triethylazanium [(2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydropyrimidin-1-yl)-1,3-oxathiolan-2-yl]methyl phosphonate

• ChemBase ID: 167994
• Molecular Formular: C14H26FN4O5PS
• Molecular Mass: 412.4172042
• Monoisotopic Mass: 412.1345558
• SMILES: S1C[C@H](O[C@H]1COP(=O)[O-])n1c(=O)nc(c(c1)F)N.[NH+](CC)(CC)CC
• Canonical SMILES: Fc1cn([C@@H]2CS[C@@H](O2)COP(=O)[O-])c(=O)nc1N.CC[NH+](CC)CC
• InChI: InChI=1S/C8H11FN3O5PS.C6H15N/c9-4-1-12(8(13)11-7(4)10)5-3-19-6(17-5)2-16-18(14)15;1-4-7(5-2)6-3/h1,5-6,18H,2-3H2,(H,14,15)(H2,10,11,13);4-6H2,1-3H3/t5-,6+;/m0./s1
• InChIKey: JWXCPVUKLGDFCB-RIHPBJNCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: triethylazanium [(2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydropyrimidin-1-yl)-1,3-oxathiolan-2-yl]methyl phosphonate
• IUPAC Traditional name: TEAH [(2R,5S)-5-(4-amino-5-fluoro-2-oxopyrimidin-1-yl)-1,3-oxathiolan-2-yl]methyl phosphonate
• Synonyms: Emtricitabine Monophosphonate Triethylammonium Salt

Database IDs

• PubChem SID: 162262126
• PubChem CID: 71316324

CALCULATED PROPERTIES

• Acid pKa: 1.4187067
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -2.3429747
• LogD (pH = 7.4): -2.3494172
• Log P: -0.0857
• Molar Refractivity: 63.0388 cm^3
• Polarizability: 25.108538 Å^3
• Polar Surface Area: 117.28 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Glassy Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E525045

(-)-Emtricitabine (E525000) derivative.