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CHEBI:149432 - 6-de(cyclopropylamino)-6-(3-isopropoxyazetidin-1-yl)abacavir

ChEBI IDCHEBI:149432
ChEBI Name6-de(cyclopropylamino)-6-(3-isopropoxyazetidin-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-isopropoxyazetidin-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
FormulaC17H24N6O2
Net Charge0
Average Mass344.419
Monoisotopic Mass344.19607
SMILESCC(C)OC1CN(c2nc(N)nc3c2ncn3[C@H]2C=C[C@@H](CO)C2)C1
InChIInChI=1S/C17H24N6O2/c1-10(2)25-13-6-22(7-13)15-14-16(21-17(18)20-15)23(9-19-14)12-4-3-11(5-12)8-24/h3-4,9-13,24H,5-8H2,1-2H3,(H2,18,20,21)/t11-,12+/m1/s1
InChIKeyMALXRGLKOHFCJX-NEPJUHHUSA-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-isopropoxyazetidin-1-yl)abacavir (CHEBI:149432) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-(3-isopropoxyazetidin-1-yl)abacavir (CHEBI:149432) has role antiviral agent (CHEBI:22587)
6-de(cyclopropylamino)-6-(3-isopropoxyazetidin-1-yl)abacavir (CHEBI:149432) is a 2,6-diaminopurines (CHEBI:38001)
IUPAC Name 
[(1S,4R)-4-(2-amino-6-{3-[(propan-2-yl)oxy]azetidin-1-yl}-9H-purin-9-yl)cyclopent-2-en-1-yl]methanol
Synonym  Source
(1S,4R)-4-[2-amino-6-[3-(1-methylethoxy)-1-azetidinyl]-9H-purin-9-yl]-2-cyclopentene-1-methanolChEBI
Citations