{"title":"Bicyclo[2.2.2]octane (BCO) as a 3D-Rich Bioisostere for the para-Phenyl Group","authors":"J. Li, Minmin Yang","doi":"10.1201/9781003190806-6","DOIUrl":"https://doi.org/10.1201/9781003190806-6","url":null,"abstract":"","PeriodicalId":216758,"journal":{"name":"Drug Discovery with Privileged Building Blocks","volume":"5 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2021-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"123133275","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Cubanes, Are We There Yet?","authors":"J. Li, Minmin Yang","doi":"10.1201/9781003190806-9","DOIUrl":"https://doi.org/10.1201/9781003190806-9","url":null,"abstract":"","PeriodicalId":216758,"journal":{"name":"Drug Discovery with Privileged Building Blocks","volume":"9 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2021-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"114374804","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Cyclopropane Derivatives as Metabolically More Robust Bioisosteres for Linear Alkyl Substituents","authors":"J. Li, Minmin Yang","doi":"10.1201/9781003190806-13","DOIUrl":"https://doi.org/10.1201/9781003190806-13","url":null,"abstract":"","PeriodicalId":216758,"journal":{"name":"Drug Discovery with Privileged Building Blocks","volume":"26 2 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2021-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"122457962","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Bicyclo[1.1.1]pentyl (BCP) as an sp3 Carbon-Rich Bioisostere for para-Phenyl and tert-Butyl Groups","authors":"J. Li, Minmin Yang","doi":"10.1201/9781003190806-5","DOIUrl":"https://doi.org/10.1201/9781003190806-5","url":null,"abstract":"","PeriodicalId":216758,"journal":{"name":"Drug Discovery with Privileged Building Blocks","volume":"86 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2021-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"132728524","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Bridge-Fused Rings as m-Phenyl Bioisosteres","authors":"J. Li, Minmin Yang","doi":"10.1201/9781003190806-8","DOIUrl":"https://doi.org/10.1201/9781003190806-8","url":null,"abstract":"While saturated p-phenyl isosteres are more and more popular in medicinal chemistry, m-phenyl and o-phenyl fragments do not have many 3-D-rich isosteres. As this review has shown, saturated mphenyl isosteres such as bicyclo[2.2.1]heptane (B, see Fig. 2), bicyclo[2.1.1]hexane (C), bicyclo[3.1.1]heptane (D), and 2oxabicyclo[2.1.1]hexane (E) are gaining popularity. As most 3-D-rich isosteres, they (a) have a higher degree of saturation for a molecule may increase receptor–ligand complementarity, which should mitigate off-target effects; (b) tend to have lower CYP450 inhibitions, thus reducing DDIs tendency; and (c) may have lower melting point and higher solubility; and (d) oxygen-containing isosteres have added advantage of lower lipophilicity.","PeriodicalId":216758,"journal":{"name":"Drug Discovery with Privileged Building Blocks","volume":"1 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2021-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"133266878","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Pyridines—The Magic of Phenyl–Pyridyl Switch","authors":"J. Li, Minmin Yang","doi":"10.1201/9781003190806-23","DOIUrl":"https://doi.org/10.1201/9781003190806-23","url":null,"abstract":"","PeriodicalId":216758,"journal":{"name":"Drug Discovery with Privileged Building Blocks","volume":"75 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2021-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"128737580","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Piperidine, the Enchanted Ring","authors":"J. Li, Minmin Yang","doi":"10.1201/9781003190806-19","DOIUrl":"https://doi.org/10.1201/9781003190806-19","url":null,"abstract":"","PeriodicalId":216758,"journal":{"name":"Drug Discovery with Privileged Building Blocks","volume":"1 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2021-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"125314885","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}