SMILES
A cheminformatics standard for representing molecular structures as ASCII strings, encoding molecules into compact text that is convenient for processing by machine learning models.
Timeline (last 90 days)
Among molecular representation methods, SMILES strings are compact and can be directly fed to language models, but they are not unique and are insensitive to subtle structural changes; molecular fingerprints (such as ECFP/Morgan fingerprints) are suited to similarity search and traditional machine learning but lose topological details; graph neural networks treat atoms as nodes and chemical bonds as edges and are the current mainstream approach for molecular property prediction and generation.
SMILES is a linear molecular notation proposed by David Weininger in 1988 that encodes the two-dimensional topological structure of a molecule as an ASCII string.
SMILES has the defect of non-canonicality (the same molecule can have multiple valid representations) and cannot directly encode three-dimensional spatial information.
SMILES (Simplified Molecular Input Line Entry System) is a linear molecular notation proposed by David Weininger in 1988.
The same molecule can have multiple valid SMILES representations (i.e., non-canonicality), and the string cannot directly encode three-dimensional spatial information.
All Facts (5)
Among molecular representation methods, SMILES strings are compact and can be directly fed to language models, but they are not unique and are insensitive to subtle structural changes; molecular fingerprints (such as ECFP/Morgan fingerprints) are suited to similarity search and traditional machine learning but lose topological details; graph neural networks treat atoms as nodes and chemical bonds as edges and are the current mainstream approach for molecular property prediction and generation.
50%UnverifiedSMILES is a linear molecular notation proposed by David Weininger in 1988 that encodes the two-dimensional topological structure of a molecule as an ASCII string.
50%UnverifiedSMILES has the defect of non-canonicality (the same molecule can have multiple valid representations) and cannot directly encode three-dimensional spatial information.
50%UnverifiedSMILES (Simplified Molecular Input Line Entry System) is a linear molecular notation proposed by David Weininger in 1988.
50%UnverifiedThe same molecule can have multiple valid SMILES representations (i.e., non-canonicality), and the string cannot directly encode three-dimensional spatial information.
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