ChemFOnt: Showing chemical card for (2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid (CFc000239664)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:14:55 UTC

Chemfont ID

CFc000239664

Molecule Identification

Common Name

(2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

Definition

7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, N-oxide, also known as ofloxacin N-oxide or 7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1,10-dioxo-4-oxa-1-azatricyclo[7.3.1.0,]trideca-5(13),6,8,11-tetraene-11-carboxylate, 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. Based on a literature review very few articles have been published on 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, N-oxide.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylate, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, N-oxide	Generator
7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1,10-dioxo-4-oxa-1-azatricyclo[7.3.1.0,]trideca-5(13),6,8,11-tetraene-11-carboxylate	HMDB
Ofloxacin N-oxide	HMDB
Ofloxacin N-oxide, (+-)-isomer	HMDB

Chemical Formula

C₁₈H₂₀FN₃O₅

Average Molecular Weight

377.372

Monoisotopic Molecular Weight

377.138698919

IUPAC Name

11-carboxy-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^{5,13}]trideca-5(13),6,8,11-tetraen-1-ium-1-olate

Traditional Name

11-carboxy-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^{5,13}]trideca-5(13),6,8,11-tetraen-1-ium-1-olate

CAS Registry Number

Not Available

SMILES

CC1COC2=C3C(=CC(F)=C2N2CCN(C)CC2)C(=O)C(=C[N+]13[O-])C(O)=O

InChI Identifier

InChI=1S/C18H20FN3O5/c1-10-9-27-17-14(21-5-3-20(2)4-6-21)13(19)7-11-15(17)22(10,26)8-12(16(11)23)18(24)25/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)

InChI Key

PJOQXZCMWWHFDP-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
N-arylpiperazine
Fluoroquinolone
Quinolone
Dihydroquinolone
Aminoquinoline
Dihydroquinoline
Benzoxazine
Benzomorpholine
Dialkylarylamine
Aryl ketone
Tertiary aliphatic/aromatic amine
N-alkylpiperazine
N-methylpiperazine
Alkyl aryl ether
Benzenoid
Piperazine
Oxazinane
1,4-diazinane
Aryl halide
Aryl fluoride
Amino acid
Tertiary aliphatic amine
Tertiary amine
Ketone
Amino acid or derivatives
Oxacycle
Azacycle
Trisubstituted n-oxide
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
N-oxide
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Carbonyl group
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.19 g/L	ALOGPS
logP	0.76	ALOGPS
logP	-3.2	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	4.96	ChemAxon
pKa (Strongest Basic)	5.93	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	93.14 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	105.87 m³·mol⁻¹	ChemAxon
Polarizability	37.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0247816

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

128921

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146154

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid (CFc000239664)

MOL for CFc000239664 ((2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid)

3D MOL for CFc000239664 ((2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid)

3D SDF for CFc000239664 ((2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid)

3D-SDF for CFc000239664 ((2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid)

PDB for CFc000239664 ((2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid)

3D PDB for CFc000239664 ((2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid)

SMILES for CFc000239664 ((2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid)

INCHI for CFc000239664 ((2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid)

Structure for CFc000239664 ((2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid)

3D Structure for CFc000239664 ((2S)-7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-1-oxido-10-oxo-4-oxa-1-azoniatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid)