emtricitabine   Click here for help

GtoPdb Ligand ID: 11244

Abbreviated name: FTC
Synonyms: 524W91 | BW-524W91 | Coviracil® | Emtriva®
Approved drug PDB Ligand
emtricitabine is an approved drug (EMA & FDA (2003))
Compound class: Synthetic organic
Comment: Emtricitabine is a nucleoside reverse transcriptase inhibitor (NRTI) antiretroviral compound.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 115.67
Molecular weight 247.04
XLogP 0.28
No. Lipinski's rules broken 0
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Canonical SMILES Nc1nc(=O)n(cc1F)[C@@H]1CS[C@@H](O1)CO
Isomeric SMILES Nc1nc(=O)n(cc1F)[C@@H]1CS[C@@H](O1)CO
InChI InChI=1S/C8H10FN3O3S/c9-4-1-12(8(14)11-7(4)10)5-3-16-6(2-13)15-5/h1,5-6,13H,2-3H2,(H2,10,11,14)/t5-,6+/m0/s1
Bioactivity Comments
Emtricitabine has potent in vitro activity against laboratory HIV-1 strains. The (-)-enantiomer is the most potent with an IC50 of 0.008 μM against HIV-1 (strain LAV) [1].