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.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
anti-HSV agent  An antiviral agent that destroys or inhibits the replication of the herpes simplex virus (also known as the human herpes virus).
antiviral agent  A substance that destroys or inhibits replication of viruses.
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.
ChEBI Ontology
Outgoing Relation(s)
acyclovir (CHEBI:2453) has functional parent guanine (CHEBI:16235)
acyclovir (CHEBI:2453) has role anti-HIV agent (CHEBI:64946)
acyclovir (CHEBI:2453) has role anti-HSV agent (CHEBI:64952)
acyclovir (CHEBI:2453) has role antimetabolite (CHEBI:35221)
acyclovir (CHEBI:2453) has role antiviral agent (CHEBI:22587)
acyclovir (CHEBI:2453) has role antiviral drug (CHEBI:36044)
acyclovir (CHEBI:2453) has role ophthalmology drug (CHEBI:66981)
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
aciclovirChEBI
aciclovirumChemIDplus
Synonyms  Source
acycloguanosineChEBI
GerpevirChEMBL
NovirusChEMBL
NSC-645011ChEMBL
NSC-758477ChEMBL
Brand Names  Source
Acyclovir component of xereseChEMBL
AvaclyrChEMBL
AvertChEMBL
ClearsoreChEMBL
Cymex ultraChEMBL
DuvimexChEMBL
UniProt Name  Source
acyclovirUniProt
Manual XrefsDatabases
85DrugCentral
AC2PDBeChem
AcyclovirWikipedia
C06810KEGG COMPOUND
D00222KEGG DRUG
DB00787DrugBank
DE2539963Patent
HMDB0014925HMDB
LSM-5459LINCS
US4199574Patent
Registry NumbersSources
Reaxys:1219402Reaxys
CAS:59277-89-3KEGG COMPOUND
CAS:59277-89-3ChemIDplus
Citations