GSK 299423

Names
Preferred IUPAC name

6-Methoxy-4-[2-(4-{[(2H-[1,3]oxathiolo[5,4-c]pyridin-6-yl)methyl]amino}piperidin-1-yl)ethyl]quinoline-3-carbonitrile

Identifiers

CAS Number

* 1352149-24-6 Y[PubChem]

3D model (JSmol)

* Interactive image

ChemSpider |

* 24751852 Y

PubChem CID

* 46835136

UNII |

* 2Q0G81H7FK Y

InChI

* InChI=1S/C25H27N5O2S/c1-31-20-2-3-23-22(11-20)21(17(12-26)13-29-23)6-9-30-7-4-18(5-8-30)27-14-19-10-25-24(15-28-19)32-16-33-25/h2-3,10-11,13,15,18,27H,4-9,14,16H2,1H3 Y

Key: NKXJSCXEAVZSMF-UHFFFAOYSA-N Y

SMILES

* COc1ccc2c(c1)c(c(cn2)C#N)CCN3CCC(CC3)NCc4cc5c(cn4)OCS5

Properties

Chemical formula

| C25H27N5O2S
Molar mass | 461.58 g·mol−1

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N verify (what is YN ?)
Infobox references

3D protein map of GSK 299423 (yellow) in complex with Staphylococcus aureus DNA gyrase (teal) and a DNA fragment (orange). From PDB: 2xcs​.

GSK 299423 or GlaxoSmithKline 299423 is an antibiotic chemical compound that has been identified as potentially effective in treating patients infected with bacteria expressing the New Delhi metallo-beta-lactamase. The antibiotic inhibits the enzyme topoisomerase, which bacteria need to replicate.[1][2][3]

No animal studies have been reported. No application has been made for human clinical trials.[citation needed]

## References

1. ↑ Sten Stovall, "Glaxo:New Compound Offers Way To Fight Drug-Resistant Bacteria[yes|permanent dead link|dead link}}]," The Wall Street Journal , August 4, 2010
2. ↑ Melly Alazraki, "GlaxoSmithKline Finds Compound That Could Help Fight 'Superbugs' " Daily Finance, August 6, 2010
3. ↑ "Type IIA topoisomerase inhibition by a new class of antibacterial agents". Nature 466 (7309): 935–40. 4 August 2010. doi:10.1038/nature09197. PMID 20686482. Bibcode: 2010Natur.466..935B. (primary source)

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Microbiology: Bacteria

Medical
microbiology|

* infection
* Coley's toxins
* Exotoxin
* Lysogenic cycle
* Pathogenic bacteria
* resistance

Biochemistry
and ecology|

| Oxygen
preference|

* Aerobic
* Obligate
* Anaerobic
* Facultative
* Obligate
* Microaerophile
* Nanaerobe
* Aerotolerant

|

Other|

* Extremophile
* Human flora
* Gut
* Lung
* Mouth
* Skin
* Vaginal (In pregnancy)
* Placental
* Uterine
* Salivary
* Microbial metabolism
* Nitrogen fixation
* Microbial ecology
* Primary nutritional groups
* Substrate preference
* Lipophilic
* Saccharophilic

Shape|

* Bacterial cellular morphologies
* Coccus
* Diplococcus
* Bacillus
* Coccobacillus
* Spiral

Structure|

| Cell
envelope|

* Cell membrane
* Cell wall: Peptidoglycan
* NAM
* NAG
* DAP
* Gram-positive bacteria only: Teichoic acid
* Lipoteichoic acid
* Endospore
* Gram-negative bacteria only: Bacterial outer membrane
* Porin
* Lipopolysaccharide
* Periplasmic space
* Mycobacteria only: Arabinogalactan
* Mycolic acid

|

Outside
envelope|

* Bacterial capsule
* Slime layer
* S-layer
* Glycocalyx
* Pilus
* Fimbria
* Non-motile bacteria

Composite|

* Biofilm

Taxonomy|

* Bacteria (classifications)
* Bacterial phyla
* Former groupings: Schizomycetes
* Monera
* Prokaryota
* Gracilicutes
* Firmicutes
* Mollicutes
* Mendosicutes

* Book
* Category
* Commons

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