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CHEBI:149438 - 6-de(cyclopropylamino)-6-[(S)-sec-butylamino]abacavir

ChEBI IDCHEBI:149438
ChEBI Name6-de(cyclopropylamino)-6-[(S)-sec-butylamino]abacavir
Stars
ASCII Name6-de(cyclopropylamino)-6-[(S)-sec-butylamino]abacavir
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 (S)-sec-butylamino 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
FormulaC15H22N6O
Net Charge0
Average Mass302.382
Monoisotopic Mass302.18551
SMILESCC[C@H](C)Nc1nc(N)nc2c1ncn2[C@H]1C=C[C@@H](CO)C1
InChIInChI=1S/C15H22N6O/c1-3-9(2)18-13-12-14(20-15(16)19-13)21(8-17-12)11-5-4-10(6-11)7-22/h4-5,8-11,22H,3,6-7H2,1-2H3,(H3,16,18,19,20)/t9-,10+,11-/m0/s1
InChIKeyIRUQDNIRWKAXRV-AXFHLTTASA-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-[(S)-sec-butylamino]abacavir (CHEBI:149438) has functional parent abacavir (CHEBI:421707)
6-de(cyclopropylamino)-6-[(S)-sec-butylamino]abacavir (CHEBI:149438) has role antiviral agent (CHEBI:22587)
6-de(cyclopropylamino)-6-[(S)-sec-butylamino]abacavir (CHEBI:149438) is a 2,6-diaminopurines (CHEBI:38001)
IUPAC Name 
[(1S,4R)-4-{2-amino-6-[(2S)-butan-2-ylamino]-9H-purin-9-yl}cyclopent-2-en-1-yl]methanol
Synonyms  Source
(1S,4R)-4-[2-amino-6-[[(1S)-1-methylpropyl]amino]-9H-purin-9-yl]-2-cyclopentene-1-methanolChEBI
6-de(cyclopropylamino)-6-(S-sec-butylamino)abacavirChEBI
Citations