GSK 299423

GSK 299423
Names


IUPAC name 4-(2-(4-(([1,3]oxathiolo[5,4-c]pyridin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-6-methoxyquinoline-3-carbonitrile
Identifiers
CAS Number	1352149-24-6^Y
3D model (Jmol)	Interactive image
ChemSpider	24751852^Y
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).
Y 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.

References

↑ Sten Stovall, "Glaxo:New Compound Offers Way To Fight Drug-Resistant Bacteria," The Wall Street Journal, August 4, 2010
↑ Melly Alazraki, "GlaxoSmithKline Finds Compound That Could Help Fight 'Superbugs'" Daily Finance, August 6, 2010
↑ Bax BD, et al. (4 August 2010). "Type IIA topoisomerase inhibition by a new class of antibacterial agents". Nature. 466 (7309): 935–40. doi:10.1038/nature09197. PMID 20686482. (primary source)

Microbiology: Bacteria

Medical
microbiology

Biochemistry
and ecology

Oxygen preference	Aerobic Obligate Anaerobic Facultative Obligate Microaerophile Nanaerobe Aerotolerant

Other	Microbial metabolism Primary nutritional groups Nitrogen fixation Microbial ecology Human flora Gut flora Skin flora Vaginal flora Substrate preference Lipophilic Saccharophilic

Morphology:
Shapes

Morphology:
Structures

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

Composite	Biofilm

Bacterial
taxonomy

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