Machine learning-driven methods for property prediction have been of deep interest. However, much work remains to be done to improve the generalization ability, accuracy, and inference time for critical applications. The traditional machine learning models predict properties based on the features extracted from the molecules, which are often not easily available. In this work, a novel Deep Learning method, the Edge Conditioned Residual Graph Neural Network (ECRGNN), has been applied, allowing us to predict properties directly only the Graph-based structures of the molecules. SMILES (Simplified Molecular Input Line Entry System) representation of the molecules has been used in the present study as input data format, which has been further converted into a graph database, which constitutes the training data. This manuscript highlights a detailed description of the novel GRU-based methodology, ECRGNN, to map the inputs that have been used. Emphasis is placed on highlighting both the regressive property and the classification efficacy of the same. A detailed description of the Variational Autoencoder (VAE) and the end-to-end learning method used for multi-class multi-label property prediction has been provided as well. The results have been compared with standard benchmark datasets as well as some newly developed datasets. All performance metrics that have been used have been clearly defined, and their reason for choice.
Research into deep learning models for molecular property prediction has primarily focused on the development of better Graph Neural Network (GNN) architectures. Though new GNN variants continue to improve performance, their modifications share a common theme of alleviating problems intrinsic to their fundamental graph-to-graph nature. In this work, we examine these limitations and propose a new molecular representation that bypasses the need for GNNs entirely, dubbed CubeMol. Our fixed-dimensional stochastic representation, when paired with a transformer model, exceeds the performance of stat…
Previous works have demonstrated the importance of considering different modalities on molecules, each of which provide a varied granularity of information for downstream property prediction tasks. Our method combines variants of the recent TransformerM architecture with Transformer, GNN, and ResNet backbone architectures. Models are trained on the 2D data, 3D data, and image modalities of molecular graphs. We ensemble these models with a HuberRegressor. The models are trained on 4 different train/validation splits of the original train + valid datasets. This yields a winning solution to the 2…
South China University of Technology（华南理工大学）；Shanghai Jiao Tong University School of Medicine（上海交通大学医学院）
Elucidating and accurately predicting the druggability and bioactivities of molecules plays a pivotal role in drug design and discovery and remains an open challenge. Recently, graph neural networks (GNN) have made remarkable advancements in graph-based molecular property prediction. However, current graph-based deep learning methods neglect the hierarchical information of molecules and the relationships between feature channels. In this study, we propose a well-designed hierarchical informative graph neural networks framework (termed HiGNN) for predicting molecular property by utilizing a co-…
Pohang University of Science and Technology (POSTECH)（浦项科技大学）；University of Illinois at Urbana-Champaign (UIUC)（伊利诺伊大学厄巴纳-香槟分校）
Recently, graph neural networks (GNNs) have been successfully applied to predicting molecular properties, which is one of the most classical cheminformatics tasks with various applications. Despite their effectiveness, we empirically observe that training a single GNN model for diverse molecules with distinct structural patterns limits its prediction performance. In this paper, motivated by this observation, we propose TopExpert to leverage topology-specific prediction models (referred to as experts), each of which is responsible for each molecular group sharing similar topological semantics. …
In recent years, molecular graph representation learning (GRL) has drawn much more attention in molecular property prediction (MPP) problems. The existing graph methods have demonstrated that 3D geometric information is significant for better performance in MPP. However, accurate 3D structures are often costly and time-consuming to obtain, limiting the large-scale application of GRL. It is an intuitive solution to train with 3D to 2D knowledge distillation and predict with only 2D inputs. But some challenging problems remain open for 3D to 2D distillation. One is that the 3D view is quite dist…
Advances in machine learning have led to graph neural network-based methods for drug discovery, yielding promising results in molecular design, chemical synthesis planning, and molecular property prediction. However, current graph neural networks (GNNs) remain of limited acceptance in drug discovery is limited due to their lack of interpretability. Although this major weakness has been mitigated by the development of explainable artificial intelligence (XAI) techniques, the "ground truth" assignment in most explainable tasks ultimately rests with subjective judgments by humans so that the qual…
In this work, we propose the novel Prototypical Graph Regression Self-explainable Trees (ProGReST) model, which combines prototype learning, soft decision trees, and Graph Neural Networks. In contrast to other works, our model can be used to address various challenging tasks, including compound property prediction. In ProGReST, the rationale is obtained along with prediction due to the model's built-in interpretability. Additionally, we introduce a new graph prototype projection to accelerate model training. Finally, we evaluate PRoGReST on a wide range of chemical datasets for molecular prope…
University of California, Los Angeles（加利福尼亚大学洛杉矶分校）；Cornell University（康奈尔大学）
We demonstrate the applicability of model-agnostic algorithms for meta-learning, specifically Reptile, to GNN models in molecular regression tasks. Using meta-learning we are able to learn new chemical prediction tasks with only a few model updates, as compared to using randomly initialized GNNs which require learning each regression task from scratch. We experimentally show that GNN layer expressivity is correlated to improved meta-learning. Additionally, we also experiment with GNN emsembles which yield best performance and rapid convergence for k-shot learning.
