UE2343   Click here for help

GtoPdb Ligand ID: 12037

Synonyms: compound 4 [PMID: 28012176] | UE-2343 | Xanamem®
Compound class: Synthetic organic
Comment: UE2343 is an oral, brain-penetrant hydroxysteroid 11-beta dehydrogenase 1 (11-βHSD1) inhibitor that was developed to reduce brain levels of the stress hormone cortisol, as a mechanism to improve memory in Alzheimer's disease patients [1-2]. It failed to provide efficacy in a phase 2 clinical trial.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 123.24
Molecular weight 381.13
XLogP 0.85
No. Lipinski's rules broken 0
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Canonical SMILES O=C(N1[C@@H]2CC[C@H]1CC(C2)(O)c1ncccn1)c1csc(c1)c1c[nH]nc1
Isomeric SMILES C1C[C@H]2CC(C[C@@H]1N2C(=O)c1csc(c1)c1c[nH]nc1)(c1ncccn1)O
InChI InChI=1S/C19H19N5O2S/c25-17(12-6-16(27-11-12)13-9-22-23-10-13)24-14-2-3-15(24)8-19(26,7-14)18-20-4-1-5-21-18/h1,4-6,9-11,14-15,26H,2-3,7-8H2,(H,22,23)/t14-,15+,19?
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Molecular structure representations generated using Open Babel