Compound 12 [PMID:28626832]

Ligand id: 9823

Name: Compound 12 [PMID:28626832]

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 32.26
Molecular weight 242.15
XLogP 2.8
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
N,N-dimethyl-2-pyrrolidin-1-ylquinazolin-4-amine
Comments
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.
Database Links
GtoPdb PubChem SID 354702294
PubChem CID 52108499
RCSB PDB Ligand III
Search Google for chemical match using the InChIKey VONNLDQOEHSECV-UHFFFAOYSA-N
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Search UniChem for chemical match using the InChIKey VONNLDQOEHSECV-UHFFFAOYSA-N
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