CHEBI:4974 - famciclovir

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ChEBI Name famciclovir
Definition 2-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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:174284
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Formula C14H19N5O4
Net Charge 0
Average Mass 321.33180
Monoisotopic Mass 321.14370
InChI InChI=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)
SMILES CC(=O)OCC(CCn1cnc2cnc(N)nc12)COC(C)=O
Roles Classification
Biological Role(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
Application(s): 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.
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ChEBI Ontology
Outgoing 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)
2-[(acetyloxy)methyl]-4-(2-amino-9H-purin-9-yl)butyl acetate
INNs Sources
famciclovir WHO MedNet
famciclovir WHO MedNet
famciclovir ChemIDplus
famciclovirum ChemIDplus
Synonyms Sources
2-(2-(2-amino-9H-purin-9-yl)ethyl)-1,3-propanediol diacetate ChemIDplus
9-[4-acetoxy-3-(acetoxymethyl)but-1-yl]-2-aminopurine ChEBI
acetic acid 2-acetoxymethyl-4-(2-amino-purin-9-yl)-butyl ester ChEMBL
BRL-42810 ChEMBL
FCV DrugBank
Brand Name Source
Famvir ChEBI
Manual Xrefs Databases
1128 DrugCentral
DB00426 DrugBank
Famciclovir Wikipedia
HMDB0014570 HMDB
US5246937 Patent
View more database links
Registry Numbers Types Sources
104227-87-4 CAS Registry Number ChemIDplus
104227-87-4 CAS Registry Number KEGG DRUG
4208403 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17870541 PubMed citation ChEMBL
2754699 PubMed citation ChEMBL
9719596 PubMed citation ChEMBL
Last Modified
22 February 2017