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CHEBI:421707 - abacavir

Default Structure
ChEBI IDCHEBI:421707
ChEBI Nameabacavir
Stars
DefinitionA 2,6-diaminopurine that is (1S)-cyclopent-2-en-1-ylmethanol in which the pro-R hydrogen at the 4-position is substituted by a 2-amino-6-(cyclopropylamino)-9H-purin-9-yl group. A nucleoside analogue reverse transcriptase inhibitor (NRTI) with antiretroviral activity against HIV, it is used (particularly as the sulfate) with other antiretrovirals in combination therapy of HIV infection.
Secondary ChEBI IDsCHEBI:2360, CHEBI:193608, CHEBI:441792, CHEBI:520984, CHEBI:525912
Last Modified9 April 2020
DownloadsMolfile
FormulaC14H18N6O
Net Charge0
Average Mass286.339
Monoisotopic Mass286.15421
SMILESNc1nc(NC2CC2)c2ncn([C@H]3C=C[C@@H](CO)C3)c2n1
InChIInChI=1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)/t8-,10+/m1/s1
InChIKeyMCGSCOLBFJQGHM-SCZZXKLOSA-N
Wikipedia
Roles Classification
Biological Roles:
drug allergen  Any drug which causes the onset of an allergic reaction.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
Applications:
drug allergen  Any drug which causes the onset of an allergic reaction.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
ChEBI Ontology
Outgoing Relation(s)
abacavir (CHEBI:421707) has role antiviral drug (CHEBI:36044)
abacavir (CHEBI:421707) has role drug allergen (CHEBI:88188)
abacavir (CHEBI:421707) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
abacavir (CHEBI:421707) is a 2,6-diaminopurines (CHEBI:38001)
Incoming Relation(s)
6-de(cyclopropylamino)-6-(2-methylazetidin-1-yl)abacavir (CHEBI:149426) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-(2,2-dimethylazetidin-1-yl)abacavir (CHEBI:149430) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-(3-fluoroazetidin-1-yl)abacavir (CHEBI:149434) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-(3-isopropoxyazetidin-1-yl)abacavir (CHEBI:149432) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-(3-methoxyazetidin-1-yl)abacavir (CHEBI:149435) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-(azetidin-1-yl)abacavir (CHEBI:149431) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-(isobutylamino)abacavir (CHEBI:149437) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-(isopropylamino)abacavir (CHEBI:149439) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-[(S)-sec-butylamino]abacavir (CHEBI:149438) has functional parent abacavir (CHEBI:421707)
abacavir 5'-carboxylic acid (CHEBI:64192) has functional parent abacavir (CHEBI:421707)
abacavir 5'-glucuronide (CHEBI:64189) has functional parent abacavir (CHEBI:421707)
abacavir monophosphate (CHEBI:64112) has functional parent abacavir (CHEBI:421707)
abacavir sulfate (CHEBI:2361) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-(3-cyclopropyl-3-fluoroazetidin-1-yl)abacavir (CHEBI:149436) is a abacavir (CHEBI:421707)
IUPAC Name 
{(1S,4R)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol
INN  Source
abacavirChemIDplus
Synonyms  Source
{(1S-cis)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanolChEBI
AbacavirKEGG COMPOUND
ABCChEBI
Manual XrefsDatabases
34DrugCentral
AbacavirWikipedia
C07624KEGG COMPOUND
D07057KEGG DRUG
DB01048DrugBank
Registry NumbersSources
Beilstein:7493116Beilstein
Reaxys:7493116Reaxys
CAS:136470-78-5ChemIDplus
CAS:136470-78-5KEGG COMPOUND
Citations