propan-2-yl N-{9-[(2R)-2-{[bis({[(propan-2-yloxy)carbonyl]oxy}methoxy)phosphoryl]methoxy}propyl]-9H-purin-6-yl}carbamate

• ChemBase ID: 178153
• Molecular Formular: C23H36N5O12P
• Molecular Mass: 605.532001
• Monoisotopic Mass: 605.20980825
• SMILES: n1cnc2c(c1NC(=O)OC(C)C)ncn2C[C@H](OCP(=O)(OCOC(=O)OC(C)C)OCOC(=O)OC(C)C)C
• Canonical SMILES: CC(OC(=O)OCOP(=O)(CO[C@@H](Cn1cnc2c1ncnc2NC(=O)OC(C)C)C)OCOC(=O)OC(C)C)C
• InChI: InChI=1S/C23H36N5O12P/c1-14(2)38-21(29)27-19-18-20(25-9-24-19)28(10-26-18)8-17(7)35-13-41(32,36-11-33-22(30)39-15(3)4)37-12-34-23(31)40-16(5)6/h9-10,14-17H,8,11-13H2,1-7H3,(H,24,25,27,29)/t17-/m1/s1
• InChIKey: OIVGIZKCGVNNKM-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: propan-2-yl N-{9-[(2R)-2-{[bis({[(propan-2-yloxy)carbonyl]oxy}methoxy)phosphoryl]methoxy}propyl]-9H-purin-6-yl}carbamate
• IUPAC Traditional name: isopropyl N-{9-[(2R)-2-({bis[(isopropoxycarbonyl)oxy]methoxyphosphoryl}methoxy)propyl]purin-6-yl}carbamate
• Synonyms: 5-[[(1R)-1-Methyl-2-[6-[(isopropoxycarbonyl)amino]-9H-purin-9-yl]ethoxy]methyl]-2,4,6,8-tetraoxa-5-phosphanonanedioic Acid Bis(1-methylethyl) Ester 5-Oxide; Tenofovir Disoproxil Isopropoxycarbonyl

Database IDs

• CAS Number: 1244022-54-5
• PubChem SID: 164234063
• PubChem CID: 71752360

CALCULATED PROPERTIES

• Acid pKa: 12.402625
• H Acceptors: 11
• H Donor: 1
• LogD (pH = 5.5): 4.1250668
• LogD (pH = 7.4): 4.1313744
• Log P: 4.1314597
• Molar Refractivity: 139.5418 cm^3
• Polarizability: 55.870266 Å^3
• Polar Surface Area: 197.75 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellow Oil

Safety Information

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

DETAILS

Toronto Research Chemicals - T018520

Tenofovir Disoproxil derivative as antiviral and antitumor agent.