1-[(2R,4S,5R)-4-fluoro-5-[(triphenylmethoxy)methyl]oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 4240
• Molecular Formular: C28H25FN2O4
• Molecular Mass: 472.5075032
• Monoisotopic Mass: 472.17983551
• SMILES: F[C@H]1C[C@H](n2c(=O)[nH]c(=O)cc2)O[C@@H]1COC(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: F[C@H]1C[C@@H](O[C@@H]1COC(c1ccccc1)(c1ccccc1)c1ccccc1)n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C28H25FN2O4/c29-23-18-26(31-17-16-25(32)30-27(31)33)35-24(23)19-34-28(20-10-4-1-5-11-20,21-12-6-2-7-13-21)22-14-8-3-9-15-22/h1-17,23-24,26H,18-19H2,(H,30,32,33)/t23-,24+,26+/m0/s1
• InChIKey: GJNIPWYJQUGERM-BFLUCZKCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,4S,5R)-4-fluoro-5-[(triphenylmethoxy)methyl]oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2R,4S,5R)-4-fluoro-5-[(triphenylmethoxy)methyl]oxolan-2-yl]-3H-pyrimidine-2,4-dione
• Synonyms: 1-{(2S,5S)-4-FLUORO-5-[(TRITYLOXY)METHYL]TETRAHYDROFURAN-2-YL}PYRIMIDINE-2,4(1H,3H)-DIONE

Database IDs

• PubChem SID: 160967672; 46507952
• PubChem CID: 4369390

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.455743
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 5.176522
• LogD (pH = 7.4): 5.1728096
• Log P: 5.1765695
• Molar Refractivity: 129.1642 cm^3
• Polarizability: 49.705944 Å^3
• Polar Surface Area: 67.87 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.3
• LOG S: -5.61
• Solubility (Water): 1.17e-03 g/l

DETAILS

DrugBank - DB04685

Drug information: experimental