diethyl ({[(2S)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonate

• ChemBase ID: 167281
• Molecular Formular: C13H22N5O4P
• Molecular Mass: 343.318641
• Monoisotopic Mass: 343.14094084
• SMILES: n1cnc2c(c1N)ncn2C[C@@H](OCP(=O)(OCC)OCC)C
• Canonical SMILES: CCOP(=O)(CO[C@H](Cn1cnc2c1ncnc2N)C)OCC
• InChI: InChI=1S/C13H22N5O4P/c1-4-21-23(19,22-5-2)9-20-10(3)6-18-8-17-11-12(14)15-7-16-13(11)18/h7-8,10H,4-6,9H2,1-3H3,(H2,14,15,16)/t10-/m0/s1
• InChIKey: GCOFRXOOFANVPB-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl ({[(2S)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonate
• IUPAC Traditional name: diethyl {[(2S)-1-(6-aminopurin-9-yl)propan-2-yl]oxy}methylphosphonate
• Synonyms: P-[[(1R)-2-(6-Amino-9H-purin-9-yl)-1-methylethoxy]methyl]phosphonic Acid Diethyl Ester; [[(1R)-2-(6-Amino-9H-purin-9-yl)-1-methylethoxy]methyl]phosphonic Acid Diethyl Ester; (R)-9-[2-(Diethylphosphonomethoxy)propyl] Adenine

Database IDs

• CAS Number: 180587-75-1
• PubChem SID: 162261414
• PubChem CID: 29978452

CALCULATED PROPERTIES

• Acid pKa: 18.587572
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.5196257
• LogD (pH = 7.4): 0.66845554
• Log P: 0.67073244
• Molar Refractivity: 85.9968 cm^3
• Polarizability: 33.464695 Å^3
• Polar Surface Area: 114.38 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 107-109°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D444750

A acyclic phosphonate nucleotide.