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

• ChemBase ID: 176832
• Molecular Formular: C19H30N5O10P
• Molecular Mass: 519.442761
• Monoisotopic Mass: 519.17302882
• SMILES: n1cnc2c(c1N)ncn2C[C@H](OCP(=O)(OCOC(=O)OCCC)OCOC(=O)OC(C)C)C
• Canonical SMILES: CCCOC(=O)OCOP(=O)(CO[C@@H](Cn1cnc2c1ncnc2N)C)OCOC(=O)OC(C)C
• InChI: InChI=1S/C19H30N5O10P/c1-5-6-28-18(25)29-10-32-35(27,33-11-30-19(26)34-13(2)3)12-31-14(4)7-24-9-23-15-16(20)21-8-22-17(15)24/h8-9,13-14H,5-7,10-12H2,1-4H3,(H2,20,21,22)/t14-,35?/m1/s1
• InChIKey: FSHYLBFEGOTZGO-OAMPWVDCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(propan-2-yloxy)carbonyl]oxy}methyl [(propoxycarbonyl)oxy]methyl {[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methanephosphonate
• IUPAC Traditional name: [(isopropoxycarbonyl)oxy]methyl [(propoxycarbonyl)oxy]methyl {[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxy}methanephosphonate
• Synonyms: 5-[[(1R)-2-(6-Amino-9H-purin-9-yl)-1-methylethoxy]methyl]-2,4,6,8-tetraoxa-5-phosphanonanedioic Acid (1-methylethyl,propyl) Ester 5-Oxide; nPOC-POC PMPA; nPOC-POC Tenofovir(Mixture of Diastereomers)

Database IDs

• CAS Number: 1217542-13-6
• PubChem SID: 164232742
• PubChem CID: 71751721

CALCULATED PROPERTIES

• Acid pKa: 18.587572
• H Acceptors: 10
• H Donor: 1
• LogD (pH = 5.5): 2.5846586
• LogD (pH = 7.4): 2.7334886
• Log P: 2.7357655
• Molar Refractivity: 118.6934 cm^3
• Polarizability: 47.692413 Å^3
• Polar Surface Area: 185.44 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow to Yellow Oil

Safety Information

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

DETAILS

Toronto Research Chemicals - P680500

Tenofovir (T018500) impurity.