EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:149434 - 6-de(cyclopropylamino)-6-(3-fluoroazetidin-1-yl)abacavir

ChEBI IDCHEBI:149434
ChEBI Name6-de(cyclopropylamino)-6-(3-fluoroazetidin-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 a 3-fluoroazetidin-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 Modified9 April 2020
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC14H17FN6O
Net Charge0
Average Mass304.329
Monoisotopic Mass304.14479
SMILESNc1nc(N2CC(F)C2)c2ncn([C@H]3C=C[C@@H](CO)C3)c2n1
InChIInChI=1S/C14H17FN6O/c15-9-4-20(5-9)12-11-13(19-14(16)18-12)21(7-17-11)10-2-1-8(3-10)6-22/h1-2,7-10,22H,3-6H2,(H2,16,18,19)/t8-,10+/m1/s1
InChIKeyAJAFGTUGXORIBL-SCZZXKLOSA-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-(3-fluoroazetidin-1-yl)abacavir (CHEBI:149434) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-(3-fluoroazetidin-1-yl)abacavir (CHEBI:149434) has role antiviral agent (CHEBI:22587)
6-de(cyclopropylamino)-6-(3-fluoroazetidin-1-yl)abacavir (CHEBI:149434) is a 2,6-diaminopurines (CHEBI:38001)
IUPAC Name 
{(1S,4R)-4-[2-amino-6-(3-fluoroazetidin-1-yl)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol
Synonym  Source
(1S,4R)-4-[2-amino-6-(3-fluoro-1-azetidinyl)-9H-purin-9-yl]-2-cyclopentene-1-methanolChEBI
Citations