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CHEBI:90923 - tenofovir alafenamide fumarate

Default Structure
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:
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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.
anti-HBV agent  An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.
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 alafenamide fumarate (CHEBI:90923) has part tenofovir alafenamide(1+) (CHEBI:90927)
tenofovir alafenamide fumarate (CHEBI:90923) has role anti-HBV agent (CHEBI:64951)
tenofovir alafenamide fumarate (CHEBI:90923) has role anti-HIV agent (CHEBI:64946)
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{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
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
Synonyms  Source
GS-7340-03ChemIDplus
GS-7340 HEMIFUMARATEChEMBL
TAFChemIDplus
tenofovir alafenamide hemifumarateChEBI
Brand Names  Source
Tenofovir alafenamide fumarate component of biktarvyChEMBL
Tenofovir alafenamide fumarate component of descovyChEMBL
Tenofovir alafenamide fumarate component of genvoyaChEMBL
Tenofovir alafenamide fumarate component of odefseyChEMBL
Tenofovir alafenamide fumarate component of symtuzaChEMBL
VemlidyChEBI
Manual XrefsDatabases
D10605KEGG DRUG
DB09299DrugBank
Tenofovir_alafenamideWikipedia
Registry NumbersSources
Reaxys:23336042Reaxys
CAS:1392275-56-7KEGG DRUG
CAS:1392275-56-7ChemIDplus
Citations