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CHEBI:85083 - sofosbuvir

ChEBI IDCHEBI:85083
ChEBI Namesofosbuvir
Stars
DefinitionA nucleotide conjugate that is used in combination with ledipasvir (under the trade name Harvoni) for the treatment of chronic hepatitis C genotype 1 infection.
Last Modified9 March 2018
SubmitterSteve
DownloadsMolfile
FormulaC22H29FN3O9P
Net Charge0
Average Mass529.458
Monoisotopic Mass529.16254
SMILESCC(C)OC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@H](n2ccc(=O)nc2=O)[C@](C)(F)[C@@H]1O)Oc1ccccc1
InChIInChI=1S/C22H29FN3O9P/c1-13(2)33-19(29)14(3)25-36(31,35-15-8-6-5-7-9-15)32-12-16-18(28)22(4,23)20(34-16)26-11-10-17(27)24-21(26)30/h5-11,13-14,16,18,20,28H,12H2,1-4H3,(H,25,31)(H,24,27,30)/t14-,16+,18+,20+,22+,36-/m0/s1
InChIKeyTTZHDVOVKQGIBA-IQWMDFIBSA-N
Wikipedia
Roles Classification
Biological Roles:
hepatitis C protease inhibitor  An inhibitor of hepatitis C protease, an enzyme required for production of proteins needed for viral assembly.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
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)
sofosbuvir (CHEBI:85083) has functional parent uridine 5'-monophosphate (CHEBI:16695)
sofosbuvir (CHEBI:85083) has role antiviral drug (CHEBI:36044)
sofosbuvir (CHEBI:85083) has role hepatitis C protease inhibitor (CHEBI:64924)
sofosbuvir (CHEBI:85083) has role prodrug (CHEBI:50266)
sofosbuvir (CHEBI:85083) is a L-alanyl ester (CHEBI:61164)
sofosbuvir (CHEBI:85083) is a isopropyl ester (CHEBI:35725)
sofosbuvir (CHEBI:85083) is a nucleotide conjugate (CHEBI:47784)
sofosbuvir (CHEBI:85083) is a organofluorine compound (CHEBI:37143)
sofosbuvir (CHEBI:85083) is a phosphoramidate ester (CHEBI:27577)
Incoming Relation(s)
Epclusa (CHEBI:133008) has part sofosbuvir (CHEBI:85083)
Harvoni (CHEBI:85082) has part sofosbuvir (CHEBI:85083)
Synonyms  Source
GI 7977ChemIDplus
PSI-7977ChemIDplus
PSI 7977ChemIDplus
GS-7977ChemIDplus
isopropyl (2S)-2-{[(S)-{[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl]methoxy}(phenoxy)phosphoryl]amino}propanoateIUPAC
Brand Name  Source
SovaldiChemIDplus
Manual XrefsDatabases
D10366KEGG DRUG
SofosbuvirWikipedia
4811DrugCentral
Registry NumbersSources
Reaxys:20867484Reaxys
CAS:1190307-88-0KEGG DRUG
CAS:1190307-88-0ChemIDplus
Citations