501698-49-3Relevant articles and documents
Systematic investigation of halogen bonding in protein-ligand interactions
Hardegger, Leo A.,Kuhn, Bernd,Spinnler, Beat,Anselm, Lilli,Ecabert, Robert,Stihle, Martine,Gsell, Bernard,Thoma, Ralf,Diez, Joachim,Benz, Joerg,Plancher, Jean-Marc,Hartmann, Guido,Banner, David W.,Haap, Wolfgang,Diederich, Francois
, p. 314 - 318 (2011)
Halogen bonding triggers activity: Increasing binding affinity was observed for a series of covalent human Cathepsin L inhibitors by exchanging an aryl ring H atom with Cl, Br, and I, which undergo halogen bonding with the C=O group of Gly61 in the S3 pocket of the enzyme. Fluorine, in contrast, strongly avoids halogen bonding (see scheme). The strong distance and angle dependence of halogen bonding was confirmed for biological systems. Copyright
Cyclopropyl carboxamides: A new oral antimalarial series derived from the Tres Cantos Anti-Malarial Set (TCAMS)
Rueda, Lourdes,Castellote, Isabel,Castro-Pichel, Julia,Chaparro, Maria J.,De La Rosa, Juan Carlos,Garcia-Perez, Adolfo,Gordo, Mariola,Jimenez-Diaz, Maria Belen,Kessler, Albane,MacDonald, Simon J.F.,Martinez, Maria Santos,Sanz, Laura M.,Gamo, Francisco Javier,Fernandez, Esther
supporting information; experimental part, p. 840 - 844 (2012/01/05)
Rapid triaging of three series of related hits selected from the Tres Cantos Anti-Malarial Set (TCAMS) are described. A triazolopyrimidine series was deprioritized due to delayed inhibition of parasite growth. A lactic acid series has derivatives with IC50 50 = 3 nM) and has an oral bioavailability of 55% in CD-1 mice and an ED90 of 20 mg/kg after oral dosing in a nonmyelo-depleted P. falciparum murine model.
