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CHEBI:7956 - penciclovir

ChEBI IDCHEBI:7956
ChEBI Namepenciclovir
Stars
DefinitionA member of the class of 2-aminopurines that is guanine in which the hydrogen at position 9 is substituted by a 4-hydroxy-3-(hydroxymethyl)but-1-yl group. An antiviral drug, it is administered topically for treatment of herpes labialis. A prodrug, famciclovir, is used for oral administration.
Secondary ChEBI IDCHEBI:44870
Last Modified22 February 2017
DownloadsMolfile
FormulaC10H15N5O3
Net Charge0
Average Mass253.262
Monoisotopic Mass253.11749
SMILESNc1nc(=O)c2ncn(CCC(CO)CO)c2n1
InChIInChI=1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6(3-16)4-17/h5-6,16-17H,1-4H2,(H3,11,13,14,18)
InChIKeyJNTOCHDNEULJHD-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
Application:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
ChEBI Ontology
Outgoing Relation(s)
penciclovir (CHEBI:7956) has functional parent guanine (CHEBI:16235)
penciclovir (CHEBI:7956) has role antiviral drug (CHEBI:36044)
penciclovir (CHEBI:7956) is a 2-aminopurines (CHEBI:20702)
penciclovir (CHEBI:7956) is a propane-1,3-diols (CHEBI:26287)
IUPAC Name 
2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-1,9-dihydro-6H-purin-6-one
INNs  Source
penciclovirWHO MedNet
penciclovirChemIDplus
penciclovirWHO MedNet
penciclovirumChemIDplus
Synonyms  Source
9-[2-hydroxy-1-(hydroxymethyl)-ethoxymethyl]guanineChEBI
9-(4-hydroxy-3-hydroxymethylbut-1-yl)-guanineChEBI
9-[4-hydroxy-3-(hydroxymethyl)but-1-yl]guanineChEBI
9-(4-hydroxy-3-(hydroxymethyl)butyl)guanineChemIDplus
PCVChEBI
PE2DrugBank
Manual XrefsDatabases
2079DrugCentral
C07417KEGG COMPOUND
D05407KEGG DRUG
DB00299DrugBank
HMDB0014444HMDB
LSM-5587LINCS
PE2PDBeChem
PenciclovirWikipedia
US5075445Patent
Registry NumbersSources
Reaxys:4501039Reaxys
CAS:39809-25-1KEGG COMPOUND
CAS:39809-25-1ChemIDplus
Citations