mlsanityData to 7 Oct 2026

Differentiable Scaffolding Tree for Molecular Optimization

arXiv 2109.10469 ↗First posted 22 Sep 2021cs.LGcited by 53

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Abstract (arXiv)

The structural design of functional molecules, also called molecular optimization, is an essential chemical science and engineering task with important applications, such as drug discovery. Deep generative models and combinatorial optimization methods achieve initial success but still struggle with directly modeling discrete chemical structures and often heavily rely on brute-force enumeration. The challenge comes from the discrete and non-differentiable nature of molecule structures. To address this, we propose differentiable scaffolding tree (DST) that utilizes a learned knowledge network to convert discrete chemical structures to locally differentiable ones. DST enables a gradient-based optimization on a chemical graph structure by back-propagating the derivatives from the target properties through a graph neural network (GNN). Our empirical studies show the gradient-based molecular optimizations are both effective and sample efficient. Furthermore, the learned graph parameters can also provide an explanation that helps domain experts understand the model output.

Key facts. Cited by 53 papers in the map (data through 7 Oct 2026). Builds on 28 of its 56 references that are in the map. First posted on arXiv 22 Sep 2021.

Builds on

28 of 56 references.

References · 28

  1. 2014Adam: A Method for Stochastic Optimizationcited by 36,960
  2. 2016Semi-Supervised Classification with Graph Convolutional Networkscited by 11,282
  3. 2017Graph Attention Networkscited by 8,854
  4. 2018How Powerful are Graph Neural Networks?cited by 4,355
  5. 2013Deep Inside Convolutional Networks: Visualising Image Classification Models and Saliency Mapscited by 2,348
  6. 2016Automatic chemical design using a data-driven continuous representation of moleculescited by 762
  7. 2018Junction Tree Variational Autoencoder for Molecular Graph Generationcited by 647
  8. 2018MolGAN: An implicit generative model for small molecular graphscited by 392
  9. 2018Graph Convolutional Policy Network for Goal-Directed Molecular Graph Generationcited by 363
  10. 2020GraphAF: a Flow-based Autoregressive Model for Molecular Graph Generationcited by 301
  11. 2018GuacaMol: Benchmarking Models for De Novo Molecular Designcited by 294
  12. 2021Therapeutics Data Commons: Machine Learning Datasets and Tasks for Drug Discovery and Developmentcited by 258
16 more
  1. 2018Optimization of Molecules via Deep Reinforcement Learningcited by 199
  2. 2020MoFlow: An Invertible Flow Model for Generating Molecular Graphscited by 183
  3. 2021MARS: Markov Molecular Sampling for Multi-objective Drug Discoverycited by 125
  4. 2019GraphNVP: An Invertible Flow Model for Generating Molecular Graphscited by 115
  5. 2018Syntax-Directed Variational Autoencoder for Structured Datacited by 103
  6. 2018Multi-Objective De Novo Drug Design with Conditional Graph Generative Modelcited by 101
  7. 2018Learning Multimodal Graph-to-Graph Translation for Molecular Optimizationcited by 87
  8. 2021GraphEBM: Molecular Graph Generation with Energy-Based Modelscited by 85
  9. 2019ChemBO: Bayesian Optimization of Small Organic Molecules with Synthesizable Recommendationscited by 77
  10. 2020The Synthesizability of Molecules Proposed by Generative Modelscited by 67
  11. 2019Augmenting Genetic Algorithms with Deep Neural Networks for Exploring the Chemical Spacecited by 66
  12. 2020Learning To Navigate The Synthetically Accessible Chemical Space Using Reinforcement Learningcited by 57
  13. 2020MIMOSA: Multi-constraint Molecule Sampling for Molecule Optimizationcited by 48
  14. 2019CORE: Automatic Molecule Optimization Using Copy & Refine Strategycited by 27
  15. 2019Graph Residual Flow for Molecular Graph Generationcited by 23
  16. 2019Improving the Similarity Measure of Determinantal Point Processes for Extractive Multi-Document Summarizationcited by 22

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Cited by year (2026 to 7 Oct)

Citing papers per year: 2021: 3; 2022: 11; 2023: 11; 2024: 17; 2025: 8; 2026: 3.

53 papers.

