Compound ID | 2278

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Arylfluorosulfate derivative compound 101 (Ar-O-SO2-F)

Class: Small molecule antibacterial agent

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus, methicillin-resistant Staphylococcus aureus, vancomycin-resistant Staphylococcus aureus, Enterococcus faecium, Staphylococcus epidermidis, Bacillus subtilis
Propensity to select resistant mutants: No
Description: Synthetic compound made by Sulfur fluoride exchange (SuFEx) click chemistry; has weak cytotoxic effect against HEK293T cells (85 uM, vs 3.13-12.5 uM MIC in bacteria); showed comparable activity to vancomycin in an MRSA C. elegans infection model
Year first mentioned: 2021
Development status: Experimental
Chemical structure(s):
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Molecular weight: 348.39
Iso. SMILES: O=S(OC1=CC=C(C2=CC(CC=C)=CC=C2O)C=C1CC=C)(F)=O
InChI Key: LQXGUSMPGBNGPD-UHFFFAOYSA-N
Can. SMILES: C=CCC1=CC=C(C(=C1)C2=CC(=C(C=C2)OS(=O)(=O)F)CC=C)O
InChI: InChI=1S/C18H17FO4S/c1-3-5-13-7-9-17(20)16(11-13)14-8-10-18(23-24(19,21)22)15(12-14)6-4-2/h3-4,7-12,20H,1-2,5-6H2
External links:
Citation: https://www.pnas.org/doi/10.1073/pnas.2103513118

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