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Isosorbide-2-benzylcarbamate-5-salicylate

IC50 150 pM and selectivity for human BuChE over AChE (666000) and CES2 (23000)

General

Type : Isosorbide,Salicylic,Carbamate,Benzoate

Chemical_Nomenclature : [(3R,3aR,6S,6aR)-6-(benzylcarbamoyloxy)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl] 2-hydroxybenzoate

Canonical SMILES : C1C(C2C(O1)C(CO2)OC(=O)NCC3=CC=CC=C3)OC(=O)C4=CC=CC=C4O

InChI : InChI=1S\/C21H21NO7\/c23-15-9-5-4-8-14(15)20(24)28-16-11-26-19-17(12-27-18(16)19)29-21(25)22-10-13-6-2-1-3-7-13\/h1-9,16-19,23H,10-12H2,(H,22,25)\/t16-,17+,18-,19-\/m1\/s1

InChIKey : ZFKPOGMAKBXHRD-FCGDIQPGSA-N

Other name(s) : CHEMBL570764,BDBM50303940,2-(Benzylaminocarbonyloxy-)5-O-Salicyloyl-1,4:3,6-dianhydro-D-glucitol

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MW : 399.39

Formula : C21H21NO7

CAS_number :

PubChem : 45487242

UniChem : ZFKPOGMAKBXHRD-FCGDIQPGSA-N

Target

Families : Isosorbide-2-benzylcarbamate-5-salicylate ligand of proteins in family
BCHE

Protein :
human-BCHE

References (1)

1. Isosorbide-2-benzyl carbamate-5-salicylate, a peripheral anionic site binding subnanomolar selective butyrylcholinesterase inhibitor

Title : Isosorbide-2-benzyl carbamate-5-salicylate, a peripheral anionic site binding subnanomolar selective butyrylcholinesterase inhibitor - Carolan_2010_J.Med.Chem_53_1190

Author(s) : Carolan CG , Dillon GP , Khan D , Ryder SA , Gaynor JM , Reidy S , Marquez JF , Jones M , Holland V , Gilmer JF

Ref : Journal of Medicinal Chemistry , 53 :1190 , 2010

Abstract : Carolan_2010_J.Med.Chem_53_1190

ESTHER : Carolan_2010_J.Med.Chem_53_1190

PubMedSearch : Carolan_2010_J.Med.Chem_53_1190

PubMedID: 20067290

Array
(
    [id] => 5832
    [inhibitor] => Isosorbide-2-benzylcarbamate-5-salicylate
    [type] => Array
        (
            [0] => Isosorbide
            [1] => Salicylic
            [2] => Carbamate
            [3] => Benzoate
        )

    [other_name] => Array
        (
            [0] => CHEMBL570764
            [1] => BDBM50303940
            [2] => 2-(Benzylaminocarbonyloxy-)5-O-Salicyloyl-1,4:3,6-dianhydro-D-glucitol
        )

    [chemical_nomenclature] => [(3R,3aR,6S,6aR)-6-(benzylcarbamoyloxy)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl] 2-hydroxybenzoate
    [formula] => C21H21NO7
    [cas_number] => 
    [mw] => 399.39
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Carolan_2010_J.Med.Chem_53_1190
    [comment] => IC50 150 pM and selectivity for human BuChE over AChE (666000) and CES2 (23000)
    [gene_locus] => human-BCHE
    [kin_inhibitor] => 
    [cid] => 45487242
    [family] => BCHE
    [inchikey] => ZFKPOGMAKBXHRD-FCGDIQPGSA-N
    [canonicalsmiles] => C1C(C2C(O1)C(CO2)OC(=O)NCC3=CC=CC=C3)OC(=O)C4=CC=CC=C4O
    [inchi] => InChI=1S\/C21H21NO7\/c23-15-9-5-4-8-14(15)20(24)28-16-11-26-19-17(12-27-18(16)19)29-21(25)22-10-13-6-2-1-3-7-13\/h1-9,16-19,23H,10-12H2,(H,22,25)\/t16-,17+,18-,19-\/m1\/s1
    [wikipedia] => 
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)