title: Design of a series of bicyclic HIV-1 integrase inhibitors. Part 2: azoles: effective metal chelators.
abstract: Synthesis of a diverse set of azoles and their utilizations as an amide isostere in the design of HIV integrase inhibitors is described. The Letter identified thiazole, oxazole, and imidazole as the most promising heterocycles. Initial SAR studies indicated that these novel series of integrase inhibitors are amenable to lead optimization. Several compounds with low nanomolar inhibitory potency are reported.
authors: Avexa Ltd, 576 Swan Street, Richmond, Victoria 3121, Australia.
authors: Giang
authors: G
authors: Le
authors: Nick
authors: N
authors: Vandegraaff
authors: David I
authors: DI
authors: Rhodes
authors: Eric D
authors: ED
authors: Jones
authors: Jonathan A V
authors: JA
authors: Coates
authors: Neeranat
authors: N
authors: Thienthong
authors: Lisa J
authors: LJ
authors: Winfield
authors: Long
authors: L
authors: Lu
authors: Xinming
authors: X
authors: Li
authors: Changjiang
authors: C
authors: Yu
authors: Xiao
authors: X
authors: Feng
authors: John J
authors: JJ
authors: Deadman
mesh_terms: D001393:Azoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D002614:Chelating Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D015195:Drug Design; D019427:HIV Integrase / Q000737:chemistry* / Q000378:metabolism; D019428:HIV Integrase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D015497:HIV-1 / Q000187:drug effects; D006801:Humans; D008670:Metals / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D001393:Azoles; D001643:Bridged Bicyclo Compounds; D002614:Chelating Agents; D019428:HIV Integrase Inhibitors; D008670:Metals; D019427:HIV Integrase; C514801:p31 integrase protein, Human immunodeficiency virus 1