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CHEBI:4974 - famciclovir

ChEBI IDCHEBI:4974
ChEBI Namefamciclovir
Stars
Definition2-Amino-9H-purine in which the hydrogen at position 9 is substituted by a 4-acetoxy-3-(acetoxymethyl)but-1-yl group. A prodrug of the antiviral penciclovir, it is used for the treatment of acute herpes zoster (shingles), for the treatment or suppression of recurrent genital herpes in immunocompetent patients and for the treatment of recurrent mucocutaneous herpes simplex infections in HIV infected patients.
Secondary ChEBI IDCHEBI:174284
Last Modified22 February 2017
DownloadsMolfile
FormulaC14H19N5O4
Net Charge0
Average Mass321.337
Monoisotopic Mass321.14370
SMILESCC(=O)OCC(CCn1cnc2cnc(N)nc21)COC(C)=O
InChIInChI=1S/C14H19N5O4/c1-9(20)22-6-11(7-23-10(2)21)3-4-19-8-17-12-5-16-14(15)18-13(12)19/h5,8,11H,3-4,6-7H2,1-2H3,(H2,15,16,18)
InChIKeyGGXKWVWZWMLJEH-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
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)
famciclovir (CHEBI:4974) has role antiviral drug (CHEBI:36044)
famciclovir (CHEBI:4974) has role prodrug (CHEBI:50266)
famciclovir (CHEBI:4974) is a 2-aminopurines (CHEBI:20702)
famciclovir (CHEBI:4974) is a acetate ester (CHEBI:47622)
IUPAC Name 
2-[(acetyloxy)methyl]-4-(2-amino-9H-purin-9-yl)butyl acetate
INNs  Source
famciclovirumChemIDplus
famciclovirChemIDplus
famciclovirWHO MedNet
famciclovirWHO MedNet
Synonyms  Source
acetic acid 2-acetoxymethyl-4-(2-amino-purin-9-yl)-butyl esterChEMBL
BRL-42810ChEMBL
FAMCICLOVIRChEMBL
2-(2-(2-amino-9H-purin-9-yl)ethyl)-1,3-propanediol diacetateChemIDplus
FCVDrugBank
9-[4-acetoxy-3-(acetoxymethyl)but-1-yl]-2-aminopurineChEBI
Brand Name  Source
FamvirChEBI
Manual XrefsDatabases
D00317KEGG DRUG
DB00426DrugBank
US5246937Patent
FamciclovirWikipedia
HMDB0014570HMDB
LSM-2990LINCS
1128DrugCentral
Registry NumbersSources
Reaxys:4208403Reaxys
CAS:104227-87-4KEGG DRUG
CAS:104227-87-4ChemIDplus
Citations