ArticleJournal of cheminformatics2021
STOUT: SMILES to IUPAC names using neural machine translation.
Article in Journal of cheminformatics, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 32 papers.
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Who cites it
32 citing papers in PubMed.
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- RGReco: a unified framework for automated R-group recognition in chemical publications.Journal of cheminformatics · 2026Article
- MGTbind: a comprehensive database of molecular glue ternary interactome.Nucleic acids research · 2026Article
- MMPCS: multi-view molecular pretraining based on consistency information and specific information.Bioinformatics (Oxford, England) · 2026Article
- Biodiscovery ofMicrobial genomics · 2025Article
- Comparison study of dominant molecular sequence representation based on diffusion model.Journal of computer-aided molecular design · 2025Article
- Diffusion-based generative drug-like molecular editing with chemical natural language.Journal of pharmaceutical analysis · 2025Article
- Solvent Screening for Separation Processes Using Machine Learning and High-Throughput Technologies.Chem & bio engineering · 2025Review
- Instruction multi-constraint molecular generation using a teacher-student large language model.BMC biology · 2025Article
- Tooling or Not Tooling? The Impact of Tools on Language Agents for Chemistry Problem Solving.Findings of ACL. NAACL · 2025Article
- Untargeted Metabolomic Analysis and Cytotoxicity of Extracts of the Marine DinoflagellateToxins · 2025Article
- STOUT V2.0: SMILES to IUPAC name conversion using transformer models.Journal of cheminformatics · 2024Article
- Suitability of large language models for extraction of high-quality chemical reaction dataset from patent literature.Journal of cheminformatics · 2024Article
- LlaSMol: Advancing Large Language Models for Chemistry with a Large-Scale, Comprehensive, High-Quality Instruction Tuning Dataset.... Conference on Language Modeling · 2024Article
- Small molecule autoencoders: architecture engineering to optimize latent space utility and sustainability.Journal of cheminformatics · 2024Article
- Predicting the formation of NADES using a transformer-based model.Scientific reports · 2024Article
- EMNPD: a comprehensive endophytic microorganism natural products database for prompt the discovery of new bioactive substances.Journal of cheminformatics · 2023Article
- Cheminformatics Microservice: unifying access to open cheminformatics toolkits.Journal of cheminformatics · 2023Article
- Marie and BERT-A Knowledge Graph Embedding Based Question Answering System for Chemistry.ACS omega · 2023Article
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3 authors.
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Abstract
Chemical compounds can be identified through a graphical depiction, a suitable string representation, or a chemical name. A universally accepted naming scheme for chemistry was established by the International Union of Pure and Applied Chemistry (IUPAC) based on a set of rules. Due to the complexity of this ruleset a correct chemical name assignment remains challenging for human beings and there are only a few rule-based cheminformatics toolkits available that support this task in an automated manner. Here we present STOUT (SMILES-TO-IUPAC-name translator), a deep-learning neural machine translation approach to generate the IUPAC name for a given molecule from its SMILES string as well as the reverse translation, i.e. predicting the SMILES string from the IUPAC name. In both cases, the system is able to predict with an average BLEU score of about 90% and a Tanimoto similarity index of more than 0.9. Also incorrect predictions show a remarkable similarity between true and predicted compounds.
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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.