EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:149436 - 6-de(cyclopropylamino)-6-(3-cyclopropyl-3-fluoroazetidin-1-yl)abacavir

ChEBI IDCHEBI:149436
ChEBI Name6-de(cyclopropylamino)-6-(3-cyclopropyl-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-cyclopropyl-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
FormulaC17H21FN6O
Net Charge0
Average Mass344.394
Monoisotopic Mass344.17609
SMILESNc1nc(N2CC(F)(C3CC3)C2)c2ncn([C@H]3C=C[C@@H](CO)C3)c2n1
InChIInChI=1S/C17H21FN6O/c18-17(11-2-3-11)7-23(8-17)14-13-15(22-16(19)21-14)24(9-20-13)12-4-1-10(5-12)6-25/h1,4,9-12,25H,2-3,5-8H2,(H2,19,21,22)/t10-,12+/m1/s1
InChIKeyPVCSYQLWBAGPTF-PWSUYJOCSA-N
Roles Classification
Biological Roles:
antiviral agent  A substance that destroys or inhibits replication of viruses.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
drug allergen  Any drug which causes the onset of an allergic reaction.
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
Applications:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
6-de(cyclopropylamino)-6-(3-cyclopropyl-3-fluoroazetidin-1-yl)abacavir (CHEBI:149436) has role antiviral agent (CHEBI:22587)
6-de(cyclopropylamino)-6-(3-cyclopropyl-3-fluoroazetidin-1-yl)abacavir (CHEBI:149436) is a 2,6-diaminopurines (CHEBI:38001)
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-(3-cyclopropyl-3-fluoroazetidin-1-yl)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol
Synonym  Source
(1S,4R)-4-[2-amino-6-(3-cyclopropyl-3-fluoro-1-azetidinyl)-9H-purin-9-yl]-2-cyclopentene-1-methanolChEBI
Citations