compound 12d [PMID: 33821636]   Click here for help

GtoPdb Ligand ID: 11505

PDB Ligand
Compound class: Synthetic organic
Comment: Compound 12d is a boronic acid-containing agent that was designed as a selective inhibitor of the AAA+ ATPase, LONP1 [1]. It provides a tool compound that is suitable for investigating LONP1 biology in vitro. Compound 12d has negligible activity at the 20S proteasome.
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 8
Hydrogen bond donors 4
Rotatable bonds 13
Topological polar surface area 124.44
Molecular weight 398.21
XLogP 1.43
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCC[C@H](C(=O)N[C@H](B(O)O)CCCc1ccccc1)NC(=O)c1cnccn1
Isomeric SMILES CCC[C@H](C(=O)N[C@H](B(O)O)CCCc1ccccc1)NC(=O)c1cnccn1
InChI InChI=1S/C20H27BN4O4/c1-2-7-16(24-20(27)17-14-22-12-13-23-17)19(26)25-18(21(28)29)11-6-10-15-8-4-3-5-9-15/h3-5,8-9,12-14,16,18,28-29H,2,6-7,10-11H2,1H3,(H,24,27)(H,25,26)/t16-,18+/m1/s1
InChI Key KSQVGVMZECCPAT-AEFFLSMTSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
((R)-4-Phenyl-1-((R)-2-(pyrazine-2-carboxamido)pentanamido)butyl)boronic acid
Database Links Click here for help
GtoPdb PubChem SID 441604877
RCSB PDB Ligand UKS
Search Google for chemical match using the InChIKey KSQVGVMZECCPAT-AEFFLSMTSA-N
Search Google for chemicals with the same backbone KSQVGVMZECCPAT
Search UniChem for chemical match using the InChIKey KSQVGVMZECCPAT-AEFFLSMTSA-N
Search UniChem for chemicals with the same backbone KSQVGVMZECCPAT