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Quinone-polyamine-NSAID-4

derived from memoquin central benzoquinone core and a fragment taken from non-steroidal anti-inflammatory drugs, connected through polyamine linker. In the present exemple the NSAID is diclofenac. IC50 ACHE 15.4 +/- 1.1 microM; IC50 BCHE 0.36 +/- 0.02 microM

General

Type : Multitarget,5-Lipoxygenase inhibitor,Alkyl linked bis-ligand

Chemical_Nomenclature : 2-[2-(2,6-dichloroanilino)phenyl]-N-[3-[3-[[4-[3-[3-[[2-[2-(2,6-dichloroanilino)phenyl]acetyl]amino]propylamino]propylamino]-3,6-dioxocyclohexa-1,4-dien-1-yl]amino]propylamino]propyl]acetamide

Canonical SMILES : C1=CC=C(C(=C1)CC(=O)NCCCNCCCNC2=CC(=O)C(=CC2=O)NCCCNCCCNC(=O)CC3=CC=CC=C3NC4=C(C=CC=C4Cl)Cl)NC5=C(C=CC=C5Cl)Cl

InChI : InChI=1S\/C46H52Cl4N8O4\/c47-33-13-5-14-34(48)45(33)57-37-17-3-1-11-31(37)27-43(61)55-25-9-21-51-19-7-23-53-39-29-42(60)40(30-41(39)59)54-24-8-20-52-22-10-26-56-44(62)28-32-12-2-4-18-38(32)58-46-35(49)15-6-16-36(46)50\/h1-6,11-18,29-30,51-54,57-58H,7-10,19-28H2,(H,55,61)(H,56,62)

InChIKey : OWEZYYQDVVGJQA-UHFFFAOYSA-N

Other name(s) : CHEMBL3087676,BDBM50494334

---

MW : 922.8

Formula : C46H52Cl4N8O4

CAS_number :

PubChem : 72544155

UniChem : OWEZYYQDVVGJQA-UHFFFAOYSA-N

Target

Families : Quinone-polyamine-NSAID-4 ligand of proteins in family
BCHE

Protein :
human-BCHE

References (1)

1. Quinones bearing non-steroidal anti-inflammatory fragments as multitarget ligands for Alzheimer's disease

Title : Quinones bearing non-steroidal anti-inflammatory fragments as multitarget ligands for Alzheimer's disease - Prati_2013_Bioorg.Med.Chem.Lett_23_6254

Author(s) : Prati F , Bartolini M , Simoni E , De Simone A , Pinto A , Andrisano V , Bolognesi ML

Ref : Bioorganic & Medicinal Chemistry Lett , 23 :6254 , 2013

Abstract : Prati_2013_Bioorg.Med.Chem.Lett_23_6254

ESTHER : Prati_2013_Bioorg.Med.Chem.Lett_23_6254

PubMedSearch : Prati_2013_Bioorg.Med.Chem.Lett_23_6254

PubMedID: 24140444

Array
(
    [id] => 837
    [inhibitor] => Quinone-polyamine-NSAID-4
    [type] => Array
        (
            [0] => Multitarget
            [1] => 5-Lipoxygenase inhibitor
            [2] => Alkyl linked bis-ligand
        )

    [other_name] => Array
        (
            [0] => CHEMBL3087676
            [1] => BDBM50494334
        )

    [chemical_nomenclature] => 2-[2-(2,6-dichloroanilino)phenyl]-N-[3-[3-[[4-[3-[3-[[2-[2-(2,6-dichloroanilino)phenyl]acetyl]amino]propylamino]propylamino]-3,6-dioxocyclohexa-1,4-dien-1-yl]amino]propylamino]propyl]acetamide
    [formula] => C46H52Cl4N8O4
    [cas_number] => 
    [mw] => 922.8
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Prati_2013_Bioorg.Med.Chem.Lett_23_6254
    [comment] => derived from memoquin central benzoquinone core and a fragment taken from non-steroidal anti-inflammatory drugs, connected through polyamine linker. In the present exemple the NSAID is diclofenac. IC50 ACHE 15.4 +\/- 1.1 microM\;  IC50 BCHE 0.36 +\/- 0.02 microM
    [gene_locus] => human-BCHE
    [kin_inhibitor] => 
    [cid] => 72544155
    [family] => BCHE
    [inchikey] => OWEZYYQDVVGJQA-UHFFFAOYSA-N
    [canonicalsmiles] => C1=CC=C(C(=C1)CC(=O)NCCCNCCCNC2=CC(=O)C(=CC2=O)NCCCNCCCNC(=O)CC3=CC=CC=C3NC4=C(C=CC=C4Cl)Cl)NC5=C(C=CC=C5Cl)Cl
    [inchi] => InChI=1S\/C46H52Cl4N8O4\/c47-33-13-5-14-34(48)45(33)57-37-17-3-1-11-31(37)27-43(61)55-25-9-21-51-19-7-23-53-39-29-42(60)40(30-41(39)59)54-24-8-20-52-22-10-26-56-44(62)28-32-12-2-4-18-38(32)58-46-35(49)15-6-16-36(46)50\/h1-6,11-18,29-30,51-54,57-58H,7-10,19-28H2,(H,55,61)(H,56,62)
    [wikipedia] => 
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)