(R)-gatifloxacin

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for (R)-gatifloxacin are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the (R)-gatifloxacin?

The molecule (R)-gatifloxacin presents a molecular formula of C19H22FN3O4 and its IUPAC name is 1-cyclopropyl-6-fluoro-8-methoxy-7-[(3R)-3-methylpiperazin-1-yl]-4-oxoquinoline-3-carboxylic acid.

(R)-gatifloxacin is a molecule that belongs to the class of drugs known as quinolone antibiotics. It is used to treat bacterial infections. It works by killing bacteria or preventing their growth. Gatifloxacin exists in the form of tablets and suspension..

3D structure

Cartesian coordinates

Geometry of (R)-gatifloxacin in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

(R)-gatifloxacin XUBOMFCQGDBHNK-SNVBAGLBSA-N chemical compound 2D structure molecule svg
(R)-gatifloxacin

 

Molecule descriptors

 
IUPAC name1-cyclopropyl-6-fluoro-8-methoxy-7-[(3R)-3-methylpiperazin-1-yl]-4-oxoquinoline-3-carboxylic acid
InChI codeInChI=1S/C19H22FN3O4/c1-10-8-22(6-5-21-10)16-14(20)7-12-15(18(16)27-2)23(11-3-4-11)9-13(17(12)24)19(25)26/h7,9-11,21H,3-6,8H2,1-2H3,(H,25,26)/t10-/m1/s1
InChI KeyXUBOMFCQGDBHNK-SNVBAGLBSA-N
SMILESCOc1c(N2CCN[C@H](C)C2)c(F)cc2c(=O)c(C(=O)O)cn(C3CC3)c12

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (R)-gatifloxacin
  • 1-cyclopropyl-6-fluoro-8-methoxy-7-[(3R)-3-methylpiperazin-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  • 1-cyclopropyl-6-fluoro-8-methoxy-7-[(3R)-3-methylpiperazin-1-yl]-4-oxoquinoline-3-carboxylic acid
  • HMS2236K08
  • MLS001165685
  • Q27124104
  • SMR000550481

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3607120
  • CHEMBL251670
  • CHEBI:53560
  • SCHEMBL5670068

Physico-Chemical properties

IUPAC name1-cyclopropyl-6-fluoro-8-methoxy-7-[(3R)-3-methylpiperazin-1-yl]-4-oxoquinoline-3-carboxylic acid
Molecular formulaC19H22FN3O4
Molecular weight375.394
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity106.55
LogP2.4
Topological polar surface area83.8

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.