ARN14140-doubleboundlink

Improved plasma stability in vitro and brain penetration in vivo over ARN14140. IC50 hAChE 0.115 +/- 0.003 microM, IC50 hBChE 0.421 +/- 0.036 microM.

General

Type : Adamantyl,Alkyl linked bis-ligand,Multitarget,Derivative of Galanthamine,NMDA-Ligand,Azepine

Chemical_Nomenclature : 11-{(E)-4-[(3,5-dimethyladamantan-1-yl)amino]-but-2-en-1-yl}-3-methoxy-4a, 5,9,10,11,12-hexahydro-6H-benzo[2,3]benzofuro[4,3-cd]azepin-6-ol

Canonical SMILES : C12=C3CN(CC[C@@]14[C@@H](OC2=C(C=C3)OC)CC(C=C4)O)CC=CCNC57CC6(CC(C5)CC(C6)(C7)C)C

InChI : InChI=1S\/C32H44N2O3\/c1-29-15-22-16-30(2,19-29)21-31(17-22,20-29)33-11-4-5-12-34-13-10-32-9-8-24(35)14-26(32)37-28-25(36-3)7-6-23(18-34)27(28)32\/h4-9,22,24,26,33,35H,10-21H2,1-3H3\/b5-4+\/t22?,24?,26-,29?,30?,31?,32-\/m0\/s1

InChIKey : MQXBZGXYQPDNAD-YLUSGMJXSA-N

Other name(s) :


MW : 504.71

Formula : C32H44N2O3

CAS_number :

PubChem :

UniChem : MQXBZGXYQPDNAD-YLUSGMJXSA-N

IUPHAR :

Wikipedia :

Target

Families : ARN14140-doubleboundlink ligand of proteins in family: ACHE

Stucture :

Protein :

References (1)

Title : Galantamine-memantine hybrids for Alzheimer's disease: The influence of linker rigidity in biological activity and pharmacokinetic properties - Basagni_2023_Eur.J.Med.Chem_261_115803
Author(s) : Basagni F , Ortega JA , Bertozzi SM , Armirotti A , Summa M , Bertorelli R , Bartolini M , Mellor IR , Bedeschi M , Bottegoni G , Lembo V , Minarini A , Cavalli A , Rosini M
Ref : Eur Journal of Medicinal Chemistry , 261 :115803 , 2023
Abstract : Basagni_2023_Eur.J.Med.Chem_261_115803
ESTHER : Basagni_2023_Eur.J.Med.Chem_261_115803
PubMedSearch : Basagni_2023_Eur.J.Med.Chem_261_115803
PubMedID: 37734258