How Would Your Cheminformatics Tool Do This? 2

Source: Lunazzi, Mancinelli, and Mazzanti J. Org. Chem.
Posted by Rich Apodaca Mon, 18 Feb 2008 10:03:00 GMT

Source: Lunazzi, Mancinelli, and Mazzanti J. Org. Chem.
I'm Rich Apodaca, a chemist and software developer in San Diego, California. By day I run Metamolecular, LLC, maker of ChemWriter™, the 2D chemical structure editor and renderer for Web applications.
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It handled it just fine, thank you very much :-) I've just realised that they used GaussSum in this paper...okay, not quite cheminformatics. :-)
Noel, fair enough. Using 3D coordinates is one option, as Egon also pointed out.
The problem is, many cheminformatics tools don't use 3D coordinates, and for good reason. Freezing the molecule that way overspecifies it.
Cheminformatics tools that don't use 3D coordinates, and for good reason, include SMILES, most InChIs, numerous molfiles, a lot of CML, and nearly all chemical databases.
If these tools could actually represent axial chirality without 3D coordinates, there would be no problem. Unfortunately, they can't.
This problem will only get bigger. FlexMol is one solution.