title: A bioisosteric approach to the discovery of indole carbinol androgen receptor ligands.
abstract: Two potential bioisosteres of the nonsteroidal antiandrogen bicalutamide, an imidazolidinone and an indole, were synthesized and tested for their androgen receptor binding. Indole was discovered to be a suitable bioisostere for the acyl anilide moiety in the parent compound. Several analogs in the indole series were found to be 10-fold better than bicalutamide in binding to the recombinant androgen receptor binding domain.
authors.affiliation: Johnson and Johnson Pharmaceutical Research and Development L.L.C., 1000 Route 202 S, Raritan, NJ 08869, USA. jlanter@prdus.jnj.com
authors.forename: James C
authors.initials: JC
authors.lastname: Lanter
authors.forename: James J
authors.initials: JJ
authors.lastname: Fiordeliso
authors.forename: George F
authors.initials: GF
authors.lastname: Allan
authors.forename: Amy
authors.initials: A
authors.lastname: Musto
authors.forename: Do Won
authors.initials: do W
authors.lastname: Hahn
authors.forename: Zhihua
authors.initials: Z
authors.lastname: Sui
mesh_terms: D000818:Animals; D007211:Indoles / Q000378:metabolism*; D008024:Ligands; D000432:Methanol / Q000031:analogs & derivatives* / Q000378:metabolism*; D051381:Rats; D011944:Receptors, Androgen / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D007211:Indoles; D008024:Ligands; D011944:Receptors, Androgen; D000432:Methanol