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CHEBI:2469 - adefovir

ChEBI IDCHEBI:2469
ChEBI Nameadefovir
Stars
DefinitionA member of the class of phosphonic acids that is methylphosphonic acid in which one of the methyl hydrogens has been replaced by a 2-(6-amino-9H-purin-9-yl)ethoxy group. An inhibitor of HIV-1 reverse transcriptase, the bis(t-butoxycarbonyloxymethyl) ester (dipivoxil ester) prodrug is used to treat chronic hepatitis B viral infection.
Secondary ChEBI IDCHEBI:40188
Last Modified9 May 2017
DownloadsMolfile
FormulaC8H12N5O4P
Net Charge0
Average Mass273.189
Monoisotopic Mass273.06269
SMILESNc1ncnc2c1ncn2CCOCP(=O)(O)O
InChIInChI=1S/C8H12N5O4P/c9-7-6-8(11-3-10-7)13(4-12-6)1-2-17-5-18(14,15)16/h3-4H,1-2,5H2,(H2,9,10,11)(H2,14,15,16)
InChIKeySUPKOOSCJHTBAH-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
DNA synthesis inhibitor  Any substance that inhibits the synthesis of DNA.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
nephrotoxic agent  A role played by any chemical compound (natural or synthetic) exhibiting itself through the ability to induce damage to the kidneys.
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
Application:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
ChEBI Ontology
Outgoing Relation(s)
adefovir (CHEBI:2469) has functional parent adenine (CHEBI:16708)
adefovir (CHEBI:2469) has role antiviral drug (CHEBI:36044)
adefovir (CHEBI:2469) has role DNA synthesis inhibitor (CHEBI:59517)
adefovir (CHEBI:2469) has role drug metabolite (CHEBI:49103)
adefovir (CHEBI:2469) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
adefovir (CHEBI:2469) has role nephrotoxic agent (CHEBI:50909)
adefovir (CHEBI:2469) is a 6-aminopurines (CHEBI:20706)
adefovir (CHEBI:2469) is a ether (CHEBI:25698)
adefovir (CHEBI:2469) is a phosphonic acids (CHEBI:26069)
adefovir (CHEBI:2469) is conjugate acid of adefovir(1−) (CHEBI:134512)
Incoming Relation(s)
adefovir pivoxil (CHEBI:31175) has functional parent adefovir (CHEBI:2469)
adefovir(1−) (CHEBI:134512) is conjugate base of adefovir (CHEBI:2469)
IUPAC Name 
{[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}phosphonic acid
Synonyms  Source
AdefovirKEGG COMPOUND
9-(2-Phosphonylmethoxyethyl)adenineKEGG COMPOUND
PMEAKEGG COMPOUND
N-(2-Phosphonylmethoxyethyl)adenineChemIDplus
GS 393ChemIDplus
9-(2-Phosphonylmethoxyethyl)adenineChemIDplus
Manual XrefsDatabases
5HGPDBeChem
AdefovirWikipedia
C11277KEGG COMPOUND
D02768KEGG DRUG
DB00718DrugBank
Registry NumbersSources
Reaxys:3561094Reaxys
CAS:106941-25-7KEGG COMPOUND
CAS:106941-25-7ChemIDplus
Citations