Depth-First: How Would Your Cheminformatics Tool Do This?

How Would Your Cheminformatics Tool Do This?

Rich Apodaca — Thu, 10 Jan 2008 09:49:00 +0000

Reference: Y. Zhang, E. Hisano, R. Ohta, R. Miyatake, Y. Horino, M. Oda Tetrahedron Lett.

"How Would Your Cheminformatics Tool Do This?" by Egon Willighagen

Fri, 11 Jan 2008 05:47:09 +0000

Good point about the non-planarity... did they publish a crystal structure? That would make representation of that chemistry a lot easier... (that is, having 3D coordinates...)

"How Would Your Cheminformatics Tool Do This?" by Rich Apodaca

Thu, 10 Jan 2008 16:04:52 +0000

Egon, aromaticity probably doesn't extend over the whole ring system because the bridge bends it... If the bridge were removed and the aromatic system extended (or even with the structure as drawn), it's interesting to think about how languages like InChI, SMILES, FlexMol, molfile, CML would compare in how they represented the species.

"How Would Your Cheminformatics Tool Do This?" by Egon Willighagen

Thu, 10 Jan 2008 10:32:45 +0000

Ah, that's an easy one :) Unless you want it to figure out what those 4 steps are :)

Anyway, I'm sure this is about the delocalization... I find the charge localization on the right most ring intriguing... are the authors sure it is not delocalized over the whole ring system, or am I not calculating the electron count correctly?