Advanced search
Publication Cover
Future Medicinal Chemistry Volume 7, 2015 - Issue 2
Submit an article Journal homepage
135
Views
0
CrossRef citations to date
0
Altmetric
Research Article

Structural Diversity and Potency Range Distribution of Scaffolds from Compounds Active Against Current Pharmaceutical Targets

Shilva Kayastha1 Department of Life Science Informatics, B-IT, LIMES Program Unit Chemical Biology & Medicinal Chemistry, Rheinische Friedrich-Wilhelms-Universität, Dahlmannstr. 2, D-53113Bonn, GermanyView further author information
,
Dilyana Dimova1 Department of Life Science Informatics, B-IT, LIMES Program Unit Chemical Biology & Medicinal Chemistry, Rheinische Friedrich-Wilhelms-Universität, Dahlmannstr. 2, D-53113Bonn, GermanyView further author information
,
Dagmar Stumpfe1 Department of Life Science Informatics, B-IT, LIMES Program Unit Chemical Biology & Medicinal Chemistry, Rheinische Friedrich-Wilhelms-Universität, Dahlmannstr. 2, D-53113Bonn, GermanyView further author information
&
Jürgen Bajorath1 Department of Life Science Informatics, B-IT, LIMES Program Unit Chemical Biology & Medicinal Chemistry, Rheinische Friedrich-Wilhelms-Universität, Dahlmannstr. 2, D-53113Bonn, GermanyCorrespondence[email protected]
View further author information
Pages 111-122 | Published online: 16 Feb 2015

References

  • Hu Y , StumpfeD, BajorathJ. Lessons learned from molecular scaffold analysis. J. Chem. Inf. Model.51 (8), 1742–1753 (2011).
  • Bemis GW , MurckoMA. The properties of known drugs. 1. Molecular frameworks. J. Med. Chem.39 (15), 2887–2893 (1996).
  • Xu Y-J , JohnsonM. Algorithm for naming molecular equivalence classes represented by labeled pseudographs. J. Chem. Inf. Model.41 (1), 181–185 (2001).
  • Evans BE , RittleKE, BockMGet al. Methods for drug discovery: development of potent, selective, orally effective cholecystokinin antagonists. J. Med. Chem.31 (12), 2235–2246 (1988).
  • Müller G . Medicinal chemistry of target family-directed masterkeys. Drug Discov. Today8 (15), 681–691 (2003).
  • Schneider G , NeidhartW, GillerTet al. “Scaffold‐hopping” by topological pharmacophore search: a contribution to virtual screening. Angew. Chem. Intl Ed.38 (19), 2894–2896 (1999).
  • Walters WP , StahlMT, MurckoMA. Virtual screening - an overview. Drug Discov. Today3 (4), 160–178 (1998).
  • Geppert H , VogtM, BajorathJ. Current trends in ligand-based virtual screening: molecular representations, data mining methods, new application areas, and performance evaluation. J. Chem. Inf. Model.50 (2), 205–216 (2010).
  • Hongmao S , TawaG, WallqvistA. Classification of scaffold hopping approaches. Drug Discov. Today17 (7–8), 310–324 (2012).
  • Wilkens SJ , JanesJ, SuAI. HierS: hierarchical scaffold clustering using topological chemical graphs. J. Med. Chem.48 (9), 182–193 (2005).
  • Schuffenhauer A , ErtlP, RoggoSet al. The scaffold tree‐‐visualization of the scaffold universe by hierarchical scaffold classification. J. Chem. Inf. Model.47 (1), 47–58 (2007).
  • Gupta-Ostermann D , HuY, BajorathJ. Introducing the LASSO graph for compound data set representation and structure–activity relationship analysis. J. Med. Chem.55 (11), 5546–5553 (2012).
  • Wetzel S , KleinK, RennerSet al. Interactive exploration of chemical space with scaffold hunter. Nat. Chem. Biol.5 (8), 581–583 (2009).
  • Lipkus AH , YuanQ, LucasKAet al. Structural diversity of organic chemistry. A scaffold analysis of the CAS registry. J. Org. Chem.73 (12), 4443–4451 (2008).
  • Hu Y , BajorathJ. Global assessment of scaffold hopping potential for current pharmaceutical targets. Med. Chem. Comm.1 (5), 339–344 (2010).
  • Wang J , HouT. Drug and drug candidate building block analysis. J. Chem. Inf. Model.50 (1), 55–67 (2008).
  • Hu Y , BajorathJ. Many drugs contain unique scaffolds with varying structural relationships to scaffolds of currently available bioactive compounds. Eur. J. Med. Chem.76 (1), 427–434 (2014).
  • Taylor RD , MacCossM, LawsonADG. Rings in drugs. J. Med. Chem.57 (14), 5845–5859 (2014).
  • Shelat AA , GuyRK. Scaffold composition and biological relevance of screening libraries. Nat. Chem. Biol.3 (8), 442–446 (2007).
  • Langdon SR , BrownN, BlaggJ. Scaffold diversity of exemplified medicinal chemistry space. J. Chem. Inf. Model.51 (9), 2174–2185 (2011).
  • Gaulton A , BellisLJ, BentoAPet al. ChEMBL: a large-scale bioactivity database for drug discovery. Nucleic Acids Res.40 (database issue), D1100–D1107 (2012).
  • ChEMBL . www.ebi.ac.uk/chembl.
  • Tiwari A , SekharAK . . Workflow based framework for life science informatics. Comput. Biol. Chem.31 (5), 305–319 (2007).
  • KNIME . www.knime.org.
  • Openeye . www.eyesopen.com.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.