Cdk2 inhibitor IV   Click here for help

GtoPdb Ligand ID: 5949

Synonyms: NU6140
PDB Ligand
Compound class: Synthetic organic
Comment: This compound is a highly cell-permeable purine compound that acts as an ATP-competitive inhibitor of cyclin dependent kinases (CDKs). In vitro assays show that it is 36-fold selective for CDK2 compared to other CDKs tested [5], however users should be aware that it also potently inhibits Aurora kinases A and B [4].
Click here for help

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.

✖

View interactive charts of activity data across species

Cdk2 inhibitor IV is commercially available from our sponsors

2D Structure
Click here for help

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.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

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.

✖
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 96.03
Molecular weight 422.24
XLogP 5.17
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help

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.

✖
Canonical SMILES CCN(C(=O)c1ccc(cc1)Nc1nc(OCC2CCCCC2)c2c(n1)nc[nH]2)CC
Isomeric SMILES CCN(C(=O)c1ccc(cc1)Nc1nc(OCC2CCCCC2)c2c(n1)nc[nH]2)CC
InChI InChI=1S/C23H30N6O2/c1-3-29(4-2)22(30)17-10-12-18(13-11-17)26-23-27-20-19(24-15-25-20)21(28-23)31-14-16-8-6-5-7-9-16/h10-13,15-16H,3-9,14H2,1-2H3,(H2,24,25,26,27,28)
InChI Key XHEQSRJCJTWWAH-UHFFFAOYSA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
aurora kinase B Hs Inhibitor Inhibition 7.5 pIC50 - 4
⤷ pIC50 7.5 (IC50 3.5x10-8 M) [4]
aurora kinase A Hs Inhibitor Inhibition 7.2 pIC50 - 4
⤷ pIC50 7.2 (IC50 6.7x10-8 M) [4]
cyclin dependent kinase 2 Hs Inhibitor Inhibition 6.4 – 6.4 pIC50 - 4-5
⤷ pIC50 6.4 (IC50 4x10-7 M) [4]
pIC50 6.4 (IC50 4.1x10-7 M) [5]
Description: CDK2/cyclin A complex used in assay
eukaryotic translation initiation factor 2 alpha kinase 2 Hs Inhibitor Inhibition 5.7 pIC50 - 2
⤷ pIC50 5.7 (IC50 2x10-6 M) [2]
cyclin dependent kinase 7 Hs Inhibitor Inhibition 5.4 pIC50 - 5
⤷ pIC50 5.4 (IC50 3.9x10-6 M) [5]
Description: CDK7/cyclin H complex used in assay
cyclin dependent kinase 4 Hs Inhibitor Inhibition 5.3 pIC50 - 5
⤷ pIC50 5.3 (IC50 5.5x10-6 M) [5]
Description: CDK4/cyclin D complex used in assay
cyclin dependent kinase 1 Hs Inhibitor Inhibition 5.2 pIC50 - 5
⤷ pIC50 5.2 (IC50 6.6x10-6 M) [5]
Description: CDK1/cyclin B complex used in assay
cyclin dependent kinase 5 Hs Inhibitor Inhibition 4.8 pIC50 - 5
⤷ pIC50 4.8 (IC50 1.5x10-5 M) [5]
Description: CDK5/p25 complex used in assay