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Tacrine-dihydropyrimidine-4e

Juxtaposition of tacrine, as ChE inhibitor (ChEI), and 3,4-dihydropyrimidin-2(1H)-thiones, as efficient calcium channel blockers (CCBs). IC50 3.05 microM and 3.19 microM on hAChE and hBuChE) and moderate CCB (30.4% at 1 micoM) with no significant hepatotoxicity

General

Type : Multitarget,Derivative of Tacrine,Calcium Channel Antagonist,Sulfur Compound,Quinoline,Pyrimidine

Chemical_Nomenclature : 5-amino-4-(3-methoxyphenyl)-3,4,6,7,8,9-hexahydro-1H-pyrimido[4,5-b]quinoline-2-thione

Canonical SMILES : COC1=CC=CC(=C1)C2C3=C(C4=C(CCCC4)N=C3NC(=S)N2)N

InChI : InChI=1S\/C18H20N4OS\/c1-23-11-6-4-5-10(9-11)16-14-15(19)12-7-2-3-8-13(12)20-17(14)22-18(24)21-16\/h4-6,9,16H,2-3,7-8H2,1H3,(H4,19,20,21,22,24)

InChIKey : GLVAOWPNTIXLJA-UHFFFAOYSA-N

Other name(s) : CHEMBL4171520,BDBM50449745

MW : 340.4

Formula : C18H20N4OS

CAS_number :

PubChem : 145950493

UniChem : GLVAOWPNTIXLJA-UHFFFAOYSA-N

Target

Families : Tacrine-dihydropyrimidine-4e ligand of proteins in family
ACHE

References (1)

Title : Tacripyrimidines, the first tacrine-dihydropyrimidine hybrids, as multi-target-directed ligands for Alzheimer's disease - Chioua_2018_Eur.J.Med.Chem_155_839
Author(s) : Chioua M , Buzzi E , Moraleda I , Iriepa I , Maj M , Wnorowski A , Giovannini C , Tramarin A , Portali F , Ismaili L , Lopez-Alvarado P , Bolognesi ML , Jozwiak K , Menendez JC , Marco-Contelles J , Bartolini M
Ref : Eur Journal of Medicinal Chemistry , 155 :839 , 2018
Abstract : Chioua_2018_Eur.J.Med.Chem_155_839
ESTHER : Chioua_2018_Eur.J.Med.Chem_155_839
PubMedSearch : Chioua_2018_Eur.J.Med.Chem_155_839
PubMedID: 29958119 
Array
(
    [id] => 849
    [inhibitor] => Tacrine-dihydropyrimidine-4e
    [type] => Array
        (
            [0] => Multitarget
            [1] => Derivative of Tacrine
            [2] => Calcium Channel Antagonist
            [3] => Sulfur Compound
            [4] => Quinoline
            [5] => Pyrimidine
        )

    [other_name] => Array
        (
            [0] => CHEMBL4171520
            [1] => BDBM50449745
        )

    [chemical_nomenclature] => 5-amino-4-(3-methoxyphenyl)-3,4,6,7,8,9-hexahydro-1H-pyrimido[4,5-b]quinoline-2-thione
    [formula] => C18H20N4OS
    [cas_number] => 
    [mw] => 340.4
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Chioua_2018_Eur.J.Med.Chem_155_839
    [comment] => Juxtaposition of tacrine, as ChE inhibitor (ChEI), and 3,4-dihydropyrimidin-2(1H)-thiones, as efficient calcium channel blockers (CCBs). IC50 3.05 microM and 3.19 microM on hAChE and hBuChE) and moderate CCB (30.4\% at 1 micoM) with no significant hepatotoxicity
    [gene_locus] => 
    [kin_inhibitor] => 
    [cid] => 145950493
    [family] => ACHE
    [inchikey] => GLVAOWPNTIXLJA-UHFFFAOYSA-N
    [canonicalsmiles] => COC1=CC=CC(=C1)C2C3=C(C4=C(CCCC4)N=C3NC(=S)N2)N
    [inchi] => InChI=1S\/C18H20N4OS\/c1-23-11-6-4-5-10(9-11)16-14-15(19)12-7-2-3-8-13(12)20-17(14)22-18(24)21-16\/h4-6,9,16H,2-3,7-8H2,1H3,(H4,19,20,21,22,24)
    [wikipedia] => 
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)