CHEBI:2453 - acyclovir

ChEBI IDCHEBI:2453
ChEBI Nameacyclovir
Stars
DefinitionAn oxopurine that is guanine substituted by a (2-hydroxyethoxy)methyl substituent at position 9. Used in the treatment of viral infections.
Secondary ChEBI IDCHEBI:40459
Last Modified5 February 2025
DownloadsMolfile
FormulaC8H11N5O3
Net Charge0
Average Mass225.208
Monoisotopic Mass225.08619
SMILESNc1nc(=O)c2ncn(COCCO)c2n1
InChIInChI=1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15)
InChIKeyMKUXAQIIEYXACX-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
antimetabolite  A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
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)
acyclovir (CHEBI:2453) has functional parent guanine (CHEBI:16235)
acyclovir (CHEBI:2453) has role antimetabolite (CHEBI:35221)
acyclovir (CHEBI:2453) has role antiviral drug (CHEBI:36044)
acyclovir (CHEBI:2453) is a 2-aminopurines (CHEBI:20702)
acyclovir (CHEBI:2453) is a oxopurine (CHEBI:25810)
IUPAC Name 
2-amino-9-[(2-hydroxyethoxy)methyl]-1,9-dihydro-6H-purin-6-one
INNs  Source
aciclovirumChemIDplus
aciclovirChEBI
Synonym  Source
acycloguanosineChEBI
Brand Name  Source
ZovirDrugBank
UniProt Name  Source
acyclovirUniProt
Manual XrefsDatabases
C06810KEGG COMPOUND
AC2PDBeChem
D00222KEGG DRUG
DB00787DrugBank
DE2539963Patent
US4199574Patent
AcyclovirWikipedia
HMDB0014925HMDB
LSM-5459LINCS
85DrugCentral
Registry NumbersSources
Reaxys:1219402Reaxys
CAS:59277-89-3KEGG COMPOUND
CAS:59277-89-3ChemIDplus
Citations