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CHEBI:90923 - tenofovir alafenamide fumarate

ChEBI IDCHEBI:90923
ChEBI Nametenofovir alafenamide fumarate
Stars
DefinitionA fumarate salt prepared from tenofovir alafenamide by reaction of one molecule of fumaric acid for every two molecules of tenofovir alafenamide. A prodrug for tenofovir, it is used in combination therapy for the treatment of HIV-1 infection.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
Formula2C21H29N6O5P.C4H4O4
Net Charge0
Average Mass1069.020
Monoisotopic Mass1068.39837
SMILESCC(C)OC(=O)[C@H](C)N[P@](=O)(CO[C@H](C)Cn1cnc2c(N)ncnc21)Oc1ccccc1.CC(C)OC(=O)[C@H](C)N[P@](=O)(CO[C@H](C)Cn1cnc2c(N)ncnc21)Oc1ccccc1.O=C(O)/C=C/C(=O)O
InChIInChI=1S/2C21H29N6O5P.C4H4O4/c2*1-14(2)31-21(28)16(4)26-33(29,32-17-8-6-5-7-9-17)13-30-15(3)10-27-12-25-18-19(22)23-11-24-20(18)27;5-3(6)1-2-4(7)8/h2*5-9,11-12,14-16H,10,13H2,1-4H3,(H,26,29)(H2,22,23,24);1-2H,(H,5,6)(H,7,8)/b;;2-1+/t2*15-,16+,33+;/m11./s1
InChIKeySVUJNSGGPUCLQZ-FQQAACOVSA-N
Wikipedia
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:
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.
ChEBI Ontology
Outgoing Relation(s)
tenofovir alafenamide fumarate (CHEBI:90923) has part tenofovir alafenamide(1+) (CHEBI:90927)
tenofovir alafenamide fumarate (CHEBI:90923) has role antiviral drug (CHEBI:36044)
tenofovir alafenamide fumarate (CHEBI:90923) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
tenofovir alafenamide fumarate (CHEBI:90923) has role prodrug (CHEBI:50266)
tenofovir alafenamide fumarate (CHEBI:90923) is a fumarate salt (CHEBI:50921)
Incoming Relation(s)
Descovy (CHEBI:133007) has part tenofovir alafenamide fumarate (CHEBI:90923)
Genvoya (CHEBI:90922) has part tenofovir alafenamide fumarate (CHEBI:90923)
Odefsey (CHEBI:133010) has part tenofovir alafenamide fumarate (CHEBI:90923)
IUPAC Names 
bis{propan-2-yl N-[(S)-({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(phenoxy)phosphoryl]-L-alaninate} (2E)-but-2-enedioate
bis{9-[(2R,5S,7E)-2,7,10-trimethyl-5,8-dioxo-5-phenoxy-3,9-dioxa-6-aza-5λ5-phosphaundecan-1-yl]-9H-purin-6-aminium} (2E)-but-2-enedioate
Synonyms  Source
GS-7340-03ChemIDplus
TAFChemIDplus
tenofovir alafenamide hemifumarateChEBI
Brand Name  Source
VemlidyChEBI
Manual XrefsDatabases
D10605KEGG DRUG
Tenofovir_alafenamideWikipedia
DB09299DrugBank
Registry NumbersSources
Reaxys:23336042Reaxys
CAS:1392275-56-7KEGG DRUG
CAS:1392275-56-7ChemIDplus
Citations