Scaffold-Hopping: How Far Can You Jump? Export

@article{citeulike:1297209, abstract = {Finding new isofunctional chemotypes with the aim of identifying new lead candidates remains a challenging task in medicinal chemistry. Different virtual screening techniques have been shown to be useful for this scaffold-hopping process. We have compiled recent examples of scaffold-hops that were achieved by virtual screening. Most of these techniques rely on some sort of similarity estimation between known reference molecules and screening compounds, some include receptor-structure information and scoring of the ligand-receptor interaction. In this review, we discuss current scaffold-hopping strategies and pinpoint potential future directions. Challenges for future research lie in the identification of an appropriate level of abstraction from an atomistic molecule representation to allow for the detection of isofunctional chemotypes, the rational design of chemotype diversity in screening libraries, and an understanding of the distribution of similarity scores for a given screening library.}, address = {Johann Wolfgang Goethe-University, Beilstein Endowed Chair for Cheminformatics, Institute of Organic Chemistry and Chemical Biology, Siesmayerstr. 70, D-60323 Frankfurt am Main, Germany; Schneider Consulting GbR, George-C.-Marshall Ring 33, D-61440 Oberursel, Germany; Current address: Merz Pharmaceuticals GmbH, Altenh\"{o}fer Allee 3, D-60438 Frankfurt am Main, Germany.}, author = {Schneider, Gisbert and Schneider, Petra and Renner, Steffen}, citeulike-article-id = {1297209}, citeulike-linkout-0 = {http://dx.doi.org/10.1002/qsar.200610091}, citeulike-linkout-1 = {http://www3.interscience.wiley.com/cgi-bin/abstract/113451034/ABSTRACT}, doi = {10.1002/qsar.200610091}, journal = {QSAR \& Combinatorial Science}, keywords = {hopping, scaffold, similarity}, number = {12}, pages = {1162--1171}, posted-at = {2007-05-15 14:45:52}, priority = {3}, title = {Scaffold-Hopping: How Far Can You Jump?}, url = {http://dx.doi.org/10.1002/qsar.200610091}, volume = {25}, year = {2006} }

TY - JOUR ID - citeulike:1297209 L3 - citeulike-article-id:1297209 N2 - Finding new isofunctional chemotypes with the aim of identifying new lead candidates remains a challenging task in medicinal chemistry. Different virtual screening techniques have been shown to be useful for this scaffold-hopping process. We have compiled recent examples of scaffold-hops that were achieved by virtual screening. Most of these techniques rely on some sort of similarity estimation between known reference molecules and screening compounds, some include receptor-structure information and scoring of the ligand-receptor interaction. In this review, we discuss current scaffold-hopping strategies and pinpoint potential future directions. Challenges for future research lie in the identification of an appropriate level of abstraction from an atomistic molecule representation to allow for the detection of isofunctional chemotypes, the rational design of chemotype diversity in screening libraries, and an understanding of the distribution of similarity scores for a given screening library. IS - 12 JF - QSAR & Combinatorial Science AD - Johann Wolfgang Goethe-University, Beilstein Endowed Chair for Cheminformatics, Institute of Organic Chemistry and Chemical Biology, Siesmayerstr. 70, D-60323 Frankfurt am Main, Germany; Schneider Consulting GbR, George-C.-Marshall Ring 33, D-61440 Oberursel, Germany; Current address: Merz Pharmaceuticals GmbH, Altenhöfer Allee 3, D-60438 Frankfurt am Main, Germany. EP - 1171 TI - Scaffold-Hopping: How Far Can You Jump? VL - 25 SP - 1162 KW - hopping KW - scaffold KW - similarity AU - Schneider, Gisbert AU - Schneider, Petra AU - Renner, Steffen PY - 2006/// UR - http://dx.doi.org/10.1002/qsar.200610091 ER -