PHT-427   Click here for help

GtoPdb Ligand ID: 8009

Synonyms: PHT 427 | PHT427
Compound class: Synthetic organic
Comment: PHT-427 is a novel dual inhibitor of 3-phosphoinositide dependent protein kinase 1 (PDK1) and Akt (protein kinase B) [3]. The original identification of PHT-427 (compound 14) as an Akt inhibitor is described in [1] where it is shown to bind to the pleckstrin homology (PH) domain of Akt, not to the catalytic ATP binding site. PDK1 activates Akt by phosphorylating Thr308 in Akt's kinase domain.
The PDK1/Akt signaling pathway plays a key role in cancer cell growth, survival, and tumour angiogenesis and represents a promising target for oncology therapeutics [2,4].
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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

PHT-427 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 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 5
Hydrogen bond donors 1
Rotatable bonds 14
Topological polar surface area 108.57
Molecular weight 409.19
XLogP 8.96
No. Lipinski's rules broken 2
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 CCCCCCCCCCCCc1ccc(cc1)S(=O)(=O)Nc1nncs1
Isomeric SMILES CCCCCCCCCCCCc1ccc(cc1)S(=O)(=O)Nc1nncs1
InChI InChI=1S/C20H31N3O2S2/c1-2-3-4-5-6-7-8-9-10-11-12-18-13-15-19(16-14-18)27(24,25)23-20-22-21-17-26-20/h13-17H,2-12H2,1H3,(H,22,23)
InChI Key BYWWNRBKPCPJMG-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-dodecyl-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide
Synonyms Click here for help
PHT 427 | PHT427
Database Links Click here for help
CAS Registry No. 1191951-57-1
ChEMBL Ligand CHEMBL595583
GtoPdb PubChem SID 249565689
PubChem CID 44240850
Search Google for chemical match using the InChIKey BYWWNRBKPCPJMG-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BYWWNRBKPCPJMG
UniChem Compound Search for chemical match using the InChIKey BYWWNRBKPCPJMG-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey BYWWNRBKPCPJMG-UHFFFAOYSA-N

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Tocris
PHT 427 (links to external site)
Cat. No. 4598