Slides - Doc-a-thon: Chemical representation best practices for humans and machines
References:
[1] Graphical representation standards for chemical structure diagrams, J. Brecher, K. N. Degtyarenko, H. Gottlieb, R. M. Hartshorn, K.-H. Hellwich, J. Kahovec, G. P. Moss, A. McNaught, J. Nyitrai, W. Powell, A. Smith, K. Taylor, W. Town, A. Williams, A. Yerin, Pure Appl. Chem., 2008, 80(2), 277-410, https://doi.org/10.1351/pac200880020277
[2] Graphical representation of stereochemical configuration, J. Brecher, K. N. Degtyarenko, H, Gottlieb, R. M. Hartshorn, G. P. Moss, P. Murray-Rust, J. Nyitrai, W. Powell, A. Smith, S. Stein, K. Taylor, W. Town, A. Williams, A. Yerin, Pure Appl. Chem., 2006, 78(10), 1897-1970, https://doi.org/10.1351/pac200678101897
[3] CTfile formats: https://discover.3ds.com/ctfile-documentation-request-form
[4] InChI Technical Manual: https://www.inchi-trust.org/all-downloadable-versions/
[5] Daylight SMILES: https://www.daylight.com/dayhtml/doc/theory/theory.smiles.html
ACS Spring 2023, Indianapolis Doc-a-thon: Chemical representation best practices for humans and machines Monday, March 27, 2023 3:15 - 4:45 PM Eastern, Room 210 Indiana Convention Center Facilitators: Vincent Scalfani, Leah McEwan, and Evan Bolton
This doc-a-thon will focus on reviewing and advancing chemical graphical representation best practices and standards. Specifically, we will review the IUPAC representation standards for chemical structure diagrams [1] and stereochemical representation [2]. These reference documents have not been systematically reviewed by the community in over 10 years. Attendees will focus on reviewing key sections of the IUPAC reference documents with the following goals:
Discuss use-cases and edge-cases where machine-interpretation of the graphical standards are limited. Evaluate if the current recommendations are still appropriate for both human and modern machine-interpretation of chemical structures. Enumerate areas of the documentation that need to be updated to align with modern chemical drawing and cheminformatics software.
Expected outcomes of the Doc-a-thon, include:
A plan for a project proposal to completely update IUPAC’s graphical representation standards. A two page ”short guide” to supplement existing graphical representation standards (focused on general chemist best practices for machine interpretation)
[1] Graphical representation standards for chemical structure diagrams, J. Brecher, K. N. Degtyarenko, H. Gottlieb, R. M. Hartshorn, K.-H. Hellwich, J. Kahovec, G. P. Moss, A. McNaught, J. Nyitrai, W. Powell, A. Smith, K. Taylor, W. Town, A. Williams, A. Yerin, Pure Appl. Chem., 2008, 80(2), 277-410, https://doi.org/10.1351/pac200880020277
[2] Graphical representation of stereochemical configuration, J. Brecher, K. N. Degtyarenko, H, Gottlieb, R. M. Hartshorn, G. P. Moss, P. Murray-Rust, J. Nyitrai, W. Powell, A. Smith, S. Stein, K. Taylor, W. Town, A. Williams, A. Yerin, Pure Appl. Chem., 2006, 78(10), 1897-1970, https://doi.org/10.1351/pac200678101897