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CHEBI:149431 - 6-de(cyclopropylamino)-6-(azetidin-1-yl)abacavir

ChEBI IDCHEBI:149431
ChEBI Name6-de(cyclopropylamino)-6-(azetidin-1-yl)abacavir
Stars
DefinitionA 2,6-diaminopurine that is an analogue of abacavir in which the cyclopropylamino group at position 6 of the purine moiety is replaced by an azetidin-1-yl group. One of a series of synthesised abacavir analogues with antiviral activity found to stimulate IFN-γ secretion in abacavir-responsive clones.
Last Modified8 April 2020
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC14H18N6O
Net Charge0
Average Mass286.339
Monoisotopic Mass286.15421
SMILESNc1nc(N2CCC2)c2ncn([C@H]3C=C[C@@H](CO)C3)c2n1
InChIInChI=1S/C14H18N6O/c15-14-17-12(19-4-1-5-19)11-13(18-14)20(8-16-11)10-3-2-9(6-10)7-21/h2-3,8-10,21H,1,4-7H2,(H2,15,17,18)/t9-,10+/m1/s1
InChIKeyARAIATBRBSWLHC-ZJUUUORDSA-N
Roles Classification
Biological Role:
antiviral agent  A substance that destroys or inhibits replication of viruses.
ChEBI Ontology
Outgoing Relation(s)
6-de(cyclopropylamino)-6-(azetidin-1-yl)abacavir (CHEBI:149431) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-(azetidin-1-yl)abacavir (CHEBI:149431) has role antiviral agent (CHEBI:22587)
6-de(cyclopropylamino)-6-(azetidin-1-yl)abacavir (CHEBI:149431) is a 2,6-diaminopurines (CHEBI:38001)
IUPAC Name 
{(1S,4R)-4-[2-amino-6-(azetidin-1-yl)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol
Synonym  Source
(1S,4R)-4-[2-amino-6-(1-azetidinyl)-9H-purin-9-yl]-2-cyclopentene-1-methanolChEBI
Citations