CHEBI:63717 - tenofovir disoproxil

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name tenofovir disoproxil
ChEBI ID CHEBI:63717
Definition An organic phosphonate that is the disoproxil ester of tenofovir. A prodrug for tenofovir, an HIV-1 reverse transcriptase inhibitor, tenofovir disoproxil is used as the fumaric acid salt in combination therapy for the treatment of HIV infection.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C19H30N5O10P
Net Charge 0
Average Mass 519.44280
Monoisotopic Mass 519.173
InChI InChI=1S/C19H30N5O10P/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/h7-8,12-14H,6,9-11H2,1-5H3,(H2,20,21,22)/t14-/m1/s1
InChIKey JFVZFKDSXNQEJW-CQSZACIVSA-N
SMILES CC(C)OC(=O)OCOP(=O)(CO[C@H](C)Cn1cnc2c(N)ncnc12)OCOC(=O)OC(C)C
Roles Classification
Biological Role(s): HIV-1 reverse transcriptase inhibitor
An entity which inhibits the activity of HIV-1 reverse transcriptase.
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
Application(s): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tenofovir disoproxil (CHEBI:63717) has functional parent tenofovir (anhydrous) (CHEBI:63625)
tenofovir disoproxil (CHEBI:63717) has role antiviral drug (CHEBI:36044)
tenofovir disoproxil (CHEBI:63717) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
tenofovir disoproxil (CHEBI:63717) has role prodrug (CHEBI:50266)
tenofovir disoproxil (CHEBI:63717) is a organic phosphonate (CHEBI:37592)
Incoming tenofovir disoproxil fumarate (CHEBI:63718) has part tenofovir disoproxil (CHEBI:63717)
IUPAC Name
bis({[(propan-2-yloxy)carbonyl]oxy}methyl) ({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonate
Synonyms Sources
9-((R)-2-((bis(((isopropoxycarbonyl)oxy)methoxy)phosphinyl)methoxy)propyl)adenine ChemIDplus
bis(POC)PMPA ChemIDplus
PMPA prodrug ChemIDplus
tenofovir bis(isopropyloxycarbonyloxymethyl) ester ChEBI
Manual Xrefs Databases
2593 DrugCentral
DB00300 DrugBank
WO5922695 Patent
WO9804569 Patent
View more database links
Registry Numbers Types Sources
201341-05-1 CAS Registry Number ChemIDplus
9018187 Reaxys Registry Number Reaxys
Last Modified
22 February 2017