(2E)-but-2-enedioic acid; 2-({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)-5-methyl-5-(propan-2-yl)-1,3,2$l^{5}-dioxaphosphepan-2-one; bis(carbonic acid)

• ChemBase ID: 70342
• Molecular Formular: C23H36N5O14P
• Molecular Mass: 637.530801
• Monoisotopic Mass: 637.19963749
• SMILES: C(=O)(O)O.C(=O)(O)O.C(=O)(/C=C/C(=O)O)O.C1(CCOP(=O)(CO[C@@H](Cn2cnc3c2ncnc3N)C)OC1)(C)C(C)C
• Canonical SMILES: C[C@H](Cn1cnc2c1ncnc2N)OCP1(=O)OCCC(CO1)(C)C(C)C.OC(=O)/C=C/C(=O)O.OC(=O)O.OC(=O)O
• InChI: InChI=1S/C17H28N5O4P.C4H4O4.2CH2O3/c1-12(2)17(4)5-6-25-27(23,26-8-17)11-24-13(3)7-22-10-21-14-15(18)19-9-20-16(14)22;5-3(6)1-2-4(7)8;2*2-1(3)4/h9-10,12-13H,5-8,11H2,1-4H3,(H2,18,19,20);1-2H,(H,5,6)(H,7,8);2*(H2,2,3,4)/b;2-1+;;/t13-,17?,27?;;;/m1.../s1
• InChIKey: WPIDCVJSAMWXHR-KPJQVXLKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-but-2-enedioic acid; 2-({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)-5-methyl-5-(propan-2-yl)-1,3,2$l^{5}-dioxaphosphepan-2-one; bis(carbonic acid)
• IUPAC Traditional name: 2-({[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxy}methyl)-5-isopropyl-5-methyl-1,3,2$l^{5}-dioxaphosphepan-2-one; bis(carbonic acid); fumaric acid
• Synonyms: Tenofovir disoproxil fumarate

Database IDs

• CAS Number: 202138-50-9
• PubChem SID: 162036062
• PubChem CID: 56965753

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.684369
• LogD (pH = 7.4): 1.8861072
• Log P: 1.8894616
• Molar Refractivity: 102.0599 cm^3
• Polarizability: 40.065372 Å^3
• Polar Surface Area: 114.38 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false
• Acid pKa: 18.587572

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%