ZLN005   Click here for help

GtoPdb Ligand ID: 13255

Synonyms: ZLN 005 | ZLN-005
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: ZLN005 acts as a transcriptional activator of peroxisome proliferator-activated receptor-γ coactivator-1α (PGC-1α; PPARGC1A) [6]. Activation of the AMP-activated protein kinase pathway is implicated in the induction of PGC-1α expression. ZLN005 appears to produce cytoprotective/neuroprotective actions by enhancing mitochondrial fatty acid oxidation, respiration and biogenesis in a range of cell types and pathologies [1,3-5,7], and attenuating oxidative stress and necroptosis.

ZLN005 is commercially available from our sponsors

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 24.39
Molecular weight 250.34
XLogP 3.83
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES CC(C)(C)C1=CC=C(C=C1)C2=NC3=C(C=CC=C3)N2
Isomeric SMILES CC(C)(C)C1=CC=C(C=C1)C2=NC3=CC=CC=C3N2
InChI InChI=1S/C17H18N2/c1-17(2,3)13-10-8-12(9-11-13)16-18-14-6-4-5-7-15(14)19-16/h4-11H,1-3H3,(H,18,19)
InChI Key LQUNNCQSFFKSSK-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-(4-tert-butylphenyl)-1H-benzimidazole
Synonyms Click here for help
ZLN 005 | ZLN-005
Database Links Click here for help
ChEMBL Ligand CHEMBL4303368
GtoPdb PubChem SID 491300037
PubChem CID 899323
Search Google for chemical match using the InChIKey LQUNNCQSFFKSSK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone LQUNNCQSFFKSSK
UniChem Compound Search for chemical match using the InChIKey LQUNNCQSFFKSSK-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey LQUNNCQSFFKSSK-UHFFFAOYSA-N

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MedChemExpress
ZLN005 (links to external site)
Cat. No. HY-17538