Rapid Experimental and Computational Determination of Phenethylamine Drug Analogue Lipophilicity

Publication: Forensic Chem


In this work, synthetic phenethylamine drug analogues were synthesized using a shotgun method and rapidly characterized via electrospray ionization-mass spectrometry (ESI-MS) for structural confirmation, determination of partition coefficients (Log P) by a chloroform/water system, and evaluation of blood–brain barrier permeability by parallel artificial membrane permeability assay (PAMPA-BBB) to determine apparent permeability (Papp). Computational methods to validate the method and calculate theoretical Log P values and molecular lipophilic potentials (MLP) were used to supplement experimental data. These data were combined with Lipinski’s Rule of Five in a searchable ACD/Labs database for quick reference by forensic practitioners.