PreprintCited by 62Computational Drug Discovery MethodsMachine Learning in Materials ScienceAdvanced Chemical Physics Studies

The DOI matches its Crossref record; 1 of the 1 references it cites were found in a registry or an index.

Equivariant Graph Neural Networks for Toxicity Prediction

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Cremer, Julian, Sandonas, Leonardo Medrano, Tkatchenko, Alexandre, Clevert, Djork-Arne, de Fabritiis, Gianni·2023·Chemical Research in Toxicology

Preprint — published as 10.1021/acs.chemrestox.3c00032 · Paper page

Abstract

Predictive modeling for toxicity is a crucial step in the drug discovery pipeline. It can help filter out molecules with a high probability of failing in the early stages of de novo drug design. Thus, several machine learning (ML) models have been developed to predict the toxicity of molecules by combining classical ML techniques or deep neural networks with well-known molecular representations such as fingerprints or 2D graphs. But the more natural, accurate representation of molecules is expected to be defined in physical 3D space like in ab initio methods. Recent studies successfully used equivariant graph neural networks (EGNNs) for representation learning based on 3D structures to predict quantum mechanical properties of molecules. Inspired by this, we investigate the performance of EGNNs to construct reliable ML models for toxicity prediction. We use the equivariant transformer (ET) model in TorchMD-NET for this. Eleven toxicity datasets taken from MoleculeNet, TDCommons, and ToxBenchmark have been considered to evaluate the capability of ET for toxicity prediction. Our results show that ET adequately learns 3D representations of molecules that can successfully correlate with toxicity activity, achieving good accuracies on most datasets comparable to state-of-the-art models. We also test a physicochemical property, namely the total energy of a molecule, to inform the toxicity prediction with a physical prior. However, our work suggests these two properties can not be related. We also provide an attention weight analysis for helping to understand the toxicity prediction in 3D space and, thus, increase the explainability of the ML model. In summary, our findings offer promising insights considering 3D geometry information via EGNNs and provide a straightforward way to integrate molecular conformers into ML-based pipelines for predicting and investigating toxicity prediction in physical space. We expect that in the future, especially for larger, more diverse datasets, EGNNs will be an essential tool in this domain.

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Crossref · 10.26434/chemrxiv-2023-9kb55-v2

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Metadata

Authors
Cremer, J., Sandonas, L. M., Tkatchenko, A., Clevert, D.-A., & de Fabritiis, G.
Affiliations
  • Universitat Pompeu Fabra (ES)
  • University of Luxembourg
  • University of Luxembourg (LU)
  • Pfizer (Germany)
  • Pompeu Fabra University
Corresponding author
Cremer, Julian
Venue
Chemical Research in Toxicology
Published
2023-07-17
ISSN
0893-228X (ISSN-L)
OpenAlex
W4386587901
Cited by
62
References
1
Citations by year
2026: 16 · 2025: 23 · 2024: 19 · 2023: 4
FWCI
8.77
Type
journal article
Language
en
Open access
Locations
  • Chemical Research in Toxicology (publishedVersion, cc-by)
  • ChemRxiv (acceptedVersion, cc-by-nc-nd)
  • PubMed Central (publishedVersion, cc-by)
  • PubMed (publishedVersion)
  • Repositori digital de la UPF (Universitat Pompeu Fabra) (submittedVersion, cc-by)
  • Zenodo (CERN European Organization for Nuclear Research) (submittedVersion, cc-by)
Funders
  • Université du Luxembourg
  • European Commission (MCIN /AEI/ 10.13039/501100011033, 956832, 10.13039/501100011033, 13039/501100011033, 501100011033, HORIZON2020, 823712, /AEI/10.13039/501100011033)
  • Ministerio de Ciencia e Innovación (PID2020-116564GB-I00)
  • Agencia Estatal de Investigación (AEI//10.13039/501100011033/, 501100011033, 10.13039/501100011033, MCIN/AEI/10.13039/501 100 011 033, 13039, PID2020-116564GB-I00, .13039/501100011033, MCIN / AEI/10, 10.13039, AEI/10)
  • H2020 Marie Skłodowska-Curie Actions (956832, MCIN/AEI/10.13039/ 501100011033)
  • H2020 Research Infrastructures (823712)
Topics
  • Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Drug Discovery › Computational Drug Discovery Methods
  • Physical Sciences › Materials Science › Materials Chemistry › Machine Learning in Materials Science
  • Physical Sciences › Physics and Astronomy › Atomic and Molecular Physics, and Optics › Advanced Chemical Physics Studies
Keywords
equivariant graph neural networks, toxicity prediction, molecular conformers, explainability, physicochemical properties, drug discovery

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