Compound: Lanabecestat
SMILES: O([C@H]1CC[C@]2([C@@]3(N=C(N)C(=N3)C)c4cc(-c5cncc(c5)C#CC)ccc4C2)CC1)C
InChIKey: WKDNQONLGXOZRG-HRNNMHKYSA-N
Synonyms: Lanabecestat, 1383982-64-6, AZD-3293, LY3314814, Lanabecestat [USAN], X8SPJ492VF, Lanabecestat (AZD3293; LY3314814), CHEMBL4217620, LY-3314814, Lanabecestat(AZD3293,LY-3314814), (1,4-trans,1'R)-4-methoxy-5''-methyl-6'-(5-(prop-1-yn-1-yl)pyridin-3-yl)-3'H-dispiro(cyclohexane-1,2'-indene-1',2''-imidazol)-4''-amine, (1alpha,1'R,4beta)-4-Methoxy-5''-methyl-6'-[5-(1-propyn-1-yl)-3-pyridinyl]dispiro[cyclohexane-1,2'-[2H]indene-1'(3'H),2''-[2H]imidazol]-4''-amine, (1R,1'R,4R)-4-methoxy-5''-methyl-6'-(5-(prop-1-yn-1-yl)pyridin-3-yl)-3'H-- dispiro(cyclohexane-1,2'-indene-1',2''-imidazol)-4''-amine, 1383984-21-1, Dispiro(cyclohexane-1,2'-(2H)indene-1'(3'H),2''-(2H)imidazol)-4''-amine, 4-methoxy-5''-methyl-6'-(5-(1-propyn-1-yl)-3-pyridinyl)-, (1alpha,1'R,4beta)-, Dispiro[cyclohexane-1,2'-[2H]indene-1'(3'H),2''-[2H]iMidazol]-4''-aMine, 4-Methoxy-5''-Methyl-6'-[5-(1-propyn-1-yl)-3-pyridinyl]-, (1alpha,1'R,4beta)-, Lanabecestat (USAN/INN), LANABECESTAT [INN], UNII-X8SPJ492VF, LANABECESTAT [WHO-DD], GTPL7789, orb1679015, SCHEMBL9947926, SCHEMBL9947930, CHEMBL3261045, CHEMBL3349234, CHEMBL3989948, SCHEMBL10249890, SCHEMBL20702043, SCHEMBL23085139, SCHEMBL29358506, BDBM41537, BDBM41542, C26H28N4O, BDBM136733, DTXSID401032008, GLXC-10677, HMS3886B08, EX-A1471, IFC98264, BDBM50012629, BDBM50452874, s8193, US8865911, 20a Isomer 1, CCG-268796, CS-7494, DB14814, SB18857, (1r,1'R,4R)-4-methoxy-5''-methyl-6'-(5-(prop-1-yn-1-yl)pyridin-3-yl)-3'H-dispiro[cyclohexane-1,2'-indene-1',2''-imidazol]-4''-amine, AC-33090, MS-27132, HY-100740, LY 3314814, D10946, US8865911, 114, US8865911, 122, Q27293694, (1R,1'R,4R)-4-METHOXY-5''-METHYL-6'-(5-(PROP-1-YN-1-YL)PYRIDIN-3-YL)-3'H-DISPIRO(CYCLOHEXANE-1,2'-INDEN-1',2''-IMIDAZOL)-4''-AMINE, (1r,4r)-4-methoxy-5''-methyl-6'-(5-(prop-1-yn-1-yl)pyridin-3-yl)-3'H-dispiro[cyclohexane-1,2'-indene-1',2''-imidazol]-4''-amine, 4-methoxy-5'-methyl-6'-(5-(prop-1-yn-1-yl)pyridin-3-yl)-3'H-dispiro(cyclohexane-1,2'-inden-1',2'-imidazol)-4'-amine, DISPIRO(CYCLOHEXANE-1,2'-(2H)INDENE-1'(3'H),2''-(2H)IMIDAZOL)-4''-AMINE, 4-METHOXY-5''-METHYL-6'-(5-(1-PROPYN-1-YL)-3-PYRIDINYL)-, (1.ALPHA.,1'R,4.BETA.)-, Dispiro[cyclohexane-1,2'-[2H]indene-1'(3'H),2''-[2H]iMidazol]-4''-aMine, 4-Methoxy-5''-Methyl-6'-[5-(1-propyn-1-yl)-3-pyridinyl]-, (1|A,1'R,4|A)-
Theoretical properties:
molecular_formula: C26H28N4O
molecular_weight: 412.5 g/mol
exact_mass: 412.22631153 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 31
topological_polar_surface_area: 72.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: LANABECESTAT is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Lanabecestat (formerly known as AZD3293 or LY3314814) is an oral beta-secretase 1 cleaving enzyme (BACE) inhibitor. A BACE inhibitor in theory would prevent the buildup of beta-amyloid and may help slow or stop the progression of Alzheimer's disease.
In September 2014, AstraZeneca and Eli Lilly and Company announced an agreement to co-develop lanabecestat. A pivotal Phase II/III clinical trial of lanabecestat started in late 2014 and is planned to recruit 2,200 patients and end in June 2019. In April 2016 the company announced it would advance to phase 3 without modification. AstraZeneca and Eli Lilly announced in August 2016 that they received FDA fast track designation for lanabecestat.  On June 12, 2018, Lilly and AstraZeneca announced that the two ongoing Phase III clinical trials for lanabecestat were not likely to meet their primary endpoint and that all current trials would be stopped due to futility.