O=C1N(c2cncc3ccccc23)N=CC12CCOc1ccc(Cl)cc12
spiro cyclic analogs are precedented. The proposed (unusual) ring structure is precedented in a drug that went through PhII Hu trials and is approved for animal health use, https://en.wikipedia.org/wiki/Capromorelin. Conformation of the proposed molecule looks like a beautiful overlap with the recent small molecule amide xtal. Other key analogs (eg swap out the benzopyran, or acyclic hets) would also be worth looking at.