Structure via PubChem · Public domain (PubChem)
semagacestat
Sign in to saveAlso known as LY-450139, LY450139
Semagacestat (LY-450139) was a candidate drug for a causal therapy against Alzheimer's disease. It was originally developed by Eli Lilly and Elan, and clinical trials were conducted by Eli Lilly. Phase III trials included over 3000 patients, but in August 2010, a disappointing interim analysis, in which semagacestat performed worse than the placebo, led to the trials being stopped.
Chemical data
- Formula
- C19H27N3O4
- Molecular weight
- 361.4 g/mol
- IUPAC name
- (2S)-2-hydroxy-3-methyl-N-[(2S)-1-[[(5S)-3-methyl-4-oxo-2,5-dihydro-1H-3-benzazepin-5-yl]amino]-1-oxopropan-2-yl]butanamide
- SMILES
- C[C@@H](C(=O)N[C@H]1C2=CC=CC=C2CCN(C1=O)C)NC(=O)[C@H](C(C)C)O
- InChIKey
- PKXWXXPNHIWQHW-RCBQFDQVSA-N
- XLogP
- 1.3
- Polar surface area
- 98.7 Ų
- H-bond donors
- 3
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- Alzheimer disease
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 361.200156
Show 4 more facts
- chemical formula
- C₁₉H₂₇N₃O₄
- canonical SMILES
- CC(C)C(C(=O)NC(C)C(=O)NC1C2=CC=CC=C2CCN(C1=O)C)O
- isomeric SMILES
- C[C@@H](C(=O)N[C@H]1C2=CC=CC=C2CCN(C1=O)C)NC(=O)[C@H](C(C)C)O
- Commons category
- Semagacestat
Sources (2)
via Wikidata · CC0
~5 min read
Encyclopedic overview
4 sectionsContents
- Mechanism of action
- Clinical trials
- Issues
- References
{{Infobox drug | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 443328897 | IUPAC_name = (2S)-2-Hydroxy-3-methyl-N-((1S)-1-methyl-2-{[(1S)-3-methyl-2-oxo-2,3,4,5-tetrahydro-1H-3-benzazepin-1-yl]amino}-2-oxoethyl)butanamide | image = Semagacestat.svg | image_class = skin-invert-image
| tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = Development terminated | routes_of_administration = By mouth
Excerpted from Wikipedia’s “semagacestat” article, available under the CC BY-SA 4.0 licence.