1-[(2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione

• ChemBase ID: 3227
• Molecular Formular: C9H14N2O5
• Molecular Mass: 230.21786
• Monoisotopic Mass: 230.09027156
• SMILES: OC[C@H]1O[C@@H](C[C@@H]1O)N1CCC(=O)NC1=O
• Canonical SMILES: OC[C@H]1O[C@@H](C[C@@H]1O)N1CCC(=O)NC1=O
• InChI: InChI=1S/C9H14N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h5-6,8,12-13H,1-4H2,(H,10,14,15)/t5-,6+,8-/m0/s1
• InChIKey: XMJRLEURHMTTRX-BBVRLYRLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione
• IUPAC Traditional name: @tetrahydrodeoxyuridine
• Synonyms: Tetrahydrodeoxyuridine

Database IDs

• PubChem SID: 46507365; 160966670
• PubChem CID: 46936717

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.635246
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.8725212
• LogD (pH = 7.4): -1.8725458
• Log P: -1.8725208
• Molar Refractivity: 50.8311 cm^3
• Polarizability: 20.445927 Å^3
• Polar Surface Area: 99.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.66
• LOG S: -0.3
• Solubility (Water): 1.15e+02 g/l

DETAILS

DrugBank - DB03562

Drug information: experimental