Phthalimido-Galanthaminium-4d
IC50 0.1 +/- 0.02 (10-7 M) more potent than both Galanthamine and Tacrine (Mary et al 1998).Structure of torca-ACHE inhibited Greenblatt_2004 1W4L
General
Type : Derivative of Galanthamine,Alkaloid,Natural_modified,Alkyl linked bis-ligand,Isoindole,Phthalimido,Benzazepin,Azepine
Chemical_Nomenclature : 9-Deydro-10-N-Demethyl-10-N-(8'-phthalimidooctyl)-galanthaminium bromide
Canonical SMILES : COC1=C2C3=C(C=C1)C=[N+](CCC34C=CC(CC4O2)O)CCCCCCCCN5C(=O)C6=CC=CC=C6C5=O
InChI : InChI=1S\/C32H37N2O5\/c1-38-26-13-12-22-21-33(19-16-32-15-14-23(35)20-27(32)39-29(26)28(22)32)17-8-4-2-3-5-9-18-34-30(36)24-10-6-7-11-25(24)31(34)37\/h6-7,10-15,21,23,27,35H,2-5,8-9,16-20H2,1H3\/q+1\/t23-,27-,32-\/m0\/s1
InChIKey : VLGAHTYYCHWLNI-BHRZLAGCSA-N
Other name(s) : GL8,Galanthamine derivative 3,Galanthamine derivative,CHEBI:609588,CHEMBL490866,BDBM10406,(1S,12S,14R)-4-[8-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)octyl]-14-hydroxy-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-4,6,8,10(17),15-pentaen-4-ium,(4AR,6S,8AR)-11-[8-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)octyl]-6-hydroxy-3-methoxy-5,6,9,10-tetrahydro-4AH-[1]benzofuro[3A,3,2-EF][2]benzazepin-11-ium
MW : 529.27
Formula : C32H37N2O5
CAS_number :
PubChem : 5288394
UniChem : VLGAHTYYCHWLNI-BHRZLAGCSA-N
IUPHAR :
Wikipedia :
Target
Families : Phthalimido-Galanthaminium-4d ligand of proteins in family: ACHE
Stucture : 1W4L Complex of Torpedo acetylcholinesterase with bis-acting Galanthamine derivative
Protein : torca-ACHE
References (2)
| Title : The complex of a bivalent derivative of galanthamine with torpedo acetylcholinesterase displays drastic deformation of the active-site gorge: implications for structure-based drug design - Greenblatt_2004_J.Am.Chem.Soc_126_15405 |
| Author(s) : Greenblatt HM , Guillou C , Guenard D , Argaman A , Botti SA , Badet B , Thal C , Silman I , Sussman JL |
| Ref : Journal of the American Chemical Society , 126 :15405 , 2004 |
| Abstract : Greenblatt_2004_J.Am.Chem.Soc_126_15405 |
| ESTHER : Greenblatt_2004_J.Am.Chem.Soc_126_15405 |
| PubMedSearch : Greenblatt_2004_J.Am.Chem.Soc_126_15405 |
| PubMedID: 15563167 |
| Gene_locus related to this paper: torca-ACHE |
| Title : Potent acetylcholinesterase inhibitors: design, synthesis, and structure-activity relationships of bis-interacting ligands in the galanthamine series - Mary_1998_Bioorg.Med.Chem_6_1835 |
| Author(s) : Mary A , Renko DZ , Guillou C , Thal C |
| Ref : Bioorganic & Medicinal Chemistry , 6 :1835 , 1998 |
| Abstract : Mary_1998_Bioorg.Med.Chem_6_1835 |
| ESTHER : Mary_1998_Bioorg.Med.Chem_6_1835 |
| PubMedSearch : Mary_1998_Bioorg.Med.Chem_6_1835 |
| PubMedID: 9839013 |