Cheminformatic analysis of natural products and their chemical space

被引：101

作者：

Wetzel, Stefan

Schuffenhauer, Ansgar

Roggo, Silvio

Ertl, Peter

Waldmann, Herbert

机构：

[1] Max Planck Inst Mol Physiol, Abt Chem Biol 4, D-44229 Dortmund, Germany

[2] Univ Dortmund, Dortmund, Germany

[3] Novartis Inst BioMed Res, CH-4002 Basel, Switzerland

来源：

CHIMIA | 2007年 / 61卷 / 06期

关键词：

chemical space; chemGPS; cheminformatics; natural products; SCONP;

D O I：

10.2533/chimia.2007.355

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cheminformatic methods allow the detailed characterization of particular and characteristic properties of natural products (NPs) and comparison with related characteristics of drugs and other compounds. An overview of the most important properties of natural products and analogues and their difference with respect to drugs and synthetic compounds is presented. Moreover, different approaches to charting the chemical space populated by natural products are reviewed and their underlying principles are delineated. Some insights about NP chemical space are described together with possible applications of methods charting chemical space. Strengths and weaknesses of the different approaches will be discussed with respect to possible applications in compound collection design.

引用

页码：355 / 360

页数：6

共 32 条

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

Bemis, GW ;

Murcko, MA .

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

[2]

Ertl P., 2007, NATURAL PRODUCTS DRU

[3] METHODS FOR DRUG DISCOVERY - DEVELOPMENT OF POTENT, SELECTIVE, ORALLY EFFECTIVE CHOLECYSTOKININ ANTAGONISTS [J].

EVANS, BE ;

RITTLE, KE ;

BOCK, MG ;

DIPARDO, RM ;

FREIDINGER, RM ;

WHITTER, WL ;

LUNDELL, GF ;

VEBER, DF ;

ANDERSON, PS ;

CHANG, RSL ;

LOTTI, VJ ;

CERINO, DJ ;

CHEN, TB ;

KLING, PJ ;

KUNKEL, KA ;

SPRINGER, JP ;

HIRSHFIELD, J .

JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (12) :2235-2246

[4] Property distributions: Differences between drugs, natural products, and molecules from combinatorial chemistry [J].

Feher, M ;

Schmidt, JM .

JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 2003, 43 (01) :218-227

[5]

Grabowski K., 2007, CURR CHEM BIOL, V1, P115, DOI [10.2174/2212796810701010115, DOI 10.2174/2212796810701010115, DOI 10.2174/187231307779814066]

[6]

Haustedt LO, 2006, CURR OPIN DRUG DISC, V9, P445

[7]

Henkel T, 1999, ANGEW CHEM INT EDIT, V38, P643, DOI 10.1002/(SICI)1521-3773(19990301)38:5<643::AID-ANIE643>3.0.CO

[8]

2-G

[9]

*INF SYST INC, ACD AV CHEM DIR VERS

[10] Quantitative high-throughput screening: A titration-based approach that efficiently identifies biological activities in large chemical libraries [J].

Inglese, James ;

Auld, Douglas S. ;

Jadhav, Ajit ;

Johnson, Ronald L. ;

Simeonov, Anton ;

Yasgar, Adam ;

Zheng, Wei ;

Austin, Christopher P. .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2006, 103 (31) :11473-11478

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