Scaffold-hopping potential of ligand-based similarity concepts

被引：75

作者：

Renner, Steffen

Schneider, Gisbert

机构：

[1] Institute of Organic Chemistry and Chemical Biology, Johann Wolfgang Goethe University, 60323 Frankfurt

来源：

CHEMMEDCHEM | 2006年 / 1卷 / 02期

关键词：

Bioinformatics; Drug design; Molecular diversity; Similarity searching; Virtual screening;

D O I：

10.1002/cmdc.200500005

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Virtual screening: Different similarity searching descriptors were compared for scaffold hopping. The pharmacophore pair CATS descriptor performed best for ligand classes with a high fraction (fract) of different scaffolds, MACCS fingerprints were best for classes with low scaffold diversity. The methods complemented each other in retrieving scaffolds.

引用

页码：181 / +

页数：6

共 31 条

[1]

[Anonymous], MACCS KEYS

[2] The properties of known drugs .1. Molecular frameworks [J].

Bemis, GW ;

Murcko, MA .

JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (15) :2887-2893

[3] Molecular surface point environments for virtual screening and the elucidation of binding patterns (MOLPRINT 3D) [J].

Bender, A ;

Mussa, HY ;

Gill, GS ;

Glen, RC .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (26) :6569-6583

[4]

Bohm Hans-Joachim, 2004, Drug Discov Today Technol, V1, P217, DOI 10.1016/j.ddtec.2004.10.009

[5] Use of structure Activity data to compare structure-based clustering methods and descriptors for use in compound selection [J].

Brown, RD ;

Martin, YC .

JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 1996, 36 (03) :572-584

[6]

*CHEM COM GROUP IN, MOE MOL OP ENV

[7] QSAR and QSPR based solely on surface properties? [J].

Clark, T .

JOURNAL OF MOLECULAR GRAPHICS & MODELLING, 2004, 22 (06) :519-525

[8] Development of a pharmacophore model for histamine H3 receptor antagonists, using the newly developed molecular modeling program SLATE [J].

De Esch, IJP ;

Mills, JEJ ;

Perkins, TDJ ;

Romeo, G ;

Hoffmann, M ;

Wieland, K ;

Leurs, R ;

Menge, WMPB ;

Nederkoorn, PHJ ;

Dean, PM ;

Timmerman, H .

JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (11) :1666-1674

[9] Comparison of correlation vector methods for ligand-based similarity searching [J].

Fechner, U ;

Franke, L ;

Renner, S ;

Schneider, P ;

Schneider, G .

JOURNAL OF COMPUTER-AIDED MOLECULAR DESIGN, 2003, 17 (10) :687-698

[10] Comparison of topological descriptors for similarity-based virtual screening using multiple bioactive reference structures [J].

Hert, J ;

Willett, P ;

Wilton, DJ ;

Acklin, P ;

Azzaoui, K ;

Jacoby, E ;

Schuffenhauer, A .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (22) :3256-3266

← 1 2 3 4 →