PF06260933   Click here for help

GtoPdb Ligand ID: 13265

Synonyms: compound 16 [PMID: 26617966] | PF-06260933 | PF-6260933
Compound class: Synthetic organic
Comment: PF06260933 is an inhibitor of mitogen-activated protein kinase kinase kinase kinases (MAP4Ks). It has been used to explore the role of MAP4Ks in neurite outgrowth and synaptogenesis [3]. MAP4Ks have been identified as therapeutic targets for amyotrophic lateral sclerosis (ALS) [4].
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
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 4
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 76.76
Molecular weight 296.75
XLogP -0.01
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 C1=C(C=CC(=C1)Cl)C2=C(N)N=CC(=C2)C3=CN=C(C=C3)N
Isomeric SMILES C1=CC(=CC=C1C2=C(N=CC(=C2)C3=CN=C(C=C3)N)N)Cl
InChI InChI=1S/C16H13ClN4/c17-13-4-1-10(2-5-13)14-7-12(9-21-16(14)19)11-3-6-15(18)20-8-11/h1-9H,(H2,18,20)(H2,19,21)
InChI Key KHPCIHZXOGHCLY-UHFFFAOYSA-N
References
1. Ammirati M, Bagley SW, Bhattacharya SK, Buckbinder L, Carlo AA, Conrad R, Cortes C, Dow RL, Dowling MS, El-Kattan A et al.. (2015)
Discovery of an in Vivo Tool to Establish Proof-of-Concept for MAP4K4-Based Antidiabetic Treatment.
ACS Med Chem Lett, 6 (11): 1128-33. [PMID:26617966]
2. Dow RL, Ammirati M, Bagley SW, Bhattacharya SK, Buckbinder L, Cortes C, El-Kattan AF, Ford K, Freeman GB, Guimarães CRW et al.. (2018)
2-Aminopyridine-Based Mitogen-Activated Protein Kinase Kinase Kinase Kinase 4 (MAP4K4) Inhibitors: Assessment of Mechanism-Based Safety.
J Med Chem, 61 (7): 3114-3125. [PMID:29570292]
3. Lasham DJ, Arta RK, Hadi AF, Egawa J, Lemmon VP, Takasugi T, Igarashi M, Someya T. (2023)
Effects of MAP4K inhibition on neurite outgrowth.
Mol Brain, 16 (1): 79. [PMID:37980537]
4. Liu ML, Ma S, Tai W, Zhong X, Ni H, Zou Y, Wang J, Zhang CL. (2024)
Screens in aging-relevant human ALS-motor neurons identify MAP4Ks as therapeutic targets for the disease.
Cell Death Dis, 15 (1): 4. [PMID:38177100]