{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Ghosh AK"],"funding":["NIAID NIH HHS","National Institutes of Health","NIGMS NIH HHS"],"pagination":["2565-2570"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC6711809"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["29(18)"],"pubmed_abstract":["We describe the design, synthesis, and biological evaluation of novel HIV-1 protease inhibitors containing a squaramide-derived scaffold as the P2 ligand in combination with a (R)-hydroxyethylamine sulfonamide isostere. Inhibitor 3h with an N-methyl-3-(R)-aminotetrahydrofuranyl squaramide P2-ligand displayed an HIV-1 protease inhibitory K<sub>i</sub> value of 0.51 nM. An energy minimized model of 3h revealed the major molecular interactions between HIV-1 protease active site and the tetrahydrofuranyl squaramide scaffold that may be responsible for its potent activity."],"journal":["Bioorganic & medicinal chemistry letters"],"pubmed_title":["Potent HIV-1 protease inhibitors incorporating squaramide-derived P2 ligands: Design, synthesis, and biological evaluation."],"pmcid":["PMC6711809"],"funding_grant_id":["R01 GM053386","R37 AI150466"],"pubmed_authors":["Aoki M","Mitsuya H","Kovela S","Walters DE","Hattori SI","Williams JN","Simpson HM","Takayama J","Ghosh AK"],"additional_accession":[]},"is_claimable":false,"name":"Potent HIV-1 protease inhibitors incorporating squaramide-derived P2 ligands: Design, synthesis, and biological evaluation.","description":"We describe the design, synthesis, and biological evaluation of novel HIV-1 protease inhibitors containing a squaramide-derived scaffold as the P2 ligand in combination with a (R)-hydroxyethylamine sulfonamide isostere. Inhibitor 3h with an N-methyl-3-(R)-aminotetrahydrofuranyl squaramide P2-ligand displayed an HIV-1 protease inhibitory K<sub>i</sub> value of 0.51 nM. An energy minimized model of 3h revealed the major molecular interactions between HIV-1 protease active site and the tetrahydrofuranyl squaramide scaffold that may be responsible for its potent activity.","dates":{"release":"2019-01-01T00:00:00Z","publication":"2019 Sep","modification":"2024-11-14T01:01:20.348Z","creation":"2020-09-17T07:20:32Z"},"accession":"S-EPMC6711809","cross_references":{"pubmed":["31416666"],"doi":["10.1016/j.bmcl.2019.08.006"]}}