Predicting Absorption-Distribution Properties of Neuroprotective Phosphine-Borane Compounds Using In Silico Modeling and Machine Learning

Molecules. 2021 Apr 25;26(9):2505. doi: 10.3390/molecules26092505.

Abstract

Phosphine-borane complexes are novel chemical entities with preclinical efficacy in neuronal and ophthalmic disease models. In vitro and in vivo studies showed that the metabolites of these compounds are capable of cleaving disulfide bonds implicated in the downstream effects of axonal injury. A difficulty in using standard in silico methods for studying these drugs is that most computational tools are not designed for borane-containing compounds. Using in silico and machine learning methodologies, the absorption-distribution properties of these unique compounds were assessed. Features examined with in silico methods included cellular permeability, octanol-water partition coefficient, blood-brain barrier permeability, oral absorption and serum protein binding. The resultant neural networks demonstrated an appropriate level of accuracy and were comparable to existing in silico methodologies. Specifically, they were able to reliably predict pharmacokinetic features of known boron-containing compounds. These methods predicted that phosphine-borane compounds and their metabolites meet the necessary pharmacokinetic features for orally active drug candidates. This study showed that the combination of standard in silico predictive and machine learning models with neural networks is effective in predicting pharmacokinetic features of novel boron-containing compounds as neuroprotective drugs.

Keywords: neural networks; neuroprotection; pharmacokinetics; phosphine-borane compounds.

MeSH terms

  • Blood-Brain Barrier / drug effects
  • Boranes / chemistry*
  • Boranes / pharmacology
  • Computer Simulation
  • Humans
  • Machine Learning*
  • Neuroprotection / drug effects
  • Neuroprotective Agents / chemistry*
  • Neuroprotective Agents / pharmacology
  • Phosphines / chemistry*
  • Phosphines / pharmacology
  • Protein Binding / drug effects

Substances

  • Boranes
  • Neuroprotective Agents
  • Phosphines
  • phosphine