109
Views
35
CrossRef citations to date
0
Altmetric
Original Articles

An Evaluation of Structural Descriptors and Clustering Methods for Use in Diversity Selection

&
Pages 23-39 | Received 29 Mar 1997, Accepted 05 Jun 1997, Published online: 24 Sep 2006

References

  • Ash , S. , Cline , M. A. , Homer , R. W. , Hurst , T. and Smith , G. B. 1997 . SYBYL Line Notation (SLN): A versatile language for chemical structure representation. . J. Chem. Inf. Comput. Sci. , 37 : 71 – 79 . Barnard Chemical Information, Ltd. BCI Clustering Package, versions 2.5 & 3.0.46 Uppergate Road, Sheffield, S6 6BX UK.
  • Barnard , J. M. and Downs , G. M. 1992 . Clustering of chemical structures on the basis of 2-D similarity measures. . J. Chem. Inf. Comput. Sci. , 32 : 644 – 649 .
  • Barnard , J. M. and Downs , G. M. 1995 . Jarvis-Patrick Clustering Documentation , Sheffield, , UK : Barnard Chemical Information, Ltd. .
  • Brown , R. D. and Martin , Y. C. 1996 . Use of structure-activity data to compare structure-based clustering methods and descriptors for use in compound selection. . J. Chem. Inf. Comput. Sci. , 36 : 572 – 584 .
  • Brown , R. D. and Martin , Y. C. 1997 . The information content of 2D and 3D structural descriptors relevant to ligand-receptor binding. . J. Chem. Inf. Comput. Sci. , 37 : 1 – 9 . Biobyte Corp. MedChem 94b. 645 N. College Ave, Claremont, CA.
  • Cummins , D. J. , Andrews , C. W. , Bentley , J. A. and Cory , M. 1996 . Molecular diversity in chemical databases: Comparison of medicinal chemistry and knowledge bases and databases of commercially available compounds. . J. Chem. Inf. Comput. Sci. , 36 : 750 – 763 . Daylight Chemical Information, Inc. Daylight Chemical Information Software, ver 4.42. 27401 Los Altos, Suite #370, Mission Viejo, CA 92691.
  • Downs , G. M. and Willett , P. 1994 . “ Clustering of Chemical-Structure Databases For Compound Selection. ” . In Advanced Computer-Assisted Techniques in Drug Discovery , Edited by: van de Waterbeemd , H. Weinheim : VCH .
  • Downs , G. M. , Willett , P. and Fisanick , W. 1994 . Similarity searching and clustering of chemical structure databases using molecular property data. . J. Chem. Inf. Comput. Sci. , 34 : 1094 – 1102 .
  • Guénoche , A. , Hansen , P. and Jaumard , B. 1991 . Efficient algorithms for divisive hierarchical clustering with diameter criterion. . J. Class. , 8 : 5 – 30 .
  • Hall , L. H. and Kier , L. B. 1991 . “ The Molecular Connectivity Chi Indexed and Kappa Shape Indexes in Structure-Property Modeling ” . In Reviews in Computation Chemistry , Edited by: Lipkowitz , K. B. and Boyd , D. B. Vol. 2 , New York : VCH .
  • Hudson , B. D. , Hyde , R. M. , Rahr , E. and Wood , J. 1996 . Parameter based methods for compound selection from chemical databases. . Quant. Struct. Act. Relat. , 15 : 285 – 289 .
  • James , C. A. and Weininger , D. 1995 . Daylight Theory Manual. , Irvine, CA. : Daylight Chemical Information Systems, Inc. .
  • Jarvis , R. A. and Patrick , E. A. 1973 . Clustering using a similarity measure based on shared nearest neighbours. . IEEE Trans Comput. , C-22 : 1025 – 1034 .
  • Martin , E. J. , Blancy , J. M. , Siani , M. S. , Spellmeyer , D. C. , Wong , A. K. and Moos , W. H. 1995 . Measuring diversity: Experimental design of combinatorial libraries for drug discovery. . J. Med. Chem. , 38 : 1431 – 1436 .
  • Martin , Y. C. , Bures , M. G. , Danaher , E. A. , DeLazzer , J. , Lico , I. and Pavlik , P. A. 1993 . A fast new approach to pharmacophore mapping and its application to dopaminergic and benzodiazepine agonists. . J. Comput-Aided Mol. Design , 7 : 83 – 102 . MDL Information Systems, a. Maccs II. 14600 Catalina St, San Leandro, CA 94577., MDL Information Systems, b. SSKEYS gateway. 14600 Catalina St, San Leandro, CA 94577.
  • Murtagh , F. 1985 . Multidimensional Clustering Algorithms. COMPSTAT Lectures , Vol. 4 , Vienna : Physica-Verlag .
  • Patterson , D. E. , Cramer , R. D. , Ferguson , A. M. , Clark , R. D. and Weinberger , L. E. 1996 . Neighborhood behavior: A useful concept for validation of “molecular diversity” . J. Med. Chem. , 39 : 3049 – 3059 .
  • Pearlman , R. S. 1996, 1996 . Novel Software Tools for Addressing Chemical Diversity. . Network Science , June http://www.awod.com/netsci/Issues/Jun96/feature1.html.
  • Shemetulskis , N. E. , Dunbar , J. B. , Dunbar , B. W. , Moreland , D. W. and Humblet , C. 1995 . Enhancing the diversity of a corporate database using chemical database clustering and analysis. . J. Comput-Aided Molec. Design , 9 : 407 – 416 .
  • Sheridan , R. P. , Nilikantan , R. , Rusinko , A. , Bauman , N. , Haraki , K. and Venkataraghavan , R. 1989 . 3DSEARCH: A system for three-dimensional substructure searching. . J. Chem. Inf. Comput. Sci. , 29 : 255 – 260 .
  • Sneath , P. H. A. and Sokal , R. R. 1973 . Numerical Taxonomy. , San Franciso : W. H. Freeman .
  • Taylor , R. 1995 . Simulation analysis of experimental design strategies for screening random compounds as potential new drugs and agrochemicals. . J. Chem. Inf. Comput. Sci. , 35 : 59 – 67 . Tripos Associates, Inc. Unity Chemical Information Software ver 2.5. 1699 S Hanley Road, Suite 303, St Louis, Mo 63144.
  • Ward , J. H. 1963 . Hierarchical grouping to optimize an objective function. . J. Am. Stat. Assoc. , 58 : 236 – 244 .

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:

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:

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.