Full Paper

Fingal: A Novel Approach to Geometric Fingerprinting and a Comparative Study of Its Application to 3D-QSAR Modelling

  1. Nathan Brown,
  2. Ben McKay,
  3. Johann Gasteiger

Article first published online: 24 FEB 2005

DOI: 10.1002/qsar.200430923

Issue

QSAR & Combinatorial Science

QSAR & Combinatorial Science

Volume 24, Issue 4, pages 480–484, June 2005

Additional Information

How to Cite

Brown, N., McKay, B. and Gasteiger, J. (2005), Fingal: A Novel Approach to Geometric Fingerprinting and a Comparative Study of Its Application to 3D-QSAR Modelling. QSAR & Combinatorial Science, 24: 480–484. doi: 10.1002/qsar.200430923

Author Information

  1. Avantium Technologies B.V., P.O. Box 2915, 1000 CX, Amsterdam, The Netherlands, and Computer-Chemie-Centrum and the Institute for Organic Chemistry, University of Erlangen-Nürnberg, Nägelsbachstrasse 25, D-91052, Erlangen, Germany, +31-20-586-8041.

Publication History

  1. Issue published online: 6 JUN 2005
  2. Article first published online: 24 FEB 2005
  3. Manuscript Accepted: 3 DEC 2004
  4. Manuscript Received: 9 NOV 2004

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Keywords:

  • Hash-Key Fingerprints;
  • QSAR;
  • Graph Theory;
  • Molecular Descriptors;
  • Partial Least Squares

Abstract

In this paper a new method is defined that encapsulates the geometric information contained in a molecular structure in an alignment-free way within a hash-key fingerprint. A review of fingerprinting technologies is provided followed by a thorough definition of the method by which geometry may be encoded. The paper concludes with comparative QSAR studies to test the efficacy of this new descriptor in comparison with a number of published methods and results with two datasets: 38 D2 receptor antagonists and 58 estrogen receptors.

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