bis-benzene-sulfonamide

Prototype of a serie of compounds inhibiting hydrolysis of CPT11 by human intestinal carboxylesterase. Specificity in comparison with other carboxylesterases and cholinesterases was studied (Wadkins et al. 2004). Inhibition of less than 100nM was observed for p-chlorosubstituted benzene rings at both end of the molecule

General

Type : Lipase inhibitor, Sulfur Compound, Sulfonamide, Benzenesulfonamide

Chemical_Nomenclature : N-{4-[(Phenylsulfonyl)aminophenyl}benzenesulfonamide

Canonical SMILES : C1=CC=C(C=C1)S(=O)(=O)NC2=CC=C(C=C2)NS(=O)(=O)C3=CC=CC=C3

InChI : InChI=1S\/C18H16N2O4S2\/c21-25(22,17-7-3-1-4-8-17)19-15-11-13-16(14-12-15)20-26(23,24)18-9-5-2-6-10-18\/h1-14,19-20H

InChIKey : KOIVCFKRQUPPKB-UHFFFAOYSA-N

Other name(s) : CHEMBL2138676  ||  MLS002919887  ||  N,n'-1,4-phenylenedibenzenesulfonamide  ||  NSC126446  ||  AC1L5M6C  ||  AC1Q6VV7  ||  SCHEMBL810795


MW : 388.46

Formula : C18H164OS2N2

CAS_number :

PubChem : 277548

UniChem : KOIVCFKRQUPPKB-UHFFFAOYSA-N

Target

Families : bis-benzene-sulfonamide ligand of proteins in family
Carboxylesterase Carb_B_Chordata

References (2)

Title : Mammalian carboxylesterases: from drug targets to protein therapeutics - Redinbo_2005_Drug.Discov.Today_10_313
Author(s) : Redinbo MR , Potter PM
Ref : Drug Discov Today , 10 :313 , 2005
Abstract :
PubMedSearch : Redinbo_2005_Drug.Discov.Today_10_313
PubMedID: 15749280

Title : Discovery of novel selective inhibitors of human intestinal carboxylesterase for the amelioration of irinotecan-induced diarrhea: synthesis, quantitative structure-activity relationship analysis, and biological activity - Wadkins_2004_Mol.Pharmacol_65_1336
Author(s) : Wadkins RM , Hyatt JL , Yoon KJ , Morton CL , Lee RE , Damodaran K , Beroza P , Danks MK , Potter PM
Ref : Molecular Pharmacology , 65 :1336 , 2004
Abstract :
PubMedSearch : Wadkins_2004_Mol.Pharmacol_65_1336
PubMedID: 15155827