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CHEBI:4974 - famciclovir

Default Structure
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 Roles:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
antiviral agent  A substance that destroys or inhibits replication of viruses.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anti-HSV agent  An antiviral agent that destroys or inhibits the replication of the herpes simplex virus (also known as the human herpes virus).
Applications:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
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 anti-HSV agent (CHEBI:64952)
famciclovir (CHEBI:4974) has role antiviral agent (CHEBI:22587)
famciclovir (CHEBI:4974) has role antiviral drug (CHEBI:36044)
famciclovir (CHEBI:4974) has role immunosuppressive agent (CHEBI:35705)
famciclovir (CHEBI:4974) has role ophthalmology drug (CHEBI:66981)
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
famciclovirWHO MedNet
famciclovirWHO MedNet
famciclovirChemIDplus
famciclovirumChemIDplus
Synonyms  Source
2-(2-(2-amino-9H-purin-9-yl)ethyl)-1,3-propanediol diacetateChemIDplus
9-[4-acetoxy-3-(acetoxymethyl)but-1-yl]-2-aminopurineChEBI
acetic acid 2-acetoxymethyl-4-(2-amino-purin-9-yl)-butyl esterChEMBL
BRL-42810ChEMBL
FAMCICLOVIRChEMBL
FCVDrugBank
Brand Name  Source
FamvirChEBI
Manual XrefsDatabases
1128DrugCentral
D00317KEGG DRUG
DB00426DrugBank
FamciclovirWikipedia
HMDB0014570HMDB
LSM-2990LINCS
US5246937Patent
Registry NumbersSources
Reaxys:4208403Reaxys
CAS:104227-87-4ChemIDplus
CAS:104227-87-4KEGG DRUG
Citations