BigSMILES: A Structurally-Based Line Notation for Describing Macromolecules
Name
acscentsci.9b00476.pdf
Description
Published version
Size
1.71 MB
Format
Adobe PDF
Checksum (MD5)
9ee69eb9b5e7f028858adce27331471c
Author(s)
Lin, Tzyy-Shyang
Coley, Connor Wilson
Mochigase, Hidenobu
Beech, Haley K.
Wang, Wencong
Wang, Zi
Woods, Eliot
Craig, Stephen L.
Johnson, Jeremiah A.
Kalow, Julia A.
Date Issued
September 2019
Journal
ACS Central Science
Publisher
American Chemical Society (ACS)
Citation
Lin, Tzyy-Shyang. "BigSMILES: A Structurally-Based Line Notation for Describing Macromolecules." ACS Central Science, 5, 9 (2019): 1523-1531. © 2019 American Chemical Society
Version
Final published version
Abstract
Having a compact yet robust structurally based identifier or representation system is a key enabling factor for efficient sharing and dissemination of research results within the chemistry community, and such systems lay down the essential foundations for future informatics and data-driven research. While substantial advances have been made for small molecules, the polymer community has struggled in coming up with an efficient representation system. This is because, unlike other disciplines in chemistry, the basic premise that each distinct chemical species corresponds to a well-defined chemical structure does not hold for polymers. Polymers are intrinsically stochastic molecules that are often ensembles with a distribution of chemical structures. This difficulty limits the applicability of all deterministic representations developed for small molecules. In this work, a new representation system that is capable of handling the stochastic nature of polymers is proposed. The new system is based on the popular "simplified molecular-input line-entry system" (SMILES), and it aims to provide representations that can be used as indexing identifiers for entries in polymer databases. As a pilot test, the entries of the standard data set of the glass transition temperature of linear polymers (Bicerano, 2002) were converted into the new BigSMILES language. Furthermore, it is hoped that the proposed system will provide a more effective language for communication within the polymer community and increase cohesion between the researchers within the community.
MIT Department
Massachusetts Institute of Technology. Department of Chemical Engineering
Massachusetts Institute of Technology. Department of Chemistry
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Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
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DOI of Published Version
https://doi.org/10.1021/acscentsci.9b00476
