({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(ethoxy)phosphinic acid

• ChemBase ID: 160456
• Molecular Formular: C11H18N5O4P
• Molecular Mass: 315.265481
• Monoisotopic Mass: 315.10964071
• SMILES: n1cnc2c(c1N)ncn2C[C@H](OCP(=O)(O)OCC)C
• Canonical SMILES: CCOP(=O)(CO[C@@H](Cn1cnc2c1ncnc2N)C)O
• InChI: InChI=1S/C11H18N5O4P/c1-3-20-21(17,18)7-19-8(2)4-16-6-15-9-10(12)13-5-14-11(9)16/h5-6,8H,3-4,7H2,1-2H3,(H,17,18)(H2,12,13,14)/t8-/m1/s1
• InChIKey: RKTDGEHXFPNCDC-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(ethoxy)phosphinic acid
• IUPAC Traditional name: {[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxy}methyl(ethoxy)phosphinic acid
• Synonyms: P-[[(1S)-2-(6-Amino-9H-purin-9-yl)-1-methylethoxy]methyl]-phosphonic Acid Monoethyl Ester

Database IDs

• CAS Number: 1255525-18-8
• PubChem SID: 162254591
• PubChem CID: 71313348

CALCULATED PROPERTIES

• Acid pKa: 1.4727538
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -2.6544788
• LogD (pH = 7.4): -2.534272
• Log P: -3.189179
• Molar Refractivity: 76.7659 cm^3
• Polarizability: 29.580627 Å^3
• Polar Surface Area: 125.38 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - A628870

Intermediate in the synthesis of Tenofovir (T018500) impurity.