CHEBI:7956 - penciclovir

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ChEBI Name penciclovir
ChEBI ID CHEBI:7956
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44870
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Formula C10H15N5O3
Net Charge 0
Average Mass 253.25780
Monoisotopic Mass 253.117
InChI InChI=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)
InChIKey JNTOCHDNEULJHD-UHFFFAOYSA-N
SMILES Nc1nc2n(CCC(CO)CO)cnc2c(=O)[nH]1
Roles Classification
Biological Role(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
Application(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
penciclovir WHO MedNet
penciclovir WHO MedNet
penciclovir ChemIDplus
penciclovirum ChemIDplus
Synonyms Sources
9-(4-hydroxy-3-(hydroxymethyl)butyl)guanine ChemIDplus
9-(4-hydroxy-3-hydroxymethylbut-1-yl)-guanine ChEBI
9-[2-hydroxy-1-(hydroxymethyl)-ethoxymethyl]guanine ChEBI
9-[4-hydroxy-3-(hydroxymethyl)but-1-yl]guanine ChEBI
PCV ChEBI
PE2 DrugBank
Manual Xrefs Databases
2079 DrugCentral
C07417 KEGG COMPOUND
D05407 KEGG DRUG
DB00299 DrugBank
HMDB0014444 HMDB
LSM-5587 LINCS
PE2 PDBeChem
Penciclovir Wikipedia
US5075445 Patent
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Registry Numbers Types Sources
39809-25-1 CAS Registry Number ChemIDplus
4501039 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
3040998 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2014-07-14 Penciclovir can be found in blood and urine samples of individuals who have taken this drug.