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

• ChemBase ID: 174768
• Molecular Formular: C18H28N5O9P
• Molecular Mass: 489.416781
• Monoisotopic Mass: 489.16246413
• SMILES: n1cnc2c(c1NC(=O)OC(C)C)ncn2C[C@H](OCP(=O)(OCOC(=O)OC(C)C)O)C
• Canonical SMILES: CC(OC(=O)OCOP(=O)(CO[C@@H](Cn1cnc2c1ncnc2NC(=O)OC(C)C)C)O)C
• InChI: InChI=1S/C18H28N5O9P/c1-11(2)31-17(24)22-15-14-16(20-7-19-15)23(8-21-14)6-13(5)29-10-33(26,27)30-9-28-18(25)32-12(3)4/h7-8,11-13H,6,9-10H2,1-5H3,(H,26,27)(H,19,20,22,24)/t13-/m1/s1
• InChIKey: CEFDJALYGKEXAQ-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({[(2R)-1-(6-{[(propan-2-yloxy)carbonyl]amino}-9H-purin-9-yl)propan-2-yl]oxy}methyl)({[(propan-2-yloxy)carbonyl]oxy}methoxy)phosphinic acid
• IUPAC Traditional name: {[(2R)-1-{6-[(isopropoxycarbonyl)amino]purin-9-yl}propan-2-yl]oxy}methyl[(isopropoxycarbonyl)oxy]methoxyphosphinic acid
• Synonyms: (8R)-9-(6-Isopropylaminocarbamate-9H-purin-9-yl)-5-hydroxy-8-methyl-2,4,7-trioxa-5-phosphanonanoic Acid 1-Methylethyl Ester 5-Oxide; Mono-POC Tenofovir 6-Isopropyl Carbamate(Mixture of Diastereomers)

Database IDs

• CAS Number: 1244022-56-7
• PubChem SID: 164230678
• PubChem CID: 71750819

CALCULATED PROPERTIES

• Acid pKa: 1.06496
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): -0.06522492
• LogD (pH = 7.4): -0.06284024
• Log P: -0.19754921
• Molar Refractivity: 114.0152 cm^3
• Polarizability: 44.88042 Å^3
• Polar Surface Area: 173.22 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: >230°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - M567010

Tenofovir (T018500) impurity.