University of Notre Dame（圣母大学）；Brandeis University（布兰迪斯大学）
The recent success of graph neural networks has significantly boosted molecular property prediction, advancing activities such as drug discovery. The existing deep neural network methods usually require large training dataset for each property, impairing their performances in cases (especially for new molecular properties) with a limited amount of experimental data, which are common in real situations. To this end, we propose Meta-MGNN, a novel model for few-shot molecular property prediction. Meta-MGNN applies molecular graph neural network to learn molecular representation and builds a meta-…
XIMP: Cross Graph Inter-Message Passing for Molecular Property Prediction
Faculty of Computer Science, University of Vienna, Vienna, Austria（计算机科学学院，维也纳大学，维也纳，奥地利）；Doctoral School Computer Science, University of Vienna, Vienna, Austria（计算机科学博士学院，维也纳大学，维也纳，奥地利）；Research Network Data Science, University of Vienna, Vienna, Austria（数据科学研究网络，维也纳大学，维也纳，奥地利）
Graph neural networks for molecular property prediction are frequently underspecified by data and fail to generalise to new scaffolds at test time. A potential solution is Bayesian learning, which can capture our uncertainty in the model parameters. This study benchmarks a set of Bayesian methods applied to a directed MPNN, using the QM9 regression dataset. We find that capturing uncertainty in both readout and message passing parameters yields enhanced predictive accuracy, calibration, and performance on a downstream molecular search task.
Recently, the study of graph neural network (GNN) has attracted much attention and achieved promising performance in molecular property prediction. Most GNNs for molecular property prediction are proposed based on the idea of learning the representations for the nodes by aggregating the information of their neighbor nodes (e.g. atoms). Then, the representations can be passed to subsequent layers to deal with individual downstream tasks. Therefore, the architectures of GNNs can be considered as being composed of two core parts: graph-related layers and task-specific layers. Facing real-world mo…
Nara Institute of Science and Technology（奈良先端科学技术大学院大学）
Molecule property prediction is a fundamental problem for computer-aided drug discovery and materials science. Quantum-chemical simulations such as density functional theory (DFT) have been widely used for calculating the molecule properties, however, because of the heavy computational cost, it is difficult to search a huge number of potential chemical compounds. Machine learning methods for molecular modeling are attractive alternatives, however, the development of expressive, accurate, and scalable graph neural networks for learning molecular representations is still challenging. In this wor…
MolecularGPT: Open Large Language Model (LLM) for Few-Shot Molecular Property Prediction
New York University Shanghai（上海纽约大学）；Xiamen University（厦门大学）；University of California, San Francisco（加利福尼亚大学旧金山分校）；Zhejiang University（浙江大学）；The Hong Kong Polytechnic University（香港理工大学）
Designing accurate deep learning models for molecular property prediction plays an increasingly essential role in drug and material discovery. Recently, due to the scarcity of labeled molecules, self-supervised learning methods for learning generalizable and transferable representations of molecular graphs have attracted lots of attention. In this paper, we argue that there exist two major issues hindering current self-supervised learning methods from obtaining desired performance on molecular property prediction, that is, the ill-defined pre-training tasks and the limited model capacity. To t…
University of Science and Technology of China（中国科学技术大学）；Tencent America（腾讯美国）
Molecular property prediction (e.g., energy) is an essential problem in chemistry and biology. Unfortunately, many supervised learning methods usually suffer from the problem of scarce labeled molecules in the chemical space, where such property labels are generally obtained by Density Functional Theory (DFT) calculation which is extremely computational costly. An effective solution is to incorporate the unlabeled molecules in a semi-supervised fashion. However, learning semi-supervised representation for large amounts of molecules is challenging, including the joint representation issue of bo…
Firmenich SA（芬美意公司）；Helmholtz Zentrum München（亥姆霍兹慕尼黑中心）；BIGCHEM GmbH（BIGCHEM有限公司）
Prediction of molecular properties, including physico-chemical properties, is a challenging task in chemistry. Herein we present a new state-of-the-art multitask prediction method based on existing graph neural network models. We have used different architectures for our models and the results clearly demonstrate that multitask learning can improve model performance. Additionally, a significant reduction of variance in the models has been observed. Most importantly, datasets with a small amount of data points reach better results without the need of augmentation.
