example 2 [WO2013004676]   

GtoPdb Ligand ID: 7852

Synonyms: entry 2 [PMID: 24900681] [1]
Compound class: Synthetic organic
Comment: This compound is a BACE1 or BACE2 inhibitor, and is example 2 from patent WO2013004676 [2] (with 8 examples tested). Also published as patent review [1]. This is more potent against BACE2 even although the patent is focused on BACE1 for Alzheimer's disease (AD).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 105.67
Molecular weight 390.07
XLogP 2.95
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Clc1ccc(nc1)C(=O)Nc1ccc(c(c1)C12N=C(N)SCCC2C1)F
Isomeric SMILES Clc1ccc(nc1)C(=O)Nc1ccc(c(c1)[C@]12N=C(N)SCC[C@@H]2C1)F
InChI InChI=1S/C18H16ClFN4OS/c19-11-1-4-15(22-9-11)16(25)23-12-2-3-14(20)13(7-12)18-8-10(18)5-6-26-17(21)24-18/h1-4,7,9-10H,5-6,8H2,(H2,21,24)(H,23,25)/t10-,18+/m1/s1
InChI Key COCAUCFPFHUGAA-MGNBDDOMSA-N
Classification
Compound class Synthetic organic
IUPAC Name
N-[3-[(1S,7S)-5-amino-4-thia-6-azabicyclo[5.1.0]oct-5-en-7-yl]-4-fluorophenyl]-5-chloropyridine-2-carboxamide
Synonyms
entry 2 [PMID: 24900681] [1]
Database Links
ChEMBL Ligand CHEMBL2331712
GtoPdb PubChem SID 223366182
PubChem CID 71202307
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