CAS 100986-86-5|(2R)-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-tetraene-11-carboxylic acid|Dextrofloxacine|@dextrofloxacine|D-Ofloxa...

General Information

Structure

Molecular Formula

C₁₈H₂₀FN₃O₄

Molecular Mass

361.3675032

Exact Mass

361.14378436

Charge

InChI

InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)/t10-/m1/s1

InChIKey

GSDSWSVVBLHKDQ-SNVBAGLBSA-N

Canonic Smiles

CN1CCN(CC1)c1c(F)cc2c3c1OC[C@H](n3cc(c2=O)C(=O)O)C

Isomeric Smiles

C[C@@H]1COc2c(N3CCN(C)CC3)c(F)cc3c2n1cc(C(=O)O)c3=O

Calculated Properties

JChem

Acid pKa

5.4470572

H Acceptors

H Donor

LogD (pH = 5.5)

0.616237

LogD (pH = 7.4)

-0.2825112

Log P

0.65427977

Molar Refractivity

94.9359

Polarizability

34.82272

Polar Surface Area

73.32

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

-0.02

LOG S

-2.4

Solubility (Water)

1.44e+00 g/l

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

IUPAC name

(2R)-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-tetraene-11-carboxylic acid (2R)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0⁵,¹³]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

Synonyms

DextrofloxacineD-Ofloxacind-LevofloxacinDR 3354(R)-Ofloxacin(3R)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid(R)-(+)-Ofloxacin(+)-Ofloxacin(2R)-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-tetraene-11-carboxylic acid

IUPAC Traditional name

@dextrofloxacine dextrofloxacine

Names and Identifiers

Registration numbers

PubChem SID

PubChem CID

CAS Number

MDL Number

Registration numbers

Properties

Safety Information

MSDS Link

Download link

Product Information

Certificate of Analysis

Download link

Purity

95%

Physical Property

Hydrophobicity(logP)

-0.508

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB03034

Drug Groups

experimental

Description

A synthetic fluoroquinolone (FLUOROQUINOLONES) antibacterial agent that inhibits the supercoiling activity of bacterial DNA GYRASE, halting DNA REPLICATION. [PubChem]

TRC

O245740

Fluorinated quinolone antibacterial. An enantiomer of Levofloxacin (L360000).

Molecule Details

References

PubChem Literature

From Data Sources

• Drlica, K., Curr. Opin. Microbiol. 2, 504 (203)

• Hwangbo, H.J. et al.: Eur. J. Pharmac. Sci., 18, 197 (203)

• Gascon, A.R. et al.: J. Clin. Pharmacol, 40, 869 (203)

• Monk, J.P., et al.: Drugs, 33, 346 (203)

References