Synthesis and Preclinical Characterization of LY3154885, a Human Dopamine D1 Receptor Positive Allosteric Modulator with an Improved Nonclinical Drug-Drug Interaction Risk Profile

J Med Chem. 2022 Mar 10;65(5):3786-3797. doi: 10.1021/acs.jmedchem.1c01887. Epub 2022 Feb 17.

Abstract

Results from recently completed clinical studies suggest the dopamine D1 receptor positive allosteric modulator (PAM) mevidalen (1) could offer unique value for lewy body dementia (LBD) patients. In nonclinical assessments, 1 was mainly eliminated by CYP3A4-mediated metabolism, therefore at the risk of being a victim of drug-drug interactions (DDI) with CYP3A4 inhibitors and inducers. An effort was initiated to identify a new D1 PAM with an improved DDI risk profile. While attempts to introduce additional metabolic pathways mediated by other CYP isoforms failed to provide molecules with an acceptable profile, we discovered that the relative contribution of CYP-mediated oxidation and UGT-mediated conjugation could be tuned to reduce the CYP3A4-mediated victim DDI risk. We have identified LY3154885 (5), a D1 PAM that possesses similar in vitro and in vivo pharmacologic properties as 1, but is metabolized mainly by UGT, predicting it could potentially offer lower victim DDI risk in clinic.

MeSH terms

  • Allosteric Regulation
  • Cytochrome P-450 CYP3A Inhibitors
  • Cytochrome P-450 CYP3A* / metabolism
  • Drug Interactions
  • Humans
  • Neuroprotective Agents*
  • Receptors, Dopamine D1 / antagonists & inhibitors*
  • Receptors, Dopamine D1 / metabolism

Substances

  • Cytochrome P-450 CYP3A Inhibitors
  • Neuroprotective Agents
  • Receptors, Dopamine D1
  • Cytochrome P-450 CYP3A