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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
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P56817|||Q9UJT5
Gene ID: 23621.0
Gene Symbol: BACE1
Target Organism: Homo sapiens (Human)
0.4 nM [Ki]
PubMed

PubMed

TitleDatePubMed
Compounds and Their Use as BACE Inhibitors: Patent Highlight.
2012 Nov 8
Stepping closer to treating Alzheimer's disease patients with BACE1 inhibitor drugs.
2016

Sample Use Guides

Lanabecestat (AZD3293) 20 milligrams (mg) given orally once daily for 104 weeks
Route of Administration: Oral
Name Type Language
LANABECESTAT
INN   USAN  
USAN   INN  
Official Name English
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.)-
Systematic Name English
(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
Systematic Name English
Lanabecestat [WHO-DD]
Common Name English
LY-3314814
Code English
(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
Systematic Name English
AZD-3293
Code English
LY3314814
Code English
LANABECESTAT [USAN]
Common Name English
AZD3293
Code English
lanabecestat [INN]
Common Name English
(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
Systematic Name English
Code System Code Type Description
NCI_THESAURUS
C170091
Created by admin on Sat Dec 16 15:55:46 GMT 2023 , Edited by admin on Sat Dec 16 15:55:46 GMT 2023
PRIMARY
INN
10530
Created by admin on Sat Dec 16 15:55:46 GMT 2023 , Edited by admin on Sat Dec 16 15:55:46 GMT 2023
PRIMARY
PUBCHEM
67979346
Created by admin on Sat Dec 16 15:55:46 GMT 2023 , Edited by admin on Sat Dec 16 15:55:46 GMT 2023
PRIMARY
USAN
DE-76
Created by admin on Sat Dec 16 15:55:46 GMT 2023 , Edited by admin on Sat Dec 16 15:55:46 GMT 2023
PRIMARY
SMS_ID
100000177234
Created by admin on Sat Dec 16 15:55:46 GMT 2023 , Edited by admin on Sat Dec 16 15:55:46 GMT 2023
PRIMARY
DRUG BANK
DB14814
Created by admin on Sat Dec 16 15:55:46 GMT 2023 , Edited by admin on Sat Dec 16 15:55:46 GMT 2023
PRIMARY
WIKIPEDIA
AZD3293
Created by admin on Sat Dec 16 15:55:46 GMT 2023 , Edited by admin on Sat Dec 16 15:55:46 GMT 2023
PRIMARY
EPA CompTox
DTXSID401032008
Created by admin on Sat Dec 16 15:55:46 GMT 2023 , Edited by admin on Sat Dec 16 15:55:46 GMT 2023
PRIMARY
CAS
1383984-21-1
Created by admin on Sat Dec 16 15:55:46 GMT 2023 , Edited by admin on Sat Dec 16 15:55:46 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
CAS
1383982-64-6
Created by admin on Sat Dec 16 15:55:46 GMT 2023 , Edited by admin on Sat Dec 16 15:55:46 GMT 2023
PRIMARY
FDA UNII
X8SPJ492VF
Created by admin on Sat Dec 16 15:55:46 GMT 2023 , Edited by admin on Sat Dec 16 15:55:46 GMT 2023
PRIMARY