compound 3l [PMID: 30637955]   Click here for help

GtoPdb Ligand ID: 10394

Compound class: Synthetic organic
Comment: Compound 3l is a potent and selective nonpeptide β-secretase 2 (BACE2) inhibitor [2]. It is one of the compounds claimed in patent US9512099 for use in the treatment of Alzheimer's disease or type 2 diabetes [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 15
Topological polar surface area 81.67
Molecular weight 617.29
XLogP 7.13
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES Cc1cc(cc(c1)C(=O)N(C(c1ccccc1)C)C)C(=O)NC(C(CNCc1cccc(c1)C(F)(F)F)O)Cc1ccccc1
Isomeric SMILES Cc1cc(cc(c1)C(=O)N([C@@H](c1ccccc1)C)C)C(=O)N[C@H]([C@@H](CNCc1cccc(c1)C(F)(F)F)O)Cc1ccccc1
InChI InChI=1S/C36H38F3N3O3/c1-24-17-29(21-30(18-24)35(45)42(3)25(2)28-14-8-5-9-15-28)34(44)41-32(20-26-11-6-4-7-12-26)33(43)23-40-22-27-13-10-16-31(19-27)36(37,38)39/h4-19,21,25,32-33,40,43H,20,22-23H2,1-3H3,(H,41,44)/t25-,32+,33-/m1/s1
InChI Key KQGVKXJLEHXBDS-CBHGIOBQSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
1-N-[(2S,3R)-3-hydroxy-1-phenyl-4-[[3-(trifluoromethyl)phenyl]methylamino]butan-2-yl]-3-N,5-dimethyl-3-N-[(1R)-1-phenylethyl]benzene-1,3-dicarboxamide
Database Links Click here for help
GtoPdb PubChem SID 384403673
PubChem CID 117961403
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