A comprehensive 2020 analysis of the tautomerism problem in chemical databases, compiling 86 tautomeric transformation rules (20 existing, 66 new) and validating them across 400M+ structures to inform algorithmic improvements for InChI V2.
A comprehensive 2013 review explaining how InChI emerged as the global standard for chemical structure identifiers, covering its history as a response to the Internet’s need for non-proprietary molecular linking, its governance under IUPAC, and the technical layers that ensure uniqueness across diverse chemical databases.
A 2025 Faraday Discussions paper describing the major overhaul of InChI v1.07 that fixed more than 3000 bugs, added support for inorganic and organometallic compounds, and modernized the system to align with FAIR data principles for chemistry databases.
A 2019 format specification introducing two complementary standards for chemical mixtures. Mixfile provides comprehensive mixture descriptions and MInChI provides compact canonical identifiers. This addresses the long-standing lack of standardized machine-readable formats for multi-component chemical systems.
Can we create a SMILES-like notation for nanomaterials? A collaborative workshop tackles the challenge of representing complex, multi-component nanomaterials with a proposed extension to the established InChI system.
A 2023 software update paper documenting improvements to the SELFIES Python library (v2.1.1), including a streamlined context-free grammar, expanded support for aromatic systems and stereochemistry, customizable semantic constraints, ML utility functions, and performance benchmarks on 300K+ molecules.
A 2018 infrastructure paper introducing RInChI (Reaction InChI), the first standardized format for uniquely identifying chemical reactions through algorithmic hashing and layering, enabling reaction database searching and duplicate detection analogous to how InChI works for individual molecules.
The 2020 paper that introduced SELFIES: Mario Krenn and colleagues created a molecular representation that solves SMILES validity problems. It guarantees every generated string corresponds to a valid chemical structure.
David Weininger introduced SMILES notation in 1988, establishing encoding rules for representing chemical structures as compact, human-readable strings.
Performance evaluation of MolRec at the CLEF 2012 competition reveals a large performance gap between the automatic evaluation set (94-96% accuracy) and the manual evaluation set of complex patent structures (46-59% accuracy), with systematic analysis of failure modes including character grouping bugs, touching characters, and four-way junction vectorization.
Details the MolRec system for converting chemical diagram images into MOL files using vectorization, geometric rules, and graph construction. Achieved 95% accuracy on 1000 TREC 2011 benchmark images with comprehensive failure analysis of limitations.
Discover how OCSR technology bridges the gap between molecular images and machine-readable data, evolving from rule-based systems to modern deep learning models for chemical knowledge extraction.