Selective Androgen Receptor Modulators (SARMs) have the potential to treat conditions such as hypogonadism and androgen deficiency in aging males (ADAM). In an attempt to find new SARMs, a ligand-based pharmacophore model of the androgen receptor (AR) was used to identify an initial 4-amino benzonitrile hit. Analogs of this hit were designed by comparing shapes of virtual compounds to that of the natural ligand, dihydrotestosterone (DHT), followed by docking of putative hits into an AR crystal structure. A parallel synthesis was developed that allowed rapid production of 1,300 analogs selected by this procedure. The computational methodology and representative compounds showing high potency and efficacy in a cell-based functional assay will be discussed.