1-[(4R,6R,6aS)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-4-amino-5-fluoro-1,2-dihydropyrimidin-2-one

• ChemBase ID: 171890
• Molecular Formular: C12H16FN3O5
• Molecular Mass: 301.2709432
• Monoisotopic Mass: 301.10739885
• SMILES: n1([C@H]2C3[C@H]([C@H](O2)CO)OC(O3)(C)C)cc(c(nc1=O)N)F
• Canonical SMILES: OC[C@H]1O[C@H](C2[C@H]1OC(O2)(C)C)n1cc(F)c(nc1=O)N
• InChI: InChI=1S/C12H16FN3O5/c1-12(2)20-7-6(4-17)19-10(8(7)21-12)16-3-5(13)9(14)15-11(16)18/h3,6-8,10,17H,4H2,1-2H3,(H2,14,15,18)/t6-,7+,8?,10-/m1/s1
• InChIKey: GMASXBIJKIMMGC-KIUGWDQWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(4R,6R,6aS)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-4-amino-5-fluoro-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: 1-[(4R,6R,6aS)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-4-amino-5-fluoropyrimidin-2-one
• Synonyms: 2',3'-O-Isopropylidene-5-fluorocytidine

Database IDs

• CAS Number: 61787-04-0
• PubChem SID: 164227800
• PubChem CID: 57370024

CALCULATED PROPERTIES

• Acid pKa: 14.584346
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.89564973
• LogD (pH = 7.4): -0.8956498
• Log P: -0.89564973
• Molar Refractivity: 66.9547 cm^3
• Polarizability: 26.2123 Å^3
• Polar Surface Area: 106.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 183-185°C