(S)Aporphine-N-benzylpyridinium
2-chlorobenzylpyridinium-containing aporphine was the most potent inhibitor of ACHE in this study with an IC50 value of 0.06 +/- 0.003 microM
General
Type : Isoquinoline, Pyridine, Alkaloid
Chemical_Nomenclature : [(6aS)-1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-yl]-[1-[(2-chlorophenyl)methyl]pyridin-1-ium-4-yl]methanone\;bromide
Canonical SMILES : C12=CC=CC=C1CC4C3=C2C(=C(C=C3CCN4C(C5=CC=[N+](C=C5)CC6=CC=CC=C6Cl)=O)OC)OC.[Br-] || COC1=C(C2=C3[C@H](CC4=CC=CC=C42)N(CCC3=C1)C(=O)C5=CC=[N+](C=C5)CC6=CC=CC=C6Cl)OC.[Br-]
InChI : InChI=1S\/C31H28ClN2O3.BrH\/c1-36-27-18-22-13-16-34(26-17-21-7-3-5-9-24(21)29(28(22)26)30(27)37-2)31(35)20-11-14-33(15-12-20)19-23-8-4-6-10-25(23)32\;\/h3-12,14-15,18,26H,13,16-17,19H2,1-2H3\;1H\/q+1\;\/p-1 || InChI=1S\/C31H28ClN2O3.BrH\/c1-36-27-18-22-13-16-34(26-17-21-7-3-5-9-24(21)29(28(22)26)30(27)37-2)31(35)20-11-14-33(15-12-20)19-23-8-4-6-10-25(23)32\;\/h3-12,14-15,18,26H,13,16-17,19H2,1-2H3\;1H\/q+1\;\/p-1\/t26-\;\/m0.\/s1
InChIKey : NFRXZIOVKXQHSF-UHFFFAOYSA-M || NFRXZIOVKXQHSF-SNYZSRNZSA-M || IISVIQHACVXRIA-SANMLTNESA-N
Other name(s) : AChE-IN-49 || HY-161058 || CS-0911211
MW : 591.93 || 591.9
Formula : C31H28BrClN2O3
CAS_number :
PubChem : 170453117, 170453118
UniChem : NFRXZIOVKXQHSF-UHFFFAOYSA-M, NFRXZIOVKXQHSF-SNYZSRNZSA-M, IISVIQHACVXRIA-SANMLTNESA-N
Aporphine-N-benzylpyridinium.gif)
Target
Families : (S)Aporphine-N-benzylpyridinium ligand of proteins in family
ACHE
Protein :
human-ACHE
References (1)
| Title : Synthesis, Antiacetylcholinesterase Activity, and Molecular Dynamics Simulation of Aporphine-benzylpyridinium Conjugates - Khunnawutmanotham_2024_ACS.Med.Chem.Lett_15_132 |
| Author(s) : Khunnawutmanotham N , Sooknual P , Batsomboon P , Ploypradith P , Chimnoi N , Patigo A , Saparpakorn P , Techasakul S |
| Ref : ACS Med Chem Lett , 15 :132 , 2024 |
| Abstract : |
| PubMedSearch : Khunnawutmanotham_2024_ACS.Med.Chem.Lett_15_132 |
| PubMedID: 38229749 |