PP121   Click here for help

GtoPdb Ligand ID: 8013

Synonyms: PP 121 | PP-121
PDB Ligand
Compound class: Synthetic organic
Comment: PP121 is a multi-targeted kinase inhibitor, discovery of which is described in [1], where it is compound 6. It is designed to target tyrosine kinases and phosphatidylinositol-3 kinases (PI3Ks), a set of interconnected oncogenes, that are of intense interest as molecular targets in the drug discovery process.
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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

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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 2
Rotatable bonds 2
Topological polar surface area 98.3
Molecular weight 319.15
XLogP 3.04
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 Nc1ncnc2c1c(nn2C1CCCC1)c1cnc2c(c1)cc[nH]2
Isomeric SMILES Nc1ncnc2c1c(nn2C1CCCC1)c1cnc2c(c1)cc[nH]2
InChI InChI=1S/C17H17N7/c18-15-13-14(11-7-10-5-6-19-16(10)20-8-11)23-24(12-3-1-2-4-12)17(13)22-9-21-15/h5-9,12H,1-4H2,(H,19,20)(H2,18,21,22)
InChI Key NVRXTLZYXZNATH-UHFFFAOYSA-N
Bioactivity Comments
PP121 inhibits the proliferation of tumour cells by direct inhibition of oncogenic tyrosine kinases and PI3Ks [1]. PP121 inhibits the activity of the receptor tyrosine kinases PDGFR and VEGFR2 (KDR), the PI3Ks DNA-PK, PI3Kα and mTOR, and the additional tyrosine kinases Hck, Src and Abl [1].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
HCK proto-oncogene, Src family tyrosine kinase Primary target of this compound Hs Inhibitor Inhibition 8.1 pIC50 - 1
⤷ pIC50 8.1 (IC50 8x10-9 M) [1]
mechanistic target of rapamycin kinase Primary target of this compound Hs Inhibitor Inhibition 8.0 pIC50 - 1
⤷ pIC50 8.0 (IC50 1x10-8 M) [1]
SRC proto-oncogene, non-receptor tyrosine kinase Primary target of this compound Hs Inhibitor Inhibition 7.8 pIC50 - 1
⤷ pIC50 7.8 (IC50 1.4x10-8 M) [1]
ABL proto-oncogene 1, non-receptor tyrosine kinase Primary target of this compound Hs Inhibitor Inhibition 7.7 pIC50 - 1
⤷ pIC50 7.7 (IC50 1.8x10-8 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit alpha Primary target of this compound Hs Inhibitor Inhibition 7.3 pIC50 - 1
⤷ pIC50 7.3 (IC50 5.2x10-8 M) [1]
protein kinase, DNA-activated, catalytic subunit Primary target of this compound Hs Inhibitor Inhibition 7.2 pIC50 - 1
⤷ pIC50 7.2 (IC50 6x10-8 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit delta Hs Inhibitor Inhibition 6.8 pIC50 - 1
⤷ pIC50 6.8 (IC50 1.5x10-7 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma Hs Inhibitor Inhibition 6.0 pIC50 - 1
⤷ pIC50 6.0 (IC50 1.1x10-6 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit beta Hs Inhibitor Inhibition 5.8 pIC50 - 1
⤷ pIC50 5.8 (IC50 1.4x10-6 M) [1]
Selectivity at catalytic receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
platelet derived growth factor receptor alpha Primary target of this compound Hs Inhibitor Inhibition 8.7 pIC50 - 1
⤷ pIC50 8.7 (IC50 2x10-9 M) [1]
kinase insert domain receptor Primary target of this compound Hs Inhibitor Inhibition 7.9 pIC50 - 1
⤷ pIC50 7.9 (IC50 1.2x10-8 M) [1]
epidermal growth factor receptor Hs Inhibitor Inhibition 6.6 pIC50 - 1
⤷ pIC50 6.6 (IC50 2.6x10-7 M) [1]