emtricitabine   

GtoPdb Ligand ID: 11244

Abbreviated name: FTC
Synonyms: 524W91 | BW-524W91 | Coviracil® | Emtriva®
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
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
SMILES / InChI / InChIKey
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
InChI Key XQSPYNMVSIKCOC-NTSWFWBYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2003))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
4-amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
International Nonproprietary Names
INN number INN
7822 emtricitabine
Synonyms
524W91 | BW-524W91 | Coviracil® | Emtriva®
Database Links
CAS Registry No. 143491-57-0 (source: Scifinder)
ChEBI CHEBI:31536
ChEMBL Ligand CHEMBL885
DrugCentral Ligand 1003
GtoPdb PubChem SID 434122304
PubChem CID 60877
RCSB PDB Ligand ETV
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Wikipedia Emtricitabine