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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H28N4O
Molecular Weight 412.5267
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LANABECESTAT

SMILES

CO[C@H]1CC[C@@]2(CC3=C(C=C(C=C3)C4=CC(=CN=C4)C#CC)[C@@]25N=C(C)C(N)=N5)CC1

InChI

InChIKey=WKDNQONLGXOZRG-HRNNMHKYSA-N
InChI=1S/C26H28N4O/c1-4-5-18-12-21(16-28-15-18)19-6-7-20-14-25(10-8-22(31-3)9-11-25)26(23(20)13-19)29-17(2)24(27)30-26/h6-7,12-13,15-16,22H,8-11,14H2,1-3H3,(H2,27,30)/t22-,25-,26-/m0/s1

HIDE SMILES / InChI

Molecular Formula C26H28N4O
Molecular Weight 412.5267
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

AZD-3293 camsylate wider known as Lanabecestat camsylate, a salt of Lanabecestat, a drug that was invented for the treatment of Alzheimer's disease. Lanabecestat inhibits beta-secretase 1 cleaving enzyme (BACE1) thus preventing the buildup of beta-amyloid and help stop the progression of Alzheimer's disease. The drug was in phase III clinical trials, but studies were discontinued because of recommendations by an independent data monitoring committee (IDMC). IDMC concluded that all trials, in early Alzheimer’s disease, and in mild Alzheimer’s disease dementia, were not likely to meet their primary endpoints upon completion and therefore should be stopped for futility.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.4 nM [Ki]

Cmax

ValueDoseCo-administeredAnalytePopulation
314 ng/mL
50 mg 1 times / day steady-state, oral
LANABECESTAT plasma
Homo sapiens
361 ng/mL
50 mg 1 times / day steady-state, oral
LANABECESTAT plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
2820 ng × h/mL
50 mg 1 times / day steady-state, oral
LANABECESTAT plasma
Homo sapiens
3960 ng × h/mL
50 mg 1 times / day steady-state, oral
LANABECESTAT plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
14.9 h
50 mg 1 times / day steady-state, oral
LANABECESTAT plasma
Homo sapiens
17.4 h
50 mg 1 times / day steady-state, oral
LANABECESTAT plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
Lanabecestat (AZD3293) 20 milligrams (mg) given orally once daily for 104 weeks
Route of Administration: Oral
Substance Class Chemical
Record UNII
X8SPJ492VF
Record Status Validated (UNII)
Record Version