5DYW-5hf
the most potent inhibitor described in Kosak et al. 2016. IC50 hBCHE 4.9 +/- 0.3 nM and 0.4% residual activity at 10 microM; mouse ACHE 97% at 10 microM (IC50 10.2 nM hBChE)
General
Type : Piperidine, Derivative of Donepezil, Sulfur Compound, Sulfonamide, Naphthalen
Chemical_Nomenclature : N-{[(3S)-1-benzylpiperidin-3-yl]methyl}-N-(2-methoxyethyl)naphthalene-2-sulfonamide
Canonical SMILES : COCCN(C[C@H]1CCCN(Cc2ccccc2)C1)S(=O)(=O)c1ccc2ccccc2c1
InChI : InChI=1S\/C26H32N2O3S\/c1-31-17-16-28(32(29,30)26-14-13-24-11-5-6-12-25(24)18-26)21-23-10-7-15-27(20-23)19-22-8-3-2-4-9-22\/h2-6,8-9,11-14,18,23H,7,10,15-17,19-21H2,1H3\/t23-\/m0\/s1
InChIKey : NIHBOOKOQZGYSF-QHCPKHFHSA-N
Other name(s) : 5hf || ZINC000584904815 || Compound 2
MW : 452.61
Formula : C26H32N2O3S
CAS_number :
PubChem : 123133730
UniChem : NIHBOOKOQZGYSF-QHCPKHFHSA-N
Target
References (4)
| Title : Lead Optimization of a Butyrylcholinesterase Inhibitor for the Treatment of Alzheimer's Disease - Kosak_2025_J.Med.Chem__ |
| Author(s) : Kosak U , Strasek Benedik N , Knez D , Zakelj S , Trontelj J , Pislar A , Horvat S , Bolje A , Znidarsic N , Grgurevic N , Svara T , Kljun J , Skrzypczak-Wiercioch A , Lv B , Xiong Y , Wang Q , Bian R , Shao J , Dias J , Nachon F , Brazzolotto X , Stojan J , Sun H , Salat K , Gobec S |
| Ref : Journal of Medicinal Chemistry , : , 2025 |
| Abstract : |
| PubMedSearch : Kosak_2025_J.Med.Chem__ |
| PubMedID: 40454648 |
| Gene_locus related to this paper: human-BCHE |
| Title : A novel butyrylcholinesterase inhibitor induces antidepressant, pro-cognitive, and anti-anhedonic effects in Flinders Sensitive Line rats: The role of the ghrelin-dopamine cascade - Olivier_2025_Biomed.Pharmacother_187_118093 |
| Author(s) : Olivier N , Harvey BH , Gobec S , Shahid M , Kosak U , Zakelj S , Brink CB |
| Ref : Biomed Pharmacother , 187 :118093 , 2025 |
| Abstract : |
| PubMedSearch : Olivier_2025_Biomed.Pharmacother_187_118093 |
| PubMedID: 40318448 |
| Title : Treatment of canine cognitive dysfunction with novel butyrylcholinesterase inhibitor - Zakosek Pipan_2021_Sci.Rep_11_18098 |
| Author(s) : Zakosek Pipan M , Prpar Mihevc S , Strbenc M , Kosak U , German Ilic I , Trontelj J , Zakelj S , Gobec S , Pavlin D , Majdic G |
| Ref : Sci Rep , 11 :18098 , 2021 |
| Abstract : |
| PubMedSearch : Zakosek Pipan_2021_Sci.Rep_11_18098 |
| PubMedID: 34518582 |
| Title : Development of an in-vivo active reversible butyrylcholinesterase inhibitor - Kosak_2016_Sci.Rep_6_39495 |
| Author(s) : Kosak U , Brus B , Knez D , Sink R , Zakelj S , Trontelj J , Pislar A , Slenc J , Gobec M , Zivin M , Tratnjek L , Perse M , Salat K , Podkowa A , Filipek B , Nachon F , Brazzolotto X , Wieckowska A , Malawska B , Stojan J , Rascan IM , Kos J , Coquelle N , Colletier JP , Gobec S |
| Ref : Sci Rep , 6 :39495 , 2016 |
| Abstract : |
| PubMedSearch : Kosak_2016_Sci.Rep_6_39495 |
| PubMedID: 28000737 |
| Gene_locus related to this paper: human-BCHE |