Pyridin-quinuclidin-phenylcarbamate-Cpd7a
Derivative of Bradanicline a7NAchR agonist. Targeting Butyrylcholinesterase and alpha7 Nicotinic Receptor. Although it is a carbamate, it is not a covalent inhibitor of BChE. IC50 microM hBChE 2.18 +/- 0.84 for the (2S,3R)-enantiomer 1.79 +/- 0.02 for the (2RS,3RS) isomers mixture. EC50 (alpha7 nAChR, nM) 57.23 +/- 9.68 for the (2S,3R)-enantiomer 42.46 +/- 6.98 for the (2RS,3RS) isomers mixture
General
Type : Nicotinic agonist, Multitarget, Quinuclidine, Carbamate, Pyridine, Azabicyclo
Chemical_Nomenclature : 2-(Pyridin-3-ylmethyl)quinuclidin-3-yl phenylcarbamate || [(2S,3R)-2-(pyridin-3-ylmethyl)-1-azabicyclo[2.2.2]octan-3-yl] N-phenylcarbamate
Canonical SMILES : C1CN2CCC1[C@H]([C@@H]2CC3=CN=CC=C3)OC(=O)NC4=CC=CC=C4
InChI : InChI=1S\/C20H23N3O2\/c24-20(22-17-6-2-1-3-7-17)25-19-16-8-11-23(12-9-16)18(19)13-15-5-4-10-21-14-15\/h1-7,10,14,16,18-19H,8-9,11-13H2,(H,22,24)\/t18-,19+\/m0\/s1
InChIKey : PMTJTOSHJSYWNV-RBUKOAKNSA-N
Other name(s) : Compound 7a || CHEMBL1258126 || BDBM50417090 || A1JOI
MW : 337.4
Formula : C20H23N3O2
CAS_number :
PubChem : 49783248
UniChem : PMTJTOSHJSYWNV-RBUKOAKNSA-N
Target
Families : Pyridin-quinuclidin-phenylcarbamate-Cpd7a ligand of proteins in family
BCHE
Structure :
9SL9
Protein :
human-BCHE
References (1)
| Title : Dual Cholinergic Modulation in Dementia: Quinuclidine Carbamates Targeting Butyrylcholinesterase and alpha7 Nicotinic Receptor - Mastnak-Sokolov_2025_Chem.Biol.Interact_15ChEPon__111830 |
| Author(s) : Mastnak-Sokolov P , Knez D , Meden A , Strasek Benedik N , Ferjancic Benetik S , Hrast Rambaher M , Zorman M , Nachon F , Brazzolotto X , Jardemark K , Jungholm O , Bruton J , Strandback E , Nyman T , Shahid M , Gobec S |
| Ref : Chemico-Biological Interactions , :111830 , 2025 |
| Abstract : |
| PubMedSearch : Mastnak-Sokolov_2025_Chem.Biol.Interact_15ChEPon__111830 |
| PubMedID: 41242410 |
| Gene_locus related to this paper: human-BCHE |