Deep learning is an important method for molecular design and exhibits considerable ability to predict molecular properties, including physicochemical, bioactive, and ADME/T (absorption, distribution, metabolism, excretion, and toxicity) properties. In this study, we advanced a novel deep learning architecture, termed FP-GNN, which combined and simultaneously learned information from molecular graphs and fingerprints. To evaluate the FP-GNN model, we conducted experiments on 13 public datasets, an unbiased LIT-PCBA dataset, and 14 phenotypic screening datasets for breast cell lines. Extensive …
University of Cambridge（剑桥大学）；ML Collective（ML集体）；Universitat Rovira i Virgili（罗维拉-威尔吉利大学）；McGill University（麦吉尔大学）；Wrocław University of Science and Technology（弗罗茨瓦夫理工大学）；Obafemi Awolowo University（奥巴费米·阿沃洛沃大学）
In order to advance large-scale graph machine learning, the Open Graph Benchmark Large Scale Challenge (OGB-LSC) was proposed at the KDD Cup 2021. The PCQM4M-LSC dataset defines a molecular HOMO-LUMO property prediction task on about 3.8M graphs. In this short paper, we show our current work-in-progress solution which builds an ensemble of three graph neural networks models based on GIN, Bayesian Neural Networks and DiffPool. Our approach outperforms the provided baseline by 7.6%. Moreover, using uncertainty in our ensemble's prediction, we can identify molecules whose HOMO-LUMO gaps are harde…
SPECTRA: Spectral Domain-Aware Graph Generation for Imbalanced Molecular Property Regression
University of Notre Dame, Dept. of Computer Science；University of Notre Dame, Dept. of Chemistry；University of Notre Dame, Lucy Family Institute for Data \& Society Notre Dame Indiana USA；University of Notre Dame, Lucy Family Institute for Data \& Society
Graph neural networks (GNNs) have been proposed for a wide range of graph-related learning tasks. In particular, in recent years, an increasing number of GNN systems were applied to predict molecular properties. However, a direct impediment is to select appropriate hyperparameters to achieve satisfactory performance with lower computational cost. Meanwhile, many molecular datasets are far smaller than many other datasets in typical deep learning applications. Most hyperparameter optimization (HPO) methods have not been explored in terms of their efficiencies on such small datasets in the molec…
Physical Pooling Functions in Graph Neural Networks for Molecular Property Prediction
RWTH Aachen University（亚琛工业大学）；Delft University of Technology（代尔夫特理工大学）；Forschungszentrum Jülich GmbH（于利希研究中心）；JARA Center for Simulation and Data Science (CSD)（JARA模拟与数据科学中心）
University of Wisconsin — Madison（威斯康星大学麦迪逊分校）；Argonne National Laboratory（阿贡国家实验室）
Predicting the properties of a molecule from its structure is a challenging task. Recently, deep learning methods have improved the state of the art for this task because of their ability to learn useful features from the given data. By treating molecule structure as graphs, where atoms and bonds are modeled as nodes and edges, graph neural networks (GNNs) have been widely used to predict molecular properties. However, the design and development of GNNs for a given data set rely on labor-intensive design and tuning of the network architectures. Neural architecture search (NAS) is a promising a…
Jagiellonian University（雅盖隆大学）；Ardigen（阿迪根公司）；Maj Institute of Pharmacology, Polish Academy of Sciences（波兰科学院马吉药理学研究所）
Graph neural networks have recently become a standard method for analysing chemical compounds. In the field of molecular property prediction, the emphasis is now put on designing new model architectures, and the importance of atom featurisation is oftentimes belittled. When contrasting two graph neural networks, the use of different atom features possibly leads to the incorrect attribution of the results to the network architecture. To provide a better understanding of this issue, we compare multiple atom representations for graph models and evaluate them on the prediction of free energy, solu…
Massachusetts Institute of Technology（麻省理工学院）；Valence Discovery；Technical University of Munich（慕尼黑工业大学）；University of Cambridge（剑桥大学）
Molecular property prediction is one of the fastest-growing applications of deep learning with critical real-world impacts. Including 3D molecular structure as input to learned models improves their performance for many molecular tasks. However, this information is infeasible to compute at the scale required by several real-world applications. We propose pre-training a model to reason about the geometry of molecules given only their 2D molecular graphs. Using methods from self-supervised learning, we maximize the mutual information between 3D summary vectors and the representations of a Graph …
