{[({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)({[(propan-2-yloxy)carbonyl]oxy}methoxy)phosphoryl]oxy}methyl 2-ethylbutanoate

• ChemBase ID: 167303
• Molecular Formular: C21H34N5O9P
• Molecular Mass: 531.496521
• Monoisotopic Mass: 531.20941432
• SMILES: n1cnc2c(c1N)ncn2C[C@H](OCP(=O)(OCOC(=O)C(CC)CC)OCOC(=O)OC(C)C)C
• Canonical SMILES: CCC(C(=O)OCOP(=O)(CO[C@@H](Cn1cnc2c1ncnc2N)C)OCOC(=O)OC(C)C)CC
• InChI: InChI=1S/C21H34N5O9P/c1-6-16(7-2)20(27)30-11-33-36(29,34-12-31-21(28)35-14(3)4)13-32-15(5)8-26-10-25-17-18(22)23-9-24-19(17)26/h9-10,14-16H,6-8,11-13H2,1-5H3,(H2,22,23,24)/t15-,36?/m1/s1
• InChIKey: ZXVADCFDIJFQBO-DRVJNONPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)({[(propan-2-yloxy)carbonyl]oxy}methoxy)phosphoryl]oxy}methyl 2-ethylbutanoate
• IUPAC Traditional name: [({[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxy}methyl[(isopropoxycarbonyl)oxy]methoxyphosphoryl)oxy]methyl 2-ethylbutanoate
• Synonyms: Diethylaminocarboxymethyl POC Tenofovir (Mixture of Diastereomers)

Database IDs

• PubChem SID: 162261436
• PubChem CID: 71316046

CALCULATED PROPERTIES

• Acid pKa: 18.587572
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): 3.1604707
• LogD (pH = 7.4): 3.3093004
• Log P: 3.3115773
• Molar Refractivity: 126.2006 cm^3
• Polarizability: 50.57321 Å^3
• Polar Surface Area: 176.21 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Thick Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D443590

Tenofovir (T018500) impurity.