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  1. 2023Machine Learning for Synthetic Data Generation: A Reviewcited by 118
  2. 2022A Survey on Deep Graph Generation: Methods and Applicationscited by 69
  3. 2022MolGenSurvey: A Systematic Survey in Machine Learning Models for Molecule Designcited by 66
  4. 2024Efficient Evolutionary Search Over Chemical Space with Large Language Modelscited by 59
  5. 2022Multimodal learning with graphscited by 54
  6. 2022Regression Transformer: Concurrent sequence regression and generation for molecular language modelingcited by 49
  7. 2023Sample-efficient Multi-objective Molecular Optimization with GFlowNetscited by 48
  8. 2022Reinforced Genetic Algorithm for Structure-based Drug Designcited by 46
  9. 2021Amortized Tree Generation for Bottom-up Synthesis Planning and Synthesizable Molecular Designcited by 44
  10. 2024Graph Diffusion Transformers for Multi-Conditional Molecular Generationcited by 44
  11. 2022LIMO: Latent Inceptionism for Targeted Molecule Generationcited by 40
  12. 2024DrugAgent: Automating AI-aided Drug Discovery Programming through LLM Multi-Agent Collaborationcited by 40
38 more
  1. 2022State-specific protein-ligand complex structure prediction with a multi-scale deep generative modelcited by 35
  2. 2021How Much Space Has Been Explored? Measuring the Chemical Space Covered by Databases and Machine-Generated Moleculescited by 27
  3. 2024TWIN-GPT: Digital Twins for Clinical Trials via Large Language Modelcited by 24
  4. 2024Learning on Multimodal Graphs: A Surveycited by 22
  5. 2024Synthetic Data in AI: Challenges, Applications, and Ethical Implicationscited by 21
  6. 2022Controllable Data Generation by Deep Learning: A Reviewcited by 20
  7. 2024Uncertainty Quantification on Clinical Trial Outcome Predictioncited by 19
  8. 2024Generative Artificial Intelligence for Navigating Synthesizable Chemical Spacecited by 18
  9. 2022Interpretable Molecular Graph Generation via Monotonic Constraintscited by 15
  10. 2025Offline Model-Based Optimization: Comprehensive Reviewcited by 14
  11. 2022Molecule Generation for Drug Design: a Graph Learning Perspectivecited by 13
  12. 2023A Review on Knowledge Graphs for Healthcare: Resources, Applications, and Promisescited by 13
  13. 2022Disentangled Spatiotemporal Graph Generative Modelscited by 12
  14. 2023Deep Learning Methods for Small Molecule Drug Discovery: A Surveycited by 10
  15. 2023Molecule Design by Latent Space Energy-Based Modeling and Gradual Distribution Shiftingcited by 8
  16. 2023Molecule Design by Latent Prompt Transformercited by 8
  17. 20243M-Diffusion: Latent Multi-Modal Diffusion for Language-Guided Molecular Structure Generationcited by 8
  18. 2024Structure-based Drug Design Benchmark: Do 3D Methods Really Dominate?cited by 7
  19. 2024DrugCLIP: Contrastive Drug-Disease Interaction For Drug Repurposingcited by 7
  20. 2025ExLLM: Experience-Enhanced LLM Optimization for Molecular Design and Beyondcited by 6
  21. 2025Learning Flexible Forward Trajectories for Masked Molecular Diffusioncited by 6
  22. 2023Beam Enumeration: Probabilistic Explainability For Sample Efficient Self-conditioned Molecular Designcited by 5
  23. 2025Graph-structured Small Molecule Drug Discovery Through Deep Learning: Progress, Challenges, and Opportunitiescited by 5
  24. 2023GNN-Ensemble: Towards Random Decision Graph Neural Networkscited by 4
  25. 2025Gradient GA: Gradient Genetic Algorithm for Drug Molecular Designcited by 4
  26. 2023PyTrial: Machine Learning Software and Benchmark for Clinical Trial Applicationscited by 3
  27. 2023Molecular De Novo Design through Transformer-based Reinforcement Learningcited by 3
  28. 2024Data-Efficient Molecular Generation with Hierarchical Textual Inversioncited by 3
  29. 2025Survey on Recent Progress of AI for Chemistry: Methods, Applications, and Opportunitiescited by 3
  30. 2025A Non-Asymptotic Convergent Analysis for Scored-Based Graph Generative Model via a System of Stochastic Differential Equationscited by 3
  31. 2026CAGenMol: Condition-Aware Diffusion Language Model for Goal-Directed Molecular Generationcited by 2
  32. 2021HelixMO: Sample-Efficient Molecular Optimization in Scene-Sensitive Latent Spacecited by 1
  33. 2023Will More Expressive Graph Neural Networks do Better on Generative Tasks?cited by 1
  34. 2024Language Interaction Network for Clinical Trial Approval Estimationcited by 1
  35. 2024drGT: Attention-Guided Gene Assessment of Drug Response Utilizing a Drug-Cell-Gene Heterogeneous Networkcited by 1
  36. 2026MolSafeEval: A Benchmark for Uncovering Safety Risks in AI-Generated Moleculescited by 1
  37. 2024Molecule Design by Latent Prompt Transformercited by 0
  38. 2024Fragment-Masked Diffusion for Molecular Optimizationcited by 0

50 most cited of 53 All 53 (JSON)