Tenofovir disoproxil phosphateProduct ingredient for Tenofovir disoproxil

Name
Tenofovir disoproxil phosphate
Drug Entry
Tenofovir disoproxil

Tenofovir disoproxil fumarate (a prodrug of tenofovir), marketed by Gilead Sciences under the trade name Viread, belongs to a class of antiretroviral drugs known as nucleotide analogue reverse transcriptase inhibitors (nRTIs). This drug is prescribed in combination with other drugs for the management of HIV infection as well as for Hepatitis B therapy. Tenofovir disoproxil was initially approved in 2001 Label.

Accession Number
DBSALT002961
Structure
Synonyms
Not Available
UNII
05F4G8DO5I
CAS Number
1453166-76-1
Weight
Average: 617.442
Monoisotopic: 617.149924759
Chemical Formula
C19H33N5O14P2
InChI Key
DJCLNKKHALBVLK-PFEQFJNWSA-N
InChI
InChI=1S/C19H30N5O10P.H3O4P/c1-12(2)33-18(25)28-9-31-35(27,32-10-29-19(26)34-13(3)4)11-30-14(5)6-24-8-23-15-16(20)21-7-22-17(15)24;1-5(2,3)4/h7-8,12-14H,6,9-11H2,1-5H3,(H2,20,21,22);(H3,1,2,3,4)/t14-;/m1./s1
IUPAC Name
bis({[(propan-2-yloxy)carbonyl]oxy}methyl) {[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methanephosphonate; phosphoric acid
SMILES
OP(O)(O)=O.CC(C)OC(=O)OCOP(=O)(CO[C@H](C)CN1C=NC2=C1N=CN=C2N)OCOC(=O)OC(C)C
ChemSpider
52084785
Predicted Properties
PropertyValueSource
Water Solubility0.712 mg/mLALOGPS
logP-0.02ALOGPS
logP2.65Chemaxon
logS-2.9ALOGPS
pKa (Strongest Acidic)18.55Chemaxon
pKa (Strongest Basic)3.74Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count10Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area185.44 Å2Chemaxon
Rotatable Bond Count17Chemaxon
Refractivity118.59 m3·mol-1Chemaxon
Polarizability50.6 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon