Ring Closure To Form Metal Chelates in 3D Fragment-Based de Novo Design

Journal of Chemical Information and Modeling
Marco FoscatoVidar R Jensen

Abstract

We describe a method for the design of multicyclic compounds from three-dimensional (3D) molecular fragments. The 3D building blocks are assembled in a controlled fashion, and closable chains of such fragments are identified. Next, the ring-closing conformations of such formally closable chains are identified, and the 3D model of a cyclic or multicyclic molecule is built. Embedding this method in an evolutionary algorithm results in a de novo design tool capable of altering the number and nature of cycles in species such as transition metal compounds with multidentate ligands in terms of, for example, ligand denticity, type and length of bridges, identity of bridgehead terms, and substitution pattern. An application of the method to the design of multidentate nitrogen-based ligands for Fe(II) spin-crossover (SCO) compounds is presented. The best candidates display multidentate skeletons new to the field of Fe(II) SCO yet resembling ligands deployed in other fields of chemistry, demonstrating the capability of the approach to explore structural variation and to suggest unexpected and realistic molecules, including structures with cycles not found in the building blocks.

References

May 26, 1989·Science·T J McMurryP H Smith
Apr 1, 1995·Journal of Computer-aided Molecular Design·R C Glen, A W Payne
Jan 1, 1994·Journal of Chemical Information and Computer Sciences·V J GilletA P Johnson
Dec 3, 2003·Journal of the American Chemical Society·Valérie ValletIngmar Grenthe
Jan 22, 2004·Journal of Computational Chemistry·Evangelos A CoutsiasKen A Dill
May 25, 2004·Journal of Chemical Information and Computer Sciences·Nathan BrownJohann Gasteiger
Jan 11, 2005·Current Medicinal Chemistry·Lídia Moreira Lima, Eliezer J Barreiro
Feb 9, 2006·Journal of the American Chemical Society·Vyacheslav S Bryantsev, Benjamin P Hay
Sep 21, 2007·Journal of the American Chemical Society·Sean A Dalrymple, George K H Shimizu
Oct 27, 2007·Journal of Chemical Information and Modeling·Manuel Urbano-CuadradoCarles Bo
Sep 19, 2008·Nature·K N Houk, Paul Ha-Yeon Cheong
Dec 22, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Natalie Fey
Mar 5, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Jason A GillespiePaul C J Kamer
May 4, 2010·Journal of the American Chemical Society·Robert J DeethMartin J Wilcockson
May 27, 2010·Chemical Society Reviews·Ana G Maldonado, Gadi Rothenberg
Sep 8, 2010·Chemical Society Reviews·Benjamin P Hay
Sep 30, 2010·IEEE/ACM Transactions on Computational Biology and Bioinformatics·Samuel S Y WongKeith C C Chan
Oct 27, 2010·The Journal of Organic Chemistry·Andria M PanagopoulosDaniel P Becker
Apr 13, 2011·Chemical Society Reviews·Malcolm A Halcrow
May 6, 2011·Chemical Society Reviews·Azzedine BousseksouWilliam Nicolazzi
Nov 15, 2011·Angewandte Chemie·Natalie FeyPaul G Pringle
Apr 25, 2012·Journal of the American Chemical Society·Yunhan ChuBjørn K Alsberg
Aug 1, 2010·Expert Opinion on Drug Discovery·Peter S Kutchukian, Eugene I Shakhnovich
Oct 30, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Jesús Jover, Natalie Fey
Sep 10, 2010·Advanced Synthesis & Catalysis·Zea StrassbergerGadi Rothenberg
Dec 21, 2012·Chemical Communications : Chem Comm·Neil J Young, Benjamin P Hay
Jan 25, 2013·Journal of Cheminformatics·Stephen HellerIgor Pletnev
Sep 6, 2013·Inorganic Chemistry·Sinisa Vukovic, Benjamin P Hay
Feb 18, 2014·Journal of Chemical Information and Modeling·Marco FoscatoVidar R Jensen
Mar 29, 2014·Inorganic Chemistry·Chuandong JiaRadu Custelcean
May 16, 2014·Angewandte Chemie·Walter Thiel
Aug 13, 2012·Organometallics·Jesús JoverMark Purdie
Jul 8, 2014·Journal of Chemical Information and Modeling·Marco FoscatoVidar R Jensen
Jul 16, 2014·Inorganic Chemistry·Zheng YanMing-Liang Tong
Apr 1, 2015·PloS One·Stefano ZamunerAntonio Trovato
May 15, 2015·Journal of Chemical Information and Modeling·Marco FoscatoVidar R Jensen
Mar 12, 2013·Journal of Chemical Theory and Computation·Pieter Chys, Pablo Chacón
Jan 10, 2012·Journal of Chemical Theory and Computation·Christopher M Handley, Robert J Deeth

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Citations

Jan 10, 2018·Chemistry : a European Journal·Paul V BernhardtKarl W Törnroos
Dec 6, 2018·Acta Crystallographica. Section C, Structural Chemistry·Wei Tsung LeeDaniel P Becker
Feb 27, 2017·Journal of Computational Chemistry·Florian KrausbeckMarkus Reiher
Sep 26, 2017·Accounts of Chemical Research·Carl Poree, Franziska Schoenebeck
Sep 4, 2019·Journal of Chemical Information and Modeling·Marco FoscatoVidar R Jensen

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