Inhibitor Report for: DB07181 General
Type Biphenyl , Carboxamide Chemical_Nomenclature 3-[4-[(1R)-1-amino-2-(2,5-difluorophenyl)ethyl]phenyl]benzamide Canonical SMILES C1=CC(=CC(=C1)C(=O)N)C2=CC=C(C=C2)C(CC3=C(C=CC(=C3)F)F)N InChI InChI=1S/C21H18F2N2O/c22-18-8-9-19(23)17(11-18)12-20(24)14-6-4-13(5-7-14)15-2-1-3-16(10-15)21(25)26/h1-11,20H,12,24H2,(H2,25,26)/t20-/m1/s1 InChIKey JYKFWUXBFJJDTP-HXUWFJFHSA-N JYKFWUXBFJJDTP-HXUWFJFHSA-O Other name(s) CHEMBL452289 ; 4'-[(1r)-1-Amino-2-(2,5-Difluorophenyl)ethyl]biphenyl-3-Carboxamide ; BDBM50244011 ; DB07181 ; 3-{4-[(1R)-1-amino-2-(2,5-difluorophenyl)ethyl]phenyl}benzamide ; 4''-[(1R)-1-amino-2-(2,5-difluorophenyl)ethyl]biphenyl-3-carboxamide ; 605
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Target
Families | DB07181 ligand of proteins in family: DPP4N_Peptidase_S9 Stucture | 1 structure : 3D4L : Human dipeptidyl peptidase IV/CD26 in complex with a novel inhibitor Protein | human-DPP4
References:
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DB07181
Title: Discovery of new binding elements in DPP-4 inhibition and their applications in novel DPP-4 inhibitor designLiang GB , Qian X , Biftu T , Singh S , Gao YD , Scapin G , Patel S , Leiting B , Patel R and Weber AE <3 more author(s)> Liang GB , Qian X , Biftu T , Singh S , Gao YD , Scapin G , Patel S , Leiting B , Patel R , Wu J , Zhang X , Thornberry NA , Weber AE (- 3) Ref: Bioorganic & Medicinal Chemistry Lett, 18 :3706, 2008 : PubMed Abstract ESTHER: Liang_2008_Bioorg.Med.Chem.Lett_18_3706 PubMedSearch: Liang 2008 Bioorg.Med.Chem.Lett 18 3706 PubMedID: 18524582 Gene_locus related to this paper: human-DPP4 Inhibitor(s) related to this paper: DB07181 Abstract
Probing with tool molecules, and by modeling and X-ray crystallography the binding modes of two structurally distinct series of DPP-4 inhibitors led to the discovery of a rare aromatic fluorine H-bond and the spatial requirement for better biaryl binding in the DPP-4 enzyme active site. These newly found binding elements were successfully incorporated into novel DPP-4 inhibitors.