Synthetic polymers are versatile and widely used materials. Similar to small organic molecules, a large chemical space of such materials is hypothetically accessible. Computational property prediction and virtual screening can accelerate polymer design by prioritizing candidates expected to have favorable properties. However, in contrast to organic molecules, polymers are often not well-defined single structures but an ensemble of similar molecules, which poses unique challenges to traditional chemical representations and machine learning approaches. Here, we introduce a graph representation o…
Predicting molecular properties (e.g., atomization energy) is an essential issue in quantum chemistry, which could speed up much research progress, such as drug designing and substance discovery. Traditional studies based on density functional theory (DFT) in physics are proved to be time-consuming for predicting large number of molecules. Recently, the machine learning methods, which consider much rule-based information, have also shown potentials for this issue. However, the complex inherent quantum interactions of molecules are still largely underexplored by existing solutions. In this pape…
Texas A&M University（德克萨斯农工大学）；University of Iowa（爱荷华大学）
Properties of molecules are indicative of their functions and thus are useful in many applications. With the advances of deep learning methods, computational approaches for predicting molecular properties are gaining increasing momentum. However, there lacks customized and advanced methods and comprehensive tools for this task currently. Here we develop a suite of comprehensive machine learning methods and tools spanning different computational models, molecular representations, and loss functions for molecular property prediction and drug discovery. Specifically, we represent molecules as bot…
Graphcore（Graphcore（格拉夫科尔））；Mila（米拉人工智能研究所）；Université de Montréal（蒙特利尔大学）；Valence Discovery（Valence Discovery（价态发现））
This technical report presents GPS++, the first-place solution to the Open Graph Benchmark Large-Scale Challenge (OGB-LSC 2022) for the PCQM4Mv2 molecular property prediction task. Our approach implements several key principles from the prior literature. At its core our GPS++ method is a hybrid MPNN/Transformer model that incorporates 3D atom positions and an auxiliary denoising task. The effectiveness of GPS++ is demonstrated by achieving 0.0719 mean absolute error on the independent test-challenge PCQM4Mv2 split. Thanks to Graphcore IPU acceleration, GPS++ scales to deep architectures (16 la…
In molecular discovery and drug design, structure-property relationships and activity landscapes are often qualitatively or quantitatively analyzed to guide the navigation of chemical space. The roughness (or smoothness) of these molecular property landscapes is one of their most studied geometric attributes, as it can characterize the presence of activity cliffs, with rougher landscapes generally expected to pose tougher optimization challenges. Here, we introduce a general, quantitative measure for describing the roughness of molecular property landscapes. The proposed roughness index (ROGI)…
FGBench: A Dataset and Benchmark for Molecular Property Reasoning at Functional Group-Level in Large Language Models
Department of Chemical and Biomolecular Engineering, University of Illinois Urbana-Champaign（化学与生物分子工程系，伊利诺伊大学厄巴纳-香槟分校）；Department of Computer Science, University of Illinois Urbana-Champaign（计算机科学系，伊利诺伊大学厄巴纳-香槟分校）
Topology-Aware Multiscale Mixture of Experts for Efficient Molecular Property Prediction
School of Mathematics and Statistics（数学与统计学学院）；Victoria University of Wellington（威灵顿维多利亚大学）；School of Physical and Mathematical Sciences（物理与数学科学学院）；Nanyang Technological University（南洋理工大学）
Uncertainty quantification (UQ) is an important component of molecular property prediction, particularly for drug discovery applications where model predictions direct experimental design and where unanticipated imprecision wastes valuable time and resources. The need for UQ is especially acute for neural models, which are becoming increasingly standard yet are challenging to interpret. While several approaches to UQ have been proposed in the literature, there is no clear consensus on the comparative performance of these models. In this paper, we study this question in the context of regressio…
Molecular property prediction is a fundamental task in the drug and material industries. Physically, the properties of a molecule are determined by its own electronic structure, which is a quantum many-body system and can be exactly described by the Schr"odinger equation. Full-range many-body interactions between electrons have been proven effective in obtaining an accurate solution of the Schr"odinger equation by classical computational chemistry methods, although modeling such interactions consumes an expensive computational cost. Meanwhile, deep learning methods have also demonstrated their…
