{4(S)-(Piperidin-1-ylcarbonyl)-4-[3-(trifluoromethyl)phenylsulfonamido] butyl}guanidinium chloride: A model of a graftable thrombin inhibitor

Catherine Michaux, Claudio Salvagnini, Bernadette Norberg, Jacqueline Marchand-Brynaert, Johan Wouters

Research output: Contribution to journalArticle

Abstract

In the title compound, C18H27F3N 5O3S+·Cl-, the guanidine group forms N-H⋯Cl hydrogen bonds, with four N⋯Cl distances in the range 3.164 (3)-3.337 (4) Å. 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.

Original languageEnglish
Pages (from-to)o691-o693
JournalActa crystallographica Section C: Crystal Structure communications
Volume62
Issue number12
DOIs
Publication statusPublished - 1 Dec 2006

Fingerprint

thrombin
Guanidine
Thrombin
inhibitors
chlorides
guanidines
Cations
Hydrogen
Catalytic Domain
Hydrogen bonds
hydrogen bonds
cations
Crystals
crystals
interactions
(4-(piperidin-1-ylcarbonyl)-4-(3-(trifluoromethyl)phenylsulfonamido)butyl)guanidinium
argatroban

Cite this

@article{c0c72f88b2a14b23a519c28884b924ae,
title = "{4(S)-(Piperidin-1-ylcarbonyl)-4-[3-(trifluoromethyl)phenylsulfonamido] butyl}guanidinium chloride: A model of a graftable thrombin inhibitor",
abstract = "In the title compound, C18H27F3N 5O3S+·Cl-, the guanidine group forms N-H⋯Cl hydrogen bonds, with four N⋯Cl distances in the range 3.164 (3)-3.337 (4) {\AA}. 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.",
author = "Catherine Michaux and Claudio Salvagnini and Bernadette Norberg and Jacqueline Marchand-Brynaert and Johan Wouters",
year = "2006",
month = "12",
day = "1",
doi = "10.1107/S0108270106047640",
language = "English",
volume = "62",
pages = "o691--o693",
journal = "Acta crystallographica Section C: Crystal Structure communications",
issn = "0108-2701",
publisher = "International Union of Crystallography",
number = "12",

}

TY - JOUR

T1 - {4(S)-(Piperidin-1-ylcarbonyl)-4-[3-(trifluoromethyl)phenylsulfonamido] butyl}guanidinium chloride

T2 - A model of a graftable thrombin inhibitor

AU - Michaux, Catherine

AU - Salvagnini, Claudio

AU - Norberg, Bernadette

AU - Marchand-Brynaert, Jacqueline

AU - Wouters, Johan

PY - 2006/12/1

Y1 - 2006/12/1

N2 - In the title compound, C18H27F3N 5O3S+·Cl-, the guanidine group forms N-H⋯Cl hydrogen bonds, with four N⋯Cl distances in the range 3.164 (3)-3.337 (4) Å. 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.

AB - In the title compound, C18H27F3N 5O3S+·Cl-, the guanidine group forms N-H⋯Cl hydrogen bonds, with four N⋯Cl distances in the range 3.164 (3)-3.337 (4) Å. 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.

UR - http://www.scopus.com/inward/record.url?scp=33845433339&partnerID=8YFLogxK

U2 - 10.1107/S0108270106047640

DO - 10.1107/S0108270106047640

M3 - Article

C2 - 17148914

AN - SCOPUS:33845433339

VL - 62

SP - o691-o693

JO - Acta crystallographica Section C: Crystal Structure communications

JF - Acta crystallographica Section C: Crystal Structure communications

SN - 0108-2701

IS - 12

ER -