Pefloxacin (CED0005834)

Record Information

Version

1.0

Creation Date

2016-05-25 18:20:44 UTC

Update Date

2026-08-19 20:31:31 UTC

Accession Number

CHEM022118

Identification

Common Name

Pefloxacin

Class

Small Molecule

Description

Pefloxacin is an organic compound with the chemical formula C17H20FN3O3 and an average molecular weight of 333.36 g/mol. Pefloxacin belongs to the quinoline carboxylic acids, a subclass of quinolines and derivatives within the organic compounds. It is categorized under the superclass of organoheterocyclic compounds. The substance is identified in three recorded sources, including antibiotics used in healthcare, pharmaceuticals, and veterinary products, as well as ceilings and floors within building and construction. Exposure to this compound can occur via oral or inhalation routes. Pefloxacin acts on five recorded protein targets; it functions as an inhibitor of DNA gyrase subunit A (gyrA), DNA topoisomerase 4 subunit A (parC), DNA topoisomerase 2-alpha (TOP2A), and DNA topoisomerase 1 (topA), in addition to one other protein.

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Labocton	ChEBI
Pefloxacine	ChEBI
Pefloxacino	ChEBI
Pefloxacinum	ChEBI
Perfloxacin	ChEBI
PFLX	ChEBI
2589 R.B.	HMDB
Dihydrate, pefloxacin mesylate	HMDB
Mesylate dihydrate, pefloxacin	HMDB
Mesylate, pefloxacin	HMDB
Pefloxacin, silver	HMDB
R.B., 2589	HMDB
Silver pefloxacin	HMDB
Abactal	HMDB
Peflacine	HMDB
Pefloxacin mesylate dihydrate	HMDB
Pefloxacin mesylate	HMDB

Chemical Formula

C₁₇H₂₀FN₃O₃

Average Molecular Mass

333.357 g/mol

Monoisotopic Mass

333.149 g/mol

CAS Registry Number

70458-92-3

IUPAC Name

1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Traditional Name

pefloxacin

SMILES

CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCN(C)CC1

InChI Identifier

InChI=1S/C17H20FN3O3/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21/h8-10H,3-7H2,1-2H3,(H,23,24)

InChI Key

FHFYDNQZQSQIAI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Quinoline-3-carboxylic acid
Fluoroquinolone
N-arylpiperazine
Aminoquinoline
Haloquinoline
Dihydroquinolone
Dihydroquinoline
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Tertiary aliphatic/aromatic amine
Dialkylarylamine
N-alkylpiperazine
N-methylpiperazine
Benzenoid
Pyridine
Aryl fluoride
Piperazine
Aryl halide
1,4-diazinane
Vinylogous amide
Heteroaromatic compound
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Amino acid
Azacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organohalogen compound
Organofluoride
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:50199 )
N-alkylpiperazine (CHEBI:50199 )
quinolone antibiotic (CHEBI:50199 )
fluoroquinolone antibiotic (CHEBI:50199 )
quinolone (CHEBI:50199 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.23 g/L	ALOGPS
logP	0.2	ALOGPS
logP	0.88	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	5.66	ChemAxon
pKa (Strongest Basic)	6.47	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.09 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.77 m³·mol⁻¹	ChemAxon
Polarizability	34.42 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-016r-2097000000-370bf9179a4cf52fec75	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-006x-3029000000-4dd5ce82a9202f9b5560	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0910000000-593baa616326abe5f576	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-0198000000-230c93f5eaf4301ff8c6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0910000000-593baa616326abe5f576	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0059000000-1866d360f2e81f4ba9c1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0019000000-25fe5a0dc40207dfef6a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00m0-1096000000-bc6a3c8df7f8e0b0b7e6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05fu-3190000000-796270374d7a22abcfd6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0019-0096000000-70569962374bf90574ff	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-1090000000-962550d8a22c796bf083	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06yd-2290000000-bd24e2048e0f6663993d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00m0-0095000000-5a58bbc5df0e4a799193	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0900-0090000000-c09507865afbb9b7d996	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0c00-0090000000-fafb6f2ecd67dea79db2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0009000000-6d1487a779cd72a057aa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0039000000-69403be99674b7fc55a6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000j-2091000000-246d3633a80de308b831	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2589.0	Log mg/kg	[1500:4600]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
306	Antibiotics	Healthcare, pharmaceuticals & veterinary products	Not Available
495	Ceilings	Building & Construction	Not Available
497	Floors	Building & Construction	Not Available

Pathways

1 pathway

Pefloxacin Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Isocitrate lyase	P9WKK7	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	Predicted (SEA)	0.0778492
Click to view 3D structure	Glycoprotein G	Q9IH62	Henipavirus nipahense	Predicted (SEA)	0.155698
Click to view 3D structure	DNA topoisomerase 4 subunit A	P0C1U9	Staphylococcus aureus	Predicted (SEA)	0.467095
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	22.732
Click to view 3D structure	Bromodomain-containing protein 4	O60885	Humans	Predicted (SEA)	59.4768
Click to view 3D structure	V-type proton ATPase subunit B, brain isoform	P21281	Humans	Predicted (SEA)	0.467095
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	958.48
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	323.775
Click to view 3D structure	Cytochrome P450 2J2	P51589	Humans	Predicted (SEA)	6.07224
Click to view 3D structure	Dual specificity protein kinase CLK2	P49760	Humans	Predicted (SEA)	1040.53
Click to view 3D structure	Serine/threonine-protein kinase D3	O94806	Humans	Predicted (SEA)	958.947
Click to view 3D structure	Dual specificity protein kinase CLK4	Q9HAZ1	Humans	Predicted (SEA)	1036.8
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	646.616
Click to view 3D structure	Macrophage colony-stimulating factor 1 receptor	P07333	Humans	Predicted (SEA)	1449.79
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	678.612
Click to view 3D structure	Low molecular weight phosphotyrosine protein phosphatase	P24666	Humans	Predicted (SEA)	32.3074
Click to view 3D structure	Serine/threonine-protein kinase PAK 1	Q13153	Humans	Predicted (SEA)	1183.07
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	1396.93
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	1185.57
Click to view 3D structure	DNA gyrase subunit A	P9WG47	Mycobacterium tuberculosis	Predicted (SEA)	2.10193
Click to view 3D structure	Vascular endothelial growth factor receptor 3	P35916	Humans	Predicted (SEA)	1421.84
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	1834.91
Click to view 3D structure	Calcium/calmodulin-dependent protein kinase type II subunit delta	Q13557	Humans	Predicted (SEA)	1231.96
Click to view 3D structure	Aurora kinase B	Q96GD4	Humans	Predicted (SEA)	1979.16
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	2450.62