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levofloxacin 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
antibacterials, nalidixic acid derivatives	1569	100986-85-4

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: levofloxacin anhydrous levofloxacin hydrate levaquin oftaquix quixin (S)-Ofloxacin levofloxacin	The L-isomer of Ofloxacin. Molecular weight: 361.37 Formula: C18H20FN3O4 CLOGP: -0.26 LIPINSKI: 0 HAC: 7 HDO: 1 TPSA: 73.32 ALOGS: -2.40 ROTB: 2 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

levofloxacin anhydrous
levofloxacin hydrate
levaquin
oftaquix
quixin
(S)-Ofloxacin
levofloxacin

The L-isomer of Ofloxacin.

Molecular weight: 361.37
Formula: C18H20FN3O4
CLOGP: -0.26
LIPINSKI: 0
HAC: 7
HDO: 1
TPSA: 73.32
ALOGS: -2.40
ROTB: 2

Status: OFP

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

Drug dosage:

Dose	Unit	Route
0.24	g	Inhal.solution
0.50	g	O
0.50	g	P

ADMET properties:

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Property	Value	Reference
BA (Bioavailability)	97.50 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
t_half (Half-life)	8.80 hours	Lombardo F, Berellini G, Obach RS
EoM (Fraction excreted unchanged in urine)	74 %	Benet LZ, Broccatelli F, Oprea TI
S (Water solubility)	50 mg/mL	Benet LZ, Broccatelli F, Oprea TI
BDDCS (Biopharmaceutical Drug Disposition Classification System)	3	Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose)	29.65 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
CL (Clearance)	1.90 mL/min/kg	Lombardo F, Berellini G, Obach RS
Vd (Volume of distribution)	1.20 L/kg	Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma)	0.75 %	Lombardo F, Berellini G, Obach RS

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Approvals:

Date	Agency	Company	Orphan
Dec. 20, 1996	FDA	JANSSEN PHARMS

FDA Adverse Event Reporting System (Female)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Drug hypersensitivity	1249.32	10.27	1865	89982	308822	63088353
Tendon pain	588.02	10.27	210	91637	3116	63394059
Sedation complication	571.18	10.27	314	91533	13508	63383667
Creatinine renal clearance decreased	554.16	10.27	326	91521	15982	63381193
Orthostatic hypotension	452.47	10.27	393	91454	35767	63361408
Blood calcium decreased	443.65	10.27	341	91506	26110	63371065
Sedation	405.29	10.27	381	91466	38428	63358747
Cognitive disorder	401.13	10.27	448	91399	55367	63341808
Tendonitis	357.98	10.27	266	91581	19349	63377826
Drug reaction with eosinophilia and systemic symptoms	341.50	10.27	326	91521	33510	63363665

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FDA Adverse Event Reporting System (Male)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Tendon rupture	416.17	10.65	232	75420	6780	34874499
Tendonitis	394.20	10.65	246	75406	8894	34872385
Tendon pain	343.67	10.65	155	75497	2840	34878439
Drug reaction with eosinophilia and systemic symptoms	260.78	10.65	339	75313	32673	34848606
Tendon disorder	212.26	10.65	110	75542	2765	34878514
Febrile neutropenia	208.10	10.65	710	74942	136139	34745140
Pneumonia	153.60	10.65	1321	74331	361306	34519973
Pyrexia	140.85	10.65	1213	74439	331800	34549479
Completed suicide	138.55	10.65	23	75629	98145	34783134
Drug abuse	138.14	10.65	24	75628	99072	34782207

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FDA Adverse Event Reporting System (Geriatric)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Tendon pain	807.43	9.90	326	146442	5332	79592288
Tendon rupture	691.74	9.90	370	146398	11756	79585864
Tendonitis	598.26	9.90	431	146337	23399	79574221
Drug reaction with eosinophilia and systemic symptoms	597.58	9.90	662	146106	63582	79534038
Drug hypersensitivity	564.87	9.90	1507	145261	297409	79300211
Sedation complication	493.75	9.90	326	146442	15343	79582277
Creatinine renal clearance decreased	468.58	9.90	340	146428	18662	79578958
Tendon disorder	451.71	9.90	234	146534	6952	79590668
Febrile neutropenia	422.29	9.90	1151	145617	229848	79367772
Blood calcium decreased	367.27	9.90	368	146400	31451	79566169

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FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

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Source	Code	Description
ATC	A02BD10	ALIMENTARY TRACT AND METABOLISM DRUGS FOR ACID RELATED DISORDERS DRUGS FOR PEPTIC ULCER AND GASTRO-OESOPHAGEAL REFLUX DISEASE (GORD) Combinations for eradication of Helicobacter pylori
ATC	J01MA12	ANTIINFECTIVES FOR SYSTEMIC USE ANTIBACTERIALS FOR SYSTEMIC USE QUINOLONE ANTIBACTERIALS Fluoroquinolones
ATC	J01RA05	ANTIINFECTIVES FOR SYSTEMIC USE ANTIBACTERIALS FOR SYSTEMIC USE COMBINATIONS OF ANTIBACTERIALS Combinations of antibacterials
ATC	S01AE05	SENSORY ORGANS OPHTHALMOLOGICALS ANTIINFECTIVES Fluoroquinolones
CHEBI has role	CHEBI:36047	antibacterial drugs
CHEBI has role	CHEBI:50750	inhibitors of type II topoisomerase
CHEBI has role	CHEBI:53559	topoisomerase IV inhibitors
CHEBI has role	CHEBI:59517	DNA synthesis inhibitors
FDA CS	M0023650	Quinolones
FDA CS	M0372253	Fluoroquinolones

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Drug Use | Suggest Off label Use Form| |View source of the data|

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Disease	Relation	SNOMED_ID	DOID
Otitis media caused by Pseudomonas aeruginosa	indication	16664009
Haemophilus Influenzae Acute Otitis Media	indication	19021002
Infection of skin AND/OR subcutaneous tissue	indication	19824006
Staphylococcal pneumonia	indication	22754005
Pneumonia due to Streptococcus	indication	34020007
Pyelonephritis	indication	45816000	DOID:11400
Pneumonia due to Mycoplasma pneumoniae	indication	46970008
Bacterial pneumonia	indication	53084003	DOID:874
Klebsiella cystitis	indication	60867007
Otitis media caused by Streptococcus spp.	indication	65363002	DOID:10754

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🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	6.12	acidic
pKa2	8.29	Basic
pKa3	1.12	Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Potassium voltage-gated channel subfamily H member 2	Ion channel	Q12809	KCNH2_HUMAN		IC50	3.04	WOMBAT-PK
Multidrug and toxin extrusion protein 1	Transporter	Q96FL8	S47A1_HUMAN		IC50	4.75	CHEMBL
CAAX prenyl protease 2	Enzyme	Q9Y256	FACE2_HUMAN		AC50	4.39	CHEMBL
DNA topoisomerase 4	Enzyme		PARC_STRPN PARE_STRPN	INHIBITOR			CHEMBL	CHEMBL
DNA gyrase	Enzyme		GYRB_STRPN GYRA_STRPN	INHIBITOR			CHEMBL	CHEMBL
DNA gyrase subunit A	Enzyme		GYRA_MYCTU		IC50	4.28	CHEMBL

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External reference:

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ID	Source
LFX	PDB_CHEM_ID
006299	NDDF
10911	IUPHAR_LIGAND_ID
138199-71-0	SECONDARY_CAS_RN
149096	PUBCHEM_CID
1546009	RXNORM
182289	MMSL
37941	MMSL
387552007	SNOMEDCT_US
4021005	VANDF

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Pharmaceutical products:

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Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
Levofloxacin	HUMAN PRESCRIPTION DRUG LABEL	1	0121-0872	SOLUTION	25 mg	ORAL	ANDA	29 sections
Levofloxacin	HUMAN PRESCRIPTION DRUG LABEL	1	0143-9315	INJECTION, SOLUTION	250 mg	INTRAVENOUS	ANDA	28 sections
Levofloxacin	HUMAN PRESCRIPTION DRUG LABEL	1	0143-9316	INJECTION, SOLUTION	500 mg	INTRAVENOUS	ANDA	28 sections
Levofloxacin	HUMAN PRESCRIPTION DRUG LABEL	1	0143-9317	INJECTION, SOLUTION	750 mg	INTRAVENOUS	ANDA	28 sections
Levofloxacin	HUMAN PRESCRIPTION DRUG LABEL	1	0143-9720	INJECTION, SOLUTION	750 mg	INTRAVENOUS	ANDA	28 sections
Levofloxacin	HUMAN PRESCRIPTION DRUG LABEL	1	0143-9721	INJECTION, SOLUTION	500 mg	INTRAVENOUS	ANDA	28 sections
Levofloxacin	HUMAN PRESCRIPTION DRUG LABEL	1	0143-9722	INJECTION, SOLUTION	250 mg	INTRAVENOUS	ANDA	28 sections
LEVOFLOXACIN	HUMAN PRESCRIPTION DRUG LABEL	1	0409-0528	INJECTION, SOLUTION	5 mg	INTRAVENOUS	ANDA	30 sections
Levofloxacin	HUMAN PRESCRIPTION DRUG LABEL	1	0527-1948	SOLUTION	25 mg	ORAL	ANDA	29 sections
Levofloxacin	HUMAN PRESCRIPTION DRUG LABEL	1	0527-1948	SOLUTION	25 mg	ORAL	ANDA	29 sections

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