simplified molecular input line entry system

acronym: SMILES
https://doi.org/10.1351/goldbook.11514

A chemical language that describes molecules in a string of ASCII characters that completely specifies the structure of a molecule as a hydrogen-suppressed graph with nodes as atoms and edges as bonds, parentheses to indicate branching points, lower case to describe aromatic atoms, and numbers to designate ring connection points.

Note: The SMILES of a molecule is an example of a 1D structure.
Examples: Chloroacetic acid, "ClCC(=O)O" and 2-methylpyridine, "Cc1ncccc1."
Source:
PAC, 2016, 88, 239. (Glossary of terms used in computational drug design, part II (IUPAC Recommendations 2015)) on page 256 [Terms] [Paper]
Citation: 'simplified molecular input line entry system' in IUPAC Compendium of Chemical Terminology, 5th ed. International Union of Pure and Applied Chemistry; 2025. Online version 5.0.0, 2025. https://doi.org/10.1351/goldbook.11514 RIS BibTex EndNote
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