Compound 12 [PMID:28626832]   Click here for help

GtoPdb Ligand ID: 9823

PDB Ligand
Compound class: Synthetic organic
Comment: This work describes an approach to identify β-secretase 1 (BACE1) fragment binders. Assays, NMR and crystallographic studies with the soluble domain of BACE1 identified a unique binding mode for compound 12, a fragment that still occupies the active site while not making any interactions with catalytic Aspartic acid residues [1]. The very low IC50 of 0.5 mM is a consequence of being a fragment but this is unusual in having a PDB crystal structure 5MXD showing the novel active site interactions.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 32.26
Molecular weight 242.15
XLogP 3.58
No. Lipinski's rules broken 0
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Canonical SMILES CN(c1nc(nc2c1cccc2)N1CCCC1)C
Isomeric SMILES CN(c1nc(nc2c1cccc2)N1CCCC1)C
InChI InChI=1S/C14H18N4/c1-17(2)13-11-7-3-4-8-12(11)15-14(16-13)18-9-5-6-10-18/h3-4,7-8H,5-6,9-10H2,1-2H3
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Database Links Click here for help
GtoPdb PubChem SID 354702294
PubChem CID 52108499
Search Google for chemical match using the InChIKey VONNLDQOEHSECV-UHFFFAOYSA-N
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UniChem Connectivity Search for chemical match using the InChIKey VONNLDQOEHSECV-UHFFFAOYSA-N