 090367 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (CHARTWELL RX) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 090722 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (TORRENT PHARMS) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 078767 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (HIKMA PHARMS) APPROVAL= TA YEAR= 2011
NDA 091644 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (RISING) APPROVAL= AP YEAR= 2011
NDA 091678 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (NOVITIUM PHARMA) APPROVAL= AP YEAR= 2011
NDA 201043 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2011
NDA 090343 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN IN DEXTROSE 5% IN PLASTIC CONTAINER (INFORLIFE) APPROVAL= AP YEAR= 2011
NDA 090787 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (APOTEX INC) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 091375 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN IN DEXTROSE 5% IN PLASTIC CONTAINER (HIKMA FARMACEUTICA) APPROVAL= AP YEAR= 2011
NDA 200250 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (GLENMARK PHARMS LTD) APPROVAL= AP YEAR= 2011
NDA 200560 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (PHARMOBEDIENT) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 076890 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (CHARTWELL MOLECULAR) APPROVAL= AP YEAR= 2012
NDA 077652 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2012
NDA 202200 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (ORBION PHARMS) APPROVAL= AP YEAR= 2012
NDA 200839 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (MACLEODS PHARMS LTD) APPROVAL= AP YEAR= 2012
NDA 202692 (pdf not found) INN (OFLOXACIN) OFLOXACIN (ALTAIRE PHARMS INC) APPROVAL= AP YEAR= 2013
NDA 091397 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN IN DEXTROSE 5% IN PLASTIC CONTAINER (BAXTER HLTHCARE CORP) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 091436 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (BAXTER HLTHCARE CORP) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 200674 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN IN DEXTROSE 5% IN PLASTIC CONTAINER (FRESENIUS KABI USA) APPROVAL= AP YEAR= 2013
NDA 201484 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (WATSON LABS INC) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 202328 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (EUGIA PHARMA) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 202590 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (AVET LIFESCIENCES) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 091656 (pdf not found) INN (OFLOXACIN) OFLOXACIN (CADILA PHARMS LTD) APPROVAL= AP YEAR= 2014
NDA 078577 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (HOSPIRA) APPROVAL= AP YEAR= 2015 DISCONTINUED
NDA 078579 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN IN DEXTROSE 5% IN PLASTIC CONTAINER (HOSPIRA) APPROVAL= AP YEAR= 2015
NDA 202801 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (HETERO LABS LTD V) APPROVAL= AP YEAR= 2015
NDA 203613 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (JUBILANT GENERICS) APPROVAL= AP YEAR= 2015 DISCONTINUED
NDA 206919 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN IN DEXTROSE 5% IN PLASTIC CONTAINER (EUGIA PHARMA) APPROVAL= AP YEAR= 2016 DISCONTINUED
NDA 205968 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (ZYDUS PHARMS) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 204899 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (PHARMOBEDIENT) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 205222 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (LANNETT CO INC) APPROVAL= AP YEAR= 2018
NDA 204968 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (HEC PHARM) APPROVAL= AP YEAR= 2019
NDA 205600 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (MICRO LABS LTD INDIA) APPROVAL= AP YEAR= 2019
NDA 211525 (pdf not found) INN (OFLOXACIN) OFLOXACIN (AMNEAL) APPROVAL= AP YEAR= 2019
NDA 205540 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN (GLAND) APPROVAL= AP YEAR= 2020
NDA 206908 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN IN DEXTROSE 5% IN PLASTIC CONTAINER (GLAND) APPROVAL= AP YEAR= 2020
NDA 215038 (pdf not found) INN (OFLOXACIN) OFLOXACIN (FDC LTD) APPROVAL= AP YEAR= 2022 DISCONTINUED
NDA 215886 (pdf not found) INN (OFLOXACIN) OFLOXACIN (MANKIND PHARMA) APPROVAL= AP YEAR= 2022
NDA 216130 (pdf not found) INN (OFLOXACIN) OFLOXACIN (MANKIND PHARMA) APPROVAL= AP YEAR= 2022
NDA 211524 (pdf not found) INN (OFLOXACIN) OFLOXACIN (AMNEAL) APPROVAL= AP YEAR= 2024
NDA 217903 (pdf not found) INN (OFLOXACIN) OFLOXACIN (CAPLIN) APPROVAL= AP YEAR= 2024
NDA 217904 (pdf not found) INN (OFLOXACIN) OFLOXACIN (CAPLIN) APPROVAL= AP YEAR= 2024
NDA 216164 (pdf not found) INN (LEVOFLOXACIN) LEVOFLOXACIN IN DEXTROSE 5% IN PLASTIC CONTAINER (KNACK) APPROVAL= AP YEAR= 2024 DISCONTINUED
NDA 213597 (pdf not found) INN (OFLOXACIN) OFLOXACIN (SOMERSET) APPROVAL= AP YEAR= 2024
NDA 216328 (pdf not found) INN (OFLOXACIN) OFLOXACIN (SOMERSET THERAPS LLC) APPROVAL= AP YEAR= 2024
NDA 218557 (pdf not found) INN (OFLOXACIN) OFLOXACIN (MICRO LABS) APPROVAL= AP YEAR= 2026

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL