title: Validating and understanding ring conformations using small molecule crystallographic data.
abstract: Understanding the conformational preferences of ring structures is fundamental to structure-based drug design. Although the Cambridge Structural Database (CSD) provides information on the preferred conformations of small molecules, analyzing this data can be very time-consuming. In order to overcome this hurdle, tools have been developed for quickly extracting geometrical preferences from the CSD. Here we describe how the program Mogul has been extended to analyze and compare ring conformations, using a library derived from over 900 000 ring fragments in the CSD. We illustrate how these can be used to understand the conformational preferences of molecules in a crystal lattice and bound to proteins.
authors.affiliation: Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK. cottrell@ccdc.cam.ac.uk
authors.forename: Simon J
authors.initials: SJ
authors.lastname: Cottrell
authors.forename: Tjelvar S G
authors.initials: TS
authors.lastname: Olsson
authors.forename: Robin
authors.initials: R
authors.lastname: Taylor
authors.forename: Jason C
authors.initials: JC
authors.lastname: Cole
authors.forename: John W
authors.initials: JW
authors.lastname: Liebeschuetz
mesh_terms: D000465:Algorithms; D016000:Cluster Analysis; D018360:Crystallography, X-Ray; D062126:Databases, Chemical; D015195:Drug Design; D006801:Humans; D008968:Molecular Conformation; D010880:Piperidines / Q000737:chemistry; D011485:Protein Binding; D011506:Proteins / Q000737:chemistry*; D011714:Pyrans / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry; D054852:Small Molecule Libraries / Q000737:chemistry*; D012984:Software
chemical_list: D010880:Piperidines; D011506:Proteins; D011714:Pyrans; D011725:Pyridines; D054852:Small Molecule Libraries