Compound ID | 2808

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Tafenoquine

Class: Membrane-active agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Antimycobacterial
Mechanism of action: Membrane-active agent
Target Pathogen: Active against methicillin-resistant and -susceptible Staphylococcus aureus, Staphylococcus epidermidis, Enterococcus sp., and Mycobacterium tuberculosis
Description: Synthetic compound; repurposed antimalarial agent
Institute where first reported: Department of Laboratory Medicine, The Affiliated Changsha Hospital of Xiangya School of Medicine (The First Hospital of Changsha), Central South University, Changsha, China
Year first mentioned: 2021
Development status: Experimental
Chemical structure(s):
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Molecular weight: 463.49
Iso. SMILES: CC1=CC(=NC2=C1C(=C(C=C2NC(C)CCCN)OC)OC3=CC=CC(=C3)C(F)(F)F)OC
InChI Key: LBHLFPGPEGDCJG-UHFFFAOYSA-N
Can. SMILES: CC1=CC(=NC2=C(C=C(C(=C12)OC3=CC(=CC=C3)C(F)(F)F)OC)NC(C)CCCN)OC
InChI: InChI=1S/C24H28F3N3O3/c1-14-11-20(32-4)30-22-18(29-15(2)7-6-10-28)13-19(31-3)23(21(14)22)33-17-9-5-8-16(12-17)24(25,26)27/h5,8-9,11-13,15,29H,6-7,10,28H2,1-4H3
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/115358
Citation: https://journals.asm.org/doi/10.1128/msystems.01026-23

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