Nonclinical pharmacokinetics and in vitro metabolism of H3B-6545, a novel selective ERα covalent antagonist (SERCA)

Cancer Chemother Pharmacol. 2019 Jan;83(1):151-160. doi: 10.1007/s00280-018-3716-3. Epub 2018 Nov 1.

Abstract

Purpose: H3B-6545, a novel selective estrogen receptor (ER)α covalent antagonist (SERCA) which inactivates both wild-type and mutant ERα, is in clinical development for the treatment of metastatic breast cancer. Preclinical studies were conducted to characterize the pharmacokinetics and metabolism of H3B-6545 in rat and monkeys.

Methods: The clearance and metabolic profiles of H3B-6545 were studied using rat, monkey and human hepatocytes, and reaction phenotyping was done using recombinant human cytochrome P450 enzymes. Blood stability, protein binding, and permeability were also determined in vitro. Pharmacokinetics of H3B-6545 was assessed after both intravenous and oral dosing. A nonclinical PBPK model was developed to assess in vitro-in vivo correlation of clearance.

Results: H3B-6545 had a terminal elimination half-life of 2.4 h in rats and 4.0 h in monkeys and showed low to moderate bioavailability, in line with the in vitro permeability assessment. Plasma protein binding was similar across species, at 99.5-99.8%. Nine metabolites of H3B-6545 were identified in hepatocyte incubations, none of which were unique to humans. Formation of glutathione-related conjugate of H3B-6545 was minimal in vitro. H3B-6545, a CYP3A substrate, is expected to be mostly cleared via hepatic phase 1 metabolism. Hepatocyte clearance values were used to adequately model the time-concentration profiles in rat and monkey.

Conclusions: We report on the absorption and metabolic fate and disposition of H3B-6545 in rats and dogs and illustrate that in vitro-in vivo correlation of clearance is possible for targeted covalent inhibitors, provided reactivity is not a predominant mechanism of clearance.

Keywords: Breast cancer; Covalent antagonist; H3B-6545; Metabolism; Pharmacokinetics.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Biological Availability
  • Cells, Cultured
  • Cytochrome P-450 Enzyme Inhibitors / pharmacokinetics
  • Cytochrome P-450 Enzyme Inhibitors / pharmacology
  • Cytochrome P-450 Enzyme System / drug effects*
  • Dogs
  • Drug Evaluation, Preclinical
  • Estrogen Receptor Antagonists / pharmacokinetics*
  • Estrogen Receptor Antagonists / pharmacology*
  • Estrogen Receptor alpha / antagonists & inhibitors*
  • Female
  • Hepatocytes / drug effects
  • Hepatocytes / metabolism*
  • Humans
  • In Vitro Techniques
  • Indazoles / pharmacokinetics*
  • Indazoles / pharmacology*
  • Macaca fascicularis
  • Metabolic Clearance Rate
  • Microsomes, Liver / drug effects
  • Microsomes, Liver / metabolism*
  • Protein Binding
  • Pyridines / pharmacokinetics*
  • Pyridines / pharmacology*
  • Rats, Sprague-Dawley
  • Species Specificity
  • Tissue Distribution

Substances

  • Cytochrome P-450 Enzyme Inhibitors
  • Estrogen Receptor Antagonists
  • Estrogen Receptor alpha
  • H3B-6545
  • Indazoles
  • Pyridines
  • Cytochrome P-450 Enzyme System