(S)-Gemifloxacin

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

What is the (S)-Gemifloxacin?

The molecule (S)-Gemifloxacin presents a molecular formula of C18H20FN5O4 and its IUPAC name is 7-[(3S,4Z)-3-(aminomethyl)-4-methoxyiminopyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid.

Gemifloxacin is a fluoroquinolone antibiotic. It is used to treat bacterial infections. It works by killing bacteria or preventing their growth..

Gemifloxacin is used to treat the following bacterial infections:.

Acute bacterial exacerbation of chronic bronchitis .

Acute bacterial sinusitis .

Community-acquired pneumonia .

Gemifloxacin belongs to a class of drugs called quinolone antibiotics. It works by killing bacteria or preventing their growth..

Gemifloxacin may be used as part of a combination therapy. That means you may need to take it with other drugs..

3D structure

Cartesian coordinates

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

2D drawing

 

(S)-Gemifloxacin ZRCVYEYHRGVLOC-NOTZLVJDSA-N chemical compound 2D structure molecule svg
(S)-Gemifloxacin

 

Molecule descriptors

 
IUPAC name7-[(3S,4Z)-3-(aminomethyl)-4-methoxyiminopyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid
InChI codeInChI=1S/C18H20FN5O4/c1-28-22-14-8-23(6-9(14)5-20)17-13(19)4-11-15(25)12(18(26)27)7-24(10-2-3-10)16(11)21-17/h4,7,9-10H,2-3,5-6,8,20H2,1H3,(H,26,27)/b22-14+/t9-/m0/s1
InChI KeyZRCVYEYHRGVLOC-NOTZLVJDSA-N
SMILESCO/N=C1\CN(c2nc3c(cc2F)c(=O)c(C(=O)O)cn3C2CC2)C[C@@H]1CN

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.

  • (S)-Gemifloxacin
  • 1,8-Naphthyridine-3-carboxylic acid, 7-((3S)-3-(aminomethyl)-4-(methoxyimino)-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo, (S)-
  • 765900-93-4
  • Gemifloxacin, (S)-
  • W0R460EMMJ

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC11616796
  • UNII-W0R460EMMJ
  • DTXSID40861450
  • CHEMBL399239
  • SCHEMBL136635

Physico-Chemical properties

IUPAC name7-[(3S,4Z)-3-(aminomethyl)-4-methoxyiminopyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid
Molecular formulaC18H20FN5O4
Molecular weight389.381
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity103.42
LogP1.7
Topological polar surface area123.0

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.