Akt inhibitor IV   Click here for help

GtoPdb Ligand ID: 5919

Synonyms: GNF-PF-254
Compound class: Synthetic organic
Comment: This is compound 5233705 in [4] (this is its ChemBridge reference). It was originally reported to be an AKT (protein kinase B) inhibitor [5]. However, the primary molecular target(s) of this compound have not been clearly identified, and its action may involve activation of the PDK1 kinase upstream of AKT, modulation of mTORC2 or targets outside of the PI3-kinase/AKT pathway [2].
PI3-kinase/AKT pathway inhibitors are under investigation as anticancer and antiviral agents.
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 0
Rotatable bonds 6
Topological polar surface area 52.66
Molecular weight 487.2
XLogP 8.42
No. Lipinski's rules broken 1

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[n+]1c(C=CN(c2ccccc2)C)n(c2c1cc(cc2)c1nc2c(s1)cccc2)c1ccccc1
Isomeric SMILES CC[n+]1c(/C=C/N(c2ccccc2)C)n(c2c1cc(cc2)c1nc2c(s1)cccc2)c1ccccc1
InChI InChI=1S/C31H27N4S/c1-3-34-28-22-23(31-32-26-16-10-11-17-29(26)36-31)18-19-27(28)35(25-14-8-5-9-15-25)30(34)20-21-33(2)24-12-6-4-7-13-24/h4-22H,3H2,1-2H3/q+1
InChI Key OTHITMYLBRCVIT-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/)

Large-scale screening data

EMD Millipore KinaseProfilerTM screen/Reaction Biology Kinase HotspotSM screen Click here for help
A screen profiling 158 kinase inhibitors (Calbiochem Protein Kinase Inhibitor Library I and II, catalogue numbers 539744 and 539745) for their inhibitory activity at 1µM and 10µM against 234 human recombinant kinases using the EMD Millipore KinaseProfilerTM service.

A screen profiling the inhibitory activity of 178 commercially available kinase inhibitors at 0.5µM against a panel of 300 recombinant protein kinases using the Reaction Biology Corporation Kinase HotspotSM platform.

http://www.millipore.com/techpublications/tech1/pf3036
http://www.reactionbiology.com/webapps/main/pages/kinase.aspx

Reference: 1,3
Key to terms and symbols Click column headers to sort
Target Name in screen Sp. Type Action % Activity remaining at 0.5µM % Activity remaining at 1µM % Activity remaining at 10µM
death associated protein kinase 1 DAPK1/DAPK1 Hs Inhibitor Inhibition 74.7 79.0 51.0
EPH receptor A1 EphA1/EPHA1 Hs Inhibitor Inhibition 77.1 100.0 100.0
protein kinase C alpha PKCα/PKCa Hs Inhibitor Inhibition 77.7 112.0 103.0
protein kinase N2 PRK2/PKN2(PRK2) Hs Inhibitor Inhibition 79.2 94.0 77.0
serine/threonine kinase 39 nd/STK39(STLK3) Hs Inhibitor Inhibition 81.1
fibroblast growth factor receptor 4 FGFR4/FGFR4 Hs Inhibitor Inhibition 84.1 101.0 84.0
protein kinase N1 nd/PKN1(PRK1) Hs Inhibitor Inhibition 85.7
WNK lysine deficient protein kinase 3 WNK3/WNK3 Hs Inhibitor Inhibition 85.9 100.0 44.0
component of inhibitor of nuclear factor kappa B kinase complex IKKα/IKKA(CHUK) Hs Inhibitor Inhibition 86.0 92.0 93.0
beta adrenergic receptor kinase 1 nd/GRK2 Hs Inhibitor Inhibition 87.5
Displaying the top 10 targets  View all targets in screen »