BRD7929   Click here for help

GtoPdb Ligand ID: 11723

PDB Ligand Antimalarial Ligand
Compound class: Synthetic organic
Comment: BRD7929 is an advanced analogue from a bicyclic azetidine series of antimalarial compounds [1].

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 48.05
Molecular weight 522.3
XLogP 5.39
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COc1ccc(cc1)NC(=O)N1CCCCN2[C@@H](C1)[C@H]([C@H]2CN(C)C)c1ccc(cc1)C#Cc1ccccc1
Isomeric SMILES COc1ccc(cc1)NC(=O)N1CCCCN2[C@@H](C1)[C@H]([C@H]2CN(C)C)c1ccc(cc1)C#Cc1ccccc1
InChI InChI=1S/C33H38N4O2/c1-35(2)23-30-32(27-15-13-26(14-16-27)12-11-25-9-5-4-6-10-25)31-24-36(21-7-8-22-37(30)31)33(38)34-28-17-19-29(39-3)20-18-28/h4-6,9-10,13-20,30-32H,7-8,21-24H2,1-3H3,(H,34,38)/t30-,31+,32+/m1/s1
InChI Key VKRCTZCBMKVHCK-RTOKGZNSSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
(8R,9S,10S)-10-[(dimethylamino)methyl]-N-(4-methoxyphenyl)-9-[4-(2-phenylethynyl)phenyl]-1,6-diazabicyclo[6.2.0]decane-6-carboxamide
Database Links Click here for help
CAS Registry No. 1771650-41-9 (source: Scifinder)
ChEMBL Ligand CHEMBL4284340
GtoPdb PubChem SID 458923758
PubChem CID 118065266
RCSB PDB Ligand B79
Search Google for chemical match using the InChIKey VKRCTZCBMKVHCK-RTOKGZNSSA-N
Search Google for chemicals with the same backbone VKRCTZCBMKVHCK
UniChem Compound Search for chemical match using the InChIKey VKRCTZCBMKVHCK-RTOKGZNSSA-N
UniChem Connectivity Search for chemical match using the InChIKey VKRCTZCBMKVHCK-RTOKGZNSSA-N