ChemFOnt: Showing chemical card for Enoxacin (CFc000008969)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:55:57 UTC

Chemfont ID

CFc000008969

Molecule Identification

Common Name

Enoxacin

Definition

Enoxacin is only found in individuals that have used or taken this drug. It is a broad-spectrum 6-fluoronaphthyridinone antibacterial agent (fluoroquinolones) structurally related to nalidixic acid. [PubChem]Enoxacin exerts its bactericidal action via the inhibition of the essential bacterial enzyme DNA gyrase (DNA Topoisomerase II).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylic acid	ChEBI
1-Ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid	ChEBI
Enoxacine	ChEBI
Enoxacino	ChEBI
Enoxacinum	ChEBI
ENX	Kegg
Penetrex	Kegg
1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylate	Generator
1-Ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carboxylate	Generator
Enoxin	HMDB
Rhône poulenc rorer brand OF enoxacin sesquihydrate	HMDB
Enoxor	HMDB
Enoxacin sesquihydrate	HMDB
Faulding brand OF enoxacin	HMDB
Pierre fabre brand OF enoxacin sesquihydrate	HMDB
Rhône-poulenc rorer brand OF enoxacin sesquihydrate	HMDB
Sesquihydrate, enoxacin	HMDB

Chemical Formula

C₁₅H₁₇FN₄O₃

Average Molecular Weight

320.3189

Monoisotopic Molecular Weight

320.128468635

IUPAC Name

1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

Traditional Name

enoxacin

CAS Registry Number

74011-58-8

SMILES

CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(N=C12)N1CCNCC1

InChI Identifier

InChI=1S/C15H17FN4O3/c1-2-19-8-10(15(22)23)12(21)9-7-11(16)14(18-13(9)19)20-5-3-17-4-6-20/h7-8,17H,2-6H2,1H3,(H,22,23)

InChI Key

IDYZIJYBMGIQMJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthyridine carboxylic acids and derivatives. Naphthyridine carboxylic acids and derivatives are compounds containing a naphthyridine moiety, where one of the ring atoms bears a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Naphthyridines

Direct Parent

Naphthyridine carboxylic acids and derivatives

Alternative Parents

Substituents

Naphthyridine carboxylic acid
Fluoroquinolone
N-arylpiperazine
Pyridinylpiperazine
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Dialkylarylamine
Aminopyridine
Aryl fluoride
Aryl halide
1,4-diazinane
Piperazine
Imidolactam
Pyridine
Heteroaromatic compound
Vinylogous amide
Amino acid or derivatives
Amino acid
Azacycle
Secondary amine
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Amine
Hydrocarbon derivative
Organic oxide
Organohalogen compound
Organofluoride
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:157175 )
monocarboxylic acid (CHEBI:157175 )
amino acid (CHEBI:157175 )
1,8-naphthyridine derivative (CHEBI:157175 )
quinolone antibiotic (CHEBI:157175 )
fluoroquinolone antibiotic (CHEBI:157175 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014610)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.09 g/L	ALOGPS
logP	-0.97	ALOGPS
logP	-0.98	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	5.5	ChemAxon
pKa (Strongest Basic)	8.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.77 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.95 m³·mol⁻¹	ChemAxon
Polarizability	31.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon