compound 11d [PMID: 23981898]   Click here for help

GtoPdb Ligand ID: 6946

PDB Ligand
Compound class: Synthetic organic
Comment: Novartis optmised BACE1 inhibitor (11d) with potent cellular activity (IC50 10 nM) and a PDB structure. A single oral dose of 60 μmol/kg effected significant reduction in brain Aβ in APP51/16 transgenic mice [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 113.02
Molecular weight 560.23
XLogP 4.51
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES COCC(C(F)(F)F)Oc1cc(CC2CS(=O)CC(C2O)NCc2cccc(c2)C(C)(C)C)cc(c1N)F
Isomeric SMILES COC[C@H](C(F)(F)F)Oc1cc(C[C@@H]2C[S@@](=O)C[C@@H]([C@H]2O)NCc2cccc(c2)C(C)(C)C)cc(c1N)F
InChI InChI=1S/C27H36F4N2O4S/c1-26(2,3)19-7-5-6-16(9-19)12-33-21-15-38(35)14-18(25(21)34)8-17-10-20(28)24(32)22(11-17)37-23(13-36-4)27(29,30)31/h5-7,9-11,18,21,23,25,33-34H,8,12-15,32H2,1-4H3/t18-,21+,23-,25+,38-/m1/s1
InChI Key FIUDDEQHPBHZBI-XPLIUGCLSA-N
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Compound class Synthetic organic
IUPAC Name Click here for help
(1R,3S,4S,5R)-3-[(4-amino-3-fluoro-5-{[(2R)-1,1,1-trifluoro-3-methoxypropan-2-yl]oxy}phenyl)methyl]-5-{[(3-tert-butylphenyl)methyl]amino}-4-hydroxy-1λ4-thian-1-one
Database Links Click here for help
ChEMBL Ligand CHEMBL2425612
GtoPdb PubChem SID 178103528
PubChem CID 51003469
RCSB PDB Ligand 1YT
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