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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:
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
antiviral agent  A substance that destroys or inhibits replication of viruses.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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.
Applications:
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
drug allergen  Any drug which causes the onset of an allergic reaction.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
ChEBI Ontology
Outgoing Relation(s)
abacavir (CHEBI:421707) has role anti-HIV agent (CHEBI:64946)
abacavir (CHEBI:421707) has role antineoplastic agent (CHEBI:35610)
abacavir (CHEBI:421707) has role antitubercular agent (CHEBI:33231)
abacavir (CHEBI:421707) has role antiviral agent (CHEBI:22587)
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
AvacavirChEMBL
EpzicomChEMBL
NSC-742406ChEMBL
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