4-amino-1-[(2R,5S)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-1,3-oxathiolan-5-yl]-5-fluoro-1,2-dihydropyrimidin-2-one

• ChemBase ID: 159873
• Molecular Formular: C14H24FN3O3SSi
• Molecular Mass: 361.5075632
• Monoisotopic Mass: 361.1291674
• SMILES: S1C[C@H](O[C@H]1CO[Si](C(C)(C)C)(C)C)n1c(=O)nc(c(c1)F)N
• Canonical SMILES: Nc1nc(=O)n(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
• InChIKey: PZAVJQRKDBGTSP-WDEREUQCSA-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-dihydropyrimidin-2-one
• IUPAC Traditional name: 4-amino-1-[(2R,5S)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-1,3-oxathiolan-5-yl]-5-fluoropyrimidin-2-one
• Synonyms: 2-O-tert-Butyldimethylsilyl (-)-Emtricitabine; 4-Amino-1-((2R,5S)-2-((tert-butyldimethylsilyloxy)methyl)-1,3-oxathiolan-5-yl)-5-fluoropyrimidin-2(1H)-one

Database IDs

• CAS Number: 1365246-84-9
• PubChem SID: 162254008
• PubChem CID: 46780216

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: Ethyl Acetate; Tetradydrofuran
• Apperance: Off-White Solid