ARN14140

"balanced inhibiting profile against the acetylcholinesterase enzyme (galantamine) and the NMDA receptor (memantine): AChE IC50 =0.695 muM; NMDAR Ki 2.32 muM"

General

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

Chemical_Nomenclature : (1S,12S,14R)-4-[4-[(3,5-dimethyl-1-adamantyl)amino]butyl]-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-ol

Canonical SMILES : CC12CC3CC(C1)(CC(C3)(C2)NCCCCN4CCC56C=CC(CC5OC7=C(C=CC(=C67)C4)OC)O)C

InChI : InChI=1S\/C32H46N2O3\/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\/h6-9,22,24,26,33,35H,4-5,10-21H2,1-3H3\/t22?,24-,26-,29?,30?,31?,32-\/m0\/s1

InChIKey : SQNFGAWWNIPHLE-WBIOMSNFSA-N

Other name(s) : CHEMBL2178782,BDBM50398930


MW : 506.73

Formula : C32H46N2O3

CAS_number :

PubChem : 71460880

UniChem : SQNFGAWWNIPHLE-WBIOMSNFSA-N

IUPHAR :

Wikipedia :

Target

Families : ARN14140 ligand of proteins in family: ACHE

Stucture :

Protein :

References (3)

Title : Controlled Iontophoretic Delivery in Vitro and in Vivo of ARN14140-A Multitarget Compound for Alzheimer's Disease - Singhal_2019_Mol.Pharm_16_3460
Author(s) : Singhal M , Merino V , Rosini M , Cavalli A , Kalia YN
Ref : Mol Pharm , 16 :3460 , 2019
Abstract : Singhal_2019_Mol.Pharm_16_3460
ESTHER : Singhal_2019_Mol.Pharm_16_3460
PubMedSearch : Singhal_2019_Mol.Pharm_16_3460
PubMedID: 31241959

Title : In Vivo Characterization of ARN14140, a Memantine\/Galantamine-Based Multi-Target Compound for Alzheimer's Disease - Reggiani_2016_Sci.Rep_6_33172
Author(s) : Reggiani AM , Simoni E , Caporaso R , Meunier J , Keller E , Maurice T , Minarini A , Rosini M , Cavalli A
Ref : Sci Rep , 6 :33172 , 2016
Abstract : Reggiani_2016_Sci.Rep_6_33172
ESTHER : Reggiani_2016_Sci.Rep_6_33172
PubMedSearch : Reggiani_2016_Sci.Rep_6_33172
PubMedID: 27609215

Title : Combining galantamine and memantine in multitargeted, new chemical entities potentially useful in Alzheimer's disease - Simoni_2012_J.Med.Chem_55_9708
Author(s) : Simoni E , Daniele S , Bottegoni G , Pizzirani D , Trincavelli ML , Goldoni L , Tarozzo G , Reggiani A , Martini C , Piomelli D , Melchiorre C , Rosini M , Cavalli A
Ref : Journal of Medicinal Chemistry , 55 :9708 , 2012
Abstract : Simoni_2012_J.Med.Chem_55_9708
ESTHER : Simoni_2012_J.Med.Chem_55_9708
PubMedSearch : Simoni_2012_J.Med.Chem_55_9708
PubMedID: 23033965