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

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ChEBI Name 6-de(cyclopropylamino)-6-[(S)-sec-butylamino]abacavir
ChEBI ID CHEBI:149438
ChEBI ASCII Name 6-de(cyclopropylamino)-6-[(S)-sec-butylamino]abacavir
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C15H22N6O
Net Charge 0
Average Mass 302.382
Monoisotopic Mass 302.18551
InChI InChI=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
InChIKey IRUQDNIRWKAXRV-AXFHLTTASA-N
SMILES [C@H]1(C=C[C@@H](C1)N2C=3C(N=C2)=C(N=C(N3)N)N[C@@H](C)CC)CO
Roles Classification
Biological Role(s): antiviral agent
A substance that destroys or inhibits replication of viruses.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(1S,4R)-4-[2-amino-6-[[(1S)-1-methylpropyl]amino]-9H-purin-9-yl]-2-cyclopentene-1-methanol ChEBI
6-de(cyclopropylamino)-6-(S-sec-butylamino)abacavir ChEBI
Citation Waiting for Citations Type Source
31549414 PubMed citation Europe PMC
Last Modified
09 April 2020