compound J [PMID: 21907142]   Click here for help

GtoPdb Ligand ID: 7854

Synonyms: Example 1 (WO2011029803)
PDB Ligand
Compound class: Synthetic organic
Comment: First published reports of this compound described it as a BACE1 inhibitor, but it was later identified as a BACE2 inhibitor as example 1 (with IC50 9 nM) from patent WO2011029803 [1]. It is also published as compound J from the BACE2 diabetes target paper [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 105.67
Molecular weight 378.07
XLogP 3
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Clc1ccc(nc1)C(=O)Nc1ccc(c(c1)C1(C)CCSC(=N1)N)F
Isomeric SMILES Clc1ccc(nc1)C(=O)Nc1ccc(c(c1)[C@]1(C)CCSC(=N1)N)F
InChI InChI=1S/C17H16ClFN4OS/c1-17(6-7-25-16(20)23-17)12-8-11(3-4-13(12)19)22-15(24)14-5-2-10(18)9-21-14/h2-5,8-9H,6-7H2,1H3,(H2,20,23)(H,22,24)/t17-/m0/s1
InChI Key VVZZZUNCWSTIOI-KRWDZBQOSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[3-[(4S)-2-amino-4-methyl-5,6-dihydro-1,3-thiazin-4-yl]-4-fluorophenyl]-5-chloropyridine-2-carboxamide
Synonyms Click here for help
Example 1 (WO2011029803)
Database Links Click here for help
ChEMBL Ligand CHEMBL2347211
GtoPdb PubChem SID 223366184
PubChem CID 50938551
RCSB PDB Ligand C6U
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