caa a22 4500 605510849 CHVBK 20210128100648.0 cr unu---uuuuu 210128e20150601xx s 000 0 eng 10.1007/s00894-015-2681-6 doi (NATIONALLICENCE)springer-10.1007/s00894-015-2681-6 A quantum mechanics-based halogen bonding scoring function for protein-ligand interactions [Elektronische Daten] [Zhuo Yang, Yingtao Liu, Zhaoqiang Chen, Zhijian Xu, Jiye Shi, Kaixian Chen, Weiliang Zhu] A quantum mechanics-based scoring function for halogen bonding interaction, namely XBScoreQM, is developed based on 18,135 sets of geometrical and energetical parameters optimized at M06-2X/aug-cc-pVDZ level. Applying the function on typical halogen bonding systems from Protein Data Bank demonstrates its strong ability of predicting halogen bonding as attractive interaction with strength up to −4kcal mol−1. With a diverse set of proteins complexed with halogenated ligands, a systematic evaluation demonstrates the integrative advantage of XBScoreQM over 12 other scoring functions on halogen bonding in four aspects, viz. pseudo docking power, ranking power, scoring power, and genuine docking power. Thus, this study not only provides a practicable scoring function of halogen bonding for high throughput virtual screening, but also serves as a benchmark for evaluating the performance of current scoring functions on characterizing halogen bonding. Graphical Abstract Derived halogen bonding interaction energy landscape Springer-Verlag Berlin Heidelberg, 2015 Halogen bonding nationallicence σ-hole nationallicence Protein-ligand interaction nationallicence Quantum mechanics nationallicence Scoring function nationallicence Yang Zhuo Drug Discovery and Design Center, Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, 201203, Shanghai, China aut Liu Yingtao Drug Discovery and Design Center, Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, 201203, Shanghai, China aut Chen Zhaoqiang Drug Discovery and Design Center, Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, 201203, Shanghai, China aut Xu Zhijian Drug Discovery and Design Center, Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, 201203, Shanghai, China aut Shi Jiye Informatics Department, UCB Pharma, 216 Bath Road, SL1 4EN, Slough, UK aut Chen Kaixian Drug Discovery and Design Center, Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, 201203, Shanghai, China aut Zhu Weiliang Drug Discovery and Design Center, Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, 201203, Shanghai, China aut Journal of Molecular Modeling Springer Berlin Heidelberg 21/6(2015-06-01), 1-21 1610-2940 21:6<1 2015 21 894 https://doi.org/10.1007/s00894-015-2681-6 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00894-015-2681-6 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Yang Zhuo Drug Discovery and Design Center, Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, 201203, Shanghai, China aut NATIONALLICENCE 700 1- Liu Yingtao Drug Discovery and Design Center, Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, 201203, Shanghai, China aut NATIONALLICENCE 700 1- Chen Zhaoqiang Drug Discovery and Design Center, Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, 201203, Shanghai, China aut NATIONALLICENCE 700 1- Xu Zhijian Drug Discovery and Design Center, Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, 201203, Shanghai, China aut NATIONALLICENCE 700 1- Shi Jiye Informatics Department, UCB Pharma, 216 Bath Road, SL1 4EN, Slough, UK aut NATIONALLICENCE 700 1- Chen Kaixian Drug Discovery and Design Center, Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, 201203, Shanghai, China aut NATIONALLICENCE 700 1- Zhu Weiliang Drug Discovery and Design Center, Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, 201203, Shanghai, China aut NATIONALLICENCE 773 0- Journal of Molecular Modeling Springer Berlin Heidelberg 21/6(2015-06-01), 1-21 1610-2940 21:6<1 2015 21 894