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

• ChemBase ID: 131310
• Molecular Formular: C9H11N5O5
• Molecular Mass: 269.21414
• Monoisotopic Mass: 269.07601848
• SMILES: c1cn(c(=O)[nH]c1=O)[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)N=[N+]=[N-]
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)N=[N+]=[N-])n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C9H11N5O5/c10-13-12-6-7(17)4(3-15)19-8(6)14-2-1-5(16)11-9(14)18/h1-2,4,6-8,15,17H,3H2,(H,11,16,18)/t4-,6-,7-,8-/m1/s1
• InChIKey: MRUKYOQQKHNMFI-XVFCMESISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3R,4S,5R)-3-azido-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2R,3R,4S,5R)-3-azido-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrimidine-2,4-dione
• Synonyms: 2′-Azido-2′-deoxyuridine

Database IDs

• CAS Number: 26929-65-7
• EC Number: 248-113-6
• MDL Number: MFCD00043045
• Beilstein Number: 4204828
• PubChem SID: 162225588
• PubChem CID: 168629

CALCULATED PROPERTIES

• Acid pKa: 9.703488
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.7089702
• LogD (pH = 7.4): -1.7110726
• Log P: -1.5948977
• Molar Refractivity: 58.8581 cm^3
• Polarizability: 22.602053 Å^3
• Polar Surface Area: 128.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter