Standard InChI: InChI=1S/C25H22ClN3O3/c26-14-8-9-16-19(12-14)29-18-6-2-1-4-15(18)24(16)28-11-10-27-20-13-22(31)23-17(25(20)32)5-3-7-21(23)30/h3,5,7-9,12-13,27,30H,1-2,4,6,10-11H2,(H,28,29)
Standard InChI Key: QOYHHKMVCBONOU-UHFFFAOYSA-N
Associated Targets(Human)
Acetylcholinesterase 18204 Activities
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Butyrylcholinesterase 7174 Activities
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Cholinesterases; ACHE & BCHE 1222 Activities
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Amyloid-beta A4 protein 8510 Activities
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HepG2 196354 Activities
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Associated Targets(non-human)
N2a 708 Activities
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Rattus norvegicus 775804 Activities
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Molecule Features
Natural Product: No
Oral: No
Chemical Probe: No
Parenteral: No
Molecule Type: Small molecule
Topical: No
First In Class: No
Black Box: No
Chirality: No
Availability: No
Prodrug: No
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Properties
Molecular Weight: 447.92
Molecular Weight (Monoisotopic): 447.1350
AlogP: 4.44
#Rotatable Bonds: 5
Polar Surface Area: 91.32
Molecular Species: NEUTRAL
HBA: 6
HBD: 3
#RO5 Violations: 0
HBA (Lipinski): 6
HBD (Lipinski): 3
#RO5 Violations (Lipinski): 0
CX Acidic pKa: 8.46
CX Basic pKa: 7.85
CX LogP: 3.94
CX LogD: 3.69
Aromatic Rings: 3
Heavy Atoms: 32
QED Weighted: 0.50
Np Likeness Score: 0.05
References
1.Nepovimova E, Uliassi E, Korabecny J, Peña-Altamira LE, Samez S, Pesaresi A, Garcia GE, Bartolini M, Andrisano V, Bergamini C, Fato R, Lamba D, Roberti M, Kuca K, Monti B, Bolognesi ML.. (2014) Multitarget drug design strategy: quinone-tacrine hybrids designed to block amyloid-β aggregation and to exert anticholinesterase and antioxidant effects., 57 (20):[PMID:25259726][10.1021/jm5010804]
2.Chalupova K, Korabecny J, Bartolini M, Monti B, Lamba D, Caliandro R, Pesaresi A, Brazzolotto X, Gastellier AJ, Nachon F, Pejchal J, Jarosova M, Hepnarova V, Jun D, Hrabinova M, Dolezal R, Zdarova Karasova J, Mzik M, Kristofikova Z, Misik J, Muckova L, Jost P, Soukup O, Benkova M, Setnicka V, Habartova L, Chvojkova M, Kleteckova L, Vales K, Mezeiova E, Uliassi E, Valis M, Nepovimova E, Bolognesi ML, Kuca K.. (2019) Novel tacrine-tryptophan hybrids: Multi-target directed ligands as potential treatment for Alzheimer's disease., 168 [PMID:30851693][10.1016/j.ejmech.2019.02.021]
