4-amino-1-[(2R,4S,5R)-3-(fluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

• ChemBase ID: 129823
• Molecular Formular: C10H12FN3O4
• Molecular Mass: 257.2183832
• Monoisotopic Mass: 257.0811841
• SMILES: OC[C@H]1O[C@@H](n2ccc(N)nc2=O)/C(=C/F)/[C@@H]1O
• Canonical SMILES: OC[C@H]1O[C@H](/C(=C/F)/[C@@H]1O)n1ccc(nc1=O)N
• InChI: InChI=1S/C10H12FN3O4/c11-3-5-8(16)6(4-15)18-9(5)14-2-1-7(12)13-10(14)17/h1-3,6,8-9,15-16H,4H2,(H2,12,13,17)/t6-,8+,9-/m1/s1
• InChIKey: GFFXZLZWLOBBLO-BWVDBABLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-[(2R,4S,5R)-3-(fluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: 4-amino-1-[(2R,4S,5R)-3-(fluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
• Synonyms: Tezacitabine

Database IDs

• CAS Number: 130306-02-4
• PubChem SID: 162224110
• PubChem CID: 6435808
• Wikipedia Title: Tezacitabine

CALCULATED PROPERTIES

• Acid pKa: 13.277332
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.9273859
• LogD (pH = 7.4): -1.9273862
• Log P: -1.9273856
• Molar Refractivity: 57.7226 cm^3
• Polarizability: 22.198927 Å^3
• Polar Surface Area: 108.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true