On Tue, May 18, 2010 at 5:51 PM, Mark Rijnbeek <ma...@ebi.ac.uk> wrote: > Marcus, a Chebi curator said he really wouldn't regard the N in case no > 3. as being part of an amide group. The main features of the structure > are the aromatic imidazole ring and the carboxy group. Granted, the > carboxy group is electron-withdrawing and may tend to disrupt the > delocalisation of the ring electrons but nevertheless he would still > regard the system as aromatic.
Ah, interesting case. I think I'll agree with Marcus here. The carboxy group is more stable than the matching enol... but ring delocalization is even more favorable... tautomerism case. Good catch. Not easy to detect though... I'll look into it. Egon -- Post-doc @ Uppsala University Proteochemometrics / Bioclipse Group of Prof. Jarl Wikberg Homepage: http://egonw.github.com/ Blog: http://chem-bla-ics.blogspot.com/ PubList: http://www.citeulike.org/user/egonw/tag/papers ------------------------------------------------------------------------------ _______________________________________________ Cdk-user mailing list Cdk-user@lists.sourceforge.net https://lists.sourceforge.net/lists/listinfo/cdk-user
