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CHEBI:63717 - tenofovir disoproxil

ChEBI IDCHEBI:63717
ChEBI Nametenofovir disoproxil
Stars
DefinitionAn 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.
Last Modified22 February 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC19H30N5O10P
Net Charge0
Average Mass519.448
Monoisotopic Mass519.17303
SMILESCC(C)OC(=O)OCOP(=O)(CO[C@H](C)Cn1cnc2c(N)ncnc21)OCOC(=O)OC(C)C
InChIInChI=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
InChIKeyJFVZFKDSXNQEJW-CQSZACIVSA-N
Roles Classification
Biological Roles:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
Applications:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
bis(POC)PMPAChemIDplus
PMPA prodrugChemIDplus
9-((R)-2-((bis(((isopropoxycarbonyl)oxy)methoxy)phosphinyl)methoxy)propyl)adenineChemIDplus
tenofovir bis(isopropyloxycarbonyloxymethyl) esterChEBI
Manual XrefsDatabases
DB00300DrugBank
WO9804569Patent
WO5922695Patent
2593DrugCentral
Registry NumbersSources
Reaxys:9018187Reaxys
CAS:201341-05-1ChemIDplus