BRD3444

Ligand id: 9648

Name: BRD3444

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 65.04
Molecular weight 495.25
XLogP 8.35
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name
(8R,9R,10S)-10-(hydroxymethyl)-N-(4-methoxyphenyl)-9-[4-(2-phenylethynyl)phenyl]-1,6-diazabicyclo[6.2.0]decane-6-carboxamide
Comments
BRD3444 is from a series of bicyclic azetidines with promising antimalarial activity against multiple lifecycle stages of the Plasmodium parasite [1].
Note this paper specifies more soluble but slightly less potent analogues likely to have the same mechanism of action including BRD7539 = PubChem CID 54650356 and BRD1095 = PubChem CID 91758335. Note also that BRD3444 has complex stereoisomers as PubChem same connectivity and via the UniChem InChIKey backbone search (see link below).

Potential Target/Mechanism Of Action: Correlation of purified cPheRS IC50 values against parasite growth inhibition assays for a range of analogues, together with genetic evidence, indicate that PfcPheRS is the relevant molecular target of this bicyclic azetidine series [1].
Database Links
ChEMBL Ligand CHEMBL3560390
GtoPdb PubChem SID 340590278
PubChem CID 54669399
Search Google for chemical match using the InChIKey OJOYTIQMDFICSJ-FRXPANAUSA-N
Search Google for chemicals with the same backbone OJOYTIQMDFICSJ
Search UniChem for chemical match using the InChIKey OJOYTIQMDFICSJ-FRXPANAUSA-N
Search UniChem for chemicals with the same backbone OJOYTIQMDFICSJ