Quinone-polyamine-NSAID-4
derived from memoquin central benzoquinone core and a fragment taken from non-steroidal anti-inflammatory drugs, connected through polyamine linker. In the present exemple the NSAID is diclofenac. IC50 ACHE 15.4 +/- 1.1 microM; IC50 BCHE 0.36 +/- 0.02 microM
General
Type : Multitarget, Derivative of Memoquin, 5-Lipoxygenase inhibitor, Alkyl linked bis-ligand
Chemical_Nomenclature : 2-[2-(2,6-dichloroanilino)phenyl]-N-[3-[3-[[4-[3-[3-[[2-[2-(2,6-dichloroanilino)phenyl]acetyl]amino]propylamino]propylamino]-3,6-dioxocyclohexa-1,4-dien-1-yl]amino]propylamino]propyl]acetamide
Canonical SMILES : C1=CC=C(C(=C1)CC(=O)NCCCNCCCNC2=CC(=O)C(=CC2=O)NCCCNCCCNC(=O)CC3=CC=CC=C3NC4=C(C=CC=C4Cl)Cl)NC5=C(C=CC=C5Cl)Cl
InChI : InChI=1S\/C46H52Cl4N8O4\/c47-33-13-5-14-34(48)45(33)57-37-17-3-1-11-31(37)27-43(61)55-25-9-21-51-19-7-23-53-39-29-42(60)40(30-41(39)59)54-24-8-20-52-22-10-26-56-44(62)28-32-12-2-4-18-38(32)58-46-35(49)15-6-16-36(46)50\/h1-6,11-18,29-30,51-54,57-58H,7-10,19-28H2,(H,55,61)(H,56,62)
InChIKey : OWEZYYQDVVGJQA-UHFFFAOYSA-N
Other name(s) : CHEMBL3087676 || BDBM50494334
MW : 922.8
Formula : C46H52Cl4N8O4
CAS_number :
PubChem : 72544155
UniChem : OWEZYYQDVVGJQA-UHFFFAOYSA-N
Target
Families : Quinone-polyamine-NSAID-4 ligand of proteins in family
BCHE
Protein :
human-BCHE
References (2)
| Title : Quinones bearing non-steroidal anti-inflammatory fragments as multitarget ligands for Alzheimer's disease - Prati_2013_Bioorg.Med.Chem.Lett_23_6254 |
| Author(s) : Prati F , Bartolini M , Simoni E , De Simone A , Pinto A , Andrisano V , Bolognesi ML |
| Ref : Bioorganic & Medicinal Chemistry Lett , 23 :6254 , 2013 |
| Abstract : |
| PubMedSearch : Prati_2013_Bioorg.Med.Chem.Lett_23_6254 |
| PubMedID: 24140444 |
| Title : Exploiting the lipoic acid structure in the search for novel multitarget ligands against Alzheimer's disease - Rosini_2011_Eur.J.Med.Chem_46_5435 |
| Author(s) : Rosini M , Simoni E , Bartolini M , Tarozzi A , Matera R , Milelli A , Hrelia P , Andrisano V , Bolognesi ML , Melchiorre C |
| Ref : Eur Journal of Medicinal Chemistry , 46 :5435 , 2011 |
| Abstract : |
| PubMedSearch : Rosini_2011_Eur.J.Med.Chem_46_5435 |
| PubMedID: 21924801 |