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

• ChemBase ID: 126254
• Molecular Formular: C9H11BrN2O5
• Molecular Mass: 307.09804
• Monoisotopic Mass: 305.98513346
• SMILES: Brc1c(=O)[nH]c(=O)n(c1)[C@H]1O[C@H]([C@H](O)C1)CO
• Canonical SMILES: OC[C@@H]1O[C@@H](C[C@H]1O)n1cc(Br)c(=O)[nH]c1=O
• InChI: InChI=1S/C9H11BrN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m1/s1
• InChIKey: WOVKYSAHUYNSMH-VQVTYTSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-bromo-1-[(2S,4R,5S)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 5-bromo-2'-deoxy-uridine
• Synonyms: Bromodeoxyuridine

Database IDs

• CAS Number: 59-14-3
• PubChem SID: 162220593
• PubChem CID: 6918942
• CHEMBL: 222280
• Chemspider ID: 5294121
• MeSH Name: Bromodeoxyuridine
• Unique Ingredient Identifier: G34N38R2N1
• Wikipedia Title: Bromodeoxyuridine

CALCULATED PROPERTIES

• Acid pKa: 8.040324
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.690346
• LogD (pH = 7.4): -0.77750033
• Log P: -0.68911046
• Molar Refractivity: 58.6642 cm^3
• Polarizability: 23.204786 Å^3
• Polar Surface Area: 99.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true