Evaluation of Physicochemical Properties of Ipsapirone Derivatives Based on Chromatographic and Chemometric Approaches.
Wiktor NisterenkoDamian KułagaMateusz WozińskiYash Raj SinghBeata JudzińskaKarolina JagielloKatarzyna Ewa GreberWiesław SawickiKrzesimir CiuraPublished in: Molecules (Basel, Switzerland) (2024)
Drug discovery is a challenging process, with many compounds failing to progress due to unmet pharmacokinetic criteria. Lipophilicity is an important physicochemical parameter that affects various pharmacokinetic processes, including absorption, metabolism, and excretion. This study evaluated the lipophilic properties of a library of ipsapirone derivatives that were previously synthesized to affect dopamine and serotonin receptors. Lipophilicity indices were determined using computational and chromatographic approaches. In addition, the affinity to human serum albumin (HSA) and phospholipids was assessed using biomimetic chromatography protocols. Quantitative Structure-Retention Relationship (QSRR) methodologies were used to determine the impact of theoretical descriptors on experimentally determined properties. A multiple linear regression (MLR) model was calculated to identify the most important features, and genetic algorithms (GAs) were used to assist in the selection of features. The resultant models showed commendable predictive accuracy, minimal error, and good concordance correlation coefficient values of 0.876, 0.149, and 0.930 for the validation group, respectively.
Keyphrases
- drug discovery
- human serum albumin
- simultaneous determination
- machine learning
- mass spectrometry
- deep learning
- structure activity relationship
- genome wide
- uric acid
- tandem mass spectrometry
- magnetic resonance
- computed tomography
- fatty acid
- high performance liquid chromatography
- gene expression
- copy number
- carbon dioxide
- tissue engineering