Enhancing atom mapping with multitask learning and symmetry-aware deep graph matching

Abstract Atom mapping involves identifying the correspondence between individual atoms in reactant molecules and their counterparts in product molecules. This process is crucial for gaining deeper insight into reaction mechanisms, such as defining reaction templates and determining which chemical bo...

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Main Authors: Maryam Astero, Juho Rousu
Format: Article
Language:English
Published: BMC 2025-05-01
Series:Journal of Cheminformatics
Subjects:
Online Access:https://doi.org/10.1186/s13321-025-01030-3
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author Maryam Astero
Juho Rousu
author_facet Maryam Astero
Juho Rousu
author_sort Maryam Astero
collection DOAJ
description Abstract Atom mapping involves identifying the correspondence between individual atoms in reactant molecules and their counterparts in product molecules. This process is crucial for gaining deeper insight into reaction mechanisms, such as defining reaction templates and determining which chemical bonds are formed or broken during a reaction. However, reliable atom mapping data are often limited or incomplete within chemical databases, rendering manual annotation impractical for large-scale datasets. To address this limitation, we propose the Symmetry-Aware Multitask Atom Mapping Network (SAMMNet), a model designed to automatically infer atom correspondences by incorporating an auxiliary self-supervised task during training. SAMMNet employs molecular graph representations and leverages graph neural networks to capture both general and task-specific features, enabling enhanced predictive performance. Our experimental results demonstrate that the multitask learning framework, coupled with symmetry-aware atom mapping, improves accuracy and robustness in atom mapping predictions. This makes our method a promising advancement for computational chemistry and related fields.
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issn 1758-2946
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publishDate 2025-05-01
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spelling doaj-art-46a9a175efe74b28bd12bfb3f8120c5e2025-08-20T02:03:38ZengBMCJournal of Cheminformatics1758-29462025-05-0117111710.1186/s13321-025-01030-3Enhancing atom mapping with multitask learning and symmetry-aware deep graph matchingMaryam Astero0Juho Rousu1Computer Science, Aalto UniversityComputer Science, Aalto UniversityAbstract Atom mapping involves identifying the correspondence between individual atoms in reactant molecules and their counterparts in product molecules. This process is crucial for gaining deeper insight into reaction mechanisms, such as defining reaction templates and determining which chemical bonds are formed or broken during a reaction. However, reliable atom mapping data are often limited or incomplete within chemical databases, rendering manual annotation impractical for large-scale datasets. To address this limitation, we propose the Symmetry-Aware Multitask Atom Mapping Network (SAMMNet), a model designed to automatically infer atom correspondences by incorporating an auxiliary self-supervised task during training. SAMMNet employs molecular graph representations and leverages graph neural networks to capture both general and task-specific features, enabling enhanced predictive performance. Our experimental results demonstrate that the multitask learning framework, coupled with symmetry-aware atom mapping, improves accuracy and robustness in atom mapping predictions. This makes our method a promising advancement for computational chemistry and related fields.https://doi.org/10.1186/s13321-025-01030-3Atom mappingGraph matchingMultitask learningGraph representation learning
spellingShingle Maryam Astero
Juho Rousu
Enhancing atom mapping with multitask learning and symmetry-aware deep graph matching
Journal of Cheminformatics
Atom mapping
Graph matching
Multitask learning
Graph representation learning
title Enhancing atom mapping with multitask learning and symmetry-aware deep graph matching
title_full Enhancing atom mapping with multitask learning and symmetry-aware deep graph matching
title_fullStr Enhancing atom mapping with multitask learning and symmetry-aware deep graph matching
title_full_unstemmed Enhancing atom mapping with multitask learning and symmetry-aware deep graph matching
title_short Enhancing atom mapping with multitask learning and symmetry-aware deep graph matching
title_sort enhancing atom mapping with multitask learning and symmetry aware deep graph matching
topic Atom mapping
Graph matching
Multitask learning
Graph representation learning
url https://doi.org/10.1186/s13321-025-01030-3
work_keys_str_mv AT maryamastero enhancingatommappingwithmultitasklearningandsymmetryawaredeepgraphmatching
AT juhorousu enhancingatommappingwithmultitasklearningandsymmetryawaredeepgraphmatching