{4(S)-(Piperidin-1-ylcarbonyl)-4-[3-(trifluoromethyl)phenylsulfonamido]butyl}guanidinium chloride: a model of a graftable thrombin inhibitor.
In the title compound, C18H27F3N5O3S+.Cl-, the guanidine group forms N-H...Cl hydrogen bonds, with four N...Cl distances in the range 3.164 (3)-3.337 (4) A. In the crystal packing, the cations are further linked by N-H...O and C-H...O interactions. The structure is compared with that of argatroban complexed with thrombin and is the subject of docking studies in the active site of thrombin.
Michaux
Catherine
C
Laboratoire de Chimie Biologique Structurale, University of Namur, 61 Rue de Bruxelles, B-5000 Namur, Belgium. catherine.michaux@fundp.ac.be
Salvagnini
Claudio
C
Norberg
Bernadette
B
Marchand-Brynaert
Jacqueline
J
Wouters
Johan
J
D000991:Antithrombins / Q000737:chemistry*; D002713:Chlorine / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006146:Guanidines / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D006860:Hydrogen Bonding; D008954:Models, Biological; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D013449:Sulfonamides / Q000737:chemistry*
C517995:(4-(piperidin-1-ylcarbonyl)-4-(3-(trifluoromethyl)phenylsulfonamido)butyl)guanidinium; D000991:Antithrombins; D006146:Guanidines; D013449:Sulfonamides; D002713:Chlorine; D006859:Hydrogen; D009584:Nitrogen