BRD3444   Click here for help

GtoPdb Ligand ID: 9648

Antimalarial Ligand
Compound class: Synthetic organic
Comment: BRD3444 is from a series of bicyclic azetidines with promising antimalarial activity against all lifecycle stages of the Plasmodium parasite [1]. Note that BRD3444 has complex stereoisomers (PubChem same connectivity and via the UniChem InChIKey backbone search in our summary table below).

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
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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 6
Topological polar surface area 65.04
Molecular weight 495.25
XLogP 4.83
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC1N2CCCCN(CC2C1c1ccc(cc1)C#Cc1ccccc1)C(=O)Nc1ccc(cc1)OC
Isomeric SMILES OC[C@H]1N2CCCCN(C[C@H]2[C@H]1c1ccc(cc1)C#Cc1ccccc1)C(=O)Nc1ccc(cc1)OC
InChI InChI=1S/C31H33N3O3/c1-37-27-17-15-26(16-18-27)32-31(36)33-19-5-6-20-34-28(21-33)30(29(34)22-35)25-13-11-24(12-14-25)10-9-23-7-3-2-4-8-23/h2-4,7-8,11-18,28-30,35H,5-6,19-22H2,1H3,(H,32,36)/t28-,29+,30+/m0/s1
InChI Key OJOYTIQMDFICSJ-FRXPANAUSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
(8R,9R,10S)-10-(hydroxymethyl)-N-(4-methoxyphenyl)-9-[4-(2-phenylethynyl)phenyl]-1,6-diazabicyclo[6.2.0]decane-6-carboxamide
Database Links Click here for help
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