(4-aminophenoxy)({[5-(5-fluoro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy})phosphinic acid

• ChemBase ID: 131199
• Molecular Formular: C15H17FN3O8P
• Molecular Mass: 417.2829442
• Monoisotopic Mass: 417.07372937
• SMILES: c1cc(ccc1N)OP(=O)(O)OCC1C(CC(O1)n1cc(c(=O)[nH]c1=O)F)O
• Canonical SMILES: OC1CC(OC1COP(=O)(Oc1ccc(cc1)N)O)n1cc(F)c(=O)[nH]c1=O
• InChI: InChI=1S/C15H17FN3O8P/c16-10-6-19(15(22)18-14(10)21)13-5-11(20)12(26-13)7-25-28(23,24)27-9-3-1-8(17)2-4-9/h1-4,6,11-13,20H,5,7,17H2,(H,23,24)(H,18,21,22)
• InChIKey: PXZLZKCYKJOBQJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-aminophenoxy)({[5-(5-fluoro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy})phosphinic acid
• IUPAC Traditional name: 4-aminophenoxy[5-(5-fluoro-2,4-dioxo-3H-pyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxyphosphinic acid
• Synonyms: 5-Fluoro-2′-deoxyuridine 5′-(p-aminophenyl) monophosphate free acid or salt as available

Database IDs

• CAS Number: 54397-88-5
• MDL Number: MFCD00057408
• PubChem SID: 162225477
• PubChem CID: 1815

CALCULATED PROPERTIES

• Acid pKa: 0.70429575
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.8523984
• LogD (pH = 7.4): -2.7632365
• Log P: -0.47739288
• Molar Refractivity: 91.091 cm^3
• Polarizability: 35.372677 Å^3
• Polar Surface Area: 160.65 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - F8878

Application
Ligand useful in affinity chromatography.