GSK 299423

GSK 299423


IUPAC name 4-(2-(4-(([1,3]oxathiolo[5,4-c]pyridin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-6-methoxyquinoline-3-carbonitrile
Identifiers
ChemSpider	24751852^Y
Jmol-3D images	Image 1
SMILES COc1ccc2c(c1)c(c(cn2)C#N)CCN3CCC(CC3)NCc4cc5c(cn4)OCS5
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
Properties
Molecular formula	C₂₅H₂₇N₅O₂S
Molar mass	461.58 g mol⁻¹
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

Pathogenic bacteria

Bacterial disease · Coley's Toxins · Exotoxin · Lysogenic cycle

Human flora

Gut flora · Skin flora · Vaginal flora

Substrate preference

Lipophilic · Saccharophilic

Oxygen preference

Aerobic (Obligate) · Anaerobic (Facultative, Obligate) · Microaerophile · Nanaerobe · Aerotolerant

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

Shapes

Bacterial cellular morphologies · L-form bacteria · Coccus (Diplococcus) · Bacillus · Coccobacillus

M: BAC

bact (clas)

gr+f/gr+a(t)/gr-p(c)/gr-o

drug(J1p, w, n, m, vacc)