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

• ChemBase ID: 178152
• Molecular Formular: C39H60N10O20P2
• Molecular Mass: 1050.896222
• Monoisotopic Mass: 1050.34605763
• SMILES: n1cnc2c(c1NCNc1c3c(ncn1)n(cn3)C[C@H](OCP(=O)(OCOC(=O)OC(C)C)OCOC(=O)OC(C)C)C)ncn2C[C@H](OCP(=O)(OCOC(=O)OC(C)C)OCOC(=O)OC(C)C)C
• Canonical SMILES: C[C@H](Cn1cnc2c1ncnc2NCNc1ncnc2c1ncn2C[C@H](OCP(=O)(OCOC(=O)OC(C)C)OCOC(=O)OC(C)C)C)OCP(=O)(OCOC(=O)OC(C)C)OCOC(=O)OC(C)C
• InChI: InChI=1S/C39H60N10O20P2/c1-24(2)66-36(50)56-18-62-70(54,63-19-57-37(51)67-25(3)4)22-60-28(9)11-48-16-46-30-32(42-14-44-34(30)48)40-13-41-33-31-35(45-15-43-33)49(17-47-31)12-29(10)61-23-71(55,64-20-58-38(52)68-26(5)6)65-21-59-39(53)69-27(7)8/h14-17,24-29H,11-13,18-23H2,1-10H3,(H,40,42,44)(H,41,43,45)/t28-,29-/m1/s1
• InChIKey: KRLKBWQXBSICEQ-FQLXRVMXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis({[(propan-2-yloxy)carbonyl]oxy}methyl) {[(2R)-1-(6-{[({9-[(2R)-2-{[bis({[(propan-2-yloxy)carbonyl]oxy}methoxy)phosphoryl]methoxy}propyl]-9H-purin-6-yl}amino)methyl]amino}-9H-purin-9-yl)propan-2-yl]oxy}methanephosphonate
• IUPAC Traditional name: bis[(isopropoxycarbonyl)oxy]methyl {[(2R)-1-(6-{[({9-[(2R)-2-({bis[(isopropoxycarbonyl)oxy]methoxyphosphoryl}methoxy)propyl]purin-6-yl}amino)methyl]amino}purin-9-yl)propan-2-yl]oxy}methanephosphonate
• Synonyms: Tenofovir Disoproxil Dimer; 5-[[(1R)-2-[6-[[[[9-[(2R)-2,11-Dimethyl-5-[[[(1-methylethoxy)carbonyl]oxy]methoxy]-5-oxido-9-oxo-3,6,8,10-tetraoxa-5-phosphadodec-1-yl]-9H-purin-6-yl]amino]methyl]amino]-9H-purin-9-yl]-1-methylethoxy]methyl]-2,4,6,8-tetraoxa-5-phosphanonanedioic Acid 1,9-Bis(1-methylethyl) Ester 5-Oxide

Database IDs

• CAS Number: 1093279-76-5
• PubChem SID: 164234062
• PubChem CID: 58850801

CALCULATED PROPERTIES

• Acid pKa: 14.278159
• H Acceptors: 20
• H Donor: 2
• LogD (pH = 5.5): 5.860878
• LogD (pH = 7.4): 6.0572004
• Log P: 6.06002
• Molar Refractivity: 241.0037 cm^3
• Polarizability: 96.49931 Å^3
• Polar Surface Area: 342.9 Å^2
• Rotatable Bonds: 38
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T018515

Tenofovir Disoproxil impurity.

REFERENCES

• Cheng, G., et al.: Chem. Res. Toxicol., 16, 145 (2003)