4-amino-1-[(2R,5S)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-1,3-oxathiolan-5-yl]-5-fluoro-1,2-dihydro(2-13C,1,3-15N2)pyrimidin-2-one

• ChemBase ID: 159874
• Molecular Formular: C14H24FN3O3SSi
• Molecular Mass: 364.48703583
• Monoisotopic Mass: 364.12659202
• SMILES: S1C[C@H](O[C@H]1CO[Si](C(C)(C)C)(C)C)[15n]1[13c](=O)[15n]c(c(c1)F)N
• Canonical SMILES: Nc1[15n][13c](=O)[15n](cc1F)[C@@H]1CS[C@@H](O1)CO[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C14H24FN3O3SSi/c1-14(2,3)23(4,5)20-7-11-21-10(8-22-11)18-6-9(15)12(16)17-13(18)19/h6,10-11H,7-8H2,1-5H3,(H2,16,17,19)/t10-,11+/m0/s1/i13+1,17+1,18+1
• InChIKey: PZAVJQRKDBGTSP-RHHHEITCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-[(2R,5S)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-1,3-oxathiolan-5-yl]-5-fluoro-1,2-dihydro(2-^1^3C,1,3-^1^5N₂)pyrimidin-2-one
• IUPAC Traditional name: 4-amino-1-[(2R,5S)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-1,3-oxathiolan-5-yl]-5-fluoro(2-^1^3C,1,3-^1^5N₂)pyrimidin-2-one
• Synonyms: 2-O-tert-Butyldimethylsilyl (-)-Emtricitabine-13C,15N2; 4-Amino-1-((2R,5S)-2-((tert-butyldimethylsilyloxy)methyl)-1,3-oxathiolan-5-yl)-5-fluoropyrimidin-2(1H)-one-13C,15N2

Database IDs

• PubChem SID: 162254009
• PubChem CID: 71313168

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.9344
• LogD (pH = 7.4): 2.9344
• Log P: 2.9344
• Molar Refractivity: 85.2155 cm^3
• Polarizability: 35.105194 Å^3
• Polar Surface Area: 77.15 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - A602202

Protected, labelled (-)-Emtricitabine.