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CHEBI:149430 - 6-de(cyclopropylamino)-6-(2,2-dimethylazetidin-1-yl)abacavir

ChEBI IDCHEBI:149430
ChEBI Name6-de(cyclopropylamino)-6-(2,2-dimethylazetidin-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 2,2-dimethylazetidin-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
FormulaC16H22N6O
Net Charge0
Average Mass314.393
Monoisotopic Mass314.18551
SMILESCC1(C)CCN1c1nc(N)nc2c1ncn2[C@H]1C=C[C@@H](CO)C1
InChIInChI=1S/C16H22N6O/c1-16(2)5-6-22(16)14-12-13(19-15(17)20-14)21(9-18-12)11-4-3-10(7-11)8-23/h3-4,9-11,23H,5-8H2,1-2H3,(H2,17,19,20)/t10-,11+/m1/s1
InChIKeyAZNKZYXEUMQLIU-MNOVXSKESA-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-(2,2-dimethylazetidin-1-yl)abacavir (CHEBI:149430) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-(2,2-dimethylazetidin-1-yl)abacavir (CHEBI:149430) has role antiviral agent (CHEBI:22587)
6-de(cyclopropylamino)-6-(2,2-dimethylazetidin-1-yl)abacavir (CHEBI:149430) is a 2,6-diaminopurines (CHEBI:38001)
IUPAC Name 
{(1S,4R)-4-[2-amino-6-(2,2-dimethylazetidin-1-yl)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol
Synonym  Source
(1S,4R)-4-[2-amino-6-(2,2-dimethyl-1-azetidinyl)-9H-purin-9-yl]-2-cyclopentene-1-methanolChEBI
Citations