ArticleChemical science2022
Improving machine learning performance on small chemical reaction data with unsupervised contrastive pretraining.
Article in Chemical science, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
10 citing papers in PubMed.
- Enzyme association for environmental biotransformation reactions through contrastive learning of reaction center-specific fingerprints.Bioinformatics (Oxford, England) · 2026Article
- Smart Reaction Templating: A Graph-Based Method for Automated Molecular Dynamics Input Generation.Journal of chemical information and modeling · 2025Article
- Machine learning applications for thermochemical and kinetic property prediction.Reviews in chemical engineering · 2025Review
- HEPOM: Using Graph Neural Networks for the Accelerated Predictions of Hydrolysis Free Energies in Different pH Conditions.Journal of chemical information and modeling · 2025Article
- Local reaction condition optimization via machine learning.Journal of molecular modeling · 2025Review
- Enhancing chemical reaction search through contrastive representation learning and human-in-the-loop.Journal of cheminformatics · 2025Article
- Designing solvent systems using self-evolving solubility databases and graph neural networks.Chemical science · 2024Article
- Machine learning-guided strategies for reaction conditions design and optimization.Beilstein journal of organic chemistry · 2024Review
- Machine Learning Full NMR Chemical Shift Tensors of Silicon Oxides with Equivariant Graph Neural Networks.The journal of physical chemistry. A · 2023Article
- Navigating with chemometrics and machine learning in chemistry.Artificial intelligence review · 2023Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Machine learning (ML) methods have great potential to transform chemical discovery by accelerating the exploration of chemical space and drawing scientific insights from data. However, modern chemical reaction ML models, such as those based on graph neural networks (GNNs), must be trained on a large amount of labelled data in order to avoid overfitting the data and thus possessing low accuracy and transferability. In this work, we propose a strategy to leverage unlabelled data to learn accurate ML models for small labelled chemical reaction data. We focus on an old and prominent problem-classifying reactions into distinct families-and build a GNN model for this task. We first pretrain the model on unlabelled reaction data using unsupervised contrastive learning and then fine-tune it on a small number of labelled reactions. The contrastive pretraining learns by making the representations of two augmented versions of a reaction similar to each other but distinct from other reactions. We propose chemically consistent reaction augmentation methods that protect the reaction center and find they are the key for the model to extract relevant information from unlabelled data to aid the reaction classification task. The transfer learned model outperforms a supervised model trained from scratch by a large margin. Further, it consistently performs better than models based on traditional rule-driven reaction fingerprints, which have long been the default choice for small datasets, as well as those based on reaction fingerprints derived from masked language modelling. In addition to reaction classification, the effectiveness of the strategy is tested on regression datasets; the learned GNN-based reaction fingerprints can also be used to navigate the chemical reaction space, which we demonstrate by querying for similar reactions. The strategy can be readily applied to other predictive reaction problems to uncover the power of unlabelled data for learning better models with a limited supply of labels.
Identifiers
What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.