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

• ChemBase ID: 174764
• Molecular Formular: C15H24N5O7P
• Molecular Mass: 417.354121
• Monoisotopic Mass: 417.14133476
• SMILES: n1cnc2c(c1N)ncn2C[C@H](OCP(=O)(OCOC(=O)OC(C)C)OC)C
• Canonical SMILES: COP(=O)(CO[C@@H](Cn1cnc2c1ncnc2N)C)OCOC(=O)OC(C)C
• InChI: InChI=1S/C15H24N5O7P/c1-10(2)27-15(21)24-8-26-28(22,23-4)9-25-11(3)5-20-7-19-12-13(16)17-6-18-14(12)20/h6-7,10-11H,5,8-9H2,1-4H3,(H2,16,17,18)/t11-,28?/m1/s1
• InChIKey: PPZMGSJRJBOSTD-XQSUJFPPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl {[(propan-2-yloxy)carbonyl]oxy}methyl {[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methanephosphonate
• IUPAC Traditional name: [(isopropoxycarbonyl)oxy]methyl methyl {[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxy}methanephosphonate
• Synonyms: (8R)-9-(6-Amino-9H-purin-9-yl)-5-methoxy-8-methyl-2,4,7-trioxa-5-phosphanonanoic Acid Methyl 1-Methylethyl Ester 5-Oxide; Tenofovir Methyl Monoisoproxil; Mono-POC Methyl Tenofovir (Mixture of Diastereomers)

Database IDs

• CAS Number: 1246812-16-7
• PubChem SID: 164230674
• PubChem CID: 71750815

CALCULATED PROPERTIES

• Acid pKa: 18.587572
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 1.1610008
• LogD (pH = 7.4): 1.3098308
• Log P: 1.3121076
• Molar Refractivity: 97.5439 cm^3
• Polarizability: 38.752693 Å^3
• Polar Surface Area: 149.91 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M566980

Tenofovir (T018500) impurity.