CHEMBL3322231-cpd5d
Compound 5d (DP-128) is a potent dual inhibitor of hAChE IC50 2.06 +/- 0.3 nM; hBChE IC50 286 +/- 35 nM; Abeta42 aggregation inhibition 74 +/- 4.1 % at 10mM; tau aggregation inhibition 68 +/- 3.2 % at 10mM; toxic
General
Type : Naphthyridine, Derivative of Tacrine, Acridine, Multitarget, Carboxamide, Alkyl linked bis-ligand, anti-Abeta-aggregation
Chemical_Nomenclature : 5-(4-chlorophenyl)-N-[8-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]octyl]-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxamide
Canonical SMILES : C1CCC2=NC3=C(C=CC(=C3)Cl)C(=C2C1)NCCCCCCCCNC(=O)C4=CC5=C(C=C4)N=C(C6=C5NCCC6)C7=CC=C(C=C7)Cl
InChI : InChI=1S\/C40H43Cl2N5O\/c41-28-16-13-26(14-17-28)37-32-11-9-23-44-39(32)33-24-27(15-20-35(33)47-37)40(48)45-22-8-4-2-1-3-7-21-43-38-30-10-5-6-12-34(30)46-36-25-29(42)18-19-31(36)38\/h13-20,24-25,44H,1-12,21-23H2,(H,43,46)(H,45,48)
InChIKey : SCHXMKVUYVNKRR-UHFFFAOYSA-N
Other name(s) : CHEMBL3545559 || BDBM50049859 || N-{8-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]octyl}-5-(4-chlorophenyl)-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxamide || Compound 5d || DP-128
MW : 680.7
Formula : C40H43Cl2N5O
CAS_number :
PubChem : 118709968, 118709967
UniChem : SCHXMKVUYVNKRR-UHFFFAOYSA-N
Target
References (5)
| Title : Synthesis and Biological Profiling of New 1,2,3,4-Tetrahydrobenzo[h]naphthyridine-Based Hybrids as Dual Inhibitors of beta-Amyloid and Tau Aggregation with Anticholinesterase Activity - Verano_2026_Biomolecules_16_593 |
| Author(s) : Verano AB , Sampietro A , Mallo-Abreu A , Spagnuolo R , Perez B , Bartolini M , Loza MI , Brea J , Juarez-Jimenez J , Sabate R , Galdeano C , Munoz-Torrero D |
| Ref : Biomolecules , 16 : , 2026 |
| Abstract : |
| PubMedSearch : Verano_2026_Biomolecules_16_593 |
| PubMedID: 42072714 |
| Title : Discovery of novel multifunctional ligands targeting GABA transporters, butyrylcholinesterase, beta-secretase, and amyloid beta aggregation as potential treatment of Alzheimer's disease - Zareba_2023_Eur.J.Med.Chem_261_115832 |
| Author(s) : Zareba P , Latka K , Mazur G , Gryzlo B , Pasieka A , Godyn J , Panek D , Skrzypczak-Wiercioch A , Hofner GC , Latacz G , Maj M , Espargaro A , Sabate R , Jozwiak K , Wanner KT , Salat K , Malawska B , Kulig K , Bajda M |
| Ref : Eur Journal of Medicinal Chemistry , 261 :115832 , 2023 |
| Abstract : |
| PubMedSearch : Zareba_2023_Eur.J.Med.Chem_261_115832 |
| PubMedID: 37837674 |
| Title : From virtual screening hits targeting a cryptic pocket in BACE-1 to a nontoxic brain permeable multitarget anti-Alzheimer lead with disease-modifying and cognition-enhancing effects - Pont_2021_Eur.J.Med.Chem_225_113779 |
| Author(s) : Pont C , Ginex T , Grinan-Ferre C , Scheiner M , Mattellone A , Martinez N , Arce EM , Soriano-Fernandez Y , Naldi M , De Simone A , Barenys M , Gomez-Catalan J , Perez B , Sabate R , Andrisano V , Loza MI , Brea J , Bartolini M , Bolognesi ML , Decker M , Pallas M , Luque FJ , Munoz-Torrero D |
| Ref : Eur Journal of Medicinal Chemistry , 225 :113779 , 2021 |
| Abstract : |
| PubMedSearch : Pont_2021_Eur.J.Med.Chem_225_113779 |
| PubMedID: 34418785 |
| Title : Centrally Active Multitarget Anti-Alzheimer Agents Derived from the Antioxidant Lead CR-6 - Perez-Areales_2020_J.Med.Chem_63_9360 |
| Author(s) : Perez-Areales FJ , Garrido M , Aso E , Bartolini M , De Simone A , Espargaro A , Ginex T , Sabate R , Perez B , Andrisano V , Puigoriol-Illamola D , Pallas M , Luque FJ , Loza MI , Brea J , Ferrer I , Ciruela F , Messeguer A , Munoz-Torrero D |
| Ref : Journal of Medicinal Chemistry , 63 :9360 , 2020 |
| Abstract : |
| PubMedSearch : Perez-Areales_2020_J.Med.Chem_63_9360 |
| PubMedID: 32706255 |
| Title : Tetrahydrobenzo[h][1,6]naphthyridine-6-chlorotacrine hybrids as a new family of anti-Alzheimer agents targeting beta-amyloid, tau, and cholinesterase pathologies - Di Pietro_2014_Eur.J.Med.Chem_84_107 |
| Author(s) : Di Pietro O , Perez-Areales FJ , Juarez-Jimenez J , Espargaro A , Clos MV , Perez B , Lavilla R , Sabate R , Luque FJ , Munoz-Torrero D |
| Ref : Eur Journal of Medicinal Chemistry , 84C :107 , 2014 |
| Abstract : |
| PubMedSearch : Di Pietro_2014_Eur.J.Med.Chem_84_107 |
| PubMedID: 25016233 |