Semagacestat

Semagacestat
Clinical data
Other names	LY-450139
Routes of; administration	By mouth
ATC code	None;
Legal status
Legal status	Development terminated;
Pharmacokinetic data
Metabolism	CYP3A4, 3A5
Elimination half-life	2.4 hours in circulation
Excretion	87% renal (44% unchanged, 43% as metabolites)
Identifiers
	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;
CAS Number	425386-60-3 ;
PubChem CID	9843750;
IUPHAR/BPS	6978;
ChemSpider	8019465 ;
UNII	3YN0602W4W;
KEGG	D09377 ;
ChEMBL	ChEMBL520733 ;
CompTox Dashboard (EPA)	DTXSID10235740 ;
ECHA InfoCard	100.318.475
Chemical and physical data
Formula	C19H27N3O4
Molar mass	361.442 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@@H](C(=O)N[C@H]1C2=CC=CC=C2CCN(C1=O)C)NC(=O)[C@H](C(C)C)O;
	InChI InChI=1S/C19H27N3O4/c1-11(2)16(23)18(25)20-12(3)17(24)21-15-14-8-6-5-7-13(14)9-10-22(4)19(15)26/h5-8,11-12,15-16,23H,9-10H2,1-4H3,(H,20,25)(H,21,24)/t12-,15-,16-/m0/s1 ; Key:PKXWXXPNHIWQHW-RCBQFDQVSA-N ;
	(what is this?) (verify)

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.

Clinical data

Other names	LY-450139
Routes of administration	By mouth
ATC code	None
Legal status
Legal status	Development terminated
Pharmacokinetic data
Metabolism	CYP3A4, 3A5
Elimination half-life	2.4 hours in circulation
Excretion	87% renal (44% unchanged, 43% as metabolites)
Identifiers
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
CAS Number	425386-60-3^Y
PubChem CID	9843750
IUPHAR/BPS	6978
ChemSpider	8019465^N
UNII	3YN0602W4W
KEGG	D09377^Y
ChEMBL	ChEMBL520733^N
CompTox Dashboard (EPA)	DTXSID10235740
ECHA InfoCard	100.318.475
Chemical and physical data
Formula	C₁₉H₂₇N₃O₄
Molar mass	361.442 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@@H](C(=O)N[C@H]1C2=CC=CC=C2CCN(C1=O)C)NC(=O)[C@H](C(C)C)O
InChI InChI=1S/C19H27N3O4/c1-11(2)16(23)18(25)20-12(3)17(24)21-15-14-8-6-5-7-13(14)9-10-22(4)19(15)26/h5-8,11-12,15-16,23H,9-10H2,1-4H3,(H,20,25)(H,21,24)/t12-,15-,16-/m0/s1^N Key:PKXWXXPNHIWQHW-RCBQFDQVSA-N^N
^NY (what is this?) (verify)