文献类型：期刊文献

英文题名：Molecular Similarity: Methods and Performance

作者：Cai, Chaoqian[1,2];Gong, Jiayu[1,2];Liu, Xiaofeng[2];Gao, Daqi[1];Li, Honglin[2]

机构：[1]E China Univ Sci & Technol, Sch Informat Sci & Engn, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab New Drug Design, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China

年份：2013

卷号：31

期号：9

起止页码：1123

外文期刊名：CHINESE JOURNAL OF CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000327882900002)】；

基金：This work was supported by the Fundamental Research Funds for the Central Universities, the National Natural Science Foundation of China (Nos. 21173076, 81102375, 81230090, 81222046 and 81230076), the Special Fund for Major State Basic Research Project (No. 2009CB918501), the Shanghai Committee of Science and Technology (Nos. 11DZ2260600, 13QH1401100 and 12401900801), and the 863 Hi-Tech Program of China (No. 2012AA020308). Honglin Li is also sponsored by Program for New Century Excellent Talents in University (No. NCET-10-0378).

语种：英文

外文关键词：molecular similarity; molecular modeling; molecular alignment; virtual screening

摘要：Molecular similarity has long been a hot topic, which has been evaluated and compared by various approaches and plays a significant role in protein-ligand and protein-protein interactions recognition. There are currently many types of molecular similarity evaluation methods with their own advantages and disadvantages. Molecular fingerprints are the most common methods for molecular similarity evaluation which only concern about rapid 2D common substructure retrieval but lack the ability to encode the information about 3D conformers. 3D molecular descriptor based methods bear the advantages of representing the structure information of a conformer, but the descriptors are not guaranteed to describe the molecules precisely. Molecular alignment based methods try to superimpose two molecules and evaluate the similarity using the optimal poses which are generally more precise than the molecular descriptor but require a time-consuming optimization process. Pharmacophore based methods only focus on the chemical features about a molecule and are not capable of dealing with the molecular shape similarity. In order to evaluate the performance of molecular similarity based screening, many kinds of metrics are available, e.g., visual representation, quantitative measurements and scaffold hopping ability measurements. Further applications of molecular similarity include construction of molecule interaction network or generation of diverse compounds library.