Small-molecule inhibitor: TL-3

Summary Structure Literature

Name

Common name
TL-3

Inhibition

History
TL-3 (as compound 12 of Lee et al., 1998) was designed as an inhibitor of feline immunodeficiency virus retropepsin , but proved to be a still more potent inhibitor of HIV-1 retropepsin.
Peptidases inhibited
Feline immunodeficiency virus retropepsin (Ki = 41 nM: Lee et al., 1998). HIV-1 retropepsin (Ki = 1.5 nM: Li et al., 2000). Also simian immunodeficiency virus retropepsin (Buhler et al., 2001).
Mechanism
Inhibition is reversible. The mode of binding to both feline immunodeficiency virus retropepsin and HIV-1 retropepsin has been demonstrated by X-ray crystallography (Li et al., 2000; Heaslet et al., 2005).

Chemistry

Structure
[TL-3 (A02.007 inhibitor) structure ]

Properties

Synthesis
Lee et al. (1998)

General

Comment
TL-3 is a C2-symmetric diol inhibitor that contains (1S,2R,3R,4S)-1,4-diamino-1,4-dibenzyl-2,3-diol as the P1-P1´ units and Ala at P3/P3´ positions.