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February 1, 1988Journal of Chemical Information and Computer Sciences7,825 citations

SMILES, a chemical language and information system. 1. Introduction to methodology and encoding rules

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DWDavid Weininger

Key Points

  • To introduce the Simplified Molecular Input Line Entry System (SMILES) and establish standardized methodology and syntax rules for encoding chemical structures into compact linear strings.
  • Formulated a concise syntax based on molecular graph theory and standard chemical valence to represent atoms, bonds, branching structures, and cyclic rings.
  • Designed a rule-based encoding framework allowing linear ASCII strings to represent complex two-dimensional and three-dimensional molecular connectivity.
  • Created an intuitive, human-readable chemical language capable of uniquely and compactly representing diverse organic chemical structures.
  • Provided an efficient computational foundation for automated chemical storage, sub-structure searching, and cross-platform information retrieval.

Abstract

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSMILES, a chemical language and information system. 1. Introduction to methodology and encoding rulesDavid WeiningerCite this: J. Chem. Inf. Comput. Sci. 1988, 28, 1, 31–36Publication Date (Print):February 1, 1988Publication History Published online1 May 2002Published inissue 1 February 1988https://pubs.acs.org/doi/10.1021/ci00057a005https://doi.org/10.1021/ci00057a005research-articleACS PublicationsRequest reuse permissionsArticle Views12790Altmetric-Citations4077LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access options Get e-Alerts

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David Weininger (1988) studied this question.

synapsesocial.com/papers/69d6ff215413bc3de5ab3357https://doi.org/10.1021/ci00057a005
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