Compound: Linopirdine
SMILES: O=C1N(c2ccccc2)c3ccccc3C1(Cc4ccncc4)Cc5ccncc5
InChIKey: YEJCDKJIEMIWRQ-UHFFFAOYSA-N
Synonyms: Linopirdine, 105431-72-9, Dup 996, 1-phenyl-3,3-bis(pyridin-4-ylmethyl)indol-2-one, DuP-996, Linopirdina, I5TB3NZ94T, 2H-Indol-2-one, 1,3-dihydro-1-phenyl-3,3-bis(4-pyridinylmethyl)-, 1-phenyl-3,3-bis(4-pyridylmethyl)indolin-2-one, 3,3-bis(4-pyridylmethyl)-1-phenylindolin-2-one, linopirdinum, 3,3-dipyridylmethyl-1-phenyl-2-indolinone, RefChem:924805, N06BX09, 1,3-Dihydro-1-phenyl-3,3-bis(4-pyridinylmethyl)-2H-indol-2-one, 1-Phenyl-3,3-bis(pyridin-4-ylmethyl)indolin-2-one, MFCD00867216, 1-Phenyl-3,3-bis(4-pyridinylmethyl)-2-indolinone, NCGC00015590-03, DTXSID6045163, DTXCID4025163, Linopirine, Linopirdine [USAN:INN], AVIVA, CAS-105431-72-9, UNII-I5TB3NZ94T, SR-01000075324, Tocris-1999, Lopac-L-134, Linopirdine(DuP-996), LINOPIRDINE [INN], Linopirdine (USAN/INN), LINOPIRDINE [USAN], LINOPIRDINE [MART.], Lopac0_000732, LINOPIRDINE [WHO-DD], MLS000862189, SCHEMBL122699, CHEMBL319111, GTPL2599, orb1308125, CHEBI:34823, Linopirdine, >=98% (HPLC), YEJCDKJIEMIWRQ-UHFFFAOYSA-N, GLXC-06161, HMS2233C05, HMS3262C06, HMS3370B17, Tox21_110177, Tox21_500732, AKOS032946532, Tox21_110177_1, CCG-204817, DB13806, HY-W020468, LP00732, SDCCGSBI-0050710.P002, NCGC00015590-01, NCGC00015590-02, NCGC00015590-04, NCGC00015590-05, NCGC00015590-06, NCGC00015590-07, NCGC00015590-10, NCGC00025338-01, NCGC00025338-02, NCGC00025338-03, NCGC00261417-01, AS-16868, DA-64984, SMR000326952, CS-0039654, EU-0100732, NS00126871, D04741, W12323, 3,3-Bis (4-pyridylmethyl)-1-phenylindolin-2-one, 3,3-bis(4-pyridinylmethyl)-1-phenylindolin-2-one, Q6554730, SR-01000075324-1, BRD-K59332007-300-01-9, BRD-K59332007-300-02-7, 2H-Indol-2-one,1,3-dihydro-1-phenyl-3,3-bis(4-pyridinylmethyl)-, 1-Phenyl-3,3-bis[(pyridin-4-yl)methyl]-1,3-dihydro-2H-indol-2-one, FCC
Theoretical properties:
molecular_formula: C26H21N3O
molecular_weight: 391.5 g/mol
exact_mass: 391.168462302 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 5
heavy_atom_count: 30
topological_polar_surface_area: 46.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Linopirdine is a member of indoles.
chembl: LINOPIRDINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Linopirdine is a putative cognition-enhancing drug with a novel mechanism of action.  Linopirdine blocks the KCNQ2\3 heteromer M current with an IC50 of 2.4 micromolar disinhibiting acetylcholine release, and increasing hippocampal CA3-schaffer collateral mediated glutamate release onto CA1 pyramidal neurons.  In a murine model linopirdine is able to nearly completely reverse the senescence-related decline in cortical c-FOS, an effect which is blocked by atropine and MK-801, suggesting Linopirdine can compensate for the age related decline in acetylcholine release.  Linopirdine also blocks homomeric KCNQ1 and KCNQ4 voltage gated potassium channels which contribute to vascular tone with substantially less selectivity than KCNQ2/3. Linopirdine also acts as a glycine receptor antagonist in concentrations typical for Kv7 studies in the brain.