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Posts

Beyond 2D: A Deep Dive into Molecular Fingerprints for Capturing Stereochemistry - From Morgan to MapChiral

8 minute read

Published:

Encoding stereochemistry in molecular representations is critical for building robust QSAR and QSPR models, especially when predicting biological activity or physicochemical properties of chiral compounds. In this post, we delve into why stereochemistry matters, how different molecular fingerprints handle it, and what our practical results reveal about their effectiveness in distinguishing between enantiomers such as R- and S-thalidomide.

portfolio

publications

Identification of a novel dual-target scaffold for 3CLpro and RdRp proteins of SARS-CoV-2 using 3D-similarity search, molecular docking, molecular dynamic and ADMET evaluation

Published in Journal of Biomolecular Structure & Dynamics, 2020

Using computational screening and molecular dynamics, we identified three promising compounds targeting SARS-CoV-2’s main protease and polymerase as potential dual inhibitors to combat COVID-19.

Recommended citation: A. Aouidate et al. (2020). "Identification of a novel dual-target scaffold for 3CLpro and RdRp proteins of SARS-CoV-2 using 3D-similarity search, molecular docking, molecular dynamics and ADMET evaluation." J Biomol Struct Dyn. 1(3).
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Exploring the chemical space of BRAF Inhibitors: A cheminformatic and Machine learning analysis

Published in Journal of Molecular Liquids, 2024

This study systematically analyzed and modeled 3,952 BRAF kinase inhibitors using cheminformatics and machine learning to reveal chemical space, scaffold diversity, and structure–activity relationships, identifying key scaffolds and activity cliff molecules to guide the design of more effective BRAF inhibitors against melanoma with acquired resistance.

Recommended citation: Adnane Aouidate. (2024). "Exploring the chemical space of BRAF Inhibitors: A cheminformatic and Machine learning analysis." Journal of Molecular Liquids. 1(1).
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Supervised Machine learning and Molecular docking modeling to Identify Potential Anti-Parkinson’s Agents

Published in Journal of Molecular Graphics and Modelling, 2025

This study used CHEMBL data to build and evaluate machine learning models with different descriptors, identifying the XGBoost model with RDkit features as the best for predicting adenosine A2A receptor inhibitors, supported by molecular docking, to aid in discovering new Anti-Parkinson’s agents.

Recommended citation: A.Ghaleb, A.Aouidate, M. Aarjane, H.Anane. (2025). "Supervised Machine learning and Molecular docking modeling to Identify Potential Anti-Parkinson’s Agents." Journal of Molecular Graphics and Modelling. 1(2).
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talks

teaching

Organic Chemistry for undergraduate students of Physical and Chemical Sciences

BCG Undergraduate course, School of Applied Sciences, Ait-Melloul, Chemistry Department, 2023

I delivered a course on organic chemistry principles to students of Biology, Chemistry, and Geology (Spring Semester), covering the study of carbon-based compounds, their structures, functional groups, and systematic naming conventions. The course included fundamentals of hydrocarbons, particularly alkanes, and the distinction between organic and inorganic carbon compounds.

Hands-On Cheminformatics Using the KNIME Analytics Platform

Workshop, NyBerMan Bioinformatics, 2023

I delivered a talk introducing KNIME as a powerful tool for data analysis, explained molecular fingerprints and descriptors along with their associated file formats, and demonstrated fundamental machine learning concepts. Additionally, I guided participants through the process of building machine learning models and creating automated pipelines using KNIME.

Organic Chemistry for undergraduate students of Physical and Chemical Sciences

PC Undergraduate course, School of Applied Sciences, Ait-Melloul, Chemistry Department, 2023

I delivered a course about organic chemistry principles to the students of Physical and Chemical Sciences (Fall Semester), including the study of carbon-based compounds, their structures, functional groups, and systematic naming conventions. Experienced with the fundamentals of hydrocarbons, particularly alkanes, and the differentiation between organic and inorganic carbon compounds.

tutorials