Bioactivity-guided mapping and navigation of chemical space.

نویسندگان

  • Steffen Renner
  • Willem A L van Otterlo
  • Marta Dominguez Seoane
  • Sabine Möcklinghoff
  • Bettina Hofmann
  • Stefan Wetzel
  • Ansgar Schuffenhauer
  • Peter Ertl
  • Tudor I Oprea
  • Dieter Steinhilber
  • Luc Brunsveld
  • Daniel Rauh
  • Herbert Waldmann
چکیده

The structure- and chemistry-based hierarchical organization of library scaffolds in tree-like arrangements provides a valid, intuitive means to map and navigate chemical space. We demonstrate that scaffold trees built using bioactivity as the key selection criterion for structural simplification during tree construction allow efficient and intuitive mapping, visualization and navigation of the chemical space defined by a given library, which in turn allows correlation of this chemical space with the investigated bioactivity and further compound design. Brachiation along the branches of such trees from structurally complex to simple scaffolds with retained yet varying bioactivity is feasible at high frequency for the five major pharmaceutically relevant target classes and allows for the identification of new inhibitor types for a given target. We provide proof of principle by identifying new active scaffolds for 5-lipoxygenase and the estrogen receptor ERalpha.

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عنوان ژورنال:
  • Nature chemical biology

دوره 5 8  شماره 

صفحات  -

تاریخ انتشار 2009