Compound ID | 3488

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Doxifluridine

Class: Small molecule antibacterial agent

Spectrum of activity: Gram-positive
Details of activity: Active against methicillin-resistant and -susceptible Staphylococcus aureus, and vancomycin-resistant Enterococcus faecium; likely DNA synthesis inhibitor
Description: Synthetic compound; repurposed anti-cancer drug; a fluoropyrimidine; shows activity against established Staphylococcus aureus biofilms; shows synergistic effect with vancomycin, ampicillin, azithromycin, and methicillin; shows no cytotoxic effects towards Vero cells, and no haemolytic activity towards mammalian red blood cells
Year first mentioned: 2017
Development status: Experimental
Chemical structure(s):
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Molecular weight: 246.19
Iso. SMILES: C[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=C(C(=O)NC2=O)F)O)O
InChI Key: ZWAOHEXOSAUJHY-ZIYNGMLESA-N
Can. SMILES: C[C@@H]1[C@H]([C@H]([C@H](N2C=C(C(=O)NC2=O)F)O1)O)O
InChI: InChI=1S/C9H11FN2O5/c1-3-5(13)6(14)8(17-3)12-2-4(10)7(15)11-9(12)16/h2-3,5-6,8,13-14H,1H3,(H,11,15,16)/t3-,5-,6-,8-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/18343
Citations:
  • https://pubs.acs.org/doi/10.1021/acschembio.9b00745
  • https://www.eurekaselect.com/article/81666
  • https://journals.asm.org/doi/10.1128/spectrum.01805-24

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