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.
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 CDK toolkit. 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
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.

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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
References
1. Chen J, Zhang M, Aniagu S, Jiang Y, Chen T. (2024)
PM2.5 induces cardiac defects via AHR-SIRT1-PGC-1α mediated mitochondrial damage.
Environ Toxicol Pharmacol, 106: 104393. [PMID:38367920]
2. Fu Y, Du M, Cao Z, He H. (2022)
PGC-1α attenuates TNF-α-induced inflammatory responses in OCCM-30 cells.
J Periodontal Res, 57 (5): 1024-1033. [PMID:35903958]
3. Ma M, Gao Y, Qiu X, Gui X, Tian Y, Tian M, Albertson TE, Kishaba T, Tanino Y, Sakairi Y et al.. (2023)
ZLN005 improves the protective effect of mitochondrial function on alveolar epithelial cell aging by upregulating PGC-1α.
J Thorac Dis, 15 (11): 6160-6177. [PMID:38090292]
4. Wang Z, Fu Z, Wang C, Xu J, Ma H, Jiang M, Xu T, Feng X, Zhang W. (2021)
ZLN005 protects against ischemia-reperfusion-induced kidney injury by mitigating oxidative stress through the restoration of mitochondrial fatty acid oxidation.
Am J Transl Res, 13 (9): 10014-10037. [PMID:34650679]
5. Xu Y, Kabba JA, Ruan W, Wang Y, Zhao S, Song X, Zhang L, Li J, Pang T. (2018)
The PGC-1α Activator ZLN005 Ameliorates Ischemia-Induced Neuronal Injury In Vitro and In Vivo.
Cell Mol Neurobiol, 38 (4): 929-939. [PMID:29159732]
6. Zhang LN, Zhou HY, Fu YY, Li YY, Wu F, Gu M, Wu LY, Xia CM, Dong TC, Li JY et al.. (2013)
Novel small-molecule PGC-1α transcriptional regulator with beneficial effects on diabetic db/db mice.
Diabetes, 62 (4): 1297-307. [PMID:23250358]
7. Zhu P, Ma H, Cui S, Zhou X, Xu W, Yu J, Li J. (2022)
ZLN005 Alleviates In Vivo and In Vitro Renal Fibrosis via PGC-1α-Mediated Mitochondrial Homeostasis.
Pharmaceuticals (Basel), 15 (4). [PMID:35